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We are a team of technologists and legal experts who build proprietary technology and human-in-the-loop workflows that meaningfully improve how lawyers and machines work together - delivering speed, consistency, and quality across high-stakes work. Our systems review complex documents faster and with exceptional accuracy, combining advanced AI with structured legal expertise. Clients receive AI-powered redlines, commentary, and negotiation guidance within hours, at a predictable, volume-based price. Backed by Sequoia, Index Ventures, and Bain Capital Ventures, we're building the end-to-end contracting platform for the next generation of fast-growing companies. The Role As a People Operations Lead at Crosby, you'll play a critical role in building and scaling the systems that support our team. You'll be responsible for designing and executing core people operations across hiring, onboarding, performance, and employee experience. 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We are a team of technologists and legal experts who build proprietary technology and human-in-the-loop workflows that meaningfully improve how lawyers and machines work together - delivering speed, consistency, and quality across high-stakes work. Our systems review complex documents faster and with exceptional accuracy, combining advanced AI with structured legal expertise. Clients receive AI-powered redlines, commentary, and negotiation guidance within hours, at a predictable, volume-based price. Backed by Sequoia, Index Ventures, and Bain Capital Ventures, we're building the end-to-end contracting platform for the next generation of fast-growing companies. The Role We're hiring our first Controller to build and own Crosby's accounting and financial operations function from the ground up. This is not a maintenance role - it's a systems-building role. You'll design the financial infrastructure of an AI-native company from first principles, ensuring our accounting, reporting, and controls scale with the business. You'll partner closely with the leadership team, and investors to deliver accurate, timely financials while building the processes and systems that support rapid growth. The right candidate is both deeply technical and highly pragmatic - someone who can operate at startup speed while maintaining institutional-grade rigor. 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We're a team of technologists and legal experts collaborating closely to reimagine corporate legal services from the ground up. We build proprietary technology and human in the loop workflows to radically enhance the lawyer machine relationship. Our mission is to review complex documents faster than ever and with perfect quality. Crosby was founded by Ryan (Penn, Stanford Law, ex Cooley, former GC) and John (Penn M&T, ex Ramp, ex Google). We believe: - A great legal system is the watermark of a great society. - Legal work is an art and science. We want to discover the frontier between the two and codify the scientific parts, which is a magnificent puzzle. - Selling work, not software, is the best way to realize the productivity gains of GenAI for professional services. - In an in-person culture at our NYC office. The Role: This is Crosby's first dedicated finance hire. We expect this role to be a senior individual contributor with broad ownership and high visibility. 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We are a team of technologists and legal experts who build proprietary technology and human-in-the-loop workflows that meaningfully improve how lawyers and machines work together - delivering speed, consistency, and quality across high-stakes work. Our systems review complex documents faster and with exceptional accuracy, combining advanced AI with structured legal expertise. Clients receive AI-powered redlines, commentary, and negotiation guidance within hours, at a predictable, volume-based price. Backed by Sequoia, Index Ventures, and Bain Capital Ventures, we're building the end-to-end contracting platform for the next generation of fast-growing companies. The Team The Engineering team builds the core systems, product features, and infrastructure that power Crosby's AI-first platform. We work across the stack - from frontend and backend systems to AI workflows - to deliver fast, reliable, and high-quality experiences. We prioritize speed, ownership, and impact - empowering engineers to work across boundaries and solve the most important problems. The Role As a Technical Generalist at Crosby, you'll play a critical role in building whatever matters most. This is not a narrowly defined role - we are looking for exceptional engineers and will shape the role around your strengths and where you can have the highest impact. 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We are a team of technologists and legal experts who build proprietary technology and human-in-the-loop workflows that meaningfully improve how lawyers and machines work together - delivering speed, consistency, and quality across high-stakes work. Our systems review complex documents faster and with exceptional accuracy, combining advanced AI with structured legal expertise. Clients receive AI-powered redlines, commentary, and negotiation guidance within hours, at a predictable, volume-based price. Backed by Sequoia, Index Ventures, and Bain Capital Ventures, we're building the end-to-end contracting platform for the next generation of fast-growing companies. The Team The Engineering team builds the core systems and infrastructure that power Crosby's AI-first platform. We operate at the intersection of backend systems, data, and AI - ensuring our platform is fast, reliable, and scalable. We prioritize strong foundations, ownership, and speed - building infrastructure that enables the entire team to move quickly without compromising reliability. The Role As an Infrastructure Engineer at Crosby, you'll play a critical role in building and scaling the systems that power our platform. You'll be responsible for designing and maintaining reliable, scalable infrastructure across compute, storage, and deployment systems. You'll work closely with backend, AI, and product engineers to ensure our systems are performant, observable, and easy to operate. 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We are a team of technologists and legal experts who build proprietary technology and human-in-the-loop workflows that meaningfully improve how lawyers and machines work together - delivering speed, consistency, and quality across high-stakes work. Our systems review complex documents faster and with exceptional accuracy, combining advanced AI with structured legal expertise. Clients receive AI-powered redlines, commentary, and negotiation guidance within hours, at a predictable, volume-based price. Backed by Sequoia, Index Ventures, and Bain Capital Ventures, we're building the end-to-end contracting platform for the next generation of fast-growing companies. The Team The Engineering team builds the core systems and infrastructure that power Crosby's AI-first platform. We operate in high-stakes environments where security, reliability, and data integrity are critical to everything we do. We prioritize strong foundations, ownership, and rigor - ensuring our systems are secure by design while enabling fast product iteration. The Role As a Security Engineer at Crosby, you'll play a critical role in designing and implementing the security foundations of our platform. You'll be responsible for protecting sensitive legal data, securing our infrastructure, and embedding best-in-class security practices across the engineering organization. You'll work closely with engineering, product, and legal teams to identify risks, implement controls, and ensure our systems meet the highest standards of security and compliance. 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We are a team of technologists and legal experts who build proprietary technology and human-in-the-loop workflows that meaningfully improve how lawyers and machines work together - delivering speed, consistency, and quality across high-stakes work. Our systems review complex documents faster and with exceptional accuracy, combining advanced AI with structured legal expertise. Clients receive AI-powered redlines, commentary, and negotiation guidance within hours, at a predictable, volume-based price. Backed by Sequoia, Index Ventures, and Bain Capital Ventures, we're building the end-to-end contracting platform for the next generation of fast-growing companies. The Team The Engineering team builds the core systems, infrastructure, and developer tooling that power Crosby's AI-first platform. We work across backend, frontend, and AI systems to enable fast iteration, high-quality outputs, and reliable production systems. We prioritize speed, leverage, and strong engineering foundations - investing in systems that make the entire team more effective. The Role As an AI Developer Experience Engineer at Crosby, you'll play a critical role in building the internal systems that enable our team to develop, evaluate, and ship AI features quickly and reliably. You'll focus on improving the developer experience around LLMs, data, and experimentation - creating tools and infrastructure that accelerate iteration while maintaining quality. You'll partner closely with engineers, data scientists, and researchers to streamline workflows across prompting, evaluation, fine-tuning, and deployment. This role is for", "parental_leave_weeks": null, "non_birth_parent_leave_weeks": null, "parental_leave_weeks_source": null, "non_birth_parent_leave_weeks_source": null, "parental_leave_source_url": null, "pto_days": null, "unlimited_pto": false, "sabbatical_eligible": false, "family_friendly_score": 44, "benefit_verified": false, "benefit_last_verified": null, "hire_states_allowed": [], "state_eligibility_source": null, "state_eligibility_enriched_at": null, "llm_quality_pass_at": null, "seniority": "mid", "years_experience_min": 3, "years_experience_max": 7, "role_function": "data", "employer_industry": null, "employer_size": null, "quality_score": 55, "travel_pct": null, "requires_shift": null, "shift_type": "unknown", "shift_type_source": null, "weekend_work": "unknown", "weekend_work_source": null, "relocation_assistance_source": null, "contractor_w2": "unknown", "required_timezone": null, "fertility_family_building_benefits_source": null, "mental_health_support_source": null, "adoption_assistance_offered_source": null, "childcare_subsidy_source": null, "learning_budget_offered_source": null, "surrogacy_assistance_offered_source": null, "cover_letter_required": null, "cover_letter_required_source": null, "assessment_required": null, "assessment_required_source": null, "application_deadline": null, "application_deadline_source": null, "visa_sponsorship": false, "us_citizenship_required": false, "security_clearance": "none", "education_required": "none", "roll_up_count": null, "roll_up_total_locations": null, "explanations": [] }, { "id": "e5a541a5a1ef8a7fea09230daa5d9b02", "title": "Founding IT & Security Operations Lead", "employer_name": "Crosby", "employer_slug": "crosby", "location_text": "New York City, New York, United States", "country": "US", "employment_type": "unknown", "remote_status": "unspecified", "remote_status_source": null, "remote_status_enriched_at": null, "days_in_office": null, "timezone_overlap_hours": 6, "salary_min": 200000, "salary_max": 250000, "salary_min_source": null, "salary_max_source": null, "salary_currency": "USD", "salary_type": "base", "salary_type_source": null, "salary_type_enriched_at": null, "salary_period": "year", "base_salary_min": 200000, "base_salary_max": 250000, "salary_disclosed": true, "equity_included": true, "equity_included_source": null, "equity_type": [ "options" ], "k401_match": null, "match_401k_pct": null, "match_401k_pct_source": null, "k401_match_source_url": null, "k401_match_source_fields": [], "k401_contribution_source_url": null, "k401_contribution_source_fields": [], "profit_sharing": false, "bonus_offered": false, "mental_health_support": null, "childcare_subsidy": null, "fertility_family_building_benefits": null, "adoption_assistance_offered": null, "surrogacy_assistance_offered": null, "learning_budget_offered": null, "relocation_assistance": null, "top_startup_sources": [], "posted_at": "2026-03-31T16:44:56.655Z", "apply_url": "https://jobs.ashbyhq.com/crosby/7630f153-7f36-4703-9b61-01c6a6ac3544", "apply_url_verified": false, "ats": "ashby", "url_last_checked_alive": null, "removed_at": null, "description_excerpt": "Founding IT & Security Operations Lead New York City, New York, United States Founding IT & Security Operations Lead Welcome to Crosby, the next-generation law company! We're a team of technologists and legal experts collaborating closely to reimagine corporate legal services from the ground up. We build proprietary technology and human-in-the-loop workflows to radically enhance the lawyer-machine relationship. Our mission is to review complex documents faster than ever - with perfect quality. Crosby was founded by Ryan (Penn, Stanford Law, ex-Cooley, former GC) and John (Penn M&T, ex-Ramp, ex-Google). We believe: - A great legal system is the watermark of a great society. - Legal work is both an art and a science - and discovering the frontier between the two is a magnificent puzzle. - Selling work, not software, is the best way to unlock the productivity gains of GenAI in professional services. - In-person collaboration matters. We operate from our NYC office. The Role As Crosby's first dedicated IT & Security Operations Lead , you'll own the systems, processes, and day-to-day operations that keep our team productive, secure, and unblocked. This is a hands-on, high-ownership role at a fast-growing Series B company. You'll design and run Crosby's IT function end-to-end - from onboarding new hires and managing hardware, to securing devices and identities, to building repeatable processes that scale with the company. You'll work closely with the founders, engineering, People Ops, and Finance to define how IT operates at Crosby. 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We are a team of technologists and legal experts who build proprietary technology and human-in-the-loop workflows that meaningfully improve how lawyers and machines work together - delivering speed, consistency, and quality across high-stakes work. Our systems review complex documents faster and with exceptional accuracy, combining advanced AI with structured legal expertise. Clients receive AI-powered redlines, commentary, and negotiation guidance within hours, at a predictable, volume-based price. Backed by Sequoia, Index Ventures, and Bain Capital Ventures, we're building the end-to-end contracting platform for the next generation of fast-growing companies. The Team The Engineering team builds the core AI systems and infrastructure that power Crosby's platform. We work at the intersection of research and production, developing models and systems that operate reliably in complex, real-world legal workflows. We prioritize rigor, speed, and impact - advancing the frontier of applied AI while shipping systems that deliver measurable value. The Role As an AI Researcher at Crosby, you'll play a critical role in advancing the capabilities of our AI systems. You'll explore, develop, and apply state-of-the-art techniques in LLMs and applied NLP to improve how our platform understands, analyzes, and reasons over complex legal documents. You'll work closely with engineers, data scientists, and legal experts to translate research ideas into production systems. 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We are a team of technologists and legal experts who build proprietary technology and human-in-the-loop workflows that meaningfully improve how lawyers and machines work together - delivering speed, consistency, and quality across high-stakes work. Our systems review complex documents faster and with exceptional accuracy, combining advanced AI with structured legal expertise. Clients receive AI-powered redlines, commentary, and negotiation guidance within hours, at a predictable, volume-based price. Backed by Sequoia, Index Ventures, and Bain Capital Ventures, we're building the end-to-end contracting platform for the next generation of fast-growing companies. The Team The Engineering team builds the core systems and data infrastructure that power Crosby's AI-first legal platform. We work across machine learning, product, and backend systems to deliver intelligent, reliable solutions in high-stakes environments. We prioritize speed, ownership, and rigor - building systems that are both technically excellent and deeply aligned with real-world outcomes. The Role As Head of Data at Crosby, you'll play a critical role in defining and leading our data strategy across the company. You'll be responsible for building the systems, pipelines, and teams that power our AI models, product analytics, and decision-making infrastructure. You'll work closely with engineering, product, and legal teams to ensure we are leveraging data as a core competitive advantage - from improving model performance to driving business insights. 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We are a team of technologists and legal experts who build proprietary technology and human-in-the-loop workflows that meaningfully improve how lawyers and machines work together - delivering speed, consistency, and quality across high-stakes work. Our systems review complex documents faster and with exceptional accuracy, combining advanced AI with structured legal expertise. Clients receive AI-powered redlines, commentary, and negotiation guidance within hours, at a predictable, volume-based price. Backed by Sequoia, Index Ventures, and Bain Capital Ventures, we're building the end-to-end contracting platform for the next generation of fast-growing companies. The Team The Engineering team builds the core systems and user-facing platform that power Crosby's AI-first legal product. We work across frontend, backend, and AI systems to deliver fast, reliable, and intuitive experiences in high-stakes environments. We prioritize speed, ownership, and product quality - holding a high bar for both technical excellence and user experience. The Role As a Staff Frontend Engineer at Crosby, you'll play a critical role in owning and evolving the user-facing experience of our platform. You'll be responsible for architecting and building scalable frontend systems while translating complex legal and AI workflows into intuitive, high-performance interfaces. You'll partner closely with product, design, backend engineering, and legal experts to shape the direction of the product and set the standard for frontend quality. 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We build proprietary technology and human in the loop workflows to radically enhance the lawyer machine relationship. Our mission is to review complex documents faster than ever and with perfect quality Crosby was founded by Ryan (Penn, Stanford Law, ex Cooley, former GC) and John (Penn M&T, ex Ramp, ex Google) We believe: - A great legal system is the watermark of a great society. - Legal work is art and science. We are discovering the frontier between the two- codifying what can be systematized, and amplifying human expertise where judgment matters most. - The right way to deploy AI in law isn't by selling software. It's by selling outcomes - higher-quality legal work, delivered faster and more efficiently - In an in-person culture at our NYC office. The Role As an Engineer, you will be a full stack owner of the intelligent features that power the Crosby platform. 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We're a team of technologists and legal experts collaborating closely to reimagine corporate legal services from the ground up. We build proprietary technology and human in the loop workflows to radically enhance the lawyer machine relationship. Our mission is to review complex documents faster than ever and with perfect quality. Crosby was founded by Ryan (Penn, Stanford Law, ex Cooley, former GC) and John (Penn M&T, ex Ramp, ex Google). We believe: - A great legal system is the watermark of a great society. - Legal work is art and science. We are discovering the frontier between the two- codifying what can be systematized, and amplifying human expertise where judgment matters most. - The right way to deploy AI in law isn't by selling software. It's by selling outcomes - higher-quality legal work, delivered faster and more efficiently - In an in-person culture at our NYC office. The Role: As a Founding Frontend Engineer, you will own the user facing experience of the Crosby platform. 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We're a team of technologists and legal experts collaborating closely to reimagine corporate legal services from the ground up. We build proprietary technology and human-in-the-loop workflows to radically enhance the lawyer-machine relationship. Our mission is to review complex documents faster and with higher quality than ever before. Crosby was founded by Ryan (Penn, Stanford Law, ex-Cooley, former GC) and John (Penn M&T, ex-Ramp, ex-Google). We believe: - A great legal system is the watermark of a great society. - Legal work is art and science. We are discovering the frontier between the two- codifying what can be systematized, and amplifying human expertise where judgment matters most. - The right way to deploy AI in law isn't by selling software. It's by selling outcomes - higher-quality legal work, delivered faster and more efficiently - In an in-person culture at our NYC office. 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We're a team of technologists and legal experts collaborating closely to reimagine corporate legal services from the ground up. We build proprietary technology and human-in-the-loop workflows to radically enhance the lawyer-machine relationship. Our mission is to review complex documents faster and with higher quality than ever before. Crosby was founded by Ryan (Penn, Stanford Law, ex-Cooley, former GC) and John (Penn M&T, ex-Ramp, ex-Google). We believe: - A great legal system is the watermark of a great society. - Legal work is art and science. We are discovering the frontier between the two- codifying what can be systematized, and amplifying human expertise where judgment matters most. - The right way to deploy AI in law isn't by selling software. It's by selling outcomes - higher-quality legal work, delivered faster and more efficiently - In an in-person culture at our NYC office. About the Role: We're looking for a Founding Account Executive to build and own the commercial side of our business. As one of the first hires, you'll partner closely with the founders to define our positioning, acquire early customers, and lay the foundation for scalable growth. This role is ideal for a builder who thrives in ambiguity, can wear multiple hats, and is excited to create a playbook for sales and growth. 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Product Manager at Crosby - New York City, New York, United States - Product Manager New York City, New York, United States Welcome to Crosby, the next-generation law company We're a team of technologists and legal experts collaborating closely to reimagine corporate legal services from the ground up. We build proprietary technology and human-in-the-loop workflows to radically enhance the lawyer-machine relationship. Our mission is to review complex documents faster than ever and with perfect quality. We're a team of 45 in NYC and growing fast. Our founders bring experience from Cooley, Ramp, and Google, and our team includes operators from companies like Stripe, Meta, Vanta, Hume AI, and more. We're backed by Sequoia, Lux, Index, BCV, and Elad Gil, and our clients include some of the fastest-growing companies in tech: Cursor, Clay, Braintrust, Serval, and more. We 10x'd revenue last year and are on track to do it again. Demand is growing faster than we can keep up with. Legal is one of the last major industries untouched by software. We're building the tools and workflows that will define how AI and humans collaborate on complex knowledge work. The Role As Member of Product Staff for Core AI Product, you will own Crosby's AI redlining system: the product our lawyers use to review every contract that comes through Crosby. You'll work directly with our lawyers, our Applied AI engineering team, and our design team to build a product that delivers higher-quality legal work, faster, every quarter. What You'll Do - Drive product direction. Own the vision, product and roadmap end to end for

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People Operations Lead at Crosby - New York City, New York, United States - People Operations Lead New York City, New York, United States About Crosby AI Crosby is an AI-first law firm reimagining corporate legal services from the ground up. We are a team of technologists and legal experts who build proprietary technology and human-in-the-loop workflows that meaningfully improve how lawyers and machines work together - delivering speed, consistency, and quality across high-stakes work. Our systems review complex documents faster and with exceptional accuracy, combining advanced AI with structured legal expertise. Clients receive AI-powered redlines, commentary, and negotiation guidance within hours, at a predictable, volume-based price. Backed by Sequoia, Index Ventures, and Bain Capital Ventures, we're building the end-to-end contracting platform for the next generation of fast-growing companies. The Role As a People Operations Lead at Crosby, you'll play a critical role in building and scaling the systems that support our team. You'll be responsible for designing and executing core people operations across hiring, onboarding, performance, and employee experience. You'll work closely with leadership and cross-functional teams to ensure our people systems are efficient, compliant, and aligned with company goals. This role is for someone who cares deeply about building strong teams and operational excellence - enabling Crosby to scale while maintaining its culture and velocity. Responsibilities - Build and scale people operations: design and manage core HR systems, policies, and processes across the employee lifecycle. - Own hiring operations: Partner with leadership to improve recruiting processes, candidate experience, and hiring efficiency. - Drive onboarding and employee experience: Build structured onboarding programs and

", "datePosted": "2026-04-27T00:19:30.866Z", "employmentType": "OTHER", "identifier": { "@type": "PropertyValue", "name": "Crosby", "value": "0665d79dc2dbde1feaa09ee958615127" }, "hiringOrganization": { "@type": "Organization", "name": "Crosby" }, "jobLocation": { "@type": "Place", "address": { "@type": "PostalAddress", "addressCountry": "US", "addressLocality": "New York City" } }, "baseSalary": { "@type": "MonetaryAmount", "currency": "USD", "value": { "@type": "QuantitativeValue", "minValue": 130000, "maxValue": 160000, "unitText": "YEAR" } }, "directApply": false, "experienceRequirements": { "@type": "OccupationalExperienceRequirements", "monthsOfExperience": 48 }, "educationRequirements": "no requirements", "url": "https://fewerjobs.com/jobs/crosby/people-operations-lead-0665d79d" } }, { "@type": "ListItem", "position": 3, "url": "https://fewerjobs.com/jobs/crosby/controller-b3805ce5", "item": { "@context": "https://schema.org", "@type": "JobPosting", "title": "Controller", "description": "

Controller at Crosby - New York City, New York, United States - Controller New York City, New York, United States About Crosby AI Crosby is an AI-first law firm reimagining corporate legal services from the ground up. We are a team of technologists and legal experts who build proprietary technology and human-in-the-loop workflows that meaningfully improve how lawyers and machines work together - delivering speed, consistency, and quality across high-stakes work. Our systems review complex documents faster and with exceptional accuracy, combining advanced AI with structured legal expertise. Clients receive AI-powered redlines, commentary, and negotiation guidance within hours, at a predictable, volume-based price. Backed by Sequoia, Index Ventures, and Bain Capital Ventures, we're building the end-to-end contracting platform for the next generation of fast-growing companies. The Role We're hiring our first Controller to build and own Crosby's accounting and financial operations function from the ground up. This is not a maintenance role - it's a systems-building role. You'll design the financial infrastructure of an AI-native company from first principles, ensuring our accounting, reporting, and controls scale with the business. You'll partner closely with the leadership team, and investors to deliver accurate, timely financials while building the processes and systems that support rapid growth. The right candidate is both deeply technical and highly pragmatic - someone who can operate at startup speed while maintaining institutional-grade rigor. Key Responsibilities - Oversee and execute all core accounting activities across the business - Lead the monthly and annual close processes, including review/approval of journal entries, account reconciliations, flux analysis, and financial statement tie-outs to ensure accurate,

", "datePosted": "2026-04-23T01:12:52.681Z", "employmentType": "OTHER", "identifier": { "@type": "PropertyValue", "name": "Crosby", "value": "b3805ce51ba52642e0f74ddb13abd81b" }, "hiringOrganization": { "@type": "Organization", "name": "Crosby" }, "jobLocation": { "@type": "Place", "address": { "@type": "PostalAddress", "addressCountry": "US", "addressLocality": "New York City" } }, "baseSalary": { "@type": "MonetaryAmount", "currency": "USD", "value": { "@type": "QuantitativeValue", "minValue": 185000, "maxValue": 225000, "unitText": "YEAR" } }, "directApply": false, "experienceRequirements": { "@type": "OccupationalExperienceRequirements", "monthsOfExperience": 36 }, "educationRequirements": "Bachelors", "url": "https://fewerjobs.com/jobs/crosby/controller-b3805ce5" } }, { "@type": "ListItem", "position": 4, "url": "https://fewerjobs.com/jobs/crosby/strategic-finance-lead-f014ce1b", "item": { "@context": "https://schema.org", "@type": "JobPosting", "title": "Strategic Finance Lead", "description": "

Strategic Finance Lead at Crosby - New York City, New York, United States - Strategic Finance Lead New York City, New York, United States Welcome to Crosby, the next-generation law company! We're a team of technologists and legal experts collaborating closely to reimagine corporate legal services from the ground up. We build proprietary technology and human in the loop workflows to radically enhance the lawyer machine relationship. Our mission is to review complex documents faster than ever and with perfect quality. Crosby was founded by Ryan (Penn, Stanford Law, ex Cooley, former GC) and John (Penn M&T, ex Ramp, ex Google). We believe: - A great legal system is the watermark of a great society. - Legal work is an art and science. We want to discover the frontier between the two and codify the scientific parts, which is a magnificent puzzle. - Selling work, not software, is the best way to realize the productivity gains of GenAI for professional services. - In an in-person culture at our NYC office. The Role: This is Crosby's first dedicated finance hire. We expect this role to be a senior individual contributor with broad ownership and high visibility. As Strategic Finance Lead, you'll have the unique opportunity to build the financial foundation that helps Crosby scale. You'll own the core models, planning processes, and reporting systems that shape how we make decisions across the business. In this role, you'll work directly with the founders and partner closely with leaders across growth, legal, operations, and engineering. You'll help Crosby understand what is happening in the business, what should

", "datePosted": "2026-04-10T20:41:13.416Z", "employmentType": "OTHER", "identifier": { "@type": "PropertyValue", "name": "Crosby", "value": "f014ce1b665e4db71cd1110572d22de1" }, "hiringOrganization": { "@type": "Organization", "name": "Crosby" }, "jobLocation": { "@type": "Place", "address": { "@type": "PostalAddress", "addressCountry": "US", "addressLocality": "New York City" } }, "directApply": false, "jobBenefits": "Unlimited PTO", "incentiveCompensation": "Equity (Options)", "experienceRequirements": { "@type": "OccupationalExperienceRequirements", "monthsOfExperience": 60 }, "educationRequirements": "no requirements", "url": "https://fewerjobs.com/jobs/crosby/strategic-finance-lead-f014ce1b" } }, { "@type": "ListItem", "position": 5, "url": "https://fewerjobs.com/jobs/crosby/technical-generalist-0d60f821", "item": { "@context": "https://schema.org", "@type": "JobPosting", "title": "Technical Generalist", "description": "

Technical Generalist at Crosby - New York City, New York, United States - Technical Generalist New York City, New York, United States About Crosby AI Crosby is an AI-first legal platform reimagining corporate legal services from the ground up. We are a team of technologists and legal experts who build proprietary technology and human-in-the-loop workflows that meaningfully improve how lawyers and machines work together - delivering speed, consistency, and quality across high-stakes work. Our systems review complex documents faster and with exceptional accuracy, combining advanced AI with structured legal expertise. Clients receive AI-powered redlines, commentary, and negotiation guidance within hours, at a predictable, volume-based price. Backed by Sequoia, Index Ventures, and Bain Capital Ventures, we're building the end-to-end contracting platform for the next generation of fast-growing companies. The Team The Engineering team builds the core systems, product features, and infrastructure that power Crosby's AI-first platform. We work across the stack - from frontend and backend systems to AI workflows - to deliver fast, reliable, and high-quality experiences. We prioritize speed, ownership, and impact - empowering engineers to work across boundaries and solve the most important problems. The Role As a Technical Generalist at Crosby, you'll play a critical role in building whatever matters most. This is not a narrowly defined role - we are looking for exceptional engineers and will shape the role around your strengths and where you can have the highest impact. You'll work across the stack - from product features to backend systems to AI workflows - and partner closely with engineering, product, and legal teams to solve high-leverage problems.

", "datePosted": "2026-03-31T17:50:20.051Z", "employmentType": "OTHER", "identifier": { "@type": "PropertyValue", "name": "Crosby", "value": "0d60f821a3a23726c9387624cd4c6e4f" }, "hiringOrganization": { "@type": "Organization", "name": "Crosby" }, "jobLocation": { "@type": "Place", "address": { "@type": "PostalAddress", "addressCountry": "US", "addressLocality": "New York City" } }, "baseSalary": { "@type": "MonetaryAmount", "currency": "USD", "value": { "@type": "QuantitativeValue", "minValue": 200000, "maxValue": 300000, "unitText": "YEAR" } }, "directApply": false, "experienceRequirements": { "@type": "OccupationalExperienceRequirements", "monthsOfExperience": 48 }, "educationRequirements": "no requirements", "url": "https://fewerjobs.com/jobs/crosby/technical-generalist-0d60f821" } }, { "@type": "ListItem", "position": 6, "url": "https://fewerjobs.com/jobs/crosby/infrastructure-engineer-4857ed00", "item": { "@context": "https://schema.org", "@type": "JobPosting", "title": "Infrastructure Engineer", "description": "

Infrastructure Engineer at Crosby - New York City, New York, United States - Infrastructure Engineer New York City, New York, United States About Crosby AI Crosby is an AI-first legal platform reimagining corporate legal services from the ground up. We are a team of technologists and legal experts who build proprietary technology and human-in-the-loop workflows that meaningfully improve how lawyers and machines work together - delivering speed, consistency, and quality across high-stakes work. Our systems review complex documents faster and with exceptional accuracy, combining advanced AI with structured legal expertise. Clients receive AI-powered redlines, commentary, and negotiation guidance within hours, at a predictable, volume-based price. Backed by Sequoia, Index Ventures, and Bain Capital Ventures, we're building the end-to-end contracting platform for the next generation of fast-growing companies. The Team The Engineering team builds the core systems and infrastructure that power Crosby's AI-first platform. We operate at the intersection of backend systems, data, and AI - ensuring our platform is fast, reliable, and scalable. We prioritize strong foundations, ownership, and speed - building infrastructure that enables the entire team to move quickly without compromising reliability. The Role As an Infrastructure Engineer at Crosby, you'll play a critical role in building and scaling the systems that power our platform. You'll be responsible for designing and maintaining reliable, scalable infrastructure across compute, storage, and deployment systems. You'll work closely with backend, AI, and product engineers to ensure our systems are performant, observable, and easy to operate. This role is for someone who cares deeply about reliability and developer velocity - building infrastructure that enables teams to

", "datePosted": "2026-03-31T17:45:10.964Z", "employmentType": "OTHER", "identifier": { "@type": "PropertyValue", "name": "Crosby", "value": "4857ed0016a0350314fe3ff477e6b30a" }, "hiringOrganization": { "@type": "Organization", "name": "Crosby" }, "jobLocation": { "@type": "Place", "address": { "@type": "PostalAddress", "addressCountry": "US", "addressLocality": "New York City" } }, "baseSalary": { "@type": "MonetaryAmount", "currency": "USD", "value": { "@type": "QuantitativeValue", "minValue": 180000, "maxValue": 250000, "unitText": "YEAR" } }, "directApply": false, "experienceRequirements": { "@type": "OccupationalExperienceRequirements", "monthsOfExperience": 48 }, "educationRequirements": "no requirements", "url": "https://fewerjobs.com/jobs/crosby/infrastructure-engineer-4857ed00" } }, { "@type": "ListItem", "position": 7, "url": "https://fewerjobs.com/jobs/crosby/security-engineer-f4f0c5e8", "item": { "@context": "https://schema.org", "@type": "JobPosting", "title": "Security Engineer", "description": "

Security Engineer at Crosby - New York City, New York, United States - Security Engineer New York City, New York, United States About Crosby AI Crosby is an AI-first legal platform reimagining corporate legal services from the ground up. We are a team of technologists and legal experts who build proprietary technology and human-in-the-loop workflows that meaningfully improve how lawyers and machines work together - delivering speed, consistency, and quality across high-stakes work. Our systems review complex documents faster and with exceptional accuracy, combining advanced AI with structured legal expertise. Clients receive AI-powered redlines, commentary, and negotiation guidance within hours, at a predictable, volume-based price. Backed by Sequoia, Index Ventures, and Bain Capital Ventures, we're building the end-to-end contracting platform for the next generation of fast-growing companies. The Team The Engineering team builds the core systems and infrastructure that power Crosby's AI-first platform. We operate in high-stakes environments where security, reliability, and data integrity are critical to everything we do. We prioritize strong foundations, ownership, and rigor - ensuring our systems are secure by design while enabling fast product iteration. The Role As a Security Engineer at Crosby, you'll play a critical role in designing and implementing the security foundations of our platform. You'll be responsible for protecting sensitive legal data, securing our infrastructure, and embedding best-in-class security practices across the engineering organization. You'll work closely with engineering, product, and legal teams to identify risks, implement controls, and ensure our systems meet the highest standards of security and compliance. This role is for someone who is both deeply technical and highly pragmatic -

", "datePosted": "2026-03-31T17:41:29.067Z", "employmentType": "OTHER", "identifier": { "@type": "PropertyValue", "name": "Crosby", "value": "f4f0c5e8b00950ba5a6953eaa2edbf84" }, "hiringOrganization": { "@type": "Organization", "name": "Crosby" }, "jobLocation": { "@type": "Place", "address": { "@type": "PostalAddress", "addressCountry": "US", "addressLocality": "New York City" } }, "baseSalary": { "@type": "MonetaryAmount", "currency": "USD", "value": { "@type": "QuantitativeValue", "minValue": 200000, "maxValue": 300000, "unitText": "YEAR" } }, "directApply": false, "experienceRequirements": { "@type": "OccupationalExperienceRequirements", "monthsOfExperience": 48 }, "educationRequirements": "no requirements", "url": "https://fewerjobs.com/jobs/crosby/security-engineer-f4f0c5e8" } }, { "@type": "ListItem", "position": 8, "url": "https://fewerjobs.com/jobs/crosby/ai-developer-experience-engineer-6734d87c", "item": { "@context": "https://schema.org", "@type": "JobPosting", "title": "AI Developer Experience Engineer", "description": "

AI Developer Experience Engineer at Crosby - New York City, New York, United States - AI Developer Experience Engineer New York City, New York, United States About Crosby AI Crosby is an AI-first legal platform reimagining corporate legal services from the ground up. We are a team of technologists and legal experts who build proprietary technology and human-in-the-loop workflows that meaningfully improve how lawyers and machines work together - delivering speed, consistency, and quality across high-stakes work. Our systems review complex documents faster and with exceptional accuracy, combining advanced AI with structured legal expertise. Clients receive AI-powered redlines, commentary, and negotiation guidance within hours, at a predictable, volume-based price. Backed by Sequoia, Index Ventures, and Bain Capital Ventures, we're building the end-to-end contracting platform for the next generation of fast-growing companies. The Team The Engineering team builds the core systems, infrastructure, and developer tooling that power Crosby's AI-first platform. We work across backend, frontend, and AI systems to enable fast iteration, high-quality outputs, and reliable production systems. We prioritize speed, leverage, and strong engineering foundations - investing in systems that make the entire team more effective. The Role As an AI Developer Experience Engineer at Crosby, you'll play a critical role in building the internal systems that enable our team to develop, evaluate, and ship AI features quickly and reliably. You'll focus on improving the developer experience around LLMs, data, and experimentation - creating tools and infrastructure that accelerate iteration while maintaining quality. You'll partner closely with engineers, data scientists, and researchers to streamline workflows across prompting, evaluation, fine-tuning, and deployment. This role is for

", "datePosted": "2026-03-31T17:34:06.306Z", "employmentType": "OTHER", "identifier": { "@type": "PropertyValue", "name": "Crosby", "value": "6734d87c826e8bafff6d455128e09101" }, "hiringOrganization": { "@type": "Organization", "name": "Crosby" }, "jobLocation": { "@type": "Place", "address": { "@type": "PostalAddress", "addressCountry": "US", "addressLocality": "New York City" } }, "baseSalary": { "@type": "MonetaryAmount", "currency": "USD", "value": { "@type": "QuantitativeValue", "minValue": 180000, "maxValue": 250000, "unitText": "YEAR" } }, "directApply": false, "experienceRequirements": { "@type": "OccupationalExperienceRequirements", "monthsOfExperience": 36 }, "educationRequirements": "no requirements", "url": "https://fewerjobs.com/jobs/crosby/ai-developer-experience-engineer-6734d87c" } }, { "@type": "ListItem", "position": 9, "url": "https://fewerjobs.com/jobs/crosby/founding-it-and-security-operations-lead-e5a541a5", "item": { "@context": "https://schema.org", "@type": "JobPosting", "title": "Founding IT & Security Operations Lead", "description": "

Founding IT & Security Operations Lead at Crosby - New York City, New York, United States - Founding IT & Security Operations Lead New York City, New York, United States Founding IT & Security Operations Lead Welcome to Crosby, the next-generation law company! We're a team of technologists and legal experts collaborating closely to reimagine corporate legal services from the ground up. We build proprietary technology and human-in-the-loop workflows to radically enhance the lawyer-machine relationship. Our mission is to review complex documents faster than ever - with perfect quality. Crosby was founded by Ryan (Penn, Stanford Law, ex-Cooley, former GC) and John (Penn M&T, ex-Ramp, ex-Google). We believe: - A great legal system is the watermark of a great society. - Legal work is both an art and a science - and discovering the frontier between the two is a magnificent puzzle. - Selling work, not software, is the best way to unlock the productivity gains of GenAI in professional services. - In-person collaboration matters. We operate from our NYC office. The Role As Crosby's first dedicated IT & Security Operations Lead , you'll own the systems, processes, and day-to-day operations that keep our team productive, secure, and unblocked. This is a hands-on, high-ownership role at a fast-growing Series B company. You'll design and run Crosby's IT function end-to-end - from onboarding new hires and managing hardware, to securing devices and identities, to building repeatable processes that scale with the company. You'll work closely with the founders, engineering, People Ops, and Finance to define how IT operates at Crosby. Your work will directly impact employee experience, security

", "datePosted": "2026-03-31T16:44:56.655Z", "employmentType": "OTHER", "identifier": { "@type": "PropertyValue", "name": "Crosby", "value": "e5a541a5a1ef8a7fea09230daa5d9b02" }, "hiringOrganization": { "@type": "Organization", "name": "Crosby" }, "jobLocation": { "@type": "Place", "address": { "@type": "PostalAddress", "addressCountry": "US", "addressLocality": "New York City" } }, "baseSalary": { "@type": "MonetaryAmount", "currency": "USD", "value": { "@type": "QuantitativeValue", "minValue": 200000, "maxValue": 250000, "unitText": "YEAR" } }, "directApply": false, "jobBenefits": "Unlimited PTO", "incentiveCompensation": "Equity (Options)", "experienceRequirements": { "@type": "OccupationalExperienceRequirements", "monthsOfExperience": 60 }, "educationRequirements": "no requirements", "url": "https://fewerjobs.com/jobs/crosby/founding-it-and-security-operations-lead-e5a541a5" } }, { "@type": "ListItem", "position": 10, "url": "https://fewerjobs.com/jobs/crosby/ai-researcher-1aa65c91", "item": { "@context": "https://schema.org", "@type": "JobPosting", "title": "AI Researcher", "description": "

AI Researcher at Crosby - New York City, New York, United States - AI Researcher New York City, New York, United States About Crosby AI Crosby is an AI-first legal platform reimagining corporate legal services from the ground up. We are a team of technologists and legal experts who build proprietary technology and human-in-the-loop workflows that meaningfully improve how lawyers and machines work together - delivering speed, consistency, and quality across high-stakes work. Our systems review complex documents faster and with exceptional accuracy, combining advanced AI with structured legal expertise. Clients receive AI-powered redlines, commentary, and negotiation guidance within hours, at a predictable, volume-based price. Backed by Sequoia, Index Ventures, and Bain Capital Ventures, we're building the end-to-end contracting platform for the next generation of fast-growing companies. The Team The Engineering team builds the core AI systems and infrastructure that power Crosby's platform. We work at the intersection of research and production, developing models and systems that operate reliably in complex, real-world legal workflows. We prioritize rigor, speed, and impact - advancing the frontier of applied AI while shipping systems that deliver measurable value. The Role As an AI Researcher at Crosby, you'll play a critical role in advancing the capabilities of our AI systems. You'll explore, develop, and apply state-of-the-art techniques in LLMs and applied NLP to improve how our platform understands, analyzes, and reasons over complex legal documents. You'll work closely with engineers, data scientists, and legal experts to translate research ideas into production systems. This role is for someone who is deeply curious, technically rigorous, and motivated to push the

", "datePosted": "2026-03-31T15:55:46.801Z", "employmentType": "OTHER", "identifier": { "@type": "PropertyValue", "name": "Crosby", "value": "1aa65c9134e453d5daa4097dc54dfeab" }, "hiringOrganization": { "@type": "Organization", "name": "Crosby" }, "jobLocation": { "@type": "Place", "address": { "@type": "PostalAddress", "addressCountry": "US", "addressLocality": "New York City" } }, "baseSalary": { "@type": "MonetaryAmount", "currency": "USD", "value": { "@type": "QuantitativeValue", "minValue": 200000, "maxValue": 300000, "unitText": "YEAR" } }, "directApply": false, "experienceRequirements": { "@type": "OccupationalExperienceRequirements", "monthsOfExperience": 84 }, "educationRequirements": "no requirements", "url": "https://fewerjobs.com/jobs/crosby/ai-researcher-1aa65c91" } }, { "@type": "ListItem", "position": 11, "url": "https://fewerjobs.com/jobs/crosby/head-of-data-17e0aed5", "item": { "@context": "https://schema.org", "@type": "JobPosting", "title": "Head of Data", "description": "

Head of Data at Crosby - New York City, New York, United States - Head of Data New York City, New York, United States About Crosby AI Crosby is an AI-first legal platform reimagining corporate legal services from the ground up. We are a team of technologists and legal experts who build proprietary technology and human-in-the-loop workflows that meaningfully improve how lawyers and machines work together - delivering speed, consistency, and quality across high-stakes work. Our systems review complex documents faster and with exceptional accuracy, combining advanced AI with structured legal expertise. Clients receive AI-powered redlines, commentary, and negotiation guidance within hours, at a predictable, volume-based price. Backed by Sequoia, Index Ventures, and Bain Capital Ventures, we're building the end-to-end contracting platform for the next generation of fast-growing companies. The Team The Engineering team builds the core systems and data infrastructure that power Crosby's AI-first legal platform. We work across machine learning, product, and backend systems to deliver intelligent, reliable solutions in high-stakes environments. We prioritize speed, ownership, and rigor - building systems that are both technically excellent and deeply aligned with real-world outcomes. The Role As Head of Data at Crosby, you'll play a critical role in defining and leading our data strategy across the company. You'll be responsible for building the systems, pipelines, and teams that power our AI models, product analytics, and decision-making infrastructure. You'll work closely with engineering, product, and legal teams to ensure we are leveraging data as a core competitive advantage - from improving model performance to driving business insights. This is a highly strategic and hands-on role,

", "datePosted": "2026-03-31T15:47:24.898Z", "employmentType": "OTHER", "identifier": { "@type": "PropertyValue", "name": "Crosby", "value": "17e0aed51e0d9fa45332857cb9f80a3e" }, "hiringOrganization": { "@type": "Organization", "name": "Crosby" }, "jobLocation": { "@type": "Place", "address": { "@type": "PostalAddress", "addressCountry": "US", "addressLocality": "New York City" } }, "baseSalary": { "@type": "MonetaryAmount", "currency": "USD", "value": { "@type": "QuantitativeValue", "minValue": 200000, "maxValue": 300000, "unitText": "YEAR" } }, "directApply": false, "experienceRequirements": { "@type": "OccupationalExperienceRequirements", "monthsOfExperience": 96 }, "educationRequirements": "no requirements", "url": "https://fewerjobs.com/jobs/crosby/head-of-data-17e0aed5" } }, { "@type": "ListItem", "position": 12, "url": "https://fewerjobs.com/jobs/crosby/staff-frontend-engineer-4eafc716", "item": { "@context": "https://schema.org", "@type": "JobPosting", "title": "Staff Frontend Engineer", "description": "

Staff Frontend Engineer at Crosby - New York City, New York, United States - Staff Frontend Engineer New York City, New York, United States About Crosby AI Crosby is an AI-first legal platform reimagining corporate legal services from the ground up. We are a team of technologists and legal experts who build proprietary technology and human-in-the-loop workflows that meaningfully improve how lawyers and machines work together - delivering speed, consistency, and quality across high-stakes work. Our systems review complex documents faster and with exceptional accuracy, combining advanced AI with structured legal expertise. Clients receive AI-powered redlines, commentary, and negotiation guidance within hours, at a predictable, volume-based price. Backed by Sequoia, Index Ventures, and Bain Capital Ventures, we're building the end-to-end contracting platform for the next generation of fast-growing companies. The Team The Engineering team builds the core systems and user-facing platform that power Crosby's AI-first legal product. We work across frontend, backend, and AI systems to deliver fast, reliable, and intuitive experiences in high-stakes environments. We prioritize speed, ownership, and product quality - holding a high bar for both technical excellence and user experience. The Role As a Staff Frontend Engineer at Crosby, you'll play a critical role in owning and evolving the user-facing experience of our platform. You'll be responsible for architecting and building scalable frontend systems while translating complex legal and AI workflows into intuitive, high-performance interfaces. You'll partner closely with product, design, backend engineering, and legal experts to shape the direction of the product and set the standard for frontend quality. Beyond building features, you'll define patterns, guide technical decisions, and

", "datePosted": "2026-03-31T15:41:38.387Z", "employmentType": "OTHER", "identifier": { "@type": "PropertyValue", "name": "Crosby", "value": "4eafc716cbf7fa82ced4db32677c34f8" }, "hiringOrganization": { "@type": "Organization", "name": "Crosby" }, "jobLocation": { "@type": "Place", "address": { "@type": "PostalAddress", "addressCountry": "US", "addressLocality": "New York City" } }, "baseSalary": { "@type": "MonetaryAmount", "currency": "USD", "value": { "@type": "QuantitativeValue", "minValue": 220000, "maxValue": 300000, "unitText": "YEAR" } }, "directApply": false, "experienceRequirements": { "@type": "OccupationalExperienceRequirements", "monthsOfExperience": 36 }, "educationRequirements": "no requirements", "url": "https://fewerjobs.com/jobs/crosby/staff-frontend-engineer-4eafc716" } }, { "@type": "ListItem", "position": 13, "url": "https://fewerjobs.com/jobs/crosby/applied-ai-engineer-71da9f0f", "item": { "@context": "https://schema.org", "@type": "JobPosting", "title": "Applied AI Engineer", "description": "

Applied AI Engineer at Crosby - New York City, New York, United States - Applied AI Engineer New York City, New York, United States Welcome to Crosby, the next generation Law Company We're a team of technologists and legal experts collaborating closely to reimagine corporate legal services from the ground up. We build proprietary technology and human in the loop workflows to radically enhance the lawyer machine relationship. Our mission is to review complex documents faster than ever and with perfect quality Crosby was founded by Ryan (Penn, Stanford Law, ex Cooley, former GC) and John (Penn M&T, ex Ramp, ex Google) We believe: - A great legal system is the watermark of a great society. - Legal work is art and science. We are discovering the frontier between the two- codifying what can be systematized, and amplifying human expertise where judgment matters most. - The right way to deploy AI in law isn't by selling software. It's by selling outcomes - higher-quality legal work, delivered faster and more efficiently - In an in-person culture at our NYC office. The Role As an Engineer, you will be a full stack owner of the intelligent features that power the Crosby platform. You'll be responsible for the entire lifecycle of an AI feature-from building the underlying systems to customizing the models that make them run. Your work will involve both robust system design and the pragmatic application of advanced machine learning techniques, including model fine tuning when necessary. This role is for a product minded engineer who knows how to get the most out of modern

", "datePosted": "2026-01-07T00:47:19.522Z", "employmentType": "OTHER", "identifier": { "@type": "PropertyValue", "name": "Crosby", "value": "71da9f0f09a36f9c6ae5281d0373877b" }, "hiringOrganization": { "@type": "Organization", "name": "Crosby" }, "jobLocation": { "@type": "Place", "address": { "@type": "PostalAddress", "addressCountry": "US", "addressLocality": "New York City" } }, "baseSalary": { "@type": "MonetaryAmount", "currency": "USD", "value": { "@type": "QuantitativeValue", "minValue": 170000, "maxValue": 250000, "unitText": "YEAR" } }, "directApply": false, "jobBenefits": "Unlimited PTO", "incentiveCompensation": "Equity (Options)", "experienceRequirements": { "@type": "OccupationalExperienceRequirements", "monthsOfExperience": 36 }, "educationRequirements": "no requirements", "url": "https://fewerjobs.com/jobs/crosby/applied-ai-engineer-71da9f0f" } }, { "@type": "ListItem", "position": 14, "url": "https://fewerjobs.com/jobs/crosby/founding-frontend-engineer-0d30cc48", "item": { "@context": "https://schema.org", "@type": "JobPosting", "title": "Founding Frontend Engineer", "description": "

Founding Frontend Engineer at Crosby - New York City, New York, United States - Founding Frontend Engineer New York City, New York, United States Welcome to Crosby, the next generation law company! We're a team of technologists and legal experts collaborating closely to reimagine corporate legal services from the ground up. We build proprietary technology and human in the loop workflows to radically enhance the lawyer machine relationship. Our mission is to review complex documents faster than ever and with perfect quality. Crosby was founded by Ryan (Penn, Stanford Law, ex Cooley, former GC) and John (Penn M&T, ex Ramp, ex Google). We believe: - A great legal system is the watermark of a great society. - Legal work is art and science. We are discovering the frontier between the two- codifying what can be systematized, and amplifying human expertise where judgment matters most. - The right way to deploy AI in law isn't by selling software. It's by selling outcomes - higher-quality legal work, delivered faster and more efficiently - In an in-person culture at our NYC office. The Role: As a Founding Frontend Engineer, you will own the user facing experience of the Crosby platform. You will be responsible for building beautiful, intuitive, and highly functional interfaces that empower our legal professionals to work with unprecedented efficiency. You'll collaborate directly with the founders, product, and our legal team to translate complex workflows into elegant user experiences. This is a chance to build our entire frontend from the ground up, establish our design system, and set the standard for quality and speed. What

", "datePosted": "2026-01-07T00:42:53.942Z", "employmentType": "OTHER", "identifier": { "@type": "PropertyValue", "name": "Crosby", "value": "0d30cc484d1db82f79dbca950ebe9f31" }, "hiringOrganization": { "@type": "Organization", "name": "Crosby" }, "jobLocation": { "@type": "Place", "address": { "@type": "PostalAddress", "addressCountry": "US", "addressLocality": "New York City" } }, "baseSalary": { "@type": "MonetaryAmount", "currency": "USD", "value": { "@type": "QuantitativeValue", "minValue": 170000, "maxValue": 225000, "unitText": "YEAR" } }, "directApply": false, "jobBenefits": "Unlimited PTO", "incentiveCompensation": "Equity (Options)", "experienceRequirements": { "@type": "OccupationalExperienceRequirements", "monthsOfExperience": 36 }, "educationRequirements": "no requirements", "url": "https://fewerjobs.com/jobs/crosby/founding-frontend-engineer-0d30cc48" } }, { "@type": "ListItem", "position": 15, "url": "https://fewerjobs.com/jobs/crosby/strategic-project-lead-90dc6609", "item": { "@context": "https://schema.org", "@type": "JobPosting", "title": "Strategic Project Lead", "description": "

Strategic Project Lead at Crosby - New York City, New York, United States - Strategic Project Lead New York City, New York, United States Welcome to Crosby, the next-generation law company! We're a team of technologists and legal experts collaborating closely to reimagine corporate legal services from the ground up. We build proprietary technology and human-in-the-loop workflows to radically enhance the lawyer-machine relationship. Our mission is to review complex documents faster and with higher quality than ever before. Crosby was founded by Ryan (Penn, Stanford Law, ex-Cooley, former GC) and John (Penn M&T, ex-Ramp, ex-Google). We believe: - A great legal system is the watermark of a great society. - Legal work is art and science. We are discovering the frontier between the two- codifying what can be systematized, and amplifying human expertise where judgment matters most. - The right way to deploy AI in law isn't by selling software. It's by selling outcomes - higher-quality legal work, delivered faster and more efficiently - In an in-person culture at our NYC office. About the Role: As a Strategic Project Lead, you will be at the cutting edge of innovating on the way legal work gets practiced. You'll own client relationships and work with your team of lawyers to optimize workflows for improved quality and efficiency. You'll design and run experiments, leverage data to uncover insights, and identify best practices that can be scaled across the company. What you'll do: - Continuously evaluate workflows and processes, running data-driven experiments to improve speed, consistency, and quality. - Coordinate team resources to deliver timely, high-quality legal services

", "datePosted": "2025-10-02T18:58:38.282Z", "employmentType": "OTHER", "identifier": { "@type": "PropertyValue", "name": "Crosby", "value": "90dc6609edd1e83d744e9f658261a81a" }, "hiringOrganization": { "@type": "Organization", "name": "Crosby" }, "jobLocation": { "@type": "Place", "address": { "@type": "PostalAddress", "addressCountry": "US", "addressLocality": "New York City" } }, "baseSalary": { "@type": "MonetaryAmount", "currency": "USD", "value": { "@type": "QuantitativeValue", "minValue": 165000, "maxValue": 200000, "unitText": "YEAR" } }, "directApply": false, "incentiveCompensation": "Equity (Options)", "experienceRequirements": { "@type": "OccupationalExperienceRequirements", "monthsOfExperience": 60 }, "educationRequirements": "no requirements", "url": "https://fewerjobs.com/jobs/crosby/strategic-project-lead-90dc6609" } }, { "@type": "ListItem", "position": 16, "url": "https://fewerjobs.com/jobs/crosby/founding-account-executive-ea7430f7", "item": { "@context": "https://schema.org", "@type": "JobPosting", "title": "Founding Account Executive", "description": "

Founding Account Executive at Crosby - New York City, New York, United States - Founding Account Executive New York City, New York, United States Welcome to Crosby, the next-generation law company! We're a team of technologists and legal experts collaborating closely to reimagine corporate legal services from the ground up. We build proprietary technology and human-in-the-loop workflows to radically enhance the lawyer-machine relationship. Our mission is to review complex documents faster and with higher quality than ever before. Crosby was founded by Ryan (Penn, Stanford Law, ex-Cooley, former GC) and John (Penn M&T, ex-Ramp, ex-Google). We believe: - A great legal system is the watermark of a great society. - Legal work is art and science. We are discovering the frontier between the two- codifying what can be systematized, and amplifying human expertise where judgment matters most. - The right way to deploy AI in law isn't by selling software. It's by selling outcomes - higher-quality legal work, delivered faster and more efficiently - In an in-person culture at our NYC office. About the Role: We're looking for a Founding Account Executive to build and own the commercial side of our business. As one of the first hires, you'll partner closely with the founders to define our positioning, acquire early customers, and lay the foundation for scalable growth. This role is ideal for a builder who thrives in ambiguity, can wear multiple hats, and is excited to create a playbook for sales and growth. What you'll do: - Build and execute the end-to-end sales motion : sourcing leads, running discovery, managing demos, negotiating contracts,

", "datePosted": "2025-09-25T15:38:30.060Z", "employmentType": "OTHER", "identifier": { "@type": "PropertyValue", "name": "Crosby", "value": "ea7430f75da3418f2f83a6c1aefba3e3" }, "hiringOrganization": { "@type": "Organization", "name": "Crosby" }, "jobLocation": { "@type": "Place", "address": { "@type": "PostalAddress", "addressCountry": "US", "addressLocality": "New York City" } }, "estimatedSalary": { "@type": "MonetaryAmount", "currency": "USD", "value": { "@type": "QuantitativeValue", "minValue": 150000, "maxValue": 375000, "unitText": "YEAR" }, "description": "Base salary plus commission" }, "directApply": false, "incentiveCompensation": "Equity (Options); Bonus", "experienceRequirements": { "@type": "OccupationalExperienceRequirements", "monthsOfExperience": 36 }, "educationRequirements": "no requirements", "url": "https://fewerjobs.com/jobs/crosby/founding-account-executive-ea7430f7" } }, { "@type": "ListItem", "position": 17, "url": "https://fewerjobs.com/jobs/crosby/commercial-counsel-e96f7972", "item": { "@context": "https://schema.org", "@type": "JobPosting", "title": "Commercial Counsel", "description": "

Commercial Counsel at Crosby - New York City, New York, United States - Commercial Counsel New York City, New York, United States Welcome to Crosby, the next-generation law company! We're a team of technologists and legal experts collaborating closely to reimagine corporate legal services from the ground up. We build proprietary technology and human-in-the-loop workflows to enhance the lawyer-machine relationship radically. We want to review complex documents, for example, faster than ever, and with perfect quality. Crosby was founded by Ryan (Penn, Stanford Law, ex-Cooley, former GC) and John (Penn M&T, ex-Ramp, ex-Google). We believe: - A great legal system is the watermark of a great society. - Legal work is an art and science. We want to discover the frontier between the two and codify the scientific parts, which is a magnificent puzzle. - Selling work, not software, is the best way to realize the productivity gains of GenAI for professional services. - In an in-person culture at our NYC office. The Role: - Serve as Commercial Counsel to help us scale our contract review and legal service operations. - You'll work closely with both our legal and technical team to ensure commercial contracts are processed efficiently and accurately. - This is a high-responsibility, detail-oriented role for someone energized by complex systems, quality execution, and working at the intersection of law and technology. What You'll Do: - Review and negotiate commercial contracts and other legal documents with speed and precision. - Collaborate with legal team members to interpret contract terms and identify key obligations, risks, and anomalies. - Operate Crosby's internal tooling

", "datePosted": "2025-08-14T21:31:54.781Z", "employmentType": "CONTRACTOR", "identifier": { "@type": "PropertyValue", "name": "Crosby", "value": "e96f79726014d3f2bfc325e75dc504eb" }, "hiringOrganization": { "@type": "Organization", "name": "Crosby" }, "jobLocation": { "@type": "Place", "address": { "@type": "PostalAddress", "addressCountry": "US", "addressLocality": "New York City" } }, "baseSalary": { "@type": "MonetaryAmount", "currency": "USD", "value": { "@type": "QuantitativeValue", "minValue": 140000, "maxValue": 175000, "unitText": "YEAR" } }, "directApply": false, "jobBenefits": "Unlimited PTO", "incentiveCompensation": "Equity (Options)", "experienceRequirements": { "@type": "OccupationalExperienceRequirements", "monthsOfExperience": 60 }, "educationRequirements": "no requirements", "url": "https://fewerjobs.com/jobs/crosby/commercial-counsel-e96f7972" } }, { "@type": "ListItem", "position": 18, "url": "https://fewerjobs.com/jobs/crosby/legal-staff-0b59a814", "item": { "@context": "https://schema.org", "@type": "JobPosting", "title": "Legal Staff", "description": "

Legal Staff at Crosby - New York City, New York, United States - Legal Staff New York City, New York, United States Welcome to Crosby, the next-generation law firm! AI is changing the legal profession. We're a team of technologists and legal experts who want to think bigger than selling software to attorneys. Instead, we're working side-by-side to reimagine corporate legal services from the ground up, inventing a truly tech-enabled practice. We build proprietary technology and human-in-the-loop workflows to enhance the lawyer-machine relationship. Our lawyers serve real clients and collaborate with our engineers to automate away their most repetitive work. We want to review complex documents, for example, in ten minutes and with near-perfect quality. We want to give our clients delightful products that change the way they interface with lawyers. Our initial focus is corporate law, specifically around contract review. We're backed by Sequoia, BCV, and the founders or GCs of Ramp, Lyft, Atrium, and Ironclad. We have a growing roster of Tier 1 clients, including Cursor, Clay, and Unify, some of the most exciting and fastest growing startups in the world. Our team is made up of of talent from Harvard, Stanford, UPenn, Columbia, Ramp, Meta, Cooley, Willkie Farr, Simpson Thacher, and Paul, Weiss. We Believe: - A great legal system is the watermark of a great society. - Legal work is an art and science. We want to discover the frontier between the two and codify the scientific parts, which is a magnificent puzzle. - Selling work, not software, is the best way to realize the productivity gains of GenAI

", "datePosted": "2025-07-08T21:08:19.901Z", "employmentType": "CONTRACTOR", "identifier": { "@type": "PropertyValue", "name": "Crosby", "value": "0b59a8148006dbdd791fa8e9850576ce" }, "hiringOrganization": { "@type": "Organization", "name": "Crosby" }, "jobLocation": { "@type": "Place", "address": { "@type": "PostalAddress", "addressCountry": "US", "addressLocality": "New York City" } }, "estimatedSalary": { "@type": "MonetaryAmount", "currency": "USD", "value": { "@type": "QuantitativeValue", "minValue": 175000, "maxValue": 225000, "unitText": "YEAR" }, "description": "Base salary plus commission" }, "directApply": false, "jobBenefits": "Unlimited PTO", "incentiveCompensation": "Equity (Options); Bonus", "experienceRequirements": { "@type": "OccupationalExperienceRequirements", "monthsOfExperience": 36 }, "educationRequirements": "no requirements", "url": "https://fewerjobs.com/jobs/crosby/legal-staff-0b59a814" } }, { "@type": "ListItem", "position": 19, "url": "https://fewerjobs.com/jobs/crosby/operations-lead-5aa3c4d6", "item": { "@context": "https://schema.org", "@type": "JobPosting", "title": "Operations Lead", "description": "

Operations Lead at Crosby - New York City, New York, United States - Operations Lead New York City, New York, United States Welcome to Crosby, the next generation law company! We're a team of technologists and legal experts collaborating closely to reimagine corporate legal services from the ground up. We build proprietary technology and human in the loop workflows to radically enhance the lawyer machine relationship. Our mission is to review complex documents faster than ever and with perfect quality Crosby was founded by Ryan (Penn, Stanford Law, ex Cooley, former GC) and John (Penn M&T, ex Ramp, ex Google) We believe: - A great legal system is the watermark of a great society. - Legal work is art and science. We are discovering the frontier between the two- codifying what can be systematized, and amplifying human expertise where judgment matters most. - The right way to deploy AI in law isn't by selling software. It's by selling outcomes - higher-quality legal work, delivered faster and more efficiently - In an in-person culture at our NYC office. We believe: - A great legal system is the watermark of a great society. - Legal work is an art and science. We want to discover the frontier between the two and codify the scientific parts, which is a magnificent puzzle. - Selling work, not software, is the best way to realize the productivity gains of GenAI for professional services. - In an in-person culture at our NYC office. The Role: This is not your typical bizops role. Operations are core to our business and are

", "datePosted": "2025-06-17T23:24:12.856Z", "employmentType": "OTHER", "identifier": { "@type": "PropertyValue", "name": "Crosby", "value": "5aa3c4d66d3378df62f8504b4990b802" }, "hiringOrganization": { "@type": "Organization", "name": "Crosby" }, "jobLocation": { "@type": "Place", "address": { "@type": "PostalAddress", "addressCountry": "US", "addressLocality": "New York City" } }, "baseSalary": { "@type": "MonetaryAmount", "currency": "USD", "value": { "@type": "QuantitativeValue", "minValue": 140000, "maxValue": 185000, "unitText": "YEAR" } }, "directApply": false, "jobBenefits": "Unlimited PTO", "incentiveCompensation": "Equity (Options)", "experienceRequirements": { "@type": "OccupationalExperienceRequirements", "monthsOfExperience": 60 }, "educationRequirements": "no requirements", "url": "https://fewerjobs.com/jobs/crosby/operations-lead-5aa3c4d6" } }, { "@type": "ListItem", "position": 20, "url": "https://fewerjobs.com/jobs/crosby/contracts-specialist-e0989381", "item": { "@context": "https://schema.org", "@type": "JobPosting", "title": "Contracts Specialist", "description": "

Contracts Specialist at Crosby - New York City, New York, United States - Contracts Specialist New York City, New York, United States Welcome to Crosby, the next-generation law company! We're a team of technologists and legal experts collaborating closely to reimagine corporate legal services from the ground up. We build proprietary technology and human-in-the-loop workflows to enhance the lawyer-machine relationship radically. We want to review complex documents, for example, faster than ever, and with perfect quality. Crosby was founded by Ryan (Penn, Stanford Law, ex-Cooley, former GC) and John (Penn M&T, ex-Ramp, ex-Google). We believe: - A great legal system is the watermark of a great society. - Legal work is an art and science. We want to discover the frontier between the two and codify the scientific parts, which is a magnificent puzzle. - Selling work, not software, is the best way to realize the productivity gains of GenAI for professional services. - In an in-person culture at our NYC office. The Role: - Join us as a Contracts Specialist to help us scale our document review and legal service operations. - You'll work closely with attorneys, clients, and our technical team to ensure legal documents are processed efficiently and accurately. - This is a high-responsibility, detail-oriented role for someone energized by complex systems, quality execution, and working at the intersection of law and technology. What You'll Do: - Review and process commercial contracts and other legal documents with speed and precision. - Collaborate with legal team members to interpret contract terms and identify key obligations, risks, and anomalies. - Operate Crosby's

", "datePosted": "2025-06-13T20:19:30.834Z", "employmentType": "CONTRACTOR", "identifier": { "@type": "PropertyValue", "name": "Crosby", "value": "e0989381608d63751b9ff958817046a8" }, "hiringOrganization": { "@type": "Organization", "name": "Crosby" }, "jobLocation": { "@type": "Place", "address": { "@type": "PostalAddress", "addressCountry": "US", "addressLocality": "New York City" } }, "baseSalary": { "@type": "MonetaryAmount", "currency": "USD", "value": { "@type": "QuantitativeValue", "minValue": 90000, "maxValue": 150000, "unitText": "YEAR" } }, "directApply": false, "jobBenefits": "Unlimited PTO", "incentiveCompensation": "Equity (Options)", "experienceRequirements": { "@type": "OccupationalExperienceRequirements", "monthsOfExperience": 72 }, "educationRequirements": "no requirements", "url": "https://fewerjobs.com/jobs/crosby/contracts-specialist-e0989381" } }, { "@type": "ListItem", "position": 21, "url": "https://fewerjobs.com/jobs/crosby/senior-software-engineer-c985ca09", "item": { "@context": "https://schema.org", "@type": "JobPosting", "title": "Senior Software Engineer", "description": "

Senior Software Engineer at Crosby - New York City, New York, United States - Senior Software Engineer New York City, New York, United States Welcome to Crosby, the next-generation law company! We're a team of technologists and legal experts collaborating closely to reimagine corporate legal services from the ground up. We build proprietary technology and human in the loop workflows to radically enhance the lawyer machine relationship. Our mission is to review complex documents faster than ever and with perfect quality Crosby was founded by Ryan (Penn, Stanford Law, ex Cooley, former GC) and John (Penn M&T, ex Ramp, ex Google). We believe: - A great legal system is the watermark of a great society. - Legal work is an art and science. We want to discover the frontier between the two and codify the scientific parts, which is a magnificent puzzle. - Selling work, not software, is the best way to realize the productivity gains of GenAI for professional services. - In an in-person culture at our NYC office. The Role: - As an Engineer, you'll have the unique opportunity to define and build the core technology stack that powers Crosby's platform. You'll work across the stack, building the robust back-end systems and tooling interfaces needed to deliver on our vision. - In this role, you'll collaborate directly with the founders, define technical priorities, and ensure the scalability of our platform. You'll have a direct impact on our product and user experience as we create tools to make contract review faster and more efficient. What You'll Do: - Design and implement scalable systems

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