Head of AI Success

Benefits

Parental leave

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Non-birth-parent leave

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Family-building benefits

• Fertility benefits: Not verified
• Adoption assistance: Not verified
• Surrogacy assistance: Not verified

Mental health support

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Relocation assistance

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Childcare support

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Learning budget

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Verification

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Salary

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401(k) match

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Market context

U.S. role benchmark (BLS OEWS)

$78,856 U.S. median for this role

Projected growth (BLS Employment Projections)

+0.8% - Slower

Matched to SOC 11-1021 - Customer Success aggregate by role bucket.

Source: U.S. Bureau of Labor Statistics, OEWS, May 2024 and Employment Projections, 2024-2034.

Role

Role function

Customer Success From the posting source checked Jun 20, 2026

Seniority

Senior From the posting source checked Jun 20, 2026

Work mode

Onsite From the posting source checked Jun 20, 2026

In-office days

5 days From the posting source checked Jun 20, 2026

Schedule

Shift type

Not verified

Weekend work

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Company

Company stage

Series A From the posting source checked Jun 20, 2026

Application

Cover letter

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Assessment

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Deadline

Not stated

Where they hire

State eligibility is not yet verified.

About this role

Head of AI Success San Francisco | OnSite ABOUT BROCCOLI AI Broccoli AI is building the AI operating system for home service businesses. We work with plumbing, HVAC, and electrical contractors - the people who keep homes running - and we replace fragmented tools and manual workflows with AI agents that actually do the work. Our AI assistants answer phones, book jobs, follow up with customers, and drive revenue - fully integrated into systems like ServiceTitan. We started by going door-to-door, meeting 100+ contractors, and understanding how these businesses actually run. That shaped everything we've built. Today: - Hundreds of contractors use Broccoli to run their front office - We've grown from $0 → millions in ARR in under a year - We're trusted by both single-location operators and the largest PE-backed roll-ups - Raised $25M+ from Khosla Ventures and YC HEAD OF AI SUCCESS @ BROCCOLI This is not a traditional Head of Customer Success role (and previous experience leading customer success is a plus, but not required). We're not hiring someone to just manage relationships or coach people. We're hiring someone deeply analytical, systems-driven, and AI-native - someone who can design and build a machine that drives retention and expansion at scale, not manage it manually. WHAT YOU'LL OWN Everything post-sale. Your goals are to maximize customer happiness, product usage, and NDR. You'll own: - Retention + Expansion - Customer outcomes (bookings, revenue, efficiency) - Deployment speed (time-to-value in days, not weeks) - Support (AI-first, proactive, scalable) WHAT

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