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Senior Enterprise Account Executive (Midwest Territory)

Observe.AI - Remote-US

Posted Jun 7, 2026

Benefits

Parental leave
Not verified
Non-birth-parent leave
Not verified
Family-building benefits
  • Fertility benefits: Not verified
  • Adoption assistance: Not verified
  • Surrogacy assistance: Not verified
Mental health support
Not verified
Relocation assistance
Not verified
Childcare support
Not verified
Learning budget
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Verification
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Salary
$270K-$300K From the posting source checked Jun 20, 2026
401(k) match
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Market context

U.S. role benchmark (BLS OEWS)
$57,704 U.S. median for this role
Projected growth (BLS Employment Projections)
+0.9% - Slower

394% above the BLS role benchmark for sales aggregate.

Posted salary is far from this role benchmark; treat it as low confidence.

Matched to SOC 41-2031 - Sales aggregate by role bucket.

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

Role

Role function
Sales From the posting source checked Jun 20, 2026
Seniority
Senior From the posting source checked Jun 20, 2026
Work mode
Remote From the posting source checked Jun 20, 2026
In-office days
0 days From the posting source checked Jun 20, 2026

Schedule

Shift type
Not verified
Weekend work
Not verified

Company

Equity
Offered From the posting source checked Jun 20, 2026

Application

Cover letter
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Assessment
Not verified
Deadline
Not stated

Where they hire

State eligibility is not yet verified.

About this role

Senior Enterprise Account Executive (Midwest Territory) Remote-US (Primary locations for hiring will be in Chicago, Indianapolis, Detroit, Philadelphia, Pittsburgh, and Cleveland) About Us Observe.AI is the AI Agents platform for customer experience, designed to help organizations deliver faster, smarter, and more efficient customer service at scale. The platform enables businesses to deploy specialized AI Agents that autonomously execute work across the full CX lifecycle-from handling customer conversations to supporting frontline teams and optimizing operations. Each AI Agent is purpose-built for a specific role, equipped to understand context, make decisions, take action, and continuously improve outcomes. This allows organizations to increase resolution speed, elevate service quality, and reduce operational costs while empowering your frontline team to focus on higher-value work. Built on a CX-native foundation, Observe.AI helps leading brands like DoorDash, Affordable Care, Signify Health, and Verida improve customer satisfaction, boost agent productivity, and deliver consistent, scalable performance across every customer interaction. Why Join Us We're looking for a Senior Enterprise Account Executive (Midwest Territory)-a rare combination of builder, operator, and elite enterprise seller. The ideal candidate is someone who: Runs toward complexity Operates at startup speed Owns a business, not a book of accounts Excels in high-stakes technical sales cycles This is not a 9-5 job. This is an opportunity to build a category and influence the direction of enterprise AI adoption. Agentic AI experience is a plus but not required. What matters most is depth in complex enterprise selling, mastery of sales rigor, and a builder's mindset. If you're

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