Outset invented a better way to do research: AI-powered user interviews.
Global brands like Hubspot, Microsoft, Uber and Nestle use Outset to achieve deeper, qualitative insights about their users at unprecedented speed and scale.
The research industry is massive (>$140B and growing) and ripe for disruption. Incumbents are outdated, slow, and burdened by high-cost services. That's our opportunity.
Outset is backed by top Silicon Valley investors and raised a $30M Series B in December 2025—less than six months after our Series A—led by Radical Ventures with participation from M12 (Microsoft’s venture arm), 8VC, Y Combinator, and Adverb Ventures.
The raise follows a breakout year, with our business growing 8x as enterprise customers across industries adopt our category, AI‑moderated research, as the new standard for understanding people.
We’re a tight-knit team serving some of the world’s largest enterprises.
Outset is looking for an Enterprise Sales Manager to lead a team of Enterprise Account Executives. You'll be responsible for the performance, development, and pipeline output of your team. You'll partner closely with Sales leadership to build repeatable process, coach reps through complex deal cycles, and help scale the enterprise motion as Outset grows.
Responsibilities
Manage and coach a team of Enterprise AEs — pipeline reviews, deal strategy, forecasting, and 1:1 development
Own team quota attainment and forecast accuracy, reporting up to Sales leadership
Recruit, hire, and onboard new AEs as the team scales
Partner with Marketing and Customer Success on enterprise account strategy and expansion motion
Get directly involved in complex, high-value deals — negotiation support, exec-level relationship building, and deal strategy alongside your reps
Build and refine sales process, playbooks, and enablement materials for the enterprise segment
Identify and address performance gaps on the team, including coaching plans and, when necessary, performance management
Report on team metrics, pipeline health, and win/loss trends to leadership
Qualifications
5+ years in enterprise or complex B2B sales, with at least 3+ years directly managing an AE team
Experience selling in the user or market research space
Track record of hitting or exceeding team quota in a fast-growing, high-velocity sales environment
Strong coaching instincts - able to diagnose why a deal or a rep is stuck and know how to unblock it
Experience building or refining sales process and playbooks, not just executing an existing one
Comfortable operating with a lean team and evolving infrastructure (startup environment, not a mature enterprise sales org)
Excellent communicator, both internally (leadership, cross-functional partners) and externally (enterprise buyers, C-level stakeholders)
Skills Required
- 5+ years in enterprise or complex B2B sales, with at least 3+ years directly managing an AE team
- Experience selling in the user or market research space
- Proven track record of hitting or exceeding team quota in a fast-growing, high-velocity sales environment
- Strong coaching instincts; able to diagnose and unblock deals and rep performance
- Experience building or refining sales processes, playbooks, and enablement materials
- Comfortable operating in a lean startup environment with evolving infrastructure
- Excellent communicator with internal stakeholders and enterprise C-level buyers
What the Team is Saying
Outset AI Compensation & Benefits Highlights
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Healthcare Strength — Health coverage is described as comprehensive, including medical, dental, and vision, with FSA support highlighted. This robust core benefits package is consistently presented across company materials and third-party profiles.
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Retirement Support — A 401(k) plan with a stated company match is explicitly called out as part of the offering. This signals meaningful employer support for long-term savings within a startup context.
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Fair & Transparent Compensation — Multiple current job postings publish clear salary ranges for key roles in San Francisco and other hubs. Publicly stated ranges help set market-aware expectations around cash compensation.
Outset AI Insights
What We Do
Outset invented a better way to do research: AI-powered user interviews. We created this new category of research technology and now it's growing wildly. Global brands like Hubspot, Microsoft, Uber and Nestle use Outset to achieve deeper, qualitative insights about their users at unprecedented speed and scale. The research industry is massive (>$140B and growing) and ripe for disruption. Incumbents are outdated, slow, and burdened by high-cost services. That's our opportunity.
Why Work With Us
Outset is backed by top Silicon Valley investors and raised a $30M Series B in December 2025—less than six months after our Series A, with our business growing 8x as enterprise customers across industries adopt our category, AI‑moderated research, as the new standard for understanding people. We’re a tight-knit team of 30.
Gallery
Outset AI Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
Onsite 4 days a week - one day remote
