Enterprise Account Executive

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 Incumbents are outdated, slow, and burdened by high-cost services.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 of 30 based in San Francisco’s Financial District, serving some of the world’s largest enterprises

🤔 The Solution

We’ve created an end-to-end, AI-moderated research platform that conducts deep-dive interviews with participants to understand user experiences, evaluate concepts, and test designs. Our AI synthesizes conversational data, delivering precise, actionable insights.

Our customers complete hundreds of interviews in hours, dramatically accelerating research cycles and enabling unprecedented data scale. Outset leverages proprietary infrastructure built upon leading language and voice AI models.

We are customer-driven at our core.

👋 The Role

As an Enterprise Account Executive at Outset, you will:

• Own the full sales cycle from prospecting and qualification through negotiation and close.

• Build and maintain relationships with key enterprise stakeholders, including senior executives and decision-makers.

• Clearly articulate and demonstrate the value proposition of Outset’s AI-powered research platform.

• Collaborate closely with the founding team to refine sales processes, identify market opportunities, and drive strategic growth.

• Exceed revenue goals by identifying, nurturing, and closing enterprise opportunities.

• Work cross-functionally with product and customer success teams to ensure customer alignment and satisfaction.

💪 Skills/experience required:

• Proven track record successfully selling complex SaaS solutions to enterprise accounts

• Demonstrated success navigating enterprise sales cycles, managing negotiations, and closing significant deals.

• Strong relationship-building skills with senior-level decision-makers and executives.

• Excellent communication and presentation skills; ability to articulate complex products clearly.

• Self-starter mentality, with the ability to thrive in a fast-paced startup environment.

• Bonus: Experience selling SaaS products within similar or adjacent industries (research, analytics, AI).

NOTE: This role may involve travel up to 40% of the time.

Benefits

• Daily collaboration with founders, shaping the core product vision.

• Exposure to and collaboration with design and research leaders at top global brands.

• Competitive cash and equity compensation. Actual compensation packages are based on various factors unique to each candidate, including skill set, depth of experience, and certifications.

Outset is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees, free from discrimination based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, disability, or any other protected class.