Enterprise Account Executive

Our thesis is that businesses of the future will be powered by agentic human-in-loop-machines that make every business function 10x more efficient.

Actively AI is building that superintelligent machine for Enterprise GTM organizations, focused on increasing productivity per rep. We power the day-to-day for outbound teams at dozens of companies like Samsara, Ramp, Verkada, and Ironclad.

Why does this matter? Because revenue is the ultimate fuel for businesses. The hundreds of millions of dollars we generate for our customers enables them to employ more people, innovate faster, and deliver more value to their customers.

In addition to top-notch customers that love our product, our team is incredibly high caliber - the co-founders are former Stanford AI researchers and the engineering team comes from Harvard, CMU, Berkeley, Brex, Scale AI, and Google. We're also backed by top investors, including Bain Capital Ventures, First Round Capital (seed investors in Uber, Square, Roblox, Clearbit), Lachy Groom, and Stanford AI faculty.

We have a very ambitious product and scaling roadmap, there’s strong market interest in what we are doing, and it’s time to put the foot on the gas. If you get excited by the thought of working really hard on these kinds of problems with a high caliber team, then Actively AI is the right place for you.

About The Role

Actively AI is growing quickly, with strong traction among ambitious GTM teams at high-growth and enterprise companies. We are hiring a high-performing Enterprise Account Executive to help scale that momentum by orchestrating complex enterprise deals and guiding senior GTM leaders toward confident buying decisions around AI-powered revenue execution.

This is a strategic, full-cycle sales role. You will own deals from sourcing through close, operate at the executive level with CROs and their leadership teams, and play a critical role in shaping how enterprise buyers understand the value and impact of AI in modern GTM organizations.

This role is not about following a rigid playbook - it’s about helping build one.

What You’ll Do

• Own the full enterprise sales cycle from sourcing to close, focusing on $150K–$400K+ deals
• Drive outbound into net-new enterprise territories through cold outreach, partnerships, and creative prospecting
• Multi-thread large, complex accounts across Sales, RevOps, Marketing, Finance, and executive leadership
• Use a value-based, ROI-driven approach to sell to CROs, CMOs, CFOs, and other C-level stakeholders
• Build and execute thoughtful account plans using frameworks such as MEDDPICC
• Own the commercial framing of proof-of-concept (POC) engagements, including economic justification, executive alignment, success criteria, and internal resourcing
• Partner closely with AI Solutions Architects to ensure technical discovery, architecture framing, and build-vs-buy logic are addressed at the right depth
• Partner with Agent Product Managers to execute POCs once approved, ensuring continuity from sales intent to delivery
• Provide structured feedback from the field to evolve our enterprise playbook, messaging, and GTM strategy

• Enterprise seller with 6+ years of SaaS sales experience, including 3+ years closing complex enterprise deals
• Quota crusher with a history of exceeding $1M+ quotas and closing six-figure deals
• Executive communicator comfortable leading conversations with CROs, CMOs, CFOs, and VPs
• Outbound-capable and confident generating pipeline in new enterprise territories

Nice to Haves

• Experience selling into Sales, Marketing, or Revenue Operations teams
• Familiarity with MEDDPICC, Challenger, or similar enterprise sales methodologies
• Experience running POCs or pilot-driven enterprise sales cycles

This is an opportunity to operate at the center of one of the most important shifts in modern GTM. You’ll work alongside a high-caliber, low-ego team, sell into real enterprise problems, and help shape how AI is evaluated and adopted across revenue organizations.

This role is about owning the commercial outcome — not being the deepest technical voice in the room — and succeeding by orchestrating the right expertise at the right moments in complex, high-stakes enterprise deals

Benefits

• 🚀 Competitive Early-Stage Equity
• ⚕ Health, Dental, Vision Coverage
• 💡 Unlimited PTO + Recharge Days
• 🍽️ Catered Lunch on Tuesday & Friday w/ Dinners Everyday!
• 🍿 Fully Stock Kitchen
• 💻 Cutting-Edge Tech & Tools
• 🌴 Annual Off-sites & Monthly Events
• 🚆 Commuter Benefits
• 🏢 Cozy Office in NYC

Note on Pay Transparency:

Actively AI provides an estimate of the compensation for roles that may be hired as required by state regulations. Compensation may vary based on (a) location, as Actively AI factors in specific location when benchmarking compensation for most roles; (b) individual candidate skills and qualifications; and (c) individual candidate experience. Additionally, Actively AI leverages current market data to determine compensation, so posted compensation figures are subject to change as new market data becomes available. The salary, other compensation, and benefits information is accurate as of the date of this posting. Actively.ai reserves the right to modify this information at any time, subject to applicable law.

Actively AI is committed to equal treatment and opportunity in all aspects of recruitment, selection, and employment without regard to gender, race, religion, national origin, ethnicity, disability, gender identity/expression, sexual orientation, veteran or military status, or any other category protected under the law. Actively AI is an equal opportunity employer; committed to a community of inclusion, and an environment free from discrimination, harassment, and retaliation.