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Become a Key Player as a Senior Enterprise Account Executive

You will be a key seller building a repeatable enterprise motion from 0-to-1, working closely with the Founder & CEO and a GTM Engineer to close large, strategic accounts. You will influence product, go-to-market, and revenue outcomes by owning complex, multi-threaded deals across security, AI, and engineering stakeholders. This is a Hybrid role (3 days onsite per week) based in New York City.

Here's How You'll Make an Impact on the Team

• Own the full enterprise sales cycle from first conversation through signature
• Generate pipeline initially within financial services and expand into healthcare and insurance
• Deliver live technical demonstrations and build proofs of concept using prospects' real policies and environments
• Manage complex buying committees spanning security, AI, engineering, compliance, risk, procurement, and the C-suite
• Lead pricing, business cases, proposals, contract redlines, and negotiations
• Maintain disciplined CRM hygiene, accurate forecasts, and clear next steps for every opportunity
• Close feedback loops into product and marketing on buyer needs and win patterns

Here's What You'll Need to Be Successful in This Role

• 6+ years of enterprise B2B sales experience closing large, complex deals, ideally with technical products (infrastructure, APIs, cybersecurity, developer tools, or AI)
• Proven track record of hitting quota while navigating security reviews, procurement, legal, and technical evaluations
• Strong technical fluency: able to demo without an SE, operate an API via terminal or Postman, and explain architecture to technical and compliance leaders
• Daily use of AI/productivity tools (Claude or similar) and ability to create demos or POCs with tools like Claude Code, Cursor, or Codex
• Exceptional organization skills: stakeholder mapping, accurate forecasting, and rigorous follow-up
• Experience selling into financial services or other highly regulated industries
• Experience in early-stage or 0-to-1 environments or driving new sales motions
• Direct, candid communication style with strong ownership of outcomes and pipeline

Here's What Else Might Help You Out

• Experience selling AI infrastructure, cybersecurity, or developer-facing products to CISOs, Heads of AI, CTOs, or engineering leaders
• Experience selling into healthcare, insurance, or other regulated sectors beyond financial services
• Technical background in computer science, engineering, or data, or prior Sales Engineering experience
• Prior experience as an early sales hire at a venture-backed startup

Pay Range

$150,000 - $180,000 Base + Commission

Ready to Make Your Mark?

This role may fill quickly. Submit your resume to be considered.

Apply with Pioneers here