About the RoleActively 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
Who You Are- 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
- Playbook builder who thrives in early-stage or category-defining environments
- AI-curious and energized by helping buyers navigate new categories and emerging technology
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
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.
Compensation Range:
$240,000-$300,000 USD
Benefits- Competitive Early-Stage Equity
- Health, Dental, Vision Coverage
- Unlimited PTO + Recharge Days
- Catered Lunch on Tuesday & Friday, Dinners every day!
- Fully Stocked Kitchen
- Cutting-Edge Tech & Tools
- Annual Off-sites & Monthly Events
- Commuter Benefits
- Cozy Office in NYC
