Enterprise Account Executive

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

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