Senior Enterprise Account Executive (Midwest Territory)

Observe.AI is seeking a Senior Enterprise Account Executive to drive sales for their AI Agents platform in the Midwest territory. This role involves building and executing territory strategy, leading complex technical sales cycles, and leveraging modern sales tools and GenAI to achieve predictable outcomes. The ideal candidate is an elite enterprise seller with a builder's mindset and a track record of closing high-value deals.

• Build and execute territory strategy across enterprise accounts
• Lead multi-threaded sales cycles involving automation, architecture, security, and ROI
• Leverage modern sales tech stack and GenAI tools
• Own complex, technical enterprise sales
• 7+ years in enterprise SaaS with complex, technical sales cycles
• Track record closing high six- and seven-figure enterprise deals