Observe.AI is seeking a Senior Enterprise Account Executive to own and execute territory strategy across enterprise accounts, lead complex technical sales cycles, and operate with modern sales tools and GenAI. The ideal candidate has 7+ years of experience in enterprise SaaS with complex sales cycles, a track record of closing high-value deals, and expertise in executive selling, multi-threading, and influencing transformation.
Requirements
- 7+ years of experience in enterprise SaaS with complex sales cycles
- Track record of closing high six- and seven-figure enterprise deals in the last 3 years
- Designing and executing complex deal strategies and technical sales campaigns
- Gathering, distilling, and processing complex market (industry, competitor, customer, prospect) intelligence
- Working cross functionally with Engineering, Product Management, Marketing, and other relevant departments
- Experience selling AI/ML, automation, workflow, infrastructure, or security platforms a major plus
- Expertise in executive selling, multi-threading, and influencing transformation
- Mastery in MEDDPICC or similar qualification frameworks
- Skilled in using modern sales tech + GenAI for non-linear productivity
- Executive presence with ability to simplify technical value
- Builder mentality: scrappy, resourceful, resilient
- High urgency + high accountability
Benefits
- Competitive compensation including equity
- Excellent medical, dental, and vision insurance options
- Flexible time off
- 10 Company holidays + Winter Break and up to 16-weeks of parental leave
- 401K plan
- Quarterly Lifestyle Spend
- Monthly Mobile + Internet Stipend
- Pre-tax Commuter Benefits
