Observe.AI
Enterprise Account Executive
$270K–$300K
Remote-US · Remote · Full-time · Posted Oct 30, 2026
- Experience
- 8 or more years in enterprise SaaS; six- and seven-figure net-new deals with ACVs of $250K or more in the last three years.
About the job
Own an enterprise territory and sell Observe.AI’s customer experience AI platform, landing new accounts and expanding existing customers through complex technical and executive-led sales cycles.
What you'll do
- Build territory plans, source pipeline, and close new enterprise accounts and expansions.
- Lead technical evaluations, stakeholder engagement, and ROI cases; manage deals using MEDDPICC and the Five Wins gates.
- Develop repeatable AI agent sales plays, maintain accurate deal records, and collaborate with internal teams and customers.
What they ask for
- 8 or more years in enterprise SaaS with complex, technical sales cycles.
- Record of closing six- and seven-figure net-new deals with ACVs of $250K or more in the last three years.
- Experience selling AI/ML, automation, workflow, infrastructure, security, or contact center technology.
- Record of self-sourced pipeline in a greenfield or lightly covered territory.
Nice to have
- Agentic AI experience.
- Mastery of MEDDPICC or an equivalent framework.
Pay
$270,000-$300,000 USD total pay (on-target earnings, OTE)
Tools
AI/ML, CCaaS, Genesys, NICE, Five9, Amazon Connect, MEDDPICC
AI focus
Sell voice and chat AI agents, AI copilots, and conversation intelligence; use AI workflows for account research, outbound, deal strategy, and forecasting.
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