About this opportunity
Strategic Account Executive | AI Agents | Chicago (Hybrid)
About the company
We’re partnering with a high-growth AI company backed by some of the most respected investors in Silicon Valley. They build AI agents that automate complex, high-volume workflows for large enterprises, taking on work that has traditionally required large operational teams. Their customers include Fortune 500 businesses across a range of industries, and the platform is already live in production and delivering measurable ROI.
With strong commercial momentum and an expanding global footprint, they’re now building out their enterprise sales team in Chicago.
The role
As a Strategic Account Executive, you’ll own the full sales cycle for large enterprise accounts, from first conversation to signed contract. This is a new-logo hunting role focused on landing six and seven-figure deals with Fortune 500 and large enterprise buyers across the Midwest and beyond.
What you’ll do
- Prospect, open, and close net-new strategic enterprise accounts
- Run complex, multi-stakeholder sales cycles across Operations, IT, and the C-suite
- Lead discovery to identify high-value workflows where AI agents drive clear ROI
- Partner with Solutions and Product teams to scope and deliver tailored demos and proofs of value
- Build accurate pipeline and forecasts, and help shape the GTM playbook as the team scales
What they’re looking for
- 5+ years of closing experience in enterprise SaaS, AI, or platform sales
- A track record of consistently beating quota on large, complex deals (500K+ ARR)
- Experience selling into operations-heavy enterprises is a strong plus
- Comfort selling a new category and building a business case from scratch
- High energy, hunter mentality, and the drive to thrive in a fast-paced, high-growth environment
Why join
- Sell a genuinely differentiated product in one of the hottest categories in AI
- Highly competitive OTE: $400-450k plus equity
- Be part of building out a growing presence in Chicago, with huge scope for top performers to grow their careers
- Work alongside a team of exceptional operators and engineers
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