Account Executive, Enterprise

About The Role

You'll join a small, high-velocity founding team and work onsite at our San Francisco headquarters. Reporting to the CEO, you'll own the full enterprise sales cycle—from executive prospecting and multi-stakeholder discovery through tailored demos, procurement navigation, and close. This is a senior, hands-on role for someone who thrives in long-cycle, high-ACV deals and wants to build the enterprise motion from the ground up.

What You’ll Do

• Own the end-to-end enterprise sales cycle, executive-level discovery, tailored product demos, and complex negotiation through legal and procurement
• Build and manage relationships across multiple stakeholders—including C-suite, operations, finance, and IT—within large enterprise accounts
• Demo Cooper's software to senior decision-makers and translate the value of our AI-driven insurance platform into business outcomes that resonate at the executive level
• Close large, multi-stakeholder deals and consistently hit or exceed enterprise revenue targets
• Develop and execute account plans for strategic targets, coordinating resources across Product, Engineering, and Leadership to advance opportunities
• Help define and build our enterprise go-to-market strategy, including ideal customer profiles, sales stages, and commercial frameworks
• Capture enterprise customer feedback and surface insights that shape product roadmap and positioning for large-scale deployments

What You Bring

• 5–10 years of closing experience in an enterprise software or technology sales role, with consistent delivery against quota
• Demonstrated track record of closing complex, high-ACV deals ($100K+ ARR) involving multiple stakeholders and extended sales cycles
• Experience navigating enterprise procurement, legal review, and security assessments
• Strong executive presence and the ability to build trust with C-suite and VP-level buyers
• Skilled at running consultative discovery, building business cases, and leading tailored demos for technical and non-technical audiences
• Comfort operating in a fast-moving, ambiguous startup environment where you help write the playbook—not just follow it
• Experience selling into insurance, logistics, transportation, or adjacent regulated industries strongly preferred
• Familiarity with data-driven products, AI, or infrastructure-heavy software and the ability to speak credibly about technical value

Benefits

• Competitive salary & equity
• Medical, dental & vision insurance
• Monthly wellness stipend
• 401k with company match
• Unlimited PTO
• Company sponsored lunch 5x per week
• Off sites, happy hours, and team building events

Compensation Range

$300K - $450K