Enterprise Account Executive

About Corgi

Corgi is an AI-native, full-stack insurance carrier reinventing how commercial trucking fleets buy and manage coverage. We underwrite our own risk, build our own technology, and go to market directly with fleets and through embedded partners. Backed by over $108M in funding, we're standing up a trucking division targeting $1B in written premium, and we're hiring the senior closers who will get us there.

The Rol

eAs an Enterprise Account Executive, you'll own the full sales cycle for our largest and most strategic fleet and partner accounts. This is a hunter role for someone who can navigate complex, multi-stakeholder deals: think 50+ power unit fleets, motor carriers with sophisticated risk-management needs, and embedded distribution partners whose platforms put Corgi in front of thousands of trucking businesses. You'll be one of the foundational hires shaping how Corgi sells into the enterprise segment

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What You'll

• DoOwn and close complex enterprise deals across two motions: direct-to-fleet and embedded partnershi
• psBuild and manage a pipeline of large fleets and high-value distribution partners from first touch through bound poli
• cyRun multi-threaded sales cycles involving safety directors, CFOs, risk managers, and ownersh
• ipPartner with underwriting to structure programs that win business while protecting the bo
• okTranslate Corgi's technology and pricing advantages into clear value for fleets managing real operational ri
• skNegotiate and structure embedded partnership agreements that drive sustained premium volu
• meProvide market feedback to product, underwriting, and leadership to sharpen our go-to-mark
• etConsistently hit and exceed premium and revenue targe

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What You Br

• ing5+ years of enterprise or strategic sales experience, ideally in commercial insurance, trucking, fleet, logistics, fintech, or B2B S
• aaSA demonstrated track record closing complex, high-ACV deals with long sales cycles and multiple stakehold
• ersComfort selling a technical, differentiated product to operationally sophisticated buy
• ersStrong commercial instincts: you can read a deal, find the path to yes, and structure win-win te
• rmsExcellent discovery, negotiation, and executive-presence ski
• llsA builder's mindset: you thrive in early-stage environments without a playbook and help write
• oneBonus: familiarity with commercial auto/trucking insurance, FMCSA data, or embedded insurance distribut

ion
Why C

• orgiFoundational role in a high-growth division with a clear billion-dollar man
• dateA genuinely differentiated product: we own the full stack, so you're not fighting your own car
• rierCompetitive base, uncapped commission, and meaningful eq
• uityDirect access to founders and the chance to shape strategy, not just execut
• e itHealth, dental, and vision coverage, plus the benefits you'd expect from a well-funded car