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Flai is building an AI-native communications platform for automotive dealerships, transforming how dealerships operate in a $1.3 trillion industry. The company has launched multiple products across hundreds of dealerships nationwide, partnered with the country's second-largest automaker and leading dealership groups, and is backed by Toyota Ventures, First Round Capital, Y Combinator, Innovation Endeavors, SV Angel, and Liquid 2.
As Regional Account Executive for Ohio and Indiana, you will own the full sales cycle and revenue growth across both states. You will develop territory strategy, build prospecting motions, establish in-person presence, and work directly with founders to shape how Flai wins the dealership market.
Key responsibilities include:
- Own the complete sales cycle: prospect, book meetings, pitch, and close dealerships and dealer groups
- Build and manage pipeline by mapping priority accounts, identifying decision-makers, and maintaining organized opportunities
- Conduct field sales by meeting dealership leaders in person to build trust and create momentum
- Shape go-to-market motion by developing territory strategy, outreach approach, and field sales playbook alongside founders
- Strengthen product feedback loop by sharing market insights with Product and Leadership teams
REQUIREMENTS:
- Proven sales execution: experience owning and closing deals from prospecting through signature in high-velocity or high-stakes environments
- Automotive experience: direct experience selling to dealerships or working inside one; understanding of dealership organizations and purchasing decision processes
- Strong communication skills: clear, persuasive, and confident in person and remotely
- Solution-oriented thinking: ability to understand dealer pain points and recommend appropriate solutions
- Comfort with field sales: willing and able to travel throughout Ohio and Indiana
- High-speed operating rhythm: energized by fast-moving, high-growth environments
- Operational discipline: comfortable with CRM hygiene, clean pipeline management, and structured repeatable processes
- Founder mindset: self-directed, persistent, motivated by ownership, focused on outcomes
