Regional Account Executive, Indiana & Ohio

Flai

1d • $150,000 - $250,000 • Remote

About The Position

AI has transformed B2B SaaS but has struggled to reach many of the real-world industries that shape our lives. Flai is building the leading AI-native communications platform for automotive dealerships. Auto retail is a $1.3 trillion industry. Dealerships sell 96% of the 16 million new vehicles purchased each year, yet many still rely on outdated systems and manual processes. Dealerships spend approximately $36 billion annually on operations, creating a significant opportunity for Flai. We launched our first voice AI product a year ago. Since then, we have introduced multiple products across hundreds of dealerships throughout the United States. We have partnered with the country’s second-largest automaker and many leading dealership groups. Flai is backed by Toyota Ventures, First Round Capital, Y Combinator, Innovation Endeavors, SV Angel, and Liquid 2. We have grown rapidly with a small, scrappy team and continue to operate with that speed and ambition.

Requirements

• Proven sales execution: Experience owning and closing deals from prospecting through signature in a high-velocity or high-stakes environment.
• Automotive experience: Direct experience selling to dealerships or working inside one. You understand dealership organizations and how purchasing decisions are made.
• Strong communication skills: Clear, persuasive, and confident when presenting in person or remotely.
• Solution-oriented thinking: Able to understand dealer pain points and recommend the right solution instead of simply pitching a product.
• Comfort with field sales: Willing and able to travel throughout Ohio and Indiana to meet customers and prospects.
• A high-speed operating rhythm: Energized by a fast-moving, high-growth environment.
• Operational discipline: Comfortable maintaining CRM hygiene, managing a clean pipeline, and following structured, repeatable processes.
• A founder mindset: Self-directed, persistent, and motivated by ownership. You focus on outcomes and do not require extensive direction.

Responsibilities

• Own the full sales cycle: Prospect, book meetings, pitch, and close dealerships and dealer groups across Ohio and Indiana.
• Build and manage pipeline: Map priority accounts, identify decision-makers, and keep opportunities organized and moving forward.
• Sell in the field: Meet dealership leaders in person to build trust, understand their needs, and create momentum.
• Build the go-to-market motion: Shape the territory strategy, outreach approach, and field sales playbook alongside the founders.
• Strengthen the product feedback loop: Share market insights directly with Product and Leadership to influence our direction as we scale.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed