Regional Account Executive, Indiana & Ohio

Flai; Butlerville (IN); Remote; USD 70,000 - 110,000; Full time

Job summary

Flai, an AI-native B2B SaaS platform for automotive dealerships, is expanding its presence across Ohio and Indiana. The Regional Account Executive will own the full sales cycle, prospect, and close with dealership groups, traveling across the territory as needed to build a strong pipeline and revenue growth.

You will collaborate with the founders to shape the go-to-market strategy, gather market feedback, and help scale the business in a fast-paced, remote-friendly environment.

Qualifications

• Proven track record closing deals in a high-velocity environment.
• Direct experience selling to dealerships or inside a dealership is preferred.
• Clear, persuasive communication in person or remote pitches.

Responsibilities

• Own the full sales cycle from prospecting to closing across Ohio and Indiana.
• Build and manage a clear sales pipeline with priority accounts.
• Meet dealership leaders in person to establish trust and momentum.
• Develop the territory go-to-market motion with founders.
• Provide market insights to Product and Leadership to influence product direction.

Skills

Sales experience

Automotive experience

Strong communication

Field sales

CRM discipline

Tools

CRM software

Job description

Territory: Ohio & Indiana

Type: Full-Time

Work Arrangement: Remote

This role is specifically responsible for building and growing Flai’s presence across Ohio and Indiana. The Regional Account Executive will regularly meet with dealerships throughout both states and should be comfortable traveling across the territory.

About Flai

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 Dealerships sell 96% of the 16 million new vehicles purchased each year, yet many still rely on outdated systems and manual processes.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.

Role Overview

We’re hiring a Regional Account Executive to own and grow Flai’s go-to-market presence across Ohio and Indiana .

You will develop the territory strategy, build the prospecting motion, establish an in‑person presence, and drive revenue across both states. You will work directly with the founders and help shape how Flai wins the dealership market.

What You’ll Do

• 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 We’re Looking For

• 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.