Location: Remote (US)
Type: Full-Time
Work Arrangement: Remote
About Flai
AI has transformed B2B SaaS, but has struggled to penetrate the real-world industries that shape our lives. Flai is building the leading AI-native communications platform for car dealerships.
A $1.3 trillion industry, auto dealerships sell 96% of the 16 million new cars sold each year. Yet they universally run on outdated systems and manual processes, which is why dealerships spend $36B each year on operations. That's our opportunity.
We launched our first voice AI product a year ago. Since then, we have deployed multiple products across hundreds of dealerships across the U.S. We've partnered with the 2nd largest automaker in the country and many of the leading dealership groups. We've raised funding from leading VCs including First Round Capital, Toyota Ventures, Y Combinator, Innovation Endeavors, SV Angel, and Liquid 2.
We've grown insanely quickly with a small, scrappy team and continue to move at that pace.
The Opportunity
Our customers love the product, and that opens up a huge opportunity to grow with them. You'll own expansion across our existing customers, helping them get even more out of Flai.
There's a lot of upside sitting in our current base, and we need someone to go get it.
If you love building deep relationships and turning customer trust into revenue, this one's for you.
Who You Are
You're Commercially Driven: You want to grow accounts, not just keep them happy.
You Build Real Relationships: Dealership leaders trust you because you get their business.
You Know Dealer Groups: How multi-rooftop groups make decisions and how to expand inside them.
You're Consultative: You find the real problem first, then show how we solve it.
You're Organized: Clear account plans, clear priorities, every account covered.
You're a Great Partner: You work hand in hand with customer success to spot what's next.
You Own It: You run your book like your own business.
What You'll Do
Grow every account: Own expansion revenue across your book of customers.
Expand across rooftops: Bring Flai to more locations within the dealer groups we already serve.
Launch new products: As our suite grows, introduce customers to new ways we can help their stores.
Run the full deal: Demo, build proposals, negotiate, and close.
Partner with customer success: Team up with CS to understand each account's health and turn it into growth.
Bring the customer's voice back: Share customer feedback and insights with the team to help shape what we build next.
Requirements
Experience in account management, account executive, or another quota-carrying sales role
A track record of hitting expansion or upsell targets
Experience selling to car dealerships or within automotive
Nice to Have
Experience managing dealership accounts in a growth, farming, or expansion role at any company that sells to dealerships
Experience selling into multi-rooftop dealer groups
Experience with HubSpot
What We Offer
Competitive OTE and meaningful equity
Medical, dental, and vision
Flexible PTO
Fully remote
A small, high-caliber team where your work has real impact from day one
Skills Required
- Experience in account management, account executive, or another quota-carrying sales role
- Track record of hitting expansion or upsell targets
- Experience selling to car dealerships or within the automotive industry
- Experience managing dealership accounts in a growth, farming, or expansion role
- Experience selling into multi-rooftop dealer groups
- Experience with HubSpot
Flai Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Flai and has not been reviewed or approved by Flai.
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Fair & Transparent Compensation — Public listings for a Regional Account Executive specify a $150,000–$250,000 base range, offering clear pay expectations for that role. This explicit range provides some transparency amid otherwise limited company-wide compensation detail.
Flai Insights
What We Do
Flai is an AI-powered platform for automotive dealerships that automates customer interactions, books appointments, and enhances engagement. Their AI assistants handle inbound calls, manage recalls, and integrate with dealership systems to streamline operations and improve lead management.
Why Work With Us
Flai sits at the intersection of two things that don't usually go together: a massive, established industry and a genuinely early AI opportunity. Automotive is a multi-billion dollar space that has been slow to change, and that's exactly what makes it exciting right now. We're not fighting for scraps in an oversaturated market.









