Location: San Francisco, CA
Type: Full-Time
Work Arrangement: In-person 5 days a week at our SF office
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 Yet they universally run on outdated systems and manual processes, which is why dealerships spend $36B each year on operations.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
Every great company is built by great people, and right now we're hiring them fast. You'll partner with our founding recruiter and the founders to find, win, and close the people who will shape what Flai becomes across sales, customer success, marketing, and operations.
This isn't your typical tech recruiting seat. Some of our best hires come straight out of dealerships and dealer-tech, so posting a job and waiting won't find them. Tracking them down takes creativity, and bringing them over takes real selling.
If you love the chase, want your fingerprints on a recruiting function from the early days, and get a rush from watching your hires win, this is your seat.
Who You Are
You Love the Hunt: The candidate nobody else found is the one you want.
You Can Sell: You tell the Flai story in a way that gets busy people to pick up the phone, and you know how to close.
You've Got a Great Eye: You spot talent fast and give hiring managers honest, useful feedback.
You Keep a Lot of Plates Spinning: Multiple searches, lots of candidates, nothing dropped.
You Own It: Every search feels like yours to win.
You Love Data: You know your funnel cold and fix what's stuck.
You're AI-Native: You let tools handle the busywork so you can spend your time on people.
What You'll Do
Own searches end to end: Shape each role with hiring managers and founders, define what great looks like, and drive it from first outreach to signed offer.
Find the people others miss: Go beyond LinkedIn with referrals, industry networks, and outreach clever enough to get a reply from someone who wasn't looking.
Run sharp screens: Get to the heart of a candidate quickly and give the team a clear call on who moves forward and why.
Keep things moving: Run tight interview loops and keep momentum high so we never lose a great candidate to a slow process.
Make every candidate a fan: Give people an experience they'll talk about, whether or not they join.
Build the machine: Create the playbook as we grow, from interview guides and outreach templates to reporting and automation that lets us scale without losing quality.
Requirements
In-house recruiting experience, ideally at a high-growth software startup
A track record of hiring for GTM roles like sales, customer success, marketing, and operations
Strong sourcing and closing skills
To move as quickly as we do, we work in person in San Francisco 5 days a week
Nice to Have
Experience with Ashby or a similar ATS
Experience recruiting for automotive, dealer-tech, or field sales roles
Experience as an early recruiter at a startup
What We Offer
Competitive salary and meaningful equity
Medical, dental, and vision
Flexible PTO
Paid lunch every day
A small, high-caliber team where your work has real impact from day one
Skills Required
- In-house recruiting experience, ideally at a high-growth software startup
- Track record of hiring for go-to-market roles, including sales, customer success, marketing, and operations
- Strong sourcing and candidate-closing skills
- Ability to work in person in San Francisco five days per week
- Experience with Ashby or a similar applicant tracking system
- Experience recruiting for automotive, dealer-tech, or field sales roles
- Experience as an early-stage startup recruiter
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.
