About Flai

Flai is an AI communications platform for auto dealerships. Dealers use Flai to capture every customer, eliminate friction, and automate communication outside the store so their teams can focus on closing deals and delivering exceptional in-person experiences.

Flai is backed by First Round Capital, Y Combinator, SV Angel, Liquid 2 Ventures, Innovation Endeavors, and other world-class investors.

Role Overview

We’re hiring Regional AE operators to own and build Flai’s go-to-market across multiple regions. You will build territory strategy, prospect motion, in-person presence, and revenue engine from the ground up. You will work directly with the founders and shape how Flai wins the dealership market.

What You’ll Do

• Own the full sales cycle — Prospect, book, pitch, and close dealerships and groups across your territory.

• Build and manage pipeline — Map priority accounts, identify decision-makers quickly, and keep pipeline organized and moving.

• Sell in the field — Meet decision makers in person when needed to build real trust and momentum.

• Help build the GTM motion — Shape territory approach, outreach strategy, and on-the-ground playbooks alongside the founders.

• Product Feedback Loop — Share learnings directly with product and leadership to influence direction as we scale.

Must Have

• Proven Sales Execution — Experience owning and closing deals end-to-end in high-velocity or high-stakes environments.

• Automotive Familiarity — Direct experience selling to dealerships or working inside one — you understand the dealership org and how decisions are made.

• Elite Communication Skills — Clear, persuasive, and confident when presenting, both live and remote.

• Solution-Oriented Thinking — Strong ability to understand dealer pain points and position the right solution, not just pitch a product.

• High-Speed Operating Rhythm — Thrives in a fast-moving, high-growth environment.

• Operational Discipline — Comfortable managing CRM hygiene, keeping pipeline clean, and running structured, repeatable processes.

• Founder Mindset — Self-directed, persistent, and motivated by ownership — you operate on outcomes, not task lists or hand-holding.