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Artificial Intelligence, Machine Learning, Data Science

Regional Account Executive

United StatesRemoteFull Time$150,000–$250,000 /yrPosted 2 months agoHidden Gem · YC Startup

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Role summary

Flai is seeking a founding Regional Account Executive to establish and lead their go-to-market strategy in the South US. This role involves building territory strategy, prospecting, and developing the revenue engine from scratch. The Account Executive will own the full sales cycle, from prospecting to closing deals with dealerships and groups, while also contributing to the overall go-to-market motion and providing product feedback. The ideal candidate has proven sales execution, automotive industry familiarity, strong communication and solution-selling skills, and a founder mindset suited for a fast-paced, high-growth environment.

### **Role Overview**

We’re hiring a founding sales operator to own and build Flai’s go-to-market in the South US. 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.
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