Full-Time

Regional Account Executive

Flai

Flai

11-50 employees

24/7 AI assistant for automotive dealerships

Compensation Overview

$150k - $250k/yr

United States

In Person

In-person regional sales role; travel across the listed states required.

Category
Sales & Account Management
Required Skills
Sales

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Requirements
  • 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.
Responsibilities
  • 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.

Flai provides AI-powered assistants for automotive dealerships to handle 24/7 communications. Its core product is an AI agent that handles inbound/outbound calls, texts, and emails to schedule test drives, service appointments, and recall campaigns without human intervention. It integrates with a dealership's DMS and CRM to access and update customer data, and provides full call logs for transparency. Flai aims to prevent revenue loss from missed after-hours leads by delivering continuous, multi-channel lead coverage and fast deployment that fits existing dealership workflows.

Company Size

11-50

Company Stage

Seed

Total Funding

$10.6M

Headquarters

Boston, Massachusetts

Founded

2025

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Simplify Jobs

Simplify's Take

What believers are saying

  • One dealership generates $150k/month revenue by capturing 60% after-hours leads dealers miss
  • $4.5M seed funding led by First Round Capital accelerates growth with YC backing
  • Tekion integration reduces manual data entry and improves decision speed for dealers

What critics are saying

  • CDK launches free AI Front Desk in 3-9 months causing 60-80% churn of CDK clients
  • Tekion deploys native 24/7 routing in 6-12 months forcing 50-70% of dealers to switch
  • Conversica undercuts pricing at $150/month while leveraging 1,200+ existing dealership clients in 12-18 months

What makes Flai unique

  • Flai books 90% of appointments versus 60% industry average through AI orchestration
  • 24/7 multi-channel voice, SMS, email coverage with plug-and-play DMS/CRM integrations
  • SOC 2 Type II compliant dealer-ready platform live in dozens of dealerships today

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Unlimited Paid Time Off

Remote Work Options

Company Equity

Growth & Insights

Headcount

6 month growth

-10%

1 year growth

-10%

2 year growth

-10%