Flai
AI & Machine LearningDirect Ashby career site

Regional Account Executive, Washington & Oregon

Location
Remote (US)
Job type
Full-time
Level
Mid-level
Listed
23 days ago

Skills & highlights for this role

  • B2B sales
  • prospecting
  • pipeline management
  • CRM

Also useful

  • automotive retail experience

About the role

  • Territory: Washington & Oregon
  • Type: Full-Time
  • Work Arrangement: Remote

This role is specifically responsible for building and growing Flai’s presence across Washington and Oregon. The Regional Account Executive will regularly meet with dealerships throughout both states and should be comfortable traveling across the territory.

Role Overview

We’re hiring a Regional Account Executive to own and grow Flai’s go-to-market presence across Washington and Oregon.

You will develop the territory strategy, build the prospecting motion, establish an in-person presence, and drive revenue across both states. You will work directly with the founders and help shape how Flai wins the dealership market.

What You’ll Do

  • Own the full sales cycle: Prospect, book meetings, pitch, and close dealerships and dealer groups across Washington and Oregon.
  • Build and manage pipeline: Map priority accounts, identify decision-makers, and keep opportunities organized and moving forward.
  • Sell in the field: Meet dealership leaders in person to build trust, understand their needs, and create momentum.
  • Build the go-to-market motion: Shape the territory strategy, outreach approach, and field sales playbook alongside the founders.
  • Strengthen the product feedback loop: Share market insights directly with Product and Leadership to influence our direction as we scale.

What We’re Looking for

  • Proven sales execution: Experience owning and closing deals from prospecting through signature in a high-velocity or high-stakes environment.
  • Automotive experience: Direct experience selling to dealerships or working inside one. You understand dealership organizations and how purchasing decisions are made.
  • Strong communication skills: Clear, persuasive, and confident when presenting in person or remotely.
  • Solution-oriented thinking: Able to understand dealer pain points and recommend the right solution instead of simply pitching a product.
  • Comfort with field sales: Willing and able to travel throughout Washington and Oregon to meet customers and prospects.
  • A high-speed operating rhythm: Energized by a fast-moving, high-growth environment.
  • Operational discipline: Comfortable maintaining CRM hygiene, managing a clean pipeline, and following structured, repeatable processes.
  • A founder mindset: Self-directed, persistent, and motivated by ownership. You focus on outcomes and do not require extensive direction.

About Flai

AI has transformed B2B SaaS but has struggled to reach many of the real-world industries that shape our lives. Flai is building the leading AI-native communications platform for automotive dealerships.

Auto retail is a $1.3 trillion industry. Dealerships sell 96% of the 16 million new vehicles purchased each year, yet many still rely on outdated systems and manual processes. Dealerships spend approximately $36 billion annually on operations, creating a significant opportunity for Flai.

We launched our first voice AI product a year ago. Since then, we have introduced multiple products across hundreds of dealerships throughout the United States. We have partnered with the country’s second-largest automaker and many leading dealership groups.

Flai is backed by Toyota Ventures, First Round Capital, Y Combinator, Innovation Endeavors, SV Angel, and Liquid 2. We have grown rapidly with a small, scrappy team and continue to operate with that speed and ambition.

Read the original posting

From Flai's careers page, first listed on Rolev.ai on October 17, 2026. Rolev.ai is not the employer.

How Rolev.ai helps with this application

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Common questions

Where is the Regional Account Executive, Washington & Oregon job at Flai located?

Yes, this Regional Account Executive, Washington & Oregon opening at Flai is listed as Remote (US). Always check Flai's application page for specific state eligibility or relocation policies.

What qualifications are required for Regional Account Executive, Washington & Oregon at Flai?

For the Regional Account Executive, Washington & Oregon role, Flai highlights experience with B2B sales, prospecting, pipeline management, CRM. Rolev.ai can score your existing resume against these requirements and show any skill gaps before you apply.

How do I apply for the Regional Account Executive, Washington & Oregon position at Flai?

This listing links directly to Flai's Ashby application page. You can apply directly on Flai's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Ashby application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.