Regional Sales Manager

Location: Remote (U.S.) with up to 50% travel
Reports to: Chief Operating Officer / Head of Sales

PromptPath is hiring Regional Sales Managers to own new-business growth within an assigned territory.

Continue your career where every conversation drives the automotive business.

PromptPath is an AI conversation platform reshaping how automotive dealerships connect with their customers.

PromptPath is funded by some of the top VCs in Automotive and is growing fast with an industry recognized leadership team: Trio of Tech Heavyweights Forms PromptPath Leadership Team - Auto Dealer News.

Watch what our customers are saying about PromptPath: PromptPath and Autobahn Fort Worth

PromptPath is hiring Regional Sales Managers to own new-business growth within an assigned territory.

In this role, you will own prospecting, relationship development, strategic, presentation and closing automotive dealer group opportunities, and carrying a quota you're accountable for. This is a hunting role for someone who knows the dealership floor, speaks the language of variable and fixed operations, and can walk dealer group leadership, a dealer principal, General Manager or dealer management through the value of PromptPath and the value we provide.

This role is remote with frequent travel (up to 50%) for sales presentations, launches and key business reviews.

• Own the full sales cycle in your region: prospecting, discovery, demonstration, proposal, negotiation, and close against a defined revenue target.

• Build and manage a healthy pipeline of dealer groups, single-point stores with disciplined forecasting.

• Run consultative discovery that maps PromptPath to a dealer's actual sales and F&I process, not a generic pitch. Diagnose where conversations break down and quantify the impact to dealers.

• Deliver compelling demonstrations and business cases to dealer principals, GMs, F&I directors, and BDC/service leadership.

• Navigate multi-stakeholder deals across a dealer group, aligning economic buyers, operators, and IT.

• Partner closely with PromptPath teams, including leadership, implementation, customer success, and product to ensure a clean handoff from signed deal to live, activated account.

• Represent PromptPath at industry events, dealer meetings, and engagements.

• Feed the field back into the company: competitive intelligence, objection patterns, and product gaps that inform how we sell and what we build.

• Travel roughly 50% of the time to be in-market, on-site, and in front of dealers.

• 6+ years in automotive retail technology and/or SaaS sales into dealerships, OEMs, or lenders. You've carried a quota and consistently hit it.

• Deep, credible understanding of dealership operations — you can talk process fluently, including the sales and F&I process, and dealers trust that you get how their store actually runs.

• A genuine problem-solver: you lead with the customer's business outcome, not the product spec sheet.

• Analytical by instinct: comfortable using data to build a case, size an opportunity, and hold yourself accountable to the numbers.

• Team-focused: you win with implementation, CS, and product rather than around them, and you make the people around you better.

• Excellent communication and executive presence; equally at home on a showroom floor and in a boardroom.

• Willingness and ability to travel ~50% across your assigned territory.

• Experience selling into multi-rooftop dealer groups is a strong plus.

• Compensation includes competitive base salary and variable commissions

• Competitive stock options

• Comprehensive benefits package: Medical insurance, Dental insurance, Vision insurance, and Long-term disability coverage

• Unlimited paid time off

• A chance to be part of a fast-growing startup that is redefining the automotive customer experience.

If you’re ready to help transform dealership conversations with cutting-edge technology, we’d love to hear from you. Apply here or reach out directly at [email protected] with a cover letter and resume.