[Hiring] Regional Sales Manager @Promptpath

Role Description

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, 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 through the value of PromptPath.

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

What You’ll Do

• 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 and single-point stores with disciplined forecasting.
• Run consultative discovery that maps PromptPath to a dealer's actual sales and F&I process.
• 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.
• Represent PromptPath at industry events, dealer meetings, and engagements.
• Feed the field back into the company: competitive intelligence, objection patterns, and product gaps.
• Travel roughly 50% of the time to be in-market, on-site, and in front of dealers.

Qualifications

• 6+ years in automotive retail technology and/or SaaS sales into dealerships, OEMs, or lenders.
• Deep, credible understanding of dealership operations.
• A genuine problem-solver focused on the customer's business outcome.
• Analytical by instinct: comfortable using data to build a case and size an opportunity.
• Team-focused: collaborative with implementation, CS, and product teams.
• Excellent communication and executive presence.
• Willingness and ability to travel ~50% across your assigned territory.
• Experience selling into multi-rooftop dealer groups is a strong plus.

Benefits

• Compensation includes competitive base salary and variable commissions.
• Competitive stock options.
• Comprehensive benefits package: Medical, Dental, Vision insurance, and Long-term disability coverage.
• Unlimited paid time off.
• A chance to be part of a fast-growing startup redefining the automotive customer experience.

Company Description

PromptPath is an AI conversation platform reshaping how automotive dealerships connect with their customers. Funded by top VCs in Automotive, PromptPath is growing fast with an industry-recognized leadership team.