Regional Sales Manager

ABOUT THE ROLE Drive growth and customer success across an assigned territory for an AI-focused automotive technology business. This role combines new business development with strategic account expansion, helping dealership leaders modernize their operations through software solutions. WHAT YOU'LL DO - Develop and execute a territory strategy to meet and exceed revenue targets. - Generate new business through prospecting, networking, referrals, in-person engagement, and industry events. - Identify and engage dealership decision-makers through meetings, phone, email, and professional networks. - Build and manage a healthy pipeline, guiding opportunities through each stage of the sales process. - Lead consultative discovery conversations, tailored demonstrations, and customer presentations. - Grow existing customer relationships by identifying expansion opportunities and supporting long-term partnerships. - Understand dealership operational challenges and recommend solutions tied to measurable outcomes. - Travel regularly within the assigned territory to build relationships and support customer success. - Partner with customer success, marketing, product, and operations teams to deliver a seamless customer experience. - Keep CRM records, opportunity tracking, and forecasts accurate, while monitoring industry trends and competitive solutions. - Represent the business at customer meetings and relevant industry events. WHAT WE'RE LOOKING FOR - At least 5 years of experience in automotive software sales, automotive technology, or another customer-facing role in the automotive industry. - A record of exceeding sales goals, opening new accounts, creating territory pipeline, and growing customer relationships. - Experience managing complex sales cycles with multiple stakeholders and decision-makers. - Strong consultative selling skills, including customer discovery and tailored product demonstrations. - Experience selling SaaS to automotive dealerships is valuable, as is familiarity with AI, customer communication platforms, or dealership operations technology. - Proficiency with CRM tools such as HubSpot, Salesforce, or similar platforms. - Strong communication, presentation, negotiation, organization, and relationship-building skills. - Ability to work independently, manage multiple opportunities, and travel regularly throughout a territory. COMPENSATION & BENEFITS Base salary is $105,000 annually. OTE (on-target earnings, base plus variable) is $238,000 annually. LOCATION Remote within the United States, with regular travel throughout the assigned territory.