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Dealerware transforms the automotive retailers of today into the mobility network of tomorrow.
The Role
Drive new business growth by acquiring new dealerships, executing sales plans, qualifying leads using MEDDIC, and maintaining strong industry relationships.
Summary Generated by Built In
About Dealerware
Dealerware transforms the automotive retailers of today into the mobility network of tomorrow. Launched in 2016, Dealerware manages tens of thousands of vehicles at dealerships in North America across every major manufacturer brand. Dealerware is committed to being a people-first culture and a great place to work for all, with flexible scheduling, unlimited PTO, extensive benefits, a core value of Diversity, Equity & Inclusion, and a leadership and management team that defaults to being supportive and accessible. In 2026, Dealerware was recognized by Built In as one of their Best Startups to Work for in Austin for the fifth consecutive year.
Dealerware is looking for a high-impact Regional Account Director to drive new business acquisition and revenue growth. In this role, you will own the entire sales cycle, from prospecting and lead generation to closing deals and expanding revenue. You’ll develop and execute strategic sales plans, build strong dealership and dealer group relationships, and leverage MEDDIC methodology to qualify and convert leads.
You’ll also work closely with internal teams—including Marketing, Customer Experience, and Product—to refine regional growth strategies and enhance Dealerware’s value proposition in the automotive space.
As a Regional Account Director, you will:
- Drive new business growth by acquiring new dealerships and dealer groups, expanding revenue, and achieving sales targets.
- Develop and execute territory sales plans to identify and convert high-potential prospects.
- Leverage the MEDDIC sales methodology to qualify leads, structure deals, and close business efficiently.
- Conduct compelling product demonstrations that showcase Dealerware’s impact on dealership operations and profitability.
- Build long-term, trusted relationships with key decision-makers at dealerships, dealer groups, and OEMs.
- Oversee contract negotiations to align on pricing, terms, and long-term success metrics.
- Collaborate with internal teams to refine regional sales strategies and drive product adoption.
- Maintain accurate pipeline tracking, sales forecasting, and CRM data management in Salesforce.
- Serve as the voice of the customer, providing valuable feedback to influence product development and company strategy.
Required qualifications:
- 5–7 years of outside sales experience selling complex solutions to automotive dealerships or OEMs/dealer groups.
- Proven track record of exceeding B2B sales quotas and closing high-value deals.
- Extensive dealership contacts and strong relationships within the automotive industry.
- Ability to travel up to 50%, including overnight travel.
- Expertise in consultative, solution-based selling that aligns a client’s business needs with a tailored solution.
- Strong experience in pipeline development, sales strategy, and revenue forecasting.
- Experience managing sales processes in Salesforce CRM and/or Outreach.
Even better if you have:
- SaaS experience in automotive, mobility, or fleet management, specifically on the Fixed Ops side.
- Experience selling subscription-based technology solutions to dealerships.
- Deep knowledge of automotive retail operations and dealership profitability models.
- Sales experience with OEMs.
Dealerware offers you:
- Competitive base salary of $100,000–$120,000 a year plus commission
- Full benefits (medical, dental, vision, disability)
- 401(k) with company match
- On-demand educational courses via LinkedIn Learning
- Tuition reimbursement and continuing education
- Unlimited paid vacation policy
- Flexible work
- Generous Paid Parental Leave program
- Modern office and a dynamic team in downtown Austin with free parking
- Friendly, small company environment with a progressive culture
Dealerware is an Equal Opportunity Employer that does not discriminate on the basis of actual or perceived race, color, creed, religion, national origin, ancestry, citizenship status, age, sex or gender (including pregnancy, childbirth and pregnancy-related conditions), gender identity or expression (including transgender status), sexual orientation, marital status, military service and veteran status, physical or mental disability, genetic information, or any other characteristic protected by applicable federal, state or local laws and ordinances. Dealerware's management team is dedicated to this policy with respect to recruitment, hiring, placement, promotion, transfer, training, compensation, benefits, employee activities, access to facilities and programs and general treatment during employment.
*We are interested in every qualified candidate who is eligible to work in the United States. However, we are not able to sponsor visas.
Skills Required
- 5-7 years of outside sales experience selling complex solutions to automotive dealerships or OEMs/dealer groups
- Proven track record of exceeding B2B sales quotas
- Extensive dealership contacts and strong relationships within the automotive industry
- Ability to travel up to 50%
- Expertise in consultative, solution-based selling
- Strong experience in pipeline development, sales strategy, and revenue forecasting
- Experience managing sales processes in Salesforce CRM and/or Outreach
What the Team is Saying
Gabriela
Manager, UX Research & DEI Council Co-Chair
Matt
CEO
Peter
DevOps Engineer III
Dealerware Compensation & Benefits Highlights
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Leave & Time Off Breadth — Unlimited PTO and flexible schedules are emphasized, along with a recurring "Friday Focus Time" that supports protected development time. Hybrid flexibility with set in‑office days complements time‑off latitude for planning and balance.
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Parental & Family Support — Gender‑neutral paid parental leave, a return‑to‑work program, and an onsite mother’s room indicate comprehensive family support. Fertility benefits via Carrot and family medical leave extend inclusivity for family‑forming and caregiving needs.
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Healthcare Strength — Comprehensive medical, dental, and vision coverage is paired with mental‑health support, including free, unlimited therapy visits via telehealth. Disability and life insurance further reinforce core health protections.
Dealerware Insights
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The Company
What We Do
Dealerware transforms the automotive retailers of today into the mobility network of tomorrow. Launched in 2016, Dealerware manages tens of thousands of vehicles at dealerships in North America across every major manufacturer brand. By combining a mobile-first approach with fresh design thinking, Dealerware’s industry-leading SaaS platform enables best-in-class fleet management and mobility services for the top automotive dealerships and manufacturers.
Why Work With Us
“I can't speak highly enough of my teammates. We do a great job of hiring curious, smart, dedicated, passionate and friendly people. This is our superpower.” This is a real comment from our engagement survey about our greatest asset and the best reason to work here: our team.
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Dealerware Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
To support operational effectiveness, team collaboration, and company culture, we require all hybrid employees to work onsite in the Austin, TX office at least two days per week on Tuesdays and Thursdays.
Typical time on-site:
2 days a week
Austin, TX
Team members are offered a seat and a warm welcome in our collaborative headquarters in the heart of downtown Austin, TX, whenever it suits their workday needs or preferences.
