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Dealerware transforms the automotive retailers of today into the mobility network of tomorrow.
The Role
The Customer Success Manager will drive customer adoption and satisfaction, manage accounts, provide training, and collaborate with teams to improve outcomes.
Summary Generated by Built In
About Dealerware
Key Responsibilities
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, and a leadership team that defaults to being supportive and accessible. Dealerware was recently backed by growth investors Wavecrest Growth Partners and Radian Capital and is entering an accelerated phase of growth and product expansion. In 2026, Dealerware was recognized by Built In as one of their Best Startups to Work for in Austin for the fifth consecutive year.
We are looking for an experienced and customer-focused Customer Success Manager (CSM) to join our team. This role combines the technical expertise of onboarding and training with strategic relationship management to drive customer adoption, satisfaction, and retention. The CSM will work closely with customers to ensure maximum product utilization and support long-term business outcomes.
The current role opening will manage the following region: Midwest (including Canada). Frequent, same-day travel to client sites is an essential function of this position. For this reason, the candidate must reside within the assigned region. See specific states per region on the application page. Additional travel includes occasional overnight stays within the territory, periodic trips to Austin, TX headquarters, and air travel up to 20%.
Adoption & Customer Success Strategies
- Develop and execute customer success strategies to increase adoption and drive dealer engagement to meet business objectives.
- Proactively monitor customer usage and identify opportunities for improved utilization of platform features.
- Deliver monthly Executive Business Reviews and Impact Reviews, partnering with customer stakeholders to evaluate progress against success criteria, surface risk, and drive outcomes.
- Partner with customers to align platform use with their business goals and uncover growth opportunities.
Account Management & Relationship Building
- Act as the primary point of contact for assigned accounts, building strong, long-term relationships with key stakeholders.
- Provide ongoing support and guidance to customers, ensuring their satisfaction and loyalty.
- Proactively identify upsell opportunities, introduce new features, and ensure customer renewals.
- Handle escalations with professionalism and a focus on swift resolution.
Training & Optimization
- Manage occasional training, ensuring a smooth and timely implementation process for new users.
- Work cross-functionally to maintain implementation plans, including detailed timelines, milestones, and deliverables.
- Serve as a liaison between sales and implementation during the onboarding process, addressing customer needs and technical requirements.
Collaboration & Continuous Improvement
- Act as the Voice of the Customer, sharing customer insights and feedback with internal teams to drive product and process improvements.
- Collaborate cross-functionally with Sales, Product, and Support teams to ensure customers achieve desired outcomes.
- Develop and contribute to scalable resources, including training materials, playbooks, and success templates.
- Stay informed on industry trends, best practices, and customer success innovations to enhance your impact.
Required Qualifications
- 3+ years in customer success, account management, or a related customer-facing role in an automotive software company.
- Strong project management skills with a proven ability to manage multiple customers and priorities simultaneously.
- Exceptional communication and interpersonal skills, with a customer-centric approach to problem-solving.
- Proficiency in Salesforce and Jira, with an ability to analyze data and translate insights into action.
- A collaborative mindset and a passion for driving customer success and outcomes.
- Additional travel includes occasional overnight stays within the territory, periodic trips to Austin, TX headquarters, and air travel up to 20%
Dealerware Offers You
- Competitive base salary range of $65,000–$85,000 with bonus incentive eligibility
- 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
- 3+ years in customer success, account management, or a related customer-facing role in an automotive software company
- Strong project management skills with a proven ability to manage multiple customers
- Exceptional communication and interpersonal skills
- Proficiency in Salesforce and Jira
- Ability to travel domestically up to 20%
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 scheduling are clearly promoted, with paid holidays and sick time included. The approach signals generous time-off latitude aligned to a hybrid work model.
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Parental & Family Support — Paid, gender‑neutral parental leave with a structured return‑to‑work program is emphasized. Family‑forming support such as fertility benefits is also highlighted.
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Healthcare Strength — Comprehensive healthcare spanning medical, dental, and vision is repeatedly listed. Mental‑health access, including free teletherapy, is positioned as a core part of the package.
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.
