Dealerware
What's the Company Culture Like at Dealerware?
Dealerware Employee Perspectives
What’s your quotable philosophy on recognition?
Recognition from one’s peers, especially those with whom you may not work every day, can often be the most meaningful. I still have a cheesy, handmade certificate my peers gave me years ago at my first job, which brings me so much joy whenever I come across it in my files. At Dealerware, we host our annual leadership awards, where anyone can nominate a colleague (on any team) for recognition by sharing a story from the past year that best exemplifies one of our five leadership behaviors (our version of core values).
What data or policy shows it works?
Our fourth annual round of leadership awards was in 2025. We hit our highest number of nominations at 132, submitted by 40 team members (we had around 80 employees at the time). Sixty-six percent of team members received a nomination last year, so the recognition is widespread. After the event, we always publish the nominations as public feedback in our HR system, but last year I had one winner who reached out first thing the next morning: “Did you say that the nominations for leadership awards are available to read somewhere? I told my girlfriend about the award and she’s hounding me because she wants to read mine.”
Which ritual keeps recognition alive?
Each year, around the same time, we invite the whole team into Austin for annual celebrations and/or holiday events, we also hold our leadership awards ceremony to present the five winners and share their stories. We get a little creative with the presentation each year and how we introduce the five categories: drive, team, customer, DEI and communicate. We’ve shown movie clips and music videos (think “Fast & Furious” NOS scene for drive). We’ve had team members dramatically interpret and perform AI-generated haikus. Last year, a select group of comically-minded team members told the cheesiest of dad jokes for each category. So the ceremony ranges from hilarious, awkward moments to deeply memorable storytelling about the winner’s accomplishments. Our awards wall is a series of endlessly reconfigured wooden blocks representing each year’s winners and our five leadership behaviors. We get to add a new one and rearrange the display every year. The winners get their own personal award block and Bonusly points that can be cashed out as gift cards.

What People Are Saying About Dealerware
-
People-First Culture: Benefits and flexibility (unlimited PTO, hybrid cadence, mental‑health support) and DEI as a stated core value point to an environment that centers people’s wellbeing. Leadership visibility and a friendly, small‑company vibe are emphasized.
-
Recognition, Pride & Shared Success: Peer‑nominated Team Leadership Awards and regular appreciation rituals are highlighted, creating visible moments to celebrate contributions and shared wins.
-
Learning & Knowledge Sharing: Structured development (promotion from within, customized tracks, tuition reimbursement, LinkedIn Learning, conferences, Friday focus time, Innovation Camp) is emphasized. Collaborative practices such as pair programming and team‑based planning reinforce knowledge sharing.
Dealerware's Benefits
Established employee awards to honor work and contributions
Has employee-led culture committees
Offers company-sponsored happy hours
Offers company-sponsored outings
Provides access to an onsite gym
Provides onsite meditation space
Engineering team utilizes pair programming
Hosts in-person all-hands meetings
We host hybrid all-hands meetings each month, with quarterly special events to bring our team members together throughout the year.
Implements team-based strategic planning
Open office floor plan to encourage communication and collaboration
Uses an OKR operational model to clearly define goals and priorities
Utilizes an open door policy that encourages accessibility
Utilizes a flexible work schedule
Utilizes a hybrid work model