Podcast EP 48 Rewind: How Kevin Uhlenhaker is Building an Independent Voice for Parking

“Harder Than It Looks: Parking Uncovered” is our podcast that we use to facilitate connections and illuminate solutions to common problems within the parking and mobility industry. We aim to do so by highlighting the voices of experts in the space, discussing trends and forward-looking technological innovations, and providing professional food for thought. All in an effort to help one another get better at what we know is harder than it looks…parking a car.

Today, we’re rewinding and recapping Episode 48: How Kevin Uhlenhaker is Building an Independent Voice for Parking

In this episode of Harder Than It Looks, host Brian Wolff sits down with Kevin Uhlenhaker, CEO & Publisher of Parking Today Media.

Kevin shares insight from his first year as the CEO & Publisher of Parking Today Media, including the innovations made to PIE 2026. PIE 2026 is held in Dallas, Texas, from March 30th-April 2nd. Kevin and Brian discuss the challenges associated with taking over an established media publication, and how Kevin’s idea of honoring legends of the parking industry will create a legacy for years to come.

Kevin isn’t afraid to admit that his journey with Parking Today Media has been an uphill battle. However, his grit and determination have fueled the many successes Parking Today Media has enjoyed over the past two years. Tune in to learn more about Kevin’s leadership mindset, and the can’t miss action that will take place at PIE 2026.

Additionally, listeners of Harder Than It Looks can use the code HTIL100 to get 100% off a standard registration for PIE 2026.

Meet Our Guest:

You Won’t Want to Miss These Clips:

Episode Highlights:

• Brian introduces Kevin Uhlenhaker and reflects on his first full year leading Parking Today during its 30th anniversary milestone.[00:00]
• Kevin admits, “It really has been harder than it looks,” describing the steep learning curve of running a media company. [01:31]
• The surprising reach and personal impact of Parking Today across industry careers. [04:00]
• Reframing parking for outsiders: worst parking experience vs. best parking experience. [05:00]
• The weight of visibility: why leading Parking Today carries higher stakes than past ventures. [09:00]
• Responsibility of independence – tackling hard industry conversations [10:00]
• Leadership lessons: making hard decisions, evolving skill sets, and understanding industry nuance. [18:00]
• Modernizing Parking Today while honoring its legacy – new editor, tech stack overhaul, and integration of ParkNews. [21:00]
• Why Dallas? Accessibility, neutrality, affordability, and thoughtful event design. [27:00]
• New PI content structure – segment focused tracks and curated industry-wide topics. [31:00]
• What success looks like for PIE 2026: feeling welcome, connected, and among “parking family.” [37:00]
• How Hall of Fame inductees are selected: rubric, independence, and impact. [41:00]
• Startup mode: why there’s little spare time during this reinvention phase. [49:00]
• What Kevin is most proud of – his family’s support and shared sacrifice behind Parking Today. [52:00]
• Special offer: PIE 2026 promo code (HTIL100) for Harder Than It Looks listeners. [54:00]

Want to be notified when new episodes come out? Subscribe below!

Click Here to Subscribe via Apple Podcasts 

Click Here to Subscribe via Spotify

Click Here to Subscribe via Amazon Music 

If you have a chance, please leave an honest rating and review on Apple Podcasts by clicking here. It will help the show and its ranking on Apple Podcasts incredibly! Thank you so much!​​ 

Want to help the show?
Tell us about you! Please visit parkertechnology.com/podcastsurvey and fill out our short survey to help us deliver more great episodes like this one.

Thank you for listening! Find all our previous podcast episodes here.