All Things Parking with Dani and John

← All Things Parking with Dani and John16 Oct 2025 · 1 h 05 min

How a Bartender Became a Parking Industry Leader: Kasey Wiles

How a Bartender Became a Parking Industry Leader: Kasey Wiles16 Oct 20251 h 05 min

In this episode, Dani and John speak with Kasey Wiles, General Manager at Flash, whose journey from restaurant management to parking leadership is nothing short of remarkable. Kasey shares how mentorship, humility, and a willingness to ask for help shaped her rise through the parking industry. The discussion touches on everything from the nuances of navigating a male-dominated field to her work on the high-profile Denver International Airport parking project.

In this episode, Kasey and your hosts Dani Crain and John D. Conway get into:

(02:42) Kasey’s parking career began at Mountain Parking.

(08:42) How a Friday night bartending shift led to Kasey’s first job in the parking industry.

(10:57) How mentorship shaped Kasey’s early learning curve.

(28:31) The story behind selling Mountain Parking to Flash.

(30:21) How Flash installed a parking system at Denver International Airport in just 21 days.

(41:23) The three biggest lessons Kasey learned from leading massive projects and working in a male-dominated field.

(46:48) The future of women in parking.

Thanks to our sponsors for supporting this show:

* Laney Solutions: leaders in recruiting talent for the parking industry: https://www.laneysolutions.com/

* SpotHero: Parking made easy, wherever you go: https://spothero.com/