Rudy's Rainbow Mile

May 29, 2027

What to Expect

Date

Saturday,
May 29, 2027

Time

6:00 PM

Start/Finish Line

Library
Mall

Run Madtown is introducing a new one-mile race in 2026 that celebrates community, inclusion and the life of a beloved supporter of the event. The race, officially named Rudy’s Rainbow Mile, will honor the late Rudy Rosbeck-Ledesma, a Run Madtown participant and supporter of the Wisconsin running community.

Rudy’s Rainbow Mile also pays tribute to Rudy’s connection to the event through his spouse, T.J. Rosbeck-Ledesma AKA Harmony Breeze, who serves as the event finish line announcer for Run Madtown.

Rudy’s Rainbow Mile will take place Saturday, May 23 at 6 p.m., beginning and ending on State Street, the same start and finish line used for all Run Madtown events.

“Rudy brought joy, color and authenticity everywhere he went,” said Beth Salinger, Run Madtown Race Director. “Creating Rudy’s Rainbow Mile allows the Run Madtown community to celebrate his life while supporting an organization doing vital work for LGBTQ+ youth.”

Known for his vibrant personality, Rudy loved performing as a singer and dancer, advocating for equality, traveling to warm destinations and spending time with his spouse. Professionally, he worked as an ophthalmology technician at Aurora Health Care in Milwaukee.

The new race will also support Courage+, a Milwaukee nonprofit supported by Rudy and T.J. that provides LGBTQ+ youth with a sense of community centered on care, safety and acceptance while advocating for meaningful systemic change.

Course Map

Coming Soon

Rudy's Rainbow Mile Map

Rudy’s Rainbow Mile is a one-mile community event designed for participants of all ages and abilities. Named in honor of Rudy Rosbeck, this colorful and inclusive race celebrates movement, connection, and the joy of being part of the Run Madtown weekend experience.

  • 1-Mile Course
  • Family Friendly
  • Inclusive & Accessible
  • Downtown Madison Route
  • Perfect for Runners, Walkers & Rollers

What You Get

Rudy's Rainbow Mile

Price increase April 16 & May 10