Steve Cannon

About Steve Cannon

For more than 30 years, I’ve helped radio stations tighten their sound, strengthen their identity, and win in competitive markets. My career has spanned major-market programming and small‑market operations, giving me a unique perspective on how stations grow, evolve, and connect with listeners.As Operations Manager for Midwest Communications in Terre Haute, I rebuilt and rebranded an entire cluster—launching successful flanker stations, defeating long‑time market leaders, and strengthening Country, Top 40, Classic Hits, Classic Rock, and Talk properties within my first year. Earlier in my career at Cumulus Media, I guided one of the original Jack FM transitions and later developed a Classic Hits/Classic Rock hybrid that consistently ranked at the top of the market.Today, I help small‑market stations sound bigger, tighter, and more consistent through music logs, voice tracking, talent coaching, and brand alignment. My focus is simple: give PDs and GMs the clarity and tools they need to build stations that feel intentional, confident, and listener‑focused.I also create daily programming and talent content through Hole In The Wall Media, offering practical resets and coaching tools for stations that want to grow without adding payroll.Watch my latest programming videos:YouTube: youtube.com/@HoleInTheWallMedia-w6kWebsite: holeinthewallmedia.com

Experience

1. Operations Manager

   Midwest Communications, Inc.

   Jan 2014 — Present · Terre Haute, IN, US

   Operations Manager of WMGI-FM (Hot AC), WBOW-FM (Classic Hits), WTHI-FM (Country), WWVR-FM (Classic Rock), WIBQ-AM & FM News-Talk).**Successfully developed and re-branded entire Terre Haute radio cluster of stations. Created flanking radio stations within the first year.**Developed strategy to defeat long time market leading competitor cluster enabling our company to purchase those stations within two years.**Once purchased, re-focused and branded entire cluster of stations so they work together as one market dominate cluster in both ratings and sales.**Developed Classic Hits radio station and modified Classic Rock station along with solidifying Country, Top 40 and Talk station within 10 months after our company purchased the stations.**Rebuilt WTHI HI-99 and now the station is the most listened to Country radio station in the country (Fall \'24)