I didn’t know it then, but it wasn’t that radio contests were suddenly becoming harder to win, it’s simply that I didn’t understand how radio contests worked. Getting busy signals became more frequent, and the prizes started becoming fewer and farther between.

From my first ever prize of a Kim Possible headset to concert tickets and cash, I became hooked on scoring free swag simply by calling in at the right time.Īs I matured, I began listening to different radio stations, but I’d continue to call in for contests just in case. It’s not that I wanted to be a prize pig (a term radio DJs use to describe frequent winners), but it was hard to stop when I just kept winning. As soon as I was legally allowed to, I’d binge listen to Radio Disney in hopes of being the lucky caller. Growing up, I used to enter radio contests all the time. Here’s my insider knowledge on how you can win radio contests all the time. It was one of my all-time favorite career moves, and while I ultimately moved on, I’ll never forget what I learned from working there. Before I became a travel writer, I worked in the radio industry as a digital managing editor for a local cluster of stations.

I heart radio contests