Enjoy all your holiday favorites this season, curated by the Boss Jocks from, our channel playing Boss Hits of the 60s, 70s and 80s. They're on both stations throughout the holidays!


All your Boss favorite Holiday songs, from Christmas Past and Present! And we're here all year long, in case you're in the mood for some holiday cheer, whether it's December or April!


With all the "hustle and bustle" of the holiday season, we invite you to enjoy a bit of Holiday fun here on The Boss. Sing along and hang out with us for a while, we're sure to put a smile on your face!


We wanted to bring the Boss Boss Radio sound to the holidays. Jingle Boss Radio is like that of a pop radio station. During the holiday season, our regular Boss Jocks from Boss Boss Radio are hosting shows here on The Jingle Boss!  All season long, they’re playing all your Boss Holiday Favorites and are the perfect background to all your festivities including Christmas Day too.

Twenty-four hours a day, we’re your Holiday Boss!

Be sure to visit our other channel playing The Greatest Boss Hits of All Time! Boss Boss Radio has been entertaining millions of listeners around the world for nearly 8 years now!

Hosted by the Live Boss Jocks, and a great community of listeners we call “The Boss Nation,” we’re the most admired radio station on the internet. 

Listen at  and check out our socials @BossBossRadio.


Request a Boss Holiday Favorite

Request a song and include a note for Santa and/or The Boss Jocks



Internet radio isn’t just for your desktop or laptop computer anymore!  You can listen to Jingle Boss Radio just about anywhere.  Here are some options for how to listen to us, please share any methods you’ve discovered that we may not have listed here!

Listen on your Smart Phone using the Live365 App or by playing direct in your phone's browser from our Website, just click here to open our Player
Listen on your tablet, you can download the Live365 App or play direct from your tablet's browser from our Website, just click here to open our player
Old school Aux ports work too! If you have one in your car, or on the side of your speaker or soundbar, just plug into the headphone jack of your wifi device and enjoy your Jingle Boss Radio!
Aux Ports
Jingle Boss Radio is available on Amazon Smart Speakers using the Live365 Skill. Just ask Alexa to "Play Jingle Boss Radio from Live365."
Smart Speakers
Play Jingle Boss Radio from your Bluetooth enabled device in your car, on you wireless speaker, soundbar or even your TV. Just pair your device and use click here to play from your browser.
Jingle Boss Radio sounds GREAT in your car! Connect your mobile device via Bluetooth, Aux port, or FM transmitter to your audio unit!