Bossman Rides

Bossman Rides Two wheels. One mission. Founded by Army veteran Jeremy “Bossman” Caudill we ride for the 22 and 1 — road grit, brotherhood, and freedom on every mile. 🇺🇸

Where road grit meets American backbone. Army veteran Jeremy “Bossman” Caudill leads the ride — honoring the 22 and 1, standing for freedom, and living wide open on two wheels. Every ride we film, every mile we share, shines a light on the battles veterans still face and the brotherhood that keeps us rolling. This isn’t just a page — it’s a movement of riders, vets, and freedom-lovers who believe

in living loud, giving back, and never leaving a brother behind. Along for the ride is the Favorite Redhead — passenger, storyteller, and editor-in-chief with a strong cup of coffee in hand. The mission is the fuel, the open road is the altar, and together we ride for the 22 and 1. 🇺🇸

05/30/2026

Tonight at the The KillBox Comedy Club Mope Williams Wild N Out get your tickets now at Thekillboxcomedyclub.com

The Favorite Redhead is still slinging Raffle Tickets for the '99 Road King. I'll be at KimTam Park at Melanie Springs ...
05/29/2026

The Favorite Redhead is still slinging Raffle Tickets for the '99 Road King. I'll be at KimTam Park at Melanie Springs all weekend!! Don't wait for Wed!!

What a great turnout yesterday for the FIRST Boss Man Rides Bike Night of the season at Kim Tam Park! 🔥We had an awesome...
05/28/2026

What a great turnout yesterday for the FIRST Boss Man Rides Bike Night of the season at Kim Tam Park! 🔥

We had an awesome group, a ton of energy, and some really cool ideas already cooking for what’s coming next. One of the big things we’re building is a timer set-up for the Slow Ride—we’ll be tracking it nightly and throughout the whole season, with prizes for the riders who bring it.

And I want to give a huge shout-out to robmylender.com for sponsoring this event—without you, it wouldn’t have been this cool. Thank you!

Looking forward to many more Wednesdays and a full season of great rides with great people! 🏍️💨

Come see Icie! The Favorite Redhead will be selling raffle tickets, and her Harley merch! Come Ride!!
05/27/2026

Come see Icie! The Favorite Redhead will be selling raffle tickets, and her Harley merch! Come Ride!!

Hope to see ya out today
05/27/2026

Hope to see ya out today

Any vendors except food trucks can set up FREE for our first BIKE NIGHT with Dave Jackson singing great songs Bob's Hamb...
05/26/2026

Any vendors except food trucks can set up FREE for our first BIKE NIGHT with Dave Jackson singing great songs Bob's Hamburg on Wheels serving up delicious burgers and $1 beers. We will have biker games and sponsored by Melanie's Gifts and Rob Dawson Robmylender.com

1st Bike Night Happy Hour 5:30-6:30 DOLLAR BEERS!! Sponsored by Robmylender.com
05/26/2026

1st Bike Night Happy Hour 5:30-6:30 DOLLAR BEERS!! Sponsored by Robmylender.com

05/26/2026

🚨 BOSS MAN RIDES BIKE NIGHT — WEDNESDAY! 🚨

This is our first Bike Night of the year, and we’re kicking it off the right way.

🔥 Biker Olympics are happening
🎤 Entertainment by Mr. Dave Jackson
🍔 Bobs Hamburg Truck Festivities kickoff around 6:00 PM until who knows when!
2881 Canton Road Uniontown Ohio 44685
KimTam Park at Melanie Springs

And that’s not all—keep your eyes on the prize:
🏍️ We’re raffling off a really cool Road King loaded with tons of extras!

🎥 Here’s a video of the Road King you could win—watch it, lock in your spot, and get ready for a great night.

We definitely are missing our seat time.
05/20/2026

We definitely are missing our seat time.

Address

Myrtle Beach, SC
29572, 29575, 29577, 29578, 29579, 29586, 29587, 29588

Telephone

(330)3107661

Website

Alerts

Be the first to know and let us send you an email when Bossman Rides posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Contact The Business

Send a message to Bossman Rides:

Shortcuts

Share

Category