Win This 2021 Chevy Silverado 2500 HD Duramax + Harley Davidson
and $10,000 Cash

How it All Works


    As a fully licensed and bonded sweepstakes, enjoy the benefits from our three ways to enter. Deadline to Enter is October 1st.


    October 10th our third party sweepstakes administrator tallies the final entries and randomly selects the winner.


    We will deliver the prize right to you with in days of your acceptance. Which will you choose

The Prize Up For Grabs:

  • 2021 Chevy Silverado 2500 HD
  • 6.6L Duramax V8 Turbo Diesel Engine
  • Fully Loaded Leather Interior
  • Z71 Offroad Package
  • Custom 2014 Harley Davidson Dyna
  • 103ci V Twin Engine
  • TBR Exhaust Arlen Ness Air Clean

The Proof
(Previous Winners)

Paul Wagner
Juan Sanchez

Juan Sanchez
Winner of the "2020 Ram 1500 Rebel + $10,000"

Juan originally signed up to win FSG#4 including an Indian Scout Bobber and a 2014 Harley Davidson Dyna Street Bob. As luck would have it, he let his membership renew and ended up walking away with our fifth prize package! Juan is a former Marine and was discharged from the military after injuries sustained from an IED in Afganistan. The first thing Juan did after getting the keys to his new truck is slap a Purple Heart sticker on the back of it and dedicate his truck to his friends who didn't make it back. Such a legendary dude and we're so stoked for him!

Paul Wagner
Kevin Pembridge

Kevin Pembridge
Winner of the "2021 Indian Scout Bobber + $5,000"

Congratulations to Kevin Pembridge from Plains Township, PA He the Lucky winner of the FSG4 and chose the 2021 Indian Scout Bobber! 

Paul Wagner
Walter Korhonen

Walter Korhonen
Winner of the "2020 Harley Davidson Lowrider S Winner + $5,000"

It was only a matter of days until Walter was already on a plane to San Diego and here at our headquarters to claim his prize! Walter said he was still in shock even after he saw his bike in person for the first time, and we can see why!

Paul Wagner
Jonathan Shea

Jonathan Shea
Winner of the "2020 Triumph Bonneville Bobber"

Congratulations to FSG2 Winner Jonathan Shea!! After escaping the snow in Buena Vista, Colorado, Jonathan hoped on a flight down to San Diego to pick up his brand new Triumph Bonneville Bobber Black plus $5,000 Cash. After handing him the keys, we let him loose to cruise San Diego coastline for a few days. What a month won a motorcycle, and got engaged. Now does he get to keep the bike ?

Paul Wagner
Josh Wecker

Josh Wecker
Winner of the "Harley-Davidson Fat Bob 114"

Congratulations to FSG1 Winner Josh Wecker!! As we explained in our Facebook Live, Josh is a first time rider and only 18 years old! Given the circumstances, we reviewed the rules and we were able to offer Josh a prize package equal value of the Fat Bob 114 and $5k. With the objective of finding Josh the perfect beginner Harley, the team at San Diego Harley Davidson helped Josh feel out a ton of bikes before he found it: this matte black 2019 sportster 883 Iron. Plus... after doing some math Josh ended getting not only a brand new bike but also $10,000 for school, mods and whatever else he desires!

Get So Much More With Freedom Street Garage
(We Know You Want The Bike, But Check Out The Perks!)

By joining the FSG VIP Today, you will receive all these benefits plus 10 bonus entries into our sweepstakes for every month you are an active FSG VIP member.

Other Membership Benefits

  •  5% off FSG Store Discount: Discounts For Your Favorite FSG & Partner Products
  •  Free Shipping On everything we sell at
  •  FSG Monthly eMag: Monthly Magazine With The Latest Industry News
  •  Free Classified Ads: Get Free Postings seen by thousands of enthusiasts monthly
  •  Exclusive Automotive Deals: First chance to purchase any prize bikes not selected

Here at Freedom Street Garage...
We are American motor enthusiasts who grew up admiring, riding and tuning our bikes, cars and trucks. We started Freedom Street Garage to give enthusiasts like us the chance to WIN the vehicle of their dreams!

Still Not Convinced?
(The Answers You Seek)

ABSOLUTELY! Our sweepstakes are fully bonded and overseen by a 3rd party sweepstakes firm (Compliance sweepstakes Services) who manages collection of entries and the random selection of the winner. In addition to the truck we are providing $10,000 for taxes, mods, etc. AND we guarantee the delivery of the prize to a winner! So in short… Yes, you can Win the truck and more! If you don’t enter, you can't win the truck of your dreams + $10,000 bucks! What are you waiting for?
The FSG VIP membership is a great option for the auto enthusiast in your life! With awesome benefits like member-only discounts to automotive, tire and parts stores, free classified ads, AND (10) extra bonus entries each month. The FSG VIP membership will bill at $8.95 per month, but there is more than enough value included in the club to make up for it. We also have two additional ways to enter. First, you can shop at our online store, and receive 1 entry for every $1 spent. We've got high quality apparel, accessories, and daily use products, so why not get a chance to win by buying stuff you already need. You can enter with no purchase by following the mail in instructions from our href="/terms/">Official Rules. If you love classic cars, then just get entered, because we want someone to who will appreciate this amazing ride. NO PURCHASE NECESSARY TO ENTER OR WIN. Purchasing does not improve your chances of winning. You have equal chance to win without purchase. Please see the Official Rules for complete details.
Our third party sweepstakes firm (Compliance Sweepstakes Co.) will send us the winner's info, then we call them until they answer. We haven't had this not work yet, but if for some reason we can't get ahold of the winner by phone we will email and try any other methods we can find.
Email Phone 1 (800) 507-2959 We are open M-F from 9am to 6pm, but we typically get back to you within 24 hours even on weekends.
We founded FSG because we love American Muscle Cars, Trucks & Motorcycles. Ram, Chevy, Ford, Harley, Indian....etc. We love them all. Your first time swinging your leg over the seat of a motorcycle, or firing up a 400hp musclecar is a moment you never forget... and life is never the same once you twist the throttle. We wanted to create a place to share our passion and give everyone the opportunity to WIN some of the best cars, trucks and motorcycles to ever be created!

Win This 2021 Chevy Silverado 2500 HD Duramax + Harley Davidson
and $10,000 Cash