March 12, 2026

Orange Insoles Million Dollar Bracket Challenge | Win $1,000,000

March Madness is almost here… and this year, your bracket could be worth $1,000,000.

Yes. One million dollars.

Orange Insoles has teamed up with the legendary Bob & Tom Show for the Million Dollar Bracket Challenge — and if you pick every single game correctly in the NCAA Men’s Basketball Tournament, you win $1 million.

Is it statistically almost impossible?

Sure.

But so was that 15-seed beating a 2-seed. Proof?

It first happened in 1991 (Richmond over Syracuse).
In 2022, it happened twice in the same tournament.
A 15-seed even made it to the Elite Eight in 2022 (Saint Peter’s).

What Is the Million Dollar Bracket Challenge?

The Million Dollar Bracket Challenge is Orange Insoles’ way of making the NCAA Men’s Basketball Tournament even more exciting.

Here’s how it works:

🗓 The official bracket is released on March 15
📝 You fill out your predictions before March 19 at approximately 11:30 AM
🏆 If your bracket is PERFECT…
💰 You win $1,000,000

No gimmicks.

No complicated rules.

Just basketball chaos and one very bold prize.

JOIN HERE

Who Can Enter?

To participate, you must be:

Be 21 years or older
Be located in the United States

The official entry link is coming soon and will be available through our website and Bob & Tom promotion pages.

Stay tuned — once the bracket drops, it’s game on.

Let’s Talk Odds (Because We Know You’re Thinking It)

Yes, the odds of a perfect bracket are extremely low.

That’s part of the fun.

March Madness is unpredictable. Upsets happen. Cinderella stories unfold. Buzzer beaters shock the world.

And every year, millions of people believe:

“This might be the year.”

Why not you?

Think of it as joining a lottery. Very low odds BUT– you don’t actually have to buy a lottery ticket!

Didn’t Get a Perfect Bracket? We’ve Got You.

Because the odds are what they are, we’re also launching a second contest on March 19:

🎉 A FREE TV Giveaway

No perfect bracket required.

You’ll simply enter and complete a few Orange Insoles-related action items for bonus entries, like:

Following us on Instagram
Watching a YouTube video
Engaging with Orange Insoles content

It’s easy, it’s free, and it keeps the fun going even after your bracket explodes in round one.
So be sure to follow our socials so you’ll get more updates about our Free TV Giveaway!

Orange Insoles + The Bob & Tom Show

If you’ve listened to The Bob & Tom Show, you already know how much fun they bring to everything they touch.

We’ve partnered with Bob & Tom twice a year for live reads on their nationally syndicated morning comedy show — and it’s been a blast. They’ve created hilarious content for us over the years, and many of our customers first discovered Orange Insoles through their show.

They’ll be promoting the Million Dollar Bracket Challenge on air, so keep listening.

Want to check out our Bob & Tom page?
https://www.orangeinsoles.com/pages/bob-and-tom

Why We’re Doing This

We’re a competitive crew.

As a family-owned business and a team that loves sports, competition, and a little friendly rivalry, this felt like the perfect opportunity to do something BIG for our community.

March Madness brings people together.

Office pools.
Family debates.
Last-second heroics.
Wild predictions.

Now imagine all of that… with a million dollars on the line.

While You’re Standing, Cheering, and Pacing… 👟

Let’s be honest.

March Madness isn’t a sit-still kind of event.

You’re pacing during close games.
Standing during free throws.
Jumping off the couch on buzzer beaters.
And if you’re watching at work… you’re probably on your feet more than usual.

That’s why during this promotion, we’re also highlighting our Original Full Length Orange Insoles.

They’re designed to replace your shoe’s removable liner and provide structured arch and heel support to help keep your body aligned.

Our simple message says it best:

Do you work? Do you walk? Do you stand? Orange Insoles might be good for you.

Whether you’re filling out brackets at your desk, hosting watch parties, or standing all day on the job, better support can make a difference in how you feel from tipoff to the final buzzer.