Underdog just rolled out one of the wildest sports promotions we’ve seen in a while:
Start with $1,000,000.
Yes, a million.
The promotion is called Keep Your Million, and the premise is almost exactly what it sounds like. Eligible Underdog users begin with a virtual $1 million promotional balance and then try to hang onto as much of it as possible through 20 sports-pick questions.
But before you start shopping for a beach house, there is one fairly important distinction:
Underdog isn’t handing you $1 million in withdrawable cash.
The $1 million is a promotional balance, referred to in the promotion terms as “Milly Bucks”, that you use exclusively inside the Keep Your Million game. Milly Bucks themselves have no cash value and can’t be withdrawn. Complete all 20 questions with money remaining, however, and the surviving balance can be awarded as Underdog Bonus Entries, up to $1 million.
And that’s where things get interesting.

How Underdog Keep Your Million Works
The format is remarkably simple.
You start with a $1,000,000 virtual balance.
Underdog then presents you with a sports question, typically a Higher/Lower player projection.
For example:
Patrick Mahomes — 205.5 Passing Yards
You decide how to divide your million dollars between:
Higher
or
Lower
Here’s the twist: you don’t have to pick just one.
You control how your bankroll is divided.
You could put:
- $700,000 on Higher
- $300,000 on Lower
If Higher wins, you advance with $700,000.
If Lower wins, you advance with $300,000.
The money allocated to the losing side disappears.
Then you do it again. And again.
For 20 rounds.
Whatever remains on the winning side carries forward to your next question. Reach $0 at any point and your run is over. Survive all 20 questions and your remaining balance can be converted into Bonus Entries.
That creates a very different strategy from a normal sports pick.
You Can Hedge Every Tier
This might be the smartest part of the promotion. Underdog doesn’t force you to go all-in on Higher or Lower.
You can split your bankroll however you want. Think a projection is nearly a coin flip?
You could go:
$500,000 Higher / $500,000 Lower
You are guaranteed to survive the round — but you’ll also immediately chop your bankroll in half.
Feel strongly about one side?
Maybe:
$900,000 Higher / $100,000 Lower
Now you’re risking considerably more, but you’re preserving the possibility of carrying most of your bankroll into the next round.
Or you can go full YOLO:
$1,000,000 / $0
Get it right, and you remain a millionaire.
Get it wrong, and “Keep Your Million” becomes “Lose Your Million” remarkably quickly.
That risk/reward decision repeats across all 20 questions.
The Math Gets Pretty Interesting
Here’s where Keep Your Million becomes more than just a big marketing headline.
Suppose you attempted to guarantee survival by going exactly 50/50 on every question.
Your balance would look something like this:
$1,000,000
$500,000
$250,000
$125,000
$62,500
$31,250…
Continue halving the bankroll for 20 questions, and there wouldn’t be much of your million left.
So simply surviving isn’t really the objective.
You need to take a risk somewhere.
Players have to determine which questions they’re confident enough to lean heavily toward one side while deciding when protecting the bankroll makes more sense.
It’s essentially a 20-round bankroll-management game disguised as player props.
And we’re into it.
| Strategy Each Round | Balance After 1 | After 5 | After 10 | After 20 |
|---|---|---|---|---|
| 50/50 | $500,000 | $31,250 | $976.56 | $0.95 |
| Keep 75% on winning side | $750,000 | $237,305 | $56,314 | $3,171 |
| Keep 90% on winning side | $900,000 | $590,490 | $348,678 | $121,577 |
| Go 100% and win | $1,000,000 | $1,000,000 | $1,000,000 | $1,000,000 |
The table tells the entire story.
Even if you correctly protect the winning side every single time, conservative hedging destroys the bankroll over 20 rounds. To finish with serious money, users eventually have to make some very concentrated calls.
So Can Someone Actually Finish With $1 Million?
In theory, yes. But think about what would have to happen.
To finish with the entire $1 million, you’d effectively need to preserve the entire balance through all 20 rounds — meaning making extremely aggressive allocations and repeatedly being correct.
That’s a very different proposition from Underdog simply depositing $1 million into your wallet.
The promotion’s maximum potential award is nevertheless enormous: Up to $1 million in Bonus Entries for a player who completes all 20 questions with that balance remaining.
The Fine Print Matters
There are several rules worth knowing before starting.
According to currently published terms reported for the promotion, eligible users receive the $1 million promotional balance and must complete 20 consecutive two-outcome questions. The Milly Bucks have no cash value, and the game must generally be started within the specified eligibility window and completed within 60 days. If the promotional balance hits zero, there is no award.
Any surviving promotional balance awarded after Round 20 comes in the form of Bonus Entries rather than instantly withdrawable cash. Those Bonus Entries also carry playthrough and expiration requirements.
Eligibility and availability can vary by jurisdiction, so players should check the current Underdog terms presented to their account before participating.
Is Keep Your Million Worth Playing?
As promotions go, this one is certainly different.
Most sports apps compete with some variation of:
Deposit X, get Y.
Underdog essentially turned its promotion into a game itself.
Starting with a giant fictional bankroll makes every decision interesting, while letting players hedge Higher and Lower means there is an actual strategy component beyond simply trying to hit 20 straight picks.
And the inevitable screenshots should be fantastic.
Someone is going to reach Question 20 with a painfully large balance and have to decide whether to protect it or shove nearly everything onto one player prop.
We would like to formally request that Underdog livestream that person’s decision.
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New to Underdog?
Join Underdog here with CLEATZ and check which welcome offers are currently available to your account.
Offer availability and eligibility vary. Keep Your Million promotional balances are not withdrawable cash. Terms and responsible-play restrictions apply.
Jason Ziernicki is the founder of CLEATZ, where he analyzes sports betting data, public betting percentages, alt-line trends, and prediction markets across the NFL, NBA, MLB, and college sports.
He is based in Jackson Hole, Wyoming, where he routinely trades on Kalshi each month, hoping to win on weather markets like snowfall, as well as sports and politics.
His work focuses on turning sportsbook data and betting market trends into actionable insights for bettors/traders.