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A gentle reminder amid March Madness.
By
Coryanne Hicks
published
31 March 2026
in Features
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(Image credit: Brett Wilhelm/NCAA Photos via Getty Images)
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Signup + An account already exists for this email address, please log in. Subscribe to our newsletterEvery year, whether it's March Madness, the Super Bowl or election season, prediction markets and sports betting apps light up with the same promise: Place a smart bet, make a quick return and feel like you're investing. The events change, but the pitch stays the same — and so does the confusion about what's entertainment and what's actual investing.
As prediction markets and sports gambling explode in popularity — with Americans expected to wager $3.3 billion on the NCAA Division I Women's and Men's Basketball Tournaments this year, according to the American Gaming Association, and 17% of American adults already in or considering sports betting and prediction markets, according to the Northwestern Mutual 2026 Planning & Progress Study — it's worth drawing a bright, unambiguous line between entertainment and actual wealth-building.
Investing vs speculating vs gambling
The problem with prediction markets and sports betting isn't the games themselves; it's when you confuse what you're doing with investing.
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Sign up"Investing is a long-term strategy to build wealth over time, speculation is an attempt to predict the future, and gambling is a game of luck," says Kaycee LeCong, managing director of family office at Brighton Jones.
In investing, "you're putting money into something that will grow over time because it produces goods, services or income," she says. With speculation, you're making a guess about what will happen. That guess could pay off if your prediction is right, "but you could also lose money purely based on timing."
Meanwhile, gambling involves engaging in a game where the odds are already stacked against you, she says. "It's just money changing hands."
She uses the sports betting platform DraftKings (DKNG) as an example to illustrate this difference. You can own DraftKings stock or you can place bets on their platform.
"By buying DKNG, you own a piece of the company. It generates cash flow over time and you don't need to predict the outcome of any single basketball game," LeCong says. "If you're placing a bet on DraftKings, you don't own anything. You only win if your guess is right, and the odds are against you," as they are with all gambling and betting platforms. Even if you get one bet right, the only way to accumulate more money is to face off with the same losing odds and bet again.
"In short, investing builds wealth, speculation is educated guessing, and gambling is paying to play games where the house usually wins," says Nayan Lapsiwala, director in wealth management at Aspiriant.
4 reasons why prediction markets and sports gambling aren't investing
To enumerate that bright, unambiguous line between investing, prediction markets and gambling, here are the key reasons prediction markets and sports gambling aren't investing:
1. There's no ownership or value creation.
A bet doesn't produce anything. It doesn't generate earnings or dividends. It simply transfers money from one participant to another, minus the platform's cut.
"With a legitimate investment, you own something with real value" that can generate cash over time and have a positive expected return, Lapiswala says. "Prediction markets and sports bets don't check those boxes. You don't own anything ongoing; you hold a ticket that either pays once or goes to zero when the event happens." Then you're left to place a new bet and face the same losing odds.
If investing is planting seeds, gambling is just rearranging the same pile of dirt.
2. The math is not in your favor.
The stock market can be a bumpy ride. Investors have faced years of declines and drops so sudden they make you question if the earth just stopped spinning. But over time, the stock market has historically trended upwards over time. Long-term investors who stay diversified and invested through the tough times almost always come out ahead.
The same cannot be said of gambling and prediction markets. These platforms build in fees, spreads and commissions that tilt the long-term math in their favor. Even if you're skilled, you're playing a game designed for you to lose over time.
3. You can't diversify a bet.
A diversified investment portfolio can weather a bad quarter because it's built on assets that generate value over time. You spread your money across sectors, industries and asset classes so that even if one investment fails, others can continue to grow.
You can spread money across multiple bets, but each one still carries negative expected value. Instead of reducing risk, you're simply increasing the number of ways to lose.
4. Skill is real, but not enough or reliable.
Some bettors are genuinely analytical. Some prediction market participants do their homework and may come out ahead in the short term. But even the most skilled players face negative expected value over time. And the more you believe in your "skill," the more dangerous it becomes.
"Any given bet might hit, but … it's unlikely those short-term successes will be consistent enough to create sustained value," says Phillip Hamman, president and CEO of Linscomb Wealth. Once you hit a few bets and make some money, you might start to trust your gut and stop following a rational process at all.
"Overconfidence based on emotion potentially kicks in," Hamman says. "If the emotion could be stripped away, I think most would get the odds right."
Changing your perspective on betting
All that said, you're not alone if you've been made to feel like betting is an investment — and likewise, you're not alone thinking some investments feel more like a bet. Let's take a look at some factors that play into this.
Why betting feels like investing
Modern betting and prediction‑market apps borrow heavily from the look and feel of trading platforms. Odds move like stock prices. Bets sit in a "portfolio." You get instant feedback, and streaks, leaderboards and notifications mimic the dopamine loops of day-trading apps.
"They're both in the business of getting people to sign up for and stay engaged with their offering, so they have to keep your attention with quick hits," Hamman says.
These design choices create the illusion of skill and control, the same psychological hooks that make speculative trading feel like investing. Add charts, probabilities and official-looking "positions," and suddenly it feels like analysis, not entertainment, even when the behavior hasn't changed at all.
This is also why the line between gambling and certain forms of trading, like day-trading, can feel blurry.
Where day trading fits in
If prediction markets and sports gambling sit on one end of the spectrum and long-term investing sits on the other, day trading lies somewhere in the murky middle. You're technically buying real assets when you day trade, but the behavior has more in common with wagering than building wealth.
Research consistently shows that frequent traders tend to underperform the market. This is partly due to the fact that fast feedback and gamified interfaces encourage emotional decisions rather than disciplined strategy. The more an activity rewards speed, instinct and constant checking, the less it resembles long-term investing and the more it becomes a game.
Remember: Investing should be boring. If it's getting your heart rate up, you're probably playing a game or investing too aggressively.
How to have your fun and keep your house, too
Gambling and prediction markets don't need to be off-limits. If you enjoy the thrill, an occasional bet or trade is fine. Just know that you're engaging in entertainment, not investing.
Don't bet your retirement or your kid's education on a same-game parlay or a prediction market contract about the next jobs report. Only use money you can genuinely afford to lose, and put the rest into a boring but reliable long-term investment strategy.
If you are struggling with gambling, you can reach out to the National Problem Gambling Helpline online or at 1-800-522-4700 or 1-800-697-3738.
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Coryanne HicksSocial Links NavigationContributing Writer, Kiplinger.comCoryanne Hicks is an investing and personal finance journalist specializing in women and millennial investors. Previously, she was a fully licensed financial professional at Fidelity Investments where she helped clients make more informed financial decisions every day. She has ghostwritten financial guidebooks for industry professionals and even a personal memoir. She is passionate about improving financial literacy and believes a little education can go a long way. You can connect with her on Twitter, Instagram or her website, CoryanneHicks.com.