When speculation moves from sports to war, politics, and business ethics
What happens when one of your employees places a wager on a military conflict your company directly supports?
What if they bet on:
- whether a defense contract is awarded
- whether a CEO is fired
- whether a merger closes
- whether a sanctions package passes Congress
- whether military action occurs in a region tied to your supply chain
And what if they possess non-public information that could influence that outcome?
Would you consider that:
- harmless speculation?
- unethical behavior?
- insider trading?
- grounds for termination?
Most companies do not have a policy for this. Many have never even considered it. That may need to change.
The recent arrest of Army Special Forces Master Sgt. Gannon Ken Van Dyke—accused of profiting from bets tied to the potential removal of Nicolás Maduro—forces a broader question:
Have we normalized betting on things that should never become speculative markets?
That case may ultimately be judged on its own facts. But the broader ethical question is far larger than one individual.
How Did We Get Here?
Sarah Palin’s now famous “You betcha” line during the 2008 presidential campaign sounded playful at the time.
In hindsight, it feels oddly predictive.
Since then, sports betting has exploded across America.
A major accelerant came in 2018 when the Supreme Court struck down the Professional and Amateur Sports Protection Act (PASPA) in, “Murphy v. National Collegiate Athletic Association.” PASPA was the 1992 federal law that largely prohibited state-authorized sports betting outside of a few exceptions, most notably Nevada.
Once that barrier fell, betting moved from casinos into smartphones.
Today:
- ESPN integrates betting odds into coverage
- Professional leagues openly partner with sportsbooks
- College campuses are dealing with rising gambling addiction concerns
- Fantasy sports helped normalize behavior that looked increasingly similar to gambling
Sports may have been the gateway.
The Pete Rose Lesson Still Matters
President Trump recently compared modern betting concerns to Pete Rose.
But baseball’s concern was never simply whether Rose bet on his team to win or lose.
The real issue was participation in a system whose outcomes he could directly influence.
That same ethical concern now extends far beyond baseball.
If participants can influence outcomes while simultaneously betting on them, trust erodes quickly.
Prediction Markets: Legal Innovation or Ethical Blind Spot?
This is where things become far murkier.
Kalshi operates legally in the United States under oversight from the Commodity Futures Trading Commission.
Polymarket, a crypto prediction platform, operates in a far less regulated environment and previously settled with the CFTC over unregistered event contracts.
These platforms allow markets on:
- elections
- economic indicators
- legislation
- geopolitical events
- leadership changes
The CFTC has historically been wary of markets involving war, assassination, terrorism, or criminal conduct. That’s for good reason. Even where legal restrictions exist, technology often moves faster than regulators. Just because a market can be created does not mean it should exist.
Investing vs Gambling
This debate becomes uncomfortable because many legitimate financial tools increasingly resemble gambling behavior.
Is buying zero-day options investing?
Is meme stock speculation investing?
Is politically themed cryptocurrency investing?
What about congressional stock trades that appear suspiciously timed around legislative activity?
Entire social media accounts now track trades made by members of Congress because the public increasingly assumes someone may know something before everyone else does.
Healthy capital markets allocate resources.
Speculative markets often monetize information asymmetry. Those are not always the same thing.
AI Changes the Equation
In prior decades, many questionable bets may have gone unnoticed.
Today, artificial intelligence and advanced analytics can identify:
- unusual timing patterns
- coordinated activity
- geographic anomalies
- suspicious account behavior
- potential insider activity
Technology is simultaneously expanding speculative opportunities while making misconduct easier to detect.
That tension will only grow.
What Business Leaders Should Be Asking Now
Boards, executives, and policymakers should begin asking difficult questions:
- Should employees be allowed to participate in prediction markets tied to their industries?
- Do ethics policies need modernization?
- Should insider trading policies be expanded?
- Where should companies draw bright ethical lines?
Defense companies should be especially thoughtful.
How comfortable are you with employees betting on battlefield outcomes connected to your work?
That question sounds absurd—until it no longer is.
Where Should the Line be Drawn?
America once maintained clearer distinctions between:
- Wall Street and Las Vegas
- Public service and personal enrichment
- Military operations and private profit.
Those lines are becoming harder to see.
When sports betting became normalized, many assumed the consequences would remain confined to stadiums.
Instead, speculation spread into politics.
Then, financial markets.
Now, national security.
Just because technology allows a market to exist does not mean society should permit one.
Every leader should ask a simple question: What outcomes should never become wagers?
Because if everything becomes a market, eventually trust becomes the losing bet.

