Best Trump Prop Bets: Odds, Analysis, and Betting Predictions

Trump to be on the 2028 Presidential Election Ballot

• • Yes (+800)

Jokingly or not, Trump has mentioned a potential 2028 run multiple times. The President even has “Trump 2028” merchandise for his MAGA followers to buy.

Running for a third term would be unconstitutional, but Trump is known for trying to find loopholes and workarounds. He is listed at 8-1 odds to be on the 2028 presidential election ballot in the latest political lines at BetUS.

With Vance and Rubio seen as the party's strongest potential candidates in a 2028 primary, the two have to balance their roles in the Trump administration with their future political plans.https://t.co/xPU81Rnsyf

— PBS News (@NewsHour) April 1, 2026

BetUS also has Trump Sr. listed at 4-1 odds to run and 7-1 odds to be on the 2028 Iowa GOP Caucus ballot.

Trump has been the dominant force in the GOP for a decade and would presumably win the Republican nomination. Even if he did not win the primary, he would have more than enough support from MAGA voters to form his own party and run as a third-party candidate.

A small stake on Trump going for it makes sense, given his past history of bending the rules or outright breaking them.

Total Trump Family Members on the 2028 Election Ballot

• • Over 1.5 family members (+700)
  • Under 1.5 family members (-2000)

Speaking of the Trump family and the 2028 election, you can wager on the total number of Trumps on the 2028 ballot. BetOnline has the line set at over/under 1.5 Trumps on the 2028 ballot.

The family members included in this wager are: Don Sr., Don Jr., Eric, Ivanka, Jared Kushner, Lara, Tiffany, and Barron. To count toward the total, they must be on the ballot for one of the following positions:

• • President
  • Vice President
  • S. Senate
  • S. House of Representatives

Barron is too young to run for President, but other Trump family members have the following odds at BetUS to run for the office in 2028:

• • Donald Trump Jr. (+400)
  • Eric Trump (+700)
  • Ivanka Trump (+1000)

Whether Trump Sr. runs again in 2028 or not, bringing other Trump family members into politics would be one of the easiest ways for the President to capitalize on his MAGA support. With that in mind, I like the over in this Trump prop wager.

Next to Leave the Trump Administration

Trump is not the only member of his administration damaged by his attacks on Iran. Tulsi Gabbard is still the +225 favorite to be the next member of the Trump administration to leave. However, Secretary of War Pete Hegseth is now tied for the second-best odds at +250.

Frustration !!

US President Donald Trump now blames Pete Hegseth, Jared Kushner, Steve Witkoff, and Marco Rubio for prompting him to starting a war on Iran.

Lessons : Advisors should never be stupid. pic.twitter.com/GZJTmhohf9

— Dr Tariq Tramboo (@tariqtramboo) March 11, 2026

Hegseth and Trump seem to be on different pages regarding the Iran War. While Trump has said the war is essentially over, Hegseth has remarked on multiple occasions that it is “just the beginning.”

Contradicting the President is never a good idea for any member of his cabinet. Also, given how unpopular the war is with voters, Trump will need a scapegoat to pin the blame on. Unfortunately for Hegseth, he fits the bill perfectly.

Will Trump Pardon Ghislaine Maxwell in 2026?

• • Ghislaine Maxwell pardoned by Trump in 2026 (+500)

Despite his best efforts, Trump has not been able to fully distract from the Epstein Files with his war in Iran. In addition to being mentioned thousands of times in the files, Trump has also been criticized for his handling of Ghislaine Maxwell.

Reporter: Is the president going to rule out a pardon for Ghislaine Maxwell?

Leavitt: This is not something I've discussed with the president recently because, frankly, it's not a priority. pic.twitter.com/gBsR7TiyMq

— Acyn (@Acyn) February 10, 2026

Maxwell, who is serving 20 years for sex trafficking, has attempted to use her testimony to earn a pardon from Trump. According to reports, Maxwell will testify that neither Trump nor Bill Clinton engaged in any wrongdoing with Epstein in exchange for her freedom.

BetUS has Maxwell listed at +500 odds to be pardoned by Trump in 2026.

Trump has not pardoned Maxwell, yet, but she was moved to a low-security prison camp in Texas in August 2025. It would be a risky move, but Trump could pardon Maxwell in exchange for her testimony to help distract from Iran. It would also “clear” him of the Epstein accusations that have plagued his second term as president.

Will the US Acquire Part of Greenland in 2026?

• • Yes (+600)
  • No (-1200)

As mentioned above, Trump has made pursuing Greenland one of the hallmarks of his second term. While the odds are low that he will invade Greenland next, that does not mean the President will give up on obtaining the island nation.

According to Lucky Rebel, Trump and the US are listed at +600 odds to own part of Greenland by the end of 2026. The “no” option in this bet is listed at -1200 odds.

President Trump on Friday continued to press for U.S. control of Greenland, telling reporters: "We are going to do something on Greenland whether they like it or not." https://t.co/YzHa5LJYeg pic.twitter.com/8M8Y5KsgAx

— ABC News (@ABC) January 10, 2026

Trump renewed his efforts to acquire Greenland at the start of the new year. However, his invasions of Venezuela and Iran took precedence over the purchase of Greenland. If Trump is able to resolve the ongoing war in Iran before the end of the year, he might focus again on Greenland.

On the other hand, it is hard to see a scenario where Trump accepts owning only part of Greenland. Also, with a potential war with Cuba on the horizon, the President may not have time to legally acquire part of Greenland and a war there would be unthinkable.

There are still over nine months left in the year, but that may not be enough time for this bet to hit before the end of 2026.

New Supreme Court Justices Appointed

• • Zero new justices (+500)
  • 1 new justice (+110)
  • 2 new justices (+100)
  • 3+ new justices (+900)

Appointing a justice to the Supreme Court of the United States is one of the best ways for any president to cement their legacy. Trump appointed three justices in his first term: Neil Gorsuch, Brett Kavanaugh, and Amy Coney Barrett.

BetUS has odds on the number of new justices appointed before the 2028 presidential election. Barring his unforeseen removal from office, any new justices appointed before the 2028 election would be Trump appointees.

Two new justices is the even-money favorite, with the one new justice option a close second at +110. Zero justices and three or more new justices round out the field at 5-1 and 9-1 odds, respectively.

Clarence Thomas (77) and Samuel Alito (76) are both conservative justices who could step down to make way for new Trump appointees. However, the outcome of this bet will depend heavily on the outcome of the midterm elections.

A SCOTUS appointee must be approved by a simple majority vote in the Senate. The GOP controls the Senate by a 53-45-2 margin. However, BetUS has the Democrats listed as -130 favorites to control the Senate after the midterm elections.

If the Democrats do win control of the Senate, they are unlikely to approve any Trump appointee to SCOTUS. Considering that, I recommend the “zero new justices” option, which offers a ton of value at +500 odds.