7 of Trump’s most bizarre business ventures: From mugshot merchandise to tea

7 of Trump’s most bizarre business ventures: From mugshot merchandise to tea
Donald Trump, known for his real estate holdings, dipped his toes into numerous ventures over the years, including casinos (Getty Images)

Donald Trump’s bold business gambits: From sneakers to steaks

WASHINGTON, DC - JUNE 22: Former U.S. President Donald Trump speaks at the Faith & Freedom Coalition's Road to Majority Policy Conference at the Washington Hilton on June 22, 2024 in Washington, DC. The conservative Christian group is hosting a series of congressional members and political candidates to speak on the upcoming 2024 elections. (Photo by Samuel Corum/Getty Images)
Donald Trump started his career at his father's real estate company, Trump Management (Samuel Corum/Getty Images)

Donald Trump is no stranger to taking risks and exploring new business territories. From businessman to reality TV star to the President of the United States, Trump has demonstrated a willingness to dive into various ventures, regardless of the outcome. His entrepreneurial spirit remains undeterred amid his bid to reclaim the White House. Here are seven of his most unconventional business endeavors that have captured public attention over the years.

1. Never Surrender sneakers

PHILADELPHIA, PENNSYLVANIA - FEBRUARY 17: Republican presidential candidate and former President Donald Trump delivers remarks while introducing a new line of signature shoes at Sneaker Con at the Philadelphia Convention Center on February 17, 2024 in Philadelphia, Pennsylvania. Sneaker Con was founded in 2009 and is one of the oldest events celebrating sneakers, streetwear and urban culture. Trump addressed the event one day after a judge ordered the former president to pay $354 million in his New York civil fraud trial. (Photo by Chip Somodevilla/Getty Images)
Former President Donald Trump launched the Never Surrender sneakers amid his reelection bid (Chip Somodevilla/Getty Images)

One of Trump’s most recent ventures involved the launch of the Never Surrender sneakers. Released in February of this year, these flashy high-tops, priced at $399, sold out within hours of its launch. The limited edition of 1,000 pairs featured a striking gold color and a prominent "T" motif. The website proudly described them as "Bold, gold and tough, just like President Trump."

2. Mugshot merchandise

SIOUX CENTER, IOWA - JANUARY 05: Vendors sell campaign merchandise outside of a rally with Republican presidential candidate former President Donald Trump on January 05, 2024 in Sioux Center, Iowa. Iowa Republicans will be the first to select their party's nomination for the 2024 presidential race when they go to caucus on January 15, 2024. (Photo by Scott Olson/Getty Images)
Donald Trump turned his infamous Fulton County Jail mugshot into profitable merchandise (Scott Olson/Getty Images)

Trump managed to turn his infamous mugshot into a profitable product line. Following his 2023 arrest in Georgia on charges of scheming to overturn the state's 2020 election results, the former president's mugshot from Atlanta's Fulton County Jail went viral. Trump used it to his benefit by plastering his mugshot onto T-shirts, mugs, hats, and posters, which were exclusively sold on his official website. Each item featured his mugshot, the "Never Surrender!" tagline, and the "Trump 2024 Make America Great Again" logo. Despite the controversy, the strategy was financially successful, netting Trump $7.1 million in sales within days.

3. Failed casinos

ATLANTIC CITY, NJ - JULY 30:  The Trump Plaza ,which is scheduled to close, is viewed in Atlantic Ci
Donald Trump's foray into the casino industry didn't bring him much success (Getty Images)

Trump's ventures haven't always been golden, particularly in the casino industry. From the late 1980s to the 2010s, Trump owned several casino properties in New Jersey's resort area, including the Trump Taj Mahal, Trump Marina, Trump Plaza, and Trump’s World Fair at Trump Plaza. Despite his enthusiasm for the gambling business, it didn’t pay off as planned. Trump Taj Mahal filed for bankruptcy in 1991 with $3 billion in debt. By 1992, the business mogul had filed for bankruptcy three times related to his Atlantic City casinos.

4. Trump Shuttle

(Eviator/Instagram)
Donald Trump operated Trump Shuttle, a commuter airline, from 1989 to 1992 (Eviator/Instagram)

Equally ambitious as his casino ventures was Trump’s attempt to conquer the skies with his own airline, but it too was short-lived. From 1989 to 1992, he operated Trump Shuttle, a commuter airline servicing New York, Boston, and Washington, DC. He rebranded 21 Boeing 727s, adorning them with his name and furnishing them with leather seats, maple veneer, faux marble, and luxurious carpets. However, the airline failed to achieve financial stability, defaulting on a $1.1 million loan repayment, which led to its demise.

5. Trump Steaks

(Trump Steaks/X)
Trump Steaks launched in May 2007 (Trump Steaks/X)

Trump's penchant for attaching his name to various products extended to the food industry with Trump Steaks. Launched in 2007, these steaks were touted as "the world’s greatest." Despite the grandiose promise, the product line, which was exclusively sold through The Sharper Image and QVC, was discontinued just two months after its launch due to poor sales.

6. Trump Tea

(Bestromssk/X)
Trump Tea launched four whole leaf tea blends named after Donald Trump's favorite places (Bestromssk/X)

Trump Tea, launched in collaboration with Talbott Teas in 2010, was another unique venture by the former president. This collaboration produced four whole leaf tea blends created by Talbott Teas' master blender Shane Talbott and named after some of Trump’s favorite places: Park Avenue, Union Square, the Mar-a-Lago, and the Westchester. These teas promised to be "richly invigorating," but they didn’t make a lasting impact on the market.

7. Trump University

NEW YORK - MAY 23:  Real estate mogul Donald Trump (R) speaks as university president Michael Sexton
Donald Trump founded the controversial Trump University with Michael Sexton (Getty Images)

One of Trump’s most controversial business endeavors was Trump University, which the former president established in 2005 with Michael Sexton and Jonathan Spitalny. The program aimed to teach students Trump’s real estate success secrets, with some top-tier courses costing up to $35,000. However, many students felt misled, claiming they did not receive the promised insider knowledge. The venture was rebranded as The Trump Entrepreneur Initiative before ultimately closing in 2010 amid multiple investigations and lawsuits. 

Share this article:  7 of Trump’s most bizarre business ventures: From mugshot merchandise to tea