[2] He is married to Susan "Dee" Bagwell Haslam, CEO of RIVR Media, part of the family ownership group of Pilot and co-owner of the Browns and Crew.

Pilot Flying J is one of the largest top 10 privately held companies in the United States and employs more than 24,000 employees.

The Pilot Flying J network provides customers with access to more than 70,000 parking spaces for trucks, 4,800 showers and 4,300 diesel lanes featuring DEF at the pump.

In April 2013, Federal Bureau of Investigation and Internal Revenue Service agents executed a search and seizure warrant and affidavit detailing a five-year fraud scheme by the Pilot Flying J chain.

The company paid restitution to customers and agreed to pay a $92 million penalty pursuant to a Criminal Enforcement Agreement.

[5] Haslam was inducted into the Junior Achievement of East Tennessee Business Hall of Fame in 2007, and in 2010, he was named a recipient of the Ernst & Young Entrepreneur Of The Year award for the Southeast region.

[2][6] The Haslams' purchase of the Browns was unanimously approved by the 32 teams in the NFL on October 12; the sale itself closed thirteen days later.

Haslam, along with his wife Dee and former team physician Pete Edwards, took over as owners on January 1, 2019, as a deal to purchase the club from Precourt was finalized.

In 2023, Haslam and his wife purchased a stake in the Milwaukee Bucks from Marc Lasry, making them co-owners of the team with Wes Edens and Jamie Dinan.