On September 7, 2021, Hess won the PBA50 Senior U.S. Open with a convincing 256–209 victory over PBA Hall of Famer Chris Barnes in the title match.
[11] At the inaugural PBA50 World Series of Bowling held in July 2023, Hess made the championship final round of every event.
[14] He was voted into the PBA Hall of Fame in February, 2024, and officially inducted at a ceremony in Akron, Ohio on April 27, 2024.
Qualifying as the #1 seed, Hess defeated all-time PBA and PBA50 titles leader Walter Ray Williams Jr. in his lone finals match, 257–193.
[16] On May 15, Hess won the PBA50 Fort Myers Lightning Strikes Classic for the second straight year, earning his seventh PBA50 Tour title.
[17] On July 26, 2024, Hess won his eighth PBA50 Tour title at the PBA50 Monacelli Championship, part of this season's PBA50 World Series of Bowling in Jackson, Michigan.
[18] On August 3, 2024, Hess earned his ninth PBA50 Tour title at the PBA/PBA50/PWBA Jonesboro Trios, with partners François Lavoie and Breanna Clemmer.
Hess also works in the sod industry,[22] and is now an analyst/color commentator for live PBA tournament coverage on BowlTV, the USBC's YouTube channel.