In
2005, Wolfe was slated to drive the No. 6
Dodge Charger for
Evernham Motorsports. In the first four events, Wolfe failed to finish in the top twenty-five once and did not qualify for a race at Mexico City's
Autódromo Hermanos Rodríguez. He was immediately replaced by
Jeremy Mayfield and
Kasey Kahne, with team owner
Ray Evernham stating that the team "felt it was necessary at this time to make some changes to ensure [it is] competitive." He remained under contract with the team and returned to race the car in three more events later in the year, finishing in the top-ten at
Nashville Superspeedway in his final race with the team. Afterwards, he signed with
FitzBradshaw Racing; he raced both the No. 40 and No. 12 Dodges in a combined five races, with his best finish being 23rd. He then worked with FitzBradshaw as crew chief on the No. 12 and No. 22 Dodge Chargers driven in the NASCAR Grand National Division and Busch East Series by 2006 ROTY
Rubén Pardo and John Freeman. In 2008, Wolfe worked with
Braun Racing as crew chief of the No. 38 Toyota driven by
Jason Leffler in the
NASCAR Nationwide Series. In 2009, Wolfe worked as crew chief for
CJM Racing while
Mike Bliss was driving CJM's No. 11 car. In 2010, Wolfe joined
Penske Racing as crew chief of
Brad Keselowski's No. 22 Dodge. He and Keselowski won the Nationwide series championship in 2010, giving
Roger Penske his first NASCAR title. In 2011, Wolfe remained with Penske, reuniting with Keselowski in the
Sprint Cup Series, replacing Jay Guy. Wolfe and Keselowski got their first victory together in the
STP 400 at
Kansas Speedway, edging
Dale Earnhardt Jr. by stretching their fuel mileage. Later in the season, the duo also won at
Pocono, and
Bristol, propelling the No. 2 team into the
Chase. In 2012, Wolfe lead Penske Racing to its first ever NASCAR Sprint Cup Series championship, and making Wolfe the first NASCAR Crew Chief to win championships in both the Nationwide and Sprint Cup Series. On March 2, 2014, Wolfe's wife Aleah gave birth to their first child, Caden Paul. As a result, Wolfe did not serve as Keselowski's crew chief at
The Profit on CNBC 500 that day. Wolfe moved to Penske's No. 22 team with
Joey Logano in 2020. Wolfe would win the
2022 and
2024 title with Logano. ==Motorsports career results==