With the NASCAR Cup Series now officially in the second half of the 2021 campaign after last weekend’s doubleheader at Pocono Raceway, it’s about time for Silly Season chatter to ramp up considerably. And it almost undoubtedly will this weekend at Road America where drivers and teams will spend multiple days. Even before the Cup Series crossed the halfway point, there was already a lot of buzz about the future of Brad Keselowski and Matt DiBenedetto, among others.
Keselowski, who for weeks has reportedly been working on an agreement to become a co-owner and driver next season for Roush Fenway Racing, continues to fan the flames of speculation by offering few clues about where he may or may not compete in 2022. But whether Keselowski — the 2012 Cup Series champion — talks or doesn’t talk, his future at Team Penske is going to be a hot topic this weekend at Road America and will remain so until he makes his 2022 plans official. If Keselowski does move on, it would leave a huge void at Team Penske that the organization likely already has plans to fill.
Keselowski’s departure would free up a seat for reigning Xfinity Series champion Austin Cindric to possibly forgo his plans to take over Wood Brothers Racing’s No. 21 car next year and instead move from Xfinity straight into Team Penske’s iconic No. 2. If this happens, it could theoretically allow DiBenedetto — the current driver of the No. 21 — to keep his ride for another season instead of having to bolt to make room for Cindric at the end of this season as originally planned.