A former member of the Nationwide Tour, European Tour, and PGA Tour, Gillis is probably most remembered for who he lost to in his closest call on the PGA Tour. A playoff loser to a young, up and coming star, Jordan Spieth, in the 2015 John Deere Classic, Gillis has since taken to coaching and playing here and there on the Champions Tour. Finishing in solo fifth, Gillis grabbed the final spot in the final qualifying stage for the 2022 season. Playing his final four holes in three-over, Gillis made bogey on his final hole and likely assumed he had let this golden opportunity slip through his fingers. However, finishing at 8-under, it was still good enough to eke out four players who finished at 7-under, thus securing his status for the upcoming year.