In 2018, captured his record fifth Charles Schwab Cup, won the money title ($2,222,154) for the seventh consecutive year and finished with the Tour's best scoring average (69.01) for the fifth consecutive year. With wins at the Insperity Invitational and SAS Championship, he posted his seventh consecutive multi-win season, the second-longest streak in Tour history. He has a Tour-record five wins at the age of 60 or older, and 38 victories overall. He led the Tour with 14 top-10s, and his six runner-up finishes were his most in a single season.

In 2019, Mediate birdied the last two holes and won the Sanford International when Ken Duke double bogeyed the 18th hole. Started the day three shots off the lead and tied for ninth, and the win was his first since the 2016 KitchenAid Senior PGA Championship, a span of 71 starts without a victory.

Birdied three of the first four holes in the final round of the inaugural Sanford International to help lift him to a four-shot victory (63-67-67–197). The win was his third in seven starts this season and moved him into the top 10 in the Charles Schwab Cup.

Enjoys writing lyrics and playing guitar. Recorded a largely autobiographical album entitled "My Life," featuring guest performances by Darius Rucker, Willie Nelson, Johnny Lee and Daron Norwood. Recorded a second CD, available on iTunes, called "I Only Know One Way."

After leading the Charles Schwab Cup standings for 21 consecutive weeks and earning his first Charles Schwab Cup title, Scott McCarron was named the recipient of the 2019 Jack Nicklaus Award as the PGA TOUR Champions Player of the Year. In 2019, McCarron recorded three victories, three runner-up finishes and 14 top-10s en route to winning the Charles Schwab Cup. Coupled with the Jack Nicklaus Award, the 54-year-old also won the Arnold Palmer Award (leading money winner) for the first time in his career after earning over $2.5 million last season.