Bailey races the 4800 Legends Class in Ultra4, and attends Northern Arizona University, majoring in Business Marketing. He is on track to be the 2019 4800 Class West Coast Points Champion and ranks in the Top 10 in the 4400 Class point standings. He is locked in a points battle with Casey Gilbert for the 2019 Ultra4 4800 Class National Championship, which will come down to the last race of the season. Bailey started the season with a podium finish at King of the Hammers after starting 78th. He won the Hard Charger award at the Ultra4 Stampede, for qualifying number one and also winning the race. Bailey qualified first and finished second at the King of Baja and Rampage at Ridgecrest and won the Battle at Bluegrass in Kentucky.