On September 3, 2023, Daniel Holloway returned to the men's Pro Peloton at The Gateway Cup to be the first cyclist to ever race, film and narrate with live color commentary.

In 2010 Holloway joined the domestic Bissell team and raced predominately on the road, winning his first United States National Criterium Championships.

Riding for Alto Velo p/b Seasucker in 2015, Holloway extended his record to 26 victories, and a second consecutive criterium title at the National Amateur Road Championships.

In addition to Texas Roadhouse, Daniel Holloway was named an official member of Team USA's track cycling endurance program.

Shortly after, with 2 years off the bike and only 8 weeks of training, he became the first ever cyclist to race and commentate live from the peloton at Day 3 of the 2023 Gateway Cup.

Daniel Holloway is married to creative director, entrepreneur, and owner of Kombucha and brand Mortal Ventures,[6] Becca Schepps.