S2 E29: A Tale of Two OTTBs: Chelsey O’Brien on Confidence, Giving Back & RRP Dreams

Virginia-based trainer Chelsey O’Brien returns to OTTB on Tap as she gears up for the 2025 Retired Racehorse Project Thoroughbred Makeover—this time with two OTTBs and twice the determination. Representing the nonprofit Pastured Place, Chelsey introduces us to The Pepsodent Show (“Peppy”), a charismatic 5-year-old gelding by VE Day. With a name that throws it back to the golden age of radio—The Pepsodent Show was a wildly popular 1930s–40s comedy series hosted by Bob Hope, not unlike today’s podcasts—Peppy brings brains, athleticism, and a big personality to the table.

Chelsey is also retraining her personal mare, Fuzzy Wuzzy, a powerful 4-year-old by Palace, for the barrels and possibly ranch work. In this candid episode, she walks us through how she juggles training two very different O ...