Red Tail Farm has had the pleasure of hosting lessons with the following guest trainers:

- International Grand Prix Dressage Rider Jan Ebeling
- National Grand Prix Dressage Rider Heather Mason
- International Grand Prix Dressage Rider Chris von Martels
- International Grand Prix Show Jumper Mark Leone
- 2000 U.S. Olympic Team Member Nona Garson
- International 3-Day Event Rider Doug Payne
- 2012 U.S Olympic 3-Day Event Team Alternate Sinead Haplin
- USEF Team Sport Psychologist Dr. Jenny Suesser
- Former Olympic 3-Day Eventing and USDF instructor Lendon Gray