William Upton

Founder & Owner

William is the visionary behind Windwood Equestrian. He fell in love with jumping during the 1996 Olympics and immediately started training, first in the discipline of Eventing where he found success on a preliminary level. William switched to Show Jumping to peruse more opportunities. William has trained with: Mike Winter, Canadian Olympic rider, eventing, Kyle Carter, Eventing, Peter, Coach of Canadian Olympic team, Joe Farrgis Olympic Gold Medalist, Ronnie Beard (Olympic Committee), George Morris, former Chef de equip, Jason Canton, Grand Prix, Dressage, Oded Shimony, Israeli Equestrian Team, Dressage, And with numerous European Grand Prix riders in Europe.

William competed with success in 1.30m in show jumping in A shows such as: Winter Equestrian Festival in Palm Beach , Atlanta Classic, Hits (Horse Shows in the Sun), Ocala, Kentucky, Charleston, Brownland, Biltmore Classic, Louisiana, Tunica, Mississippi as well as many other local, regional and national shows.

William built Windwood to become a nationally recognized equestrian facility in his home state of Alabama allowing riders of all abilities the opportunity to house and train horses locally. His mission is not only to help develop horses and riders to compete on a National and International level, but to educate the community about the benefits of equine sports for all ages, all abilities, and all walks of life.

Jill Dean


Jill Dean has over 35 years experience in training, competing, and coaching Hunters, Jumpers, Equitation, Combined Training and Dressage. Jill began taking riding lessons as a 4 year old, competed in the hunter ring on the A circuit and then moved on to combined training where she competed and trained with the Young Riders Team throughout high school and her college years. Jillbegan her own lesson program in Starkville Mississippi, to help pay her way through college where her love for teaching and coaching began to evolve.  After college, and getting married to her husband Steve, they made their home in Fayette Alabamawhere Jill began Hunter Creek Stables and has had tremendous success over the years training  horses and riders to win in the AHJA circuit as well as the USEF circuit.

 Jill takes time to evaluate the student’s confidence level, age, maturity, aspirations, & ability, and then lessons reflect the individual’s goals in an atmosphere of fun and safety.  Jill understands the unique relationship between horse and rider and matches horses and riders to achieve their goals.

 Jill has coached countless Champions over the years, from the Local, State, Regional, and National Levels. She has professionally coached riders to finish in the top ten in the nation for Pony Hunters as well as Equitation.  Jill was given the Honor of being named the 2006 AHJA Trainer Of The Year, which is an award given to the trainer with the most Year End State Champions for the State of Alabama.  More recently, in 2008, 2009, and 2010, Jill coached 3 riders to win Gold Medals at the Southern Regional 4H Championships. Jill also coached her son Cooper Dean to be ranked top five in the nation in the WIHS Pony Equitation rankings for 2011! 

 Jill has served on the Alabama Hunter Jumper Association board of directors for 10 years, and manages AHJA local shows, as well as, brought USEF “B” rated shows to North West Alabama to bring affordable National shows to the state of Alabama.

Whether you are interested in learning the basics of riding or ready to challenge yourself in competition, you will find a family friendly atmosphere with world class training and coaching under the instruction of Jill Dean.

Madeline Reich


A recent graduate from Middle Tennessee State University with a degree in Equine Science and a native of Birmingham, Alabama , Madeline has excelled in several disciplines over her 15 year riding career. As a junior rider, she trained with Martin Klein and David Wright and was a consistent winner on the USEF circuit in both hunters and jumpers. She qualified and competed in the Pessoa/USEF Medal Finals. Her equitation talent developed and she rode on the MTSU IHSA Equestrian team throughout college with top 10 placings in the famed Cacchione Cup as well as top rider in the ISHA Zone 5 Region 1 for 2013 and 2014.  During college, Madeline was a working student for David Wright and Windwood Equestrian. Upon graduation, she spent the winter at WEF and showing on the AA circuit as amateur with Teri Knowlton.


She enjoys preparing both horse and rider for the show ring. With a laid back but educated approach to each rider individually, she works to bring out the best of each horse and rider.  Active in USEF, USHJA and AHJA circuits, she has a great show schedule planned for the year that will have something for every rider. Come join the Windwood team!