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| December | 2nd Annual Photo Contest Winners | Photos: various |
| Horses are Nice | Bob Goddard | |
| From the Ground Up | J. Ashton Moore | |
| Half-Halts on the Highway | Judy Valentic | |
| November | Role Reversal | Dawn Hill |
| New Treatments for EPM | Heather Thomas Smith | |
| Is ADD+ Ruining Your Riding? | Lauren Davis Baker | |
| Boarding Stable Liability | Julie I. Fershtman | |
| October | Competing in the Pan Am Games | Amy Tryon |
| Fox Ridge Dressage | Photos by Scarlett | |
| USPC Championships West | Chelsea Meats | |
| Mother/Daughter Lessons | Lauren Davis Baker | |
| September | Fabulous Foals 1999 | Reader submissions |
| Brawley Farms Summer Classic | Photos: Danielle Fournier & Sylvia Gruner | |
| Dressage on a Deadline | Lauren Davis Baker | |
| August | Hood River Classic '99 | Photos essay |
| Mental Training for Horses | April Clay, M. Ed | |
| Sports Curls | Sue Weaver | |
| An Irish Equine Adventure | Kate McKenna-Glauner | |
| July | Horse Collecting | Lauren Davis Baker |
| Country Classic 1999 | Dallas Finn | |
| Trailer Loading Safety | Angel S. Gnau | |
| Improve Your Horse's Back | Diana Thompson | |
| June | Controlling Show Jitters | April Clay, M. Ed |
| Singing the Green Horse Blues | Lauren Davis Baker | |
| Remembering Columbia Stables | Harriet Hauser | |
| Are You Listening? | Diana Thompson | |
| May | Tax Victory for Horse Owners | John Alan Cohan |
| Hotwire 101 | Lauren Davis Baker | |
| Paper Horses | Dr. Federick Harper & Dr. Benny Bell | |
| Horseback Philosophy | Dawn Hill | |
| April | Sick Horses | Bob Goddard |
| Housing Your Weanlings | Dr. Federick Harper | |
| Adventures on the Desert Circuit | Michelle Jones | |
| Problems in the Newborn Foal | Heather Smith Thomas | |
| March | Once Upon A Horse | Bob Goddard |
| Riding the Sensitive Horse | Elisabeth Herman | |
| US Team Veterinarian | Davinne McEown-Ellis | |
| Equine Joint Therapy | Susan Miller | |
| February | The Watcher | Lisa Dilling |
| Assessing Your Horse | Mary Ann Simonds | |
| Tax Tips for Horse Owners | Tonna K. Tharp, Esq. | |
| Showing in Hand | Guy Van Straeln, Ph.D. | |
| January | Momma's New Truck | Lauren Baker |
| Nancy Green Rides to Victory | Dawn Hill | |
| Breeding with Frozen Semen | Corey Miller & Lisa Metcalf | |
| Trakehners in Warmblood Breeding | Guy Vanstraelen, Ph.D |