| Awards |
 | Year #35: Gypsy Black Pepper APP was a member of team Gypsy Family Farm, #1 team in total points overall. |
 | Year #35: Gypsy Black Pepper APP finished #7 in HEDF Level 8: Grand Prix Championship Show. |
 | Year #35: Gypsy Black Pepper APP was #4 horse in most points overall. |
| Year #34: Gypsy Black Pepper APP was a member of team Gypsy Family Farm, #1 team in total points overall. |
| Year #34: Gypsy Black Pepper APP was #6 horse in most points overall. |
| Year #33: Gypsy Black Pepper APP was a member of team Gypsy Family Farm, #1 team in total points overall. |
| Year #33: Gypsy Black Pepper APP was #21 horse in most points overall. |
| Year #32: Gypsy Black Pepper APP was a member of team Gypsy Family Farm, #1 team in total points overall. |
| Year #32: Gypsy Black Pepper APP was #18 horse in most points overall. |
 | Year #32: Gypsy Black Pepper APP placed #3 in the HEWG Team Competition - Dressage. |
| Year #31: Gypsy Black Pepper APP was a member of team Gypsy Family Farm, #1 team in total points overall. |
| Year #31: Gypsy Black Pepper APP was #15 horse in most points overall. |
| Year #30: Gypsy Black Pepper APP was #14 horse in most points overall. |
| Year #30: Gypsy Black Pepper APP was a member of team Gypsy Family Farm, #1 team in total points overall. |
| Year #30: Gypsy Black Pepper APP was a member of team Gypsy Family Farm, #3 team in yearly points overall. |
| Year #29: Gypsy Black Pepper APP was a member of team Gypsy Family Farm, #12 team in yearly points overall. |
| Year #29: Gypsy Black Pepper APP was a member of team Gypsy Family Farm, #1 team in total points overall. |
| Year #29: Gypsy Black Pepper APP was #23 horse in most points overall. |
| Year #28: Gypsy Black Pepper APP was a member of team Gypsy Family Farm, #1 team in total points overall. |
| Year #28: Gypsy Black Pepper APP was a member of team Gypsy Family Farm, #20 team in yearly points overall. |
| Year #27: Gypsy Black Pepper APP was a member of team Gypsy Family Farm, #1 team in total points overall. |
| Year #27: Gypsy Black Pepper APP was a member of team Gypsy Family Farm, #3 team in yearly points overall. |
| Year #26: Gypsy Black Pepper APP was a member of team Gypsy Family Farm, #3 team in yearly points overall. |
| Year #26: Gypsy Black Pepper APP was a member of team Gypsy Family Farm, #1 team in total points overall. |
| Year #25: Gypsy Black Pepper APP was #18 horse in most yearly points. |
| Year #25: Gypsy Black Pepper APP was a member of team Gypsy Family Farm, #1 team in total points overall. |
| Year #25: Gypsy Black Pepper APP was a member of team Gypsy Family Farm, #1 team in yearly points overall. |
 | Year #25: Karl B. Vaslav - Gypsy Black Pepper APP finished #3 in HEEF Level 6: Intermediate Novice. |
| Year #25: Gypsy Black Pepper APP finished #12 in HEEF Level 6: Intermediate Novice Championship Show. |
 | Year #25: Karl B. Vaslav - Gypsy Black Pepper APP finished #5 in HEJRA Level 6: Intermediate Novice. |
| Year #24: Gypsy Black Pepper APP was a member of team Gypsy Family Farm, #1 team in total points overall. |
| Year #24: Gypsy Black Pepper APP was a member of team Gypsy Family Farm, #2 team in yearly points overall. |
| Year #24: Karl B. Vaslav - Gypsy Black Pepper APP finished #22 in HEEF Level 5: Preliminary. |
| Year #24: Gypsy Black Pepper APP finished #5 in HEEF Level 5: Preliminary Championship Show. |
| Year #24: Karl B. Vaslav - Gypsy Black Pepper APP finished #15 in HEJRA Level 5: Preliminary. |
| Year #23: Gypsy Black Pepper APP was a member of team Gypsy Family Farm, #1 team in total points overall. |
| Year #23: Gypsy Black Pepper APP was a member of team Gypsy Family Farm, #7 team in yearly points overall. |
| Year #22: Gypsy Black Pepper APP was a member of team Gypsy Family Farm, #1 team in yearly points overall. |
| Year #22: Gypsy Black Pepper APP was a member of team Gypsy Family Farm, #1 team in total points overall. |
| Year #18: Gypsy Black Pepper APP was a member of team Gypsy Family Farm, #2 team in yearly points overall. |
| Year #18: Gypsy Black Pepper APP was a member of team Gypsy Family Farm, #24 team in total points overall. |
| Year #17: Gypsy Black Pepper APP was #3 Eventing horse in most yearly winnings. |
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Sunny
