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Trainer Comparison

Statistics by Year:
Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 0 0 0 0 0 0 0% 0% $0 $0 $0 0 0
James R. Jackson 20 53 2.65 9 7 5 16.98% 39.62% $298,746 $5,637 $14,937 0 1

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 27 136 5.04 11 11 26 8.09% 35.29% $494,310 $3,635 $18,308 0 1
James R. Jackson 22 119 5.41 22 16 14 18.49% 43.7% $666,234 $5,599 $30,283 0 1

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 32 119 3.72 11 13 19 9.24% 36.13% $731,177 $6,144 $22,849 0 0
James R. Jackson 32 141 4.41 22 25 26 15.6% 51.77% $672,122 $4,767 $21,004 0 1

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 14 43 3.07 2 4 5 4.65% 25.58% $409,857 $9,532 $29,276 2 2
James R. Jackson 25 127 5.08 32 26 20 25.2% 61.42% $954,958 $7,519 $38,198 0 3

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 25 161 6.44 17 33 24 10.56% 45.96% $546,342 $3,393 $21,854 0 0
James R. Jackson 30 115 3.83 19 15 20 16.52% 46.96% $711,679 $6,189 $23,723 0 4

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 25 112 4.48 19 14 14 16.96% 41.96% $495,723 $4,426 $19,829 0 2
James R. Jackson 27 118 4.37 26 22 13 22.03% 51.69% $612,670 $5,192 $22,691 0 1

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 31 64 2.06 3 9 7 4.69% 29.69% $180,226 $2,816 $5,814 0 0
James R. Jackson 14 70 5 25 16 5 35.71% 65.71% $375,160 $5,359 $26,797 0 0

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 95 409 4.31 30 52 56 7.33% 33.74% $2,352,769 $5,752 $24,766 0 1
James R. Jackson 24 151 6.29 15 14 23 9.93% 34.44% $284,014 $1,881 $11,834 0 0

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 105 518 4.93 58 73 85 11.2% 41.7% $3,560,809 $6,874 $33,912 1 3
James R. Jackson 25 163 6.52 17 14 18 10.43% 30.06% $229,682 $1,409 $9,187 0 0

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 124 453 3.65 34 49 67 7.51% 33.11% $1,944,631 $4,293 $15,683 0 1
James R. Jackson 23 121 5.26 26 32 18 21.49% 62.81% $301,285 $2,490 $13,099 0 0

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 148 500 3.38 53 48 66 10.6% 33.4% $2,622,804 $5,246 $17,722 0 5
James R. Jackson 34 172 5.06 15 23 19 8.72% 33.14% $176,342 $1,025 $5,187 0 0

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 165 665 4.03 63 78 86 9.47% 34.14% $3,286,368 $4,942 $19,917 0 6
James R. Jackson 28 132 4.71 15 15 12 11.36% 31.82% $222,189 $1,683 $7,935 0 0

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 184 637 3.46 78 107 82 12.24% 41.92% $4,324,656 $6,789 $23,504 0 1
James R. Jackson 38 226 5.95 41 41 31 18.14% 50% $447,004 $1,978 $11,763 0 0

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 134 500 3.73 56 59 61 11.2% 35.2% $3,012,698 $6,025 $22,483 1 2
James R. Jackson 36 261 7.25 47 38 39 18.01% 47.51% $453,325 $1,737 $12,592 0 0

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 146 586 4.01 55 77 81 9.39% 36.35% $2,679,770 $4,573 $18,355 0 0
James R. Jackson 29 120 4.14 10 24 17 8.33% 42.5% $185,109 $1,543 $6,383 0 0

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 123 543 4.41 64 63 81 11.79% 38.31% $2,412,920 $4,444 $19,617 0 4
James R. Jackson 14 28 2 7 6 1 25% 50% $76,050 $2,716 $5,432 0 0

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 190 742 3.91 99 106 106 13.34% 41.91% $3,470,766 $4,678 $18,267 2 5
James R. Jackson 51 326 6.39 68 61 37 20.86% 50.92% $798,585 $2,450 $15,659 0 5

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 246 1102 4.48 141 150 182 12.79% 42.92% $4,622,474 $4,195 $18,791 1 2
James R. Jackson 58 364 6.28 41 75 59 11.26% 48.08% $594,490 $1,633 $10,250 0 2

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 330 1287 3.9 178 175 166 13.83% 40.33% $7,482,466 $5,814 $22,674 6 21
James R. Jackson 56 211 3.77 31 35 39 14.69% 49.76% $445,112 $2,110 $7,948 0 1

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 296 1230 4.16 176 172 186 14.31% 43.41% $7,597,713 $6,177 $25,668 2 19
James R. Jackson 21 58 2.76 6 10 4 10.34% 34.48% $70,359 $1,213 $3,350 0 0

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 256 945 3.69 167 150 143 17.67% 48.68% $6,331,923 $6,700 $24,734 2 15
James R. Jackson 45 198 4.4 31 25 22 15.66% 39.39% $415,727 $2,100 $9,238 0 1

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 160 610 3.81 92 92 80 15.08% 43.28% $3,457,480 $5,668 $21,609 0 0
James R. Jackson 43 179 4.16 35 23 17 19.55% 41.9% $768,062 $4,291 $17,862 0 5

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 138 537 3.89 75 91 60 13.97% 42.09% $2,730,548 $5,085 $19,787 0 2
James R. Jackson 63 264 4.19 42 39 24 15.91% 39.77% $414,697 $1,571 $6,582 0 0

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 149 528 3.54 59 58 64 11.17% 34.28% $2,235,357 $4,234 $15,002 0 4
James R. Jackson 62 242 3.9 24 23 24 9.92% 29.34% $521,834 $2,156 $8,417 0 2

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 170 746 4.39 108 111 91 14.48% 41.55% $3,524,675 $4,725 $20,733 0 4
James R. Jackson 57 243 4.26 34 23 28 13.99% 34.98% $703,081 $2,893 $12,335 0 6

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 144 581 4.03 71 73 85 12.22% 39.41% $2,407,958 $4,145 $16,722 0 4
James R. Jackson 54 257 4.76 45 28 34 17.51% 41.63% $670,828 $2,610 $12,423 0 4

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 129 427 3.31 52 64 45 12.18% 37.7% $1,821,803 $4,267 $14,123 0 1
James R. Jackson 63 259 4.11 36 35 41 13.9% 43.24% $405,581 $1,566 $6,438 0 2

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 78 358 4.59 45 50 58 12.57% 42.74% $1,551,485 $4,334 $19,891 1 2
James R. Jackson 58 177 3.05 27 21 26 15.25% 41.81% $240,123 $1,357 $4,140 0 0

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 55 280 5.09 46 39 30 16.43% 41.07% $1,160,824 $4,146 $21,106 0 5
James R. Jackson 63 417 6.62 74 74 56 17.75% 48.92% $837,604 $2,009 $13,295 0 4

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 42 247 5.88 33 33 41 13.36% 43.32% $714,914 $2,894 $17,022 0 1
James R. Jackson 34 131 3.85 9 7 22 6.87% 29.01% $108,373 $827 $3,187 0 0

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 36 203 5.64 18 31 27 8.87% 37.44% $402,307 $1,982 $11,175 0 0
James R. Jackson 73 410 5.62 49 54 56 11.95% 38.78% $447,106 $1,091 $6,125 0 0

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 42 203 4.83 18 19 30 8.87% 33% $482,614 $2,377 $11,491 0 0
James R. Jackson 74 543 7.34 153 93 68 28.18% 57.83% $795,048 $1,464 $10,744 0 2

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 50 281 5.62 25 35 28 8.9% 31.32% $808,550 $2,877 $16,171 0 2
James R. Jackson 68 473 6.96 101 79 61 21.35% 50.95% $629,688 $1,331 $9,260 0 3

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 97 484 4.99 70 57 63 14.46% 39.26% $1,316,087 $2,719 $13,568 2 6
James R. Jackson 75 543 7.24 94 84 78 17.31% 47.15% $591,057 $1,089 $7,881 0 2

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 140 688 4.91 120 103 76 17.44% 43.46% $1,548,691 $2,251 $11,062 1 5
James R. Jackson 82 608 7.41 94 81 76 15.46% 41.28% $659,339 $1,084 $8,041 0 2

Name Starters Starts Starts/
Starter
1st 2nd 3rd Win % % 1st, 2nd or 3rd Earned Avg Earnings per Start Avg Earnings Per Starter Graded Stakes Win All Black-Type Win
2025 National Trainer Avg. 4 13.53% 40.55% $5,513 $22,031
Gary C. Contessa 116 550 4.74 86 87 76 15.64% 45.27% $1,142,671 $2,078 $9,851 1 2
James R. Jackson 59 314 5.32 50 38 34 15.92% 38.85% $531,637 $1,693 $9,011 0 5