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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 27 136 5.04 11 11 26 8.09% 35.29% $494,310 $3,635 $18,308 0 1
Kenneth C. Freeman 2 6 3 0 0 2 0% 33.33% $2,428 $405 $1,214 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 32 119 3.72 11 13 19 9.24% 36.13% $731,177 $6,144 $22,849 0 0
Kenneth C. Freeman 1 8 8 0 1 1 0% 25% $3,770 $471 $3,770 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
Kenneth C. Freeman 1 3 3 0 0 1 0% 33.33% $434 $145 $434 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 296 1230 4.16 176 172 186 14.31% 43.41% $7,597,713 $6,177 $25,668 2 19
Kenneth C. Freeman 1 12 12 0 0 3 0% 25% $1,658 $138 $1,658 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
Kenneth C. Freeman 1 8 8 0 0 0 0% 0% $785 $98 $785 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 160 610 3.81 92 92 80 15.08% 43.28% $3,457,480 $5,668 $21,609 0 0
Kenneth C. Freeman 1 12 12 0 0 2 0% 16.67% $1,616 $135 $1,616 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 138 537 3.89 75 91 60 13.97% 42.09% $2,730,548 $5,085 $19,787 0 2
Kenneth C. Freeman 2 28 14 1 3 4 3.57% 28.57% $9,075 $324 $4,538 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
Kenneth C. Freeman 2 25 12.5 0 3 2 0% 20% $5,113 $205 $2,557 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 170 746 4.39 108 111 91 14.48% 41.55% $3,524,675 $4,725 $20,733 0 4
Kenneth C. Freeman 2 13 6.5 1 0 2 7.69% 23.08% $4,975 $383 $2,488 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 144 581 4.03 71 73 85 12.22% 39.41% $2,407,958 $4,145 $16,722 0 4
Kenneth C. Freeman 2 11 5.5 1 0 1 9.09% 18.18% $4,211 $383 $2,106 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 129 427 3.31 52 64 45 12.18% 37.7% $1,821,803 $4,267 $14,123 0 1
Kenneth C. Freeman 1 1 1 0 0 0 0% 0% $0 $0 $0 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 78 358 4.59 45 50 58 12.57% 42.74% $1,551,485 $4,334 $19,891 1 2
Kenneth C. Freeman 1 2 2 0 0 0 0% 0% $960 $480 $960 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
Kenneth C. Freeman 1 10 10 0 0 3 0% 30% $2,383 $238 $2,383 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 42 247 5.88 33 33 41 13.36% 43.32% $714,914 $2,894 $17,022 0 1
Kenneth C. Freeman 2 15 7.5 0 3 1 0% 26.67% $5,088 $339 $2,544 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
Kenneth C. Freeman 1 2 2 0 0 0 0% 0% $0 $0 $0 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 97 484 4.99 70 57 63 14.46% 39.26% $1,316,087 $2,719 $13,568 2 6
Kenneth C. Freeman 1 8 8 0 0 0 0% 0% $240 $30 $240 0 0