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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 $22,028
Bennie L. Woolley, Jr. 39 170 4.36 22 23 26 12.94% 41.76% $318,638 $1,874 $8,170 0 0
Kenny R. Cross, Jr. 3 16 5.33 0 1 5 0% 37.5% $12,697 $794 $4,232 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 $22,028
Bennie L. Woolley, Jr. 38 190 5 22 30 27 11.58% 41.58% $542,835 $2,857 $14,285 0 0
Kenny R. Cross, Jr. 5 16 3.2 2 1 1 12.5% 25% $25,254 $1,578 $5,051 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 $22,028
Bennie L. Woolley, Jr. 44 263 5.98 41 41 36 15.59% 44.87% $676,476 $2,572 $15,374 0 0
Kenny R. Cross, Jr. 2 8 4 0 1 0 0% 12.5% $3,652 $457 $1,826 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 $22,028
Bennie L. Woolley, Jr. 51 213 4.18 30 26 26 14.08% 38.5% $554,740 $2,604 $10,877 0 0
Kenny R. Cross, Jr. 3 10 3.33 1 0 0 10% 10% $13,469 $1,347 $4,490 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 $22,028
Bennie L. Woolley, Jr. 61 280 4.59 28 43 58 10% 46.07% $617,911 $2,207 $10,130 0 0
Kenny R. Cross, Jr. 5 14 2.8 0 0 0 0% 0% $7,006 $500 $1,401 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 $22,028
Bennie L. Woolley, Jr. 35 142 4.06 18 13 15 12.68% 32.39% $264,628 $1,864 $7,561 0 0
Kenny R. Cross, Jr. 4 19 4.75 1 1 0 5.26% 10.53% $14,073 $741 $3,518 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 $22,028
Bennie L. Woolley, Jr. 26 153 5.88 17 19 26 11.11% 40.52% $365,959 $2,392 $14,075 0 1
Kenny R. Cross, Jr. 3 8 2.67 1 0 1 12.5% 25% $20,175 $2,522 $6,725 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 $22,028
Bennie L. Woolley, Jr. 23 98 4.26 16 9 6 16.33% 31.63% $338,198 $3,451 $14,704 0 1
Kenny R. Cross, Jr. 3 13 4.33 4 0 0 30.77% 30.77% $44,706 $3,439 $14,902 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 $22,028
Bennie L. Woolley, Jr. 16 83 5.19 6 4 11 7.23% 25.3% $107,525 $1,295 $6,720 0 0
Kenny R. Cross, Jr. 3 9 3 1 2 1 11.11% 44.44% $13,181 $1,465 $4,394 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 $22,028
Bennie L. Woolley, Jr. 19 98 5.16 2 3 8 2.04% 13.27% $34,371 $351 $1,809 0 0
Kenny R. Cross, Jr. 1 1 1 0 0 0 0% 0% $71 $71 $71 0 0