Troy Franklin O'Leary (born August 4, 1969) is an American former professional baseball outfielder who played with the Milwaukee Brewers (1993-1994), Boston Red Sox (1995-2001), Montreal Expos (2002) and Chicago Cubs (2003).
Over the course of his 11 year MLB career, O'Leary posted a .274 batting average with 127 home runs and 591 runs batted in in 1198 games.
Early years
O'Leary was born in Compton, California and attended Cypress High School in Cypress, California. He initially committed to play college football at Oregon State as a wide receiver.

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| Positions Played | MLB | 2001 | 79H/D |
| Intentional Bases on Balls | MLB | 2001 | 2 |
| Sacrifice Flies | MLB | 2001 | 5 |
| Sacrifice Hits | MLB | 2001 | 0 |
| Times Hit by a Pitch | MLB | 2001 | 5 |
| GIDP | MLB | 2001 | 9 |
| Total Bases | MLB | 2001 | 149 |
| Rbat+ | MLB | 2001 | 81 |
| rOBA | MLB | 2001 | .311 |
| OPS+ | MLB | 2001 | 90 |
| OPS | MLB | 2001 | .735 |
| SLG | MLB | 2001 | .437 |
| OBP | MLB | 2001 | .298 |
| Hits/At Bats | MLB | 2001 | .240 |
| Strikeouts | MLB | 2001 | 73 |
| Bases on Balls/Walks | MLB | 2001 | 25 |
| Caught Stealing | MLB | 2001 | 3 |
| Stolen Bases | MLB | 2001 | 1 |
| Runs Batted In | MLB | 2001 | 50 |
| Home Runs | MLB | 2001 | 13 |
| Triples | MLB | 2001 | 6 |
| Doubles | MLB | 2001 | 16 |
| Hits | MLB | 2001 | 82 |
| Runs Scored | MLB | 2001 | 50 |
| At Bats | MLB | 2001 | 341 |
| Plate Appearances | MLB | 2001 | 376 |
| Games Played | MLB | 2001 | 104 |
| Wins Above Replacement for position players | MLB | 2001 | -0.6 |
|
|
| Positions Played | MLB | 2000 | *7/H |
| Intentional Bases on Balls | MLB | 2000 | 2 |
| Sacrifice Flies | MLB | 2000 | 4 |
| Sacrifice Hits | MLB | 2000 | 0 |
| Times Hit by a Pitch | MLB | 2000 | 2 |
| GIDP | MLB | 2000 | 12 |
| Total Bases | MLB | 2000 | 211 |
| Rbat+ | MLB | 2000 | 76 |
| rOBA | MLB | 2000 | .325 |
| OPS+ | MLB | 2000 | 82 |
| OPS | MLB | 2000 | .731 |
| SLG | MLB | 2000 | .411 |
| OBP | MLB | 2000 | .320 |
| Hits/At Bats | MLB | 2000 | .261 |
| Strikeouts | MLB | 2000 | 76 |
| Bases on Balls/Walks | MLB | 2000 | 44 |
| Caught Stealing | MLB | 2000 | 2 |
| Stolen Bases | MLB | 2000 | 0 |
| Runs Batted In | MLB | 2000 | 70 |
| Home Runs | MLB | 2000 | 13 |
| Triples | MLB | 2000 | 4 |
| Doubles | MLB | 2000 | 30 |
| Hits | MLB | 2000 | 134 |
| Runs Scored | MLB | 2000 | 68 |
| At Bats | MLB | 2000 | 513 |
| Plate Appearances | MLB | 2000 | 563 |
| Games Played | MLB | 2000 | 138 |
| Wins Above Replacement for position players | MLB | 2000 | 1.1 |
|
|
| Positions Played | MLB | 1999 | *7/9H |
| Intentional Bases on Balls | MLB | 1999 | 5 |
| Sacrifice Flies | MLB | 1999 | 5 |
| Sacrifice Hits | MLB | 1999 | 0 |
| Times Hit by a Pitch | MLB | 1999 | 4 |
| GIDP | MLB | 1999 | 21 |
| Total Bases | MLB | 1999 | 295 |
| Rbat+ | MLB | 1999 | 103 |
| rOBA | MLB | 1999 | .363 |
| OPS+ | MLB | 1999 | 108 |
| OPS | MLB | 1999 | .838 |
| SLG | MLB | 1999 | .495 |
| OBP | MLB | 1999 | .343 |
| Hits/At Bats | MLB | 1999 | .280 |
| Strikeouts | MLB | 1999 | 91 |
| Bases on Balls/Walks | MLB | 1999 | 56 |
| Caught Stealing | MLB | 1999 | 2 |
| Stolen Bases | MLB | 1999 | 1 |
| Runs Batted In | MLB | 1999 | 103 |
| Home Runs | MLB | 1999 | 28 |
| Triples | MLB | 1999 | 4 |
| Doubles | MLB | 1999 | 36 |
| Hits | MLB | 1999 | 167 |
| Runs Scored | MLB | 1999 | 84 |
| At Bats | MLB | 1999 | 596 |
| Plate Appearances | MLB | 1999 | 661 |
| Games Played | MLB | 1999 | 157 |
| Wins Above Replacement for position players | MLB | 1999 | 3.1 |
|
|
| Positions Played | MLB | 1998 | *7/H |
| Intentional Bases on Balls | MLB | 1998 | 2 |
| Sacrifice Flies | MLB | 1998 | 5 |
| Sacrifice Hits | MLB | 1998 | 0 |
| Times Hit by a Pitch | MLB | 1998 | 5 |
| GIDP | MLB | 1998 | 17 |
| Total Bases | MLB | 1998 | 286 |
| Rbat+ | MLB | 1998 | 97 |
| rOBA | MLB | 1998 | .346 |
| OPS+ | MLB | 1998 | 99 |
| OPS | MLB | 1998 | .782 |
| SLG | MLB | 1998 | .468 |
| OBP | MLB | 1998 | .314 |
| Hits/At Bats | MLB | 1998 | .270 |
| Strikeouts | MLB | 1998 | 108 |
| Bases on Balls/Walks | MLB | 1998 | 36 |
| Caught Stealing | MLB | 1998 | 2 |
| Stolen Bases | MLB | 1998 | 2 |
| Runs Batted In | MLB | 1998 | 83 |
| Home Runs | MLB | 1998 | 23 |
| Triples | MLB | 1998 | 8 |
| Doubles | MLB | 1998 | 36 |
| Hits | MLB | 1998 | 165 |
| Runs Scored | MLB | 1998 | 95 |
| At Bats | MLB | 1998 | 611 |
| Plate Appearances | MLB | 1998 | 657 |
| Games Played | MLB | 1998 | 156 |
| Wins Above Replacement for position players | MLB | 1998 | 1.1 |
|
|
| Positions Played | MLB | 1997 | *97H/D |
| Intentional Bases on Balls | MLB | 1997 | 7 |
| Sacrifice Flies | MLB | 1997 | 4 |
| Sacrifice Hits | MLB | 1997 | 1 |
| Times Hit by a Pitch | MLB | 1997 | 2 |
| GIDP | MLB | 1997 | 13 |
| Total Bases | MLB | 1997 | 239 |
| Rbat+ | MLB | 1997 | 115 |
| rOBA | MLB | 1997 | .366 |
| OPS+ | MLB | 1997 | 115 |
| OPS | MLB | 1997 | .837 |
| SLG | MLB | 1997 | .479 |
| OBP | MLB | 1997 | .358 |
| Hits/At Bats | MLB | 1997 | .309 |
| Strikeouts | MLB | 1997 | 70 |
| Bases on Balls/Walks | MLB | 1997 | 39 |
| Caught Stealing | MLB | 1997 | 5 |
| Stolen Bases | MLB | 1997 | 0 |
| Runs Batted In | MLB | 1997 | 80 |
| Home Runs | MLB | 1997 | 15 |
| Triples | MLB | 1997 | 4 |
| Doubles | MLB | 1997 | 32 |
| Hits | MLB | 1997 | 154 |
| Runs Scored | MLB | 1997 | 65 |
| At Bats | MLB | 1997 | 499 |
| Plate Appearances | MLB | 1997 | 545 |
| Games Played | MLB | 1997 | 146 |
| Wins Above Replacement for position players | MLB | 1997 | 2.2 |
|
|
| Positions Played | MLB | 1996 | *97H8 |
| Intentional Bases on Balls | MLB | 1996 | 3 |
| Sacrifice Flies | MLB | 1996 | 3 |
| Sacrifice Hits | MLB | 1996 | 1 |
| Times Hit by a Pitch | MLB | 1996 | 4 |
| GIDP | MLB | 1996 | 13 |
| Total Bases | MLB | 1996 | 212 |
| Rbat+ | MLB | 1996 | 94 |
| rOBA | MLB | 1996 | .348 |
| OPS+ | MLB | 1996 | 88 |
| OPS | MLB | 1996 | .753 |
| SLG | MLB | 1996 | .427 |
| OBP | MLB | 1996 | .327 |
| Hits/At Bats | MLB | 1996 | .260 |
| Strikeouts | MLB | 1996 | 80 |
| Bases on Balls/Walks | MLB | 1996 | 47 |
| Caught Stealing | MLB | 1996 | 2 |
| Stolen Bases | MLB | 1996 | 3 |
| Runs Batted In | MLB | 1996 | 81 |
| Home Runs | MLB | 1996 | 15 |
| Triples | MLB | 1996 | 5 |
| Doubles | MLB | 1996 | 28 |
| Hits | MLB | 1996 | 129 |
| Runs Scored | MLB | 1996 | 68 |
| At Bats | MLB | 1996 | 497 |
| Plate Appearances | MLB | 1996 | 552 |
| Games Played | MLB | 1996 | 149 |
| Wins Above Replacement for position players | MLB | 1996 | -0.9 |
|
|
| Positions Played | MLB | 1995 | *978H/D |
| Intentional Bases on Balls | MLB | 1995 | 4 |
| Sacrifice Flies | MLB | 1995 | 2 |
| Sacrifice Hits | MLB | 1995 | 3 |
| Times Hit by a Pitch | MLB | 1995 | 1 |
| GIDP | MLB | 1995 | 8 |
| Total Bases | MLB | 1995 | 196 |
| Rbat+ | MLB | 1995 | 111 |
| rOBA | MLB | 1995 | .369 |
| OPS+ | MLB | 1995 | 116 |
| OPS | MLB | 1995 | .846 |
| SLG | MLB | 1995 | .491 |
| OBP | MLB | 1995 | .355 |
| Hits/At Bats | MLB | 1995 | .308 |
| Strikeouts | MLB | 1995 | 64 |
| Bases on Balls/Walks | MLB | 1995 | 29 |
| Caught Stealing | MLB | 1995 | 3 |
| Stolen Bases | MLB | 1995 | 5 |
| Runs Batted In | MLB | 1995 | 49 |
| Home Runs | MLB | 1995 | 10 |
| Triples | MLB | 1995 | 6 |
| Doubles | MLB | 1995 | 31 |
| Hits | MLB | 1995 | 123 |
| Runs Scored | MLB | 1995 | 60 |
| At Bats | MLB | 1995 | 399 |
| Plate Appearances | MLB | 1995 | 434 |
| Games Played | MLB | 1995 | 112 |
| Wins Above Replacement for position players | MLB | 1995 | 1.9 |
|
|
| Positions Played | MLB | 1994 | 79/HD |
| Intentional Bases on Balls | MLB | 1994 | 0 |
| Sacrifice Flies | MLB | 1994 | 1 |
| Sacrifice Hits | MLB | 1994 | 0 |
| Times Hit by a Pitch | MLB | 1994 | 1 |
| GIDP | MLB | 1994 | 0 |
| Total Bases | MLB | 1994 | 27 |
| Rbat+ | MLB | 1994 | 79 |
| rOBA | MLB | 1994 | .322 |
| OPS+ | MLB | 1994 | 87 |
| OPS | MLB | 1994 | .738 |
| SLG | MLB | 1994 | .409 |
| OBP | MLB | 1994 | .329 |
| Hits/At Bats | MLB | 1994 | .273 |
| Strikeouts | MLB | 1994 | 12 |
| Bases on Balls/Walks | MLB | 1994 | 5 |
| Caught Stealing | MLB | 1994 | 1 |
| Stolen Bases | MLB | 1994 | 1 |
| Runs Batted In | MLB | 1994 | 7 |
| Home Runs | MLB | 1994 | 2 |
| Triples | MLB | 1994 | 1 |
| Doubles | MLB | 1994 | 1 |
| Hits | MLB | 1994 | 18 |
| Runs Scored | MLB | 1994 | 9 |
| At Bats | MLB | 1994 | 66 |
| Plate Appearances | MLB | 1994 | 73 |
| Games Played | MLB | 1994 | 27 |
| Wins Above Replacement for position players | MLB | 1994 | -0.2 |
|
|
| Positions Played | MLB | 1993 | 7/9H |
| Intentional Bases on Balls | MLB | 1993 | 0 |
| Sacrifice Flies | MLB | 1993 | 0 |
| Sacrifice Hits | MLB | 1993 | 3 |
| Times Hit by a Pitch | MLB | 1993 | 0 |
| GIDP | MLB | 1993 | 1 |
| Total Bases | MLB | 1993 | 15 |
| Rbat+ | MLB | 1993 | 99 |
| rOBA | MLB | 1993 | .341 |
| OPS+ | MLB | 1993 | 100 |
| OPS | MLB | 1993 | .735 |
| SLG | MLB | 1993 | .366 |
| OBP | MLB | 1993 | .370 |
| Hits/At Bats | MLB | 1993 | .293 |
| Strikeouts | MLB | 1993 | 9 |
| Bases on Balls/Walks | MLB | 1993 | 5 |
| Caught Stealing | MLB | 1993 | 0 |
| Stolen Bases | MLB | 1993 | 0 |
| Runs Batted In | MLB | 1993 | 3 |
| Home Runs | MLB | 1993 | 0 |
| Triples | MLB | 1993 | 0 |
| Doubles | MLB | 1993 | 3 |
| Hits | MLB | 1993 | 12 |
| Runs Scored | MLB | 1993 | 3 |
| At Bats | MLB | 1993 | 41 |
| Plate Appearances | MLB | 1993 | 49 |
| Games Played | MLB | 1993 | 19 |
| Wins Above Replacement for position players | MLB | 1993 | 0.5 |
|