Harold Windham brings more than 30 years of diverse professional experience across several industries, including time spent working as a high-level sports therapist. That role allowed Harold to work closely within the world of professional sports and further develop his lifelong passion for football, basketball, and baseball. Throughout his career, his work took him across the globe, giving him the opportunity to build relationships with everyone from corporate executives to professional athletes. Harold’s unique background and firsthand exposure to the sports world have helped shape his analytical and disciplined approach to sports betting. His experience, insight, and understanding of athletes and competition provide a valuable perspective when evaluating games and identifying betting opportunities. Documented Handicappers is proud to welcome Harold to the team, where he provides expert analysis and selections across MLB, NBA, college football, and the NFL. Harold looks forward to helping clients around the world approach sports wagering with a more informed and professional mindset.
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|68 Wins (%2b Units))
68 Wins - 46 Losses (+8283 Units, 45% Appreciation)
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Harold Windham picks from last-thirty are monitored by Documented Handicappers. All of Harold Windham's picks are available to view 10 minutes after the start of the game.
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Picks for 06/15/2026
- Tampa Bay Rays @ Los Angeles Dodgers: Over 9 (+101) - Result: 3 Unit Loss (-300)
- Los Angeles Angels @ Arizona Diamondbacks: Under 9 (-103) - Result: 5 Unit Win (+500)
- Miami Marlins @ Philadelphia Phillies: Under 7.5 (-112) - Result: 1 Unit Win (+100)
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Picks for 06/14/2026
- Atlanta Braves @ New York Mets: New York Mets -1.5 (+154) - Result: 5 Unit Win (+770)
- San Diego Padres @ Baltimore Orioles: San Diego Padres +1.5 (-173) - Result: 5 Unit Win (+500)
- Seattle Mariners @ Washington Nationals: Over 10.5 (-105) - Result: 2 Unit Win (+200)
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Picks for 06/13/2026
- Chicago Cubs @ San Francisco Giants: Under 8 (-115) - Result: 2 Unit Win (+200)
- Colorado Rockies @ Athletics: Colorado Rockies +144 - Result: 5 Unit Loss (-500)
- New York Knicks @ San Antonio Spurs: New York Knicks +5.5 (-112) - Result: 4 Unit Win (+400)
- Arizona Diamondbacks @ Cincinnati Reds: Under 9 (-108) - Result: 5 Unit Win (+500)
- Atlanta Braves @ New York Mets: Over 8 (-119) - Result: 2 Unit Loss (-238)
- Detroit Tigers @ Cleveland Guardians: Cleveland Guardians +1.5 (-149) - Result: 2 Unit Win (+200)
- Los Angeles Dodgers @ Chicago White Sox: Los Angeles Dodgers -1.5 (-119) - Result: 5 Unit Win (+500)
- New York Yankees @ Toronto Blue Jays: Over 7.5 (-112) - Result: 2 Unit Loss (-224)
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Picks for 06/12/2026
- Atlanta Braves @ New York Mets: New York Mets +100 - Result: 2 Unit Win (+200)
- Texas Rangers @ Boston Red Sox: Under 8 (+104) - Result: 4 Unit Loss (-400)
- San Diego Padres @ Baltimore Orioles: Under 8.5 (-101) - Result: 1 Unit Loss (-101)
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Picks for 06/11/2026
- Arizona Diamondbacks @ Miami Marlins: Under 8.5 (-107) - Result: 4 Unit Win (+400)
- Minnesota Twins @ Detroit Tigers: Detroit Tigers -126 - Result: 2 Unit Win (+200)
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Picks for 06/10/2026
- Chicago Cubs @ Colorado Rockies: Under 12 (-103) - Result: 4 Unit Win (+400)
- Atlanta Braves @ Chicago White Sox: Chicago White Sox +123 - Result: 3 Unit Win (+369)
- Philadelphia Phillies @ Toronto Blue Jays: Philadelphia Phillies -136 - Result: 5 Unit Win (+500)
- Arizona Diamondbacks @ Miami Marlins: Miami Marlins -102 - Result: 4 Unit Win (+400)
- Washington Nationals @ San Francisco Giants: Over 8.5 (-120) - Result: 2 Unit Win (+200)
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Picks for 06/09/2026
- Milwaukee Brewers @ Athletics: Milwaukee Brewers -119 - Result: 1 Unit Loss (-119)
- Washington Nationals @ San Francisco Giants: Washington Nationals +100 - Result: 2 Unit Win (+200)
- Chicago Cubs @ Colorado Rockies: Colorado Rockies +139 - Result: 1 Unit Win (+139)
- Boston Red Sox @ Tampa Bay Rays: Tampa Bay Rays -104 - Result: 2 Unit Win (+200)
- New York Yankees @ Cleveland Guardians: New York Yankees -126 - Result: 4 Unit Win (+400)
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Picks for 06/08/2026
- Milwaukee Brewers @ Athletics: Milwaukee Brewers -1.5 (+102) - Result: 3 Unit Loss (-300)
- San Antonio Spurs @ New York Knicks: San Antonio Spurs +1.5 (-105) - Result: 1 Unit Win (+100)
- San Antonio Spurs @ New York Knicks: Over 215.5 (-110) - Result: 1 Unit Win (+100)
- Philadelphia Phillies @ Toronto Blue Jays: Under 7.5 (-114) - Result: 3 Unit Win (+300)
- New York Yankees @ Cleveland Guardians: New York Yankees -1.5 (+165) - Result: 1 Unit Win (+165)
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Picks for 06/07/2026
- Los Angeles Angels @ Los Angeles Dodgers: Los Angeles Angels +1.5 (-120) - Result: 2 Unit Win (+200)
- Seattle Mariners @ Detroit Tigers: Under 8.5 (-115) - Result: 4 Unit Loss (-460)
- Baltimore Orioles @ Toronto Blue Jays: Under 8 (-107) - Result: 1 Unit Loss (-107)
- Pittsburgh Pirates @ Atlanta Braves: Under 9 (-121) - Result: 4 Unit Win (+400)
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Picks for 06/06/2026
- Cleveland Guardians @ Texas Rangers: Under 8 (-108) - Result: 1 Unit Win (+100)
- Athletics @ Houston Astros: Athletics -110 - Result: 2 Unit Loss (-220)
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Picks for 06/05/2026
- New York Knicks @ San Antonio Spurs: New York Knicks +5.5 (-105) - Result: 5 Unit Win (+500)
- Pittsburgh Pirates @ Atlanta Braves: Under 8.5 (-112) - Result: 4 Unit Loss (-448)
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Picks for 06/04/2026
- Toronto Blue Jays @ Atlanta Braves: Toronto Blue Jays +1.5 (-126) - Result: 1 Unit Win (+100)
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Picks for 06/03/2026
- Colorado Rockies @ Los Angeles Angels: Under 8.5 (-105) - Result: 4 Unit Loss (-420)
- New York Knicks @ San Antonio Spurs: Under 218.5 (-110) - Result: 1 Unit Win (+100)
- Baltimore Orioles @ Boston Red Sox: Baltimore Orioles +1.5 (-168) - Result: 1 Unit Loss (-168)
- San Diego Padres @ Philadelphia Phillies: Under 7.5 (-105) - Result: 5 Unit Win (+500)
- New York Mets @ Seattle Mariners: Under 7 (+103) - Result: 5 Unit Loss (-500)
- Detroit Tigers @ Tampa Bay Rays: Under 8 (-113) - Result: 5 Unit Loss (-565)
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Picks for 06/02/2026
- Pittsburgh Pirates @ Houston Astros: Under 9 (-110) - Result: 3 Unit Loss (-330)
- Chicago White Sox @ Minnesota Twins: Chicago White Sox -1.5 (+136) - Result: 5 Unit Loss (-500)
- San Francisco Giants @ Milwaukee Brewers: Milwaukee Brewers -193 - Result: 3 Unit Win (+300)
- Detroit Tigers @ Tampa Bay Rays: Under 8.5 (-117) - Result: 1 Unit Win (+100)
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Picks for 06/01/2026
- San Francisco Giants @ Milwaukee Brewers: Under 7.5 (-115) - Result: 5 Unit Loss (-575)
- Kansas City Royals @ Cincinnati Reds: Kansas City Royals +149 - Result: 1 Unit Win (+149)
- Miami Marlins @ Washington Nationals: Miami Marlins +119 - Result: 2 Unit Win (+238)
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Picks for 05/31/2026
- Chicago Cubs @ St. Louis Cardinals: Over 8.5 (-115) - Result: 2 Unit Loss (-230)
- San Francisco Giants @ Colorado Rockies: Over 11 (-113) - Result: 5 Unit Win (+500)
- Kansas City Royals @ Texas Rangers: Over 7.5 (-107) - Result: 5 Unit Win (+500)
- Los Angeles Angels @ Tampa Bay Rays: Tampa Bay Rays -1.5 (-105) - Result: 1 Unit Win (+100)
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Picks for 05/30/2026
- San Antonio Spurs @ Oklahoma City Thunder: Over 211.5 (-110) - Result: 5 Unit Win (+500)
- Minnesota Twins @ Pittsburgh Pirates: Under 8 (-102) - Result: 3 Unit Loss (-306)
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Picks for 05/29/2026
- Arizona Diamondbacks @ Seattle Mariners: Under 7 (-107) - Result: 2 Unit Loss (-214)
- New York Yankees @ Athletics: Athletics +123 - Result: 3 Unit Loss (-300)
- Kansas City Royals @ Texas Rangers: Texas Rangers -126 - Result: 5 Unit Win (+500)
- Minnesota Twins @ Pittsburgh Pirates: Pittsburgh Pirates -144 - Result: 3 Unit Win (+300)
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Picks for 05/28/2026
- Oklahoma City Thunder @ San Antonio Spurs: Oklahoma City Thunder +3.5 (-110) - Result: 3 Unit Loss (-330)
- Chicago Cubs @ Pittsburgh Pirates: Under 7.5 (-113) - Result: 4 Unit Loss (-452)
- Atlanta Braves @ Boston Red Sox: Atlanta Braves -136 - Result: 5 Unit Win (+500)
- Minnesota Twins @ Chicago White Sox: Chicago White Sox +1.5 (-197) - Result: 4 Unit Win (+400)
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Picks for 05/27/2026
- Houston Astros @ Texas Rangers: Texas Rangers -168 - Result: 3 Unit Loss (-504)
- Tampa Bay Rays @ Baltimore Orioles: Under 9 (-110) - Result: 5 Unit Loss (-550)
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Picks for 05/26/2026
- Philadelphia Phillies @ San Diego Padres: Under 7.5 (-102) - Result: 1 Unit Win (+100)
- Seattle Mariners @ Athletics: Under 9 (+100) - Result: 5 Unit Win (+500)
- St. Louis Cardinals @ Milwaukee Brewers: Over 7.5 (-115) - Result: 2 Unit Loss (-230)
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Picks for 05/25/2026
- Colorado Rockies @ Los Angeles Dodgers: Los Angeles Dodgers -280 - Result: 2 Unit Win (+200)
- Arizona Diamondbacks @ San Francisco Giants: San Francisco Giants -1.5 (+153) - Result: 2 Unit Loss (-200)
- New York Yankees @ Kansas City Royals: Over 9 (-112) - Result: 5 Unit Loss (-560)
- Minnesota Twins @ Chicago White Sox: Under 8.5 (-118) - Result: 5 Unit Win (+500)
- St. Louis Cardinals @ Milwaukee Brewers: Under 7.5 (-105) - Result: 1 Unit Win (+100)
- Chicago Cubs @ Pittsburgh Pirates: Chicago Cubs -115 - Result: 2 Unit Loss (-230)
- Tampa Bay Rays @ Baltimore Orioles: Under 7.5 (-104) - Result: 2 Unit Loss (-208)
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Picks for 05/24/2026
- Oklahoma City Thunder @ San Antonio Spurs: Over 219.5 (-112) - Result: 1 Unit Loss (-112)
- Washington Nationals @ Atlanta Braves: Washington Nationals +139 - Result: 5 Unit Win (+695)
- Cleveland Guardians @ Philadelphia Phillies: Cleveland Guardians -131 - Result: 5 Unit Win (+500)
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Picks for 05/23/2026
- Texas Rangers @ Los Angeles Angels: Under 8 (-105) - Result: 3 Unit Win (+300)
- New York Knicks @ Cleveland Cavaliers: New York Knicks +2.5 (-110) - Result: 5 Unit Win (+500)
- Cleveland Guardians @ Philadelphia Phillies: Cleveland Guardians +1.5 (-131) - Result: 4 Unit Loss (-524)
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Picks for 05/22/2026
- Oklahoma City Thunder @ San Antonio Spurs: Oklahoma City Thunder +1.5 (-105) - Result: 5 Unit Win (+500)
- Los Angeles Dodgers @ Milwaukee Brewers: Under 8 (-110) - Result: 3 Unit Win (+300)
- Seattle Mariners @ Kansas City Royals: Seattle Mariners -136 - Result: 5 Unit Win (+500)
- Seattle Mariners @ Kansas City Royals: Under 8 (-102) - Result: 2 Unit Win (+200)
- Minnesota Twins @ Boston Red Sox: Over 8 (+109) - Result: 3 Unit Win (+327)
- Cleveland Guardians @ Philadelphia Phillies: Cleveland Guardians +159 - Result: 5 Unit Win (+795)
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Picks for 05/21/2026
- Cleveland Cavaliers @ New York Knicks: Cleveland Cavaliers +6.5 (-115) - Result: 2 Unit Loss (-230)
- Atlanta Braves @ Miami Marlins: Atlanta Braves -1.5 (+119) - Result: 4 Unit Win (+476)
- Cleveland Guardians @ Detroit Tigers: Under 7.5 (-122) - Result: 3 Unit Win (+300)
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Picks for 05/20/2026
- Los Angeles Dodgers @ San Diego Padres: Los Angeles Dodgers -1.5 (+103) - Result: 3 Unit Win (+309)
- San Antonio Spurs @ Oklahoma City Thunder: Under 215.5 (-110) - Result: 1 Unit Loss (-110)
- Boston Red Sox @ Kansas City Royals: Kansas City Royals -120 - Result: 1 Unit Loss (-120)
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Picks for 05/19/2026
- Chicago White Sox @ Seattle Mariners: Seattle Mariners -149 - Result: 4 Unit Loss (-596)
- Athletics @ Los Angeles Angels: Athletics +1.5 (-186) - Result: 5 Unit Win (+500)
- Cleveland Cavaliers @ New York Knicks: Cleveland Cavaliers +7.5 (-115) - Result: 3 Unit Loss (-345)
- Pittsburgh Pirates @ St. Louis Cardinals: Over 8 (-114) - Result: 1 Unit Win (+100)
- Boston Red Sox @ Kansas City Royals: Over 7.5 (-118) - Result: 5 Unit Win (+500)
- Milwaukee Brewers @ Chicago Cubs: Milwaukee Brewers -115 - Result: 5 Unit Win (+500)
- Toronto Blue Jays @ New York Yankees: Toronto Blue Jays +119 - Result: 4 Unit Loss (-400)
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Picks for 05/18/2026
- Athletics @ Los Angeles Angels: Over 9 (-105) - Result: 3 Unit Loss (-315)
- San Antonio Spurs @ Oklahoma City Thunder: Under 219.5 (-112) - Result: 4 Unit Loss (-448)
- Cincinnati Reds @ Philadelphia Phillies: Over 9.5 (-106) - Result: 4 Unit Loss (-424)
- Cleveland Guardians @ Detroit Tigers: Under 8 (-103) - Result: 3 Unit Loss (-309)
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Picks for 05/17/2026
- San Diego Padres @ Seattle Mariners: San Diego Padres +1.5 (-164) - Result: 4 Unit Win (+400)
- Cincinnati Reds @ Cleveland Guardians: Under 8.5 (-115) - Result: 1 Unit Loss (-115)
- New York Yankees @ New York Mets: New York Yankees -112 - Result: 1 Unit Loss (-112)
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