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Detailed Records for Harold Windham

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.
Return to Harold Windham's Available Picks


55 Wins - 47 Losses (-80 Units, 45% Appreciation)
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.
Sport Filter:
Picks for 08/19/2026
  • Seattle Mariners @ Milwaukee Brewers: Seattle Mariners +111 - Result: 3 Unit Win (+333)
Picks for 08/18/2026
  • Los Angeles Dodgers @ Colorado Rockies: Colorado Rockies +1.5 (-105) - Result: 1 Unit Win (+100)
  • Los Angeles Dodgers @ Colorado Rockies: Under 12 (-116) - Result: 1 Unit Loss (-116)
  • Chicago White Sox @ Chicago Cubs: Chicago White Sox +1.5 (-156) - Result: 1 Unit Win (+100)
  • Seattle Mariners @ Milwaukee Brewers: Milwaukee Brewers -157 - Result: 3 Unit Win (+300)
  • Arizona Diamondbacks @ Boston Red Sox: Boston Red Sox -171 - Result: 4 Unit Win (+400)
  • Detroit Tigers @ Pittsburgh Pirates: Under 8 (-111) - Result: 3 Unit Win (+300)
  • San Francisco Giants @ Cleveland Guardians: Under 8 (-108) - Result: 1 Unit Loss (-108)
  • St. Louis Cardinals @ Cincinnati Reds: St. Louis Cardinals -1.5 (+141) - Result: 3 Unit Win (+423)
  • New York Yankees @ Baltimore Orioles: Baltimore Orioles +1.5 (-186) - Result: 2 Unit Loss (-372)
  • New York Yankees @ Baltimore Orioles: Over 8.5 (-120) - Result: 5 Unit Loss (-600)
Picks for 08/17/2026
  • Miami Marlins @ Philadelphia Phillies: Miami Marlins +1.5 (-108) - Result: 2 Unit Win (+200)
Picks for 08/16/2026
  • Seattle Mariners @ Houston Astros: Houston Astros -135 - Result: 1 Unit Loss (-135)
  • Milwaukee Brewers @ Los Angeles Dodgers: Milwaukee Brewers +1.5 (-163) - Result: 4 Unit Win (+400)
  • Kansas City Royals @ Los Angeles Angels: Kansas City Royals -121 - Result: 2 Unit Win (+200)
  • Arizona Diamondbacks @ Atlanta Braves: Over 8.5 (-120) - Result: 2 Unit Loss (-240)
Picks for 08/15/2026
  • Dallas Cowboys @ Seattle Seahawks: Under 37.5 (+100) - Result: 2 Unit Win (+200)
  • Chicago White Sox @ Detroit Tigers: Detroit Tigers -164 - Result: 2 Unit Loss (-328)
Picks for 08/14/2026
  • Milwaukee Brewers @ Los Angeles Dodgers: Milwaukee Brewers +147 - Result: 5 Unit Loss (-500)
  • Kansas City Royals @ Los Angeles Angels: Over 9 (+100) - Result: 3 Unit Win (+300)
  • Miami Dolphins @ Washington Commanders: Washington Commanders +3.5 (-115) - Result: 1 Unit Win (+100)
Picks for 08/13/2026
  • Philadelphia Phillies @ Minnesota Twins: Philadelphia Phillies -1.5 (+153) - Result: 5 Unit Win (+765)
  • Green Bay Packers @ Pittsburgh Steelers: Green Bay Packers -2.5 (-110) - Result: 4 Unit Loss (-440)
  • Chicago Cubs @ Washington Nationals: Washington Nationals +118 - Result: 4 Unit Win (+472)
Picks for 08/12/2026
  • Boston Red Sox @ Toronto Blue Jays: Toronto Blue Jays +109 - Result: 2 Unit Win (+218)
  • Cleveland Guardians @ Detroit Tigers: Cleveland Guardians +109 - Result: 3 Unit Win (+327)
  • Colorado Rockies @ Arizona Diamondbacks: Arizona Diamondbacks -181 - Result: 5 Unit Loss (-905)
  • Baltimore Orioles @ Minnesota Twins: Under 8.5 (+100) - Result: 1 Unit Loss (-100)
Picks for 08/11/2026
  • Kansas City Royals @ Los Angeles Dodgers: Under 8 (-108) - Result: 4 Unit Loss (-432)
  • Houston Astros @ San Francisco Giants: San Francisco Giants +163 - Result: 5 Unit Win (+815)
  • Texas Rangers @ Los Angeles Angels: Texas Rangers -143 - Result: 5 Unit Loss (-715)
  • Boston Red Sox @ Toronto Blue Jays: Toronto Blue Jays -1.5 (+144) - Result: 5 Unit Win (+720)
  • Chicago Cubs @ Washington Nationals: Under 9 (-105) - Result: 1 Unit Loss (-105)
Picks for 08/10/2026
  • Kansas City Royals @ Los Angeles Dodgers: Kansas City Royals +1.5 (+115) - Result: 2 Unit Win (+230)
Picks for 08/09/2026
  • Los Angeles Dodgers @ Arizona Diamondbacks: Los Angeles Dodgers -142 - Result: 5 Unit Loss (-710)
  • Baltimore Orioles @ Texas Rangers: Under 8.5 (-110) - Result: 4 Unit Loss (-440)
  • Colorado Rockies @ St. Louis Cardinals: Colorado Rockies +139 - Result: 5 Unit Loss (-500)
  • Cleveland Guardians @ Chicago White Sox: Cleveland Guardians -105 - Result: 3 Unit Loss (-315)
  • New York Mets @ Pittsburgh Pirates: Pittsburgh Pirates -137 - Result: 3 Unit Loss (-411)
Picks for 08/08/2026
  • Los Angeles Dodgers @ Arizona Diamondbacks: Under 8.5 (-102) - Result: 3 Unit Win (+300)
  • Baltimore Orioles @ Texas Rangers: Texas Rangers -150 - Result: 4 Unit Win (+400)
  • Detroit Tigers @ San Francisco Giants: Detroit Tigers -1.5 (+153) - Result: 5 Unit Win (+765)
  • Chicago Cubs @ Kansas City Royals: Chicago Cubs -175 - Result: 5 Unit Loss (-875)
  • Toronto Blue Jays @ Philadelphia Phillies: Toronto Blue Jays +134 - Result: 4 Unit Win (+536)
  • Athletics @ Boston Red Sox: Athletics +1.5 (-114) - Result: 4 Unit Win (+400)
  • Atlanta Braves @ New York Yankees: Atlanta Braves -135 - Result: 5 Unit Loss (-675)
Picks for 08/07/2026
  • Baltimore Orioles @ Texas Rangers: Texas Rangers -1.5 (+153) - Result: 1 Unit Loss (-100)
  • Cleveland Guardians @ Chicago White Sox: Cleveland Guardians -137 - Result: 1 Unit Win (+100)
Picks for 08/06/2026
  • Los Angeles Angels @ Baltimore Orioles: Baltimore Orioles -1.5 (+128) - Result: 5 Unit Loss (-500)
Picks for 08/05/2026
  • St. Louis Cardinals @ New York Yankees: New York Yankees -156 - Result: 3 Unit Loss (-468)
  • Washington Nationals @ Philadelphia Phillies: Philadelphia Phillies -163 - Result: 3 Unit Loss (-489)
  • Tampa Bay Rays @ Colorado Rockies: Under 11.5 (-110) - Result: 4 Unit Win (+400)
  • Toronto Blue Jays @ Houston Astros: Houston Astros -115 - Result: 5 Unit Loss (-575)
Picks for 08/04/2026
  • San Francisco Giants @ Texas Rangers: Texas Rangers -1.5 (+109) - Result: 4 Unit Loss (-400)
  • Pittsburgh Pirates @ Milwaukee Brewers: Pittsburgh Pirates +1.5 (-168) - Result: 1 Unit Loss (-168)
Picks for 08/03/2026
  • St. Louis Cardinals @ New York Yankees: Under 8 (-115) - Result: 2 Unit Loss (-230)
Picks for 08/02/2026
  • Boston Red Sox @ Los Angeles Dodgers: Boston Red Sox +1.5 (-156) - Result: 1 Unit Win (+100)
  • Minnesota Twins @ Seattle Mariners: Minnesota Twins +113 - Result: 3 Unit Loss (-300)
  • Detroit Tigers @ Athletics: Detroit Tigers -113 - Result: 5 Unit Win (+500)
  • Kansas City Royals @ Colorado Rockies: Colorado Rockies -112 - Result: 2 Unit Win (+200)
  • Chicago White Sox @ Tampa Bay Rays: Tampa Bay Rays -150 - Result: 5 Unit Loss (-750)
Picks for 08/01/2026
  • Pittsburgh Pirates @ Cincinnati Reds: Over 8.5 (-105) - Result: 5 Unit Loss (-525)
  • Chicago White Sox @ Tampa Bay Rays: Chicago White Sox +1.5 (-154) - Result: 4 Unit Win (+400)
Picks for 07/31/2026
  • Minnesota Twins @ Seattle Mariners: Over 8 (-104) - Result: 2 Unit Push (+0)
  • Chicago White Sox @ Tampa Bay Rays: Under 8 (-106) - Result: 3 Unit Win (+300)
Picks for 07/30/2026
  • Seattle Mariners @ Los Angeles Dodgers: Over 8.5 (-120) - Result: 4 Unit Loss (-480)
  • San Francisco Giants @ San Diego Padres: San Francisco Giants +1.5 (-199) - Result: 2 Unit Win (+200)
  • San Francisco Giants @ San Diego Padres: Over 8.5 (-110) - Result: 2 Unit Loss (-220)
  • Washington Nationals @ Atlanta Braves: Washington Nationals +1.5 (-168) - Result: 2 Unit Win (+200)
  • Texas Rangers @ Tampa Bay Rays: Under 7.5 (-112) - Result: 5 Unit Win (+500)
Picks for 07/29/2026
  • New York Yankees @ Chicago White Sox: Under 7.5 (-112) - Result: 5 Unit Loss (-560)
  • Toronto Blue Jays @ Washington Nationals: Washington Nationals +100 - Result: 1 Unit Loss (-100)
Picks for 07/28/2026
  • Milwaukee Brewers @ San Francisco Giants: Milwaukee Brewers -144 - Result: 1 Unit Win (+100)
  • Houston Astros @ Los Angeles Angels: Under 8.5 (-126) - Result: 2 Unit Win (+200)
  • Kansas City Royals @ Minnesota Twins: Under 8.5 (-110) - Result: 2 Unit Win (+200)
  • Toronto Blue Jays @ Washington Nationals: Under 8.5 (-105) - Result: 1 Unit Loss (-105)
  • Arizona Diamondbacks @ Pittsburgh Pirates: Over 9 (-111) - Result: 4 Unit Win (+400)
Picks for 07/27/2026
  • Milwaukee Brewers @ San Francisco Giants: San Francisco Giants +1.5 (-149) - Result: 2 Unit Win (+200)
  • Boston Red Sox @ Athletics: Under 9.5 (-112) - Result: 4 Unit Win (+400)
  • Houston Astros @ Los Angeles Angels: Under 8.5 (-115) - Result: 2 Unit Loss (-230)
  • Seattle Mariners @ Texas Rangers: Texas Rangers +109 - Result: 1 Unit Win (+109)
Picks for 07/26/2026
  • Athletics @ Minnesota Twins: Athletics +119 - Result: 3 Unit Loss (-300)
  • San Diego Padres @ Miami Marlins: San Diego Padres +1.5 (-186) - Result: 5 Unit Win (+500)
Picks for 07/25/2026
  • Los Angeles Dodgers @ New York Mets: Under 8 (-109) - Result: 4 Unit Win (+400)
  • Athletics @ Minnesota Twins: Under 10.5 (-110) - Result: 1 Unit Win (+100)
  • Colorado Rockies @ Milwaukee Brewers: Over 8.5 (-115) - Result: 4 Unit Win (+400)
  • Chicago Cubs @ Pittsburgh Pirates: Under 8 (-114) - Result: 1 Unit Loss (-114)
  • Toronto Blue Jays @ Boston Red Sox: Under 7.5 (-105) - Result: 4 Unit Win (+400)
  • Kansas City Royals @ Detroit Tigers: Detroit Tigers -181 - Result: 5 Unit Loss (-905)
Picks for 07/24/2026
  • Los Angeles Angels @ San Francisco Giants: Under 8 (-107) - Result: 1 Unit Loss (-107)
  • Seattle Mariners @ Texas Rangers: Seattle Mariners -1.5 (+141) - Result: 1 Unit Loss (-100)
  • Chicago Cubs @ Pittsburgh Pirates: Over 8 (-107) - Result: 1 Unit Loss (-107)
  • Colorado Rockies @ Milwaukee Brewers: Colorado Rockies +234 - Result: 3 Unit Win (+702)
Picks for 07/23/2026
  • Kansas City Royals @ Detroit Tigers: Detroit Tigers -232 - Result: 4 Unit Win (+400)
  • Arizona Diamondbacks @ St. Louis Cardinals: Over 7.5 (-119) - Result: 2 Unit Win (+200)
  • Tampa Bay Rays @ Toronto Blue Jays: Under 8.5 (-107) - Result: 5 Unit Win (+500)
Picks for 07/22/2026
  • Chicago White Sox @ Texas Rangers: Chicago White Sox -105 - Result: 2 Unit Win (+200)
  • Cincinnati Reds @ Seattle Mariners: Over 8.5 (-105) - Result: 5 Unit Loss (-525)
  • New York Mets @ Milwaukee Brewers: Milwaukee Brewers -149 - Result: 2 Unit Win (+200)
Picks for 07/21/2026
  • St. Louis Cardinals @ Los Angeles Angels: Under 9 (-114) - Result: 2 Unit Win (+200)
  • Washington Nationals @ Colorado Rockies: Colorado Rockies +1.5 (-160) - Result: 5 Unit Win (+500)
  • Miami Marlins @ Houston Astros: Over 9.5 (+102) - Result: 4 Unit Loss (-400)