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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


96 Wins - 75 Losses (+8205 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 10/29/2026
  • Sacramento Kings @ New Orleans Pelicans: Over 238.5 (-110) - Result: 3 Unit Win (+300)
  • Boston Bruins @ St. Louis Blues: St. Louis Blues -1.5 (+190) - Result: 3 Unit Win (+570)
  • New York Islanders @ Minnesota Wild: Over 5.5 (-120) - Result: 3 Unit Win (+300)
  • Utah Mammoth @ Pittsburgh Penguins: Under 6.5 (+114) - Result: 1 Unit Loss (-100)
Picks for 10/28/2026
  • Calgary Flames @ Edmonton Oilers: Edmonton Oilers -1.5 (+114) - Result: 5 Unit Win (+570)
  • Orlando Magic @ Toronto Raptors: Over 223.5 (-110) - Result: 3 Unit Win (+300)
  • Philadelphia Flyers @ Washington Capitals: Philadelphia Flyers +195 - Result: 1 Unit Loss (-100)
  • Miami Heat @ Atlanta Hawks: Over 240.5 (-110) - Result: 3 Unit Win (+300)
  • Washington Wizards @ Cleveland Cavaliers: Under 239.5 (-110) - Result: 2 Unit Win (+200)
  • Kennesaw State Owls @ Middle Tennessee Blue Raiders: Under 50.5 (-102) - Result: 1 Unit Loss (-102)
Picks for 10/27/2026
  • Detroit Pistons @ New York Knicks: Over 218.5 (-115) - Result: 4 Unit Loss (-460)
  • Sacramento Kings @ San Antonio Spurs: San Antonio Spurs -17.5 (-115) - Result: 5 Unit Win (+500)
  • Sam Houston Bearkats @ Missouri State Bears: Sam Houston Bearkats +5.5 (-110) - Result: 3 Unit Loss (-330)
  • Boston Bruins @ Carolina Hurricanes: Under 6.5 (-125) - Result: 1 Unit Win (+100)
  • Florida Panthers @ Winnipeg Jets: Winnipeg Jets +1.5 (-230) - Result: 2 Unit Loss (-460)
  • Columbus Blue Jackets @ Philadelphia Flyers: Philadelphia Flyers -105 - Result: 4 Unit Loss (-420)
Picks for 10/26/2026
  • Detroit Red Wings @ Edmonton Oilers: Edmonton Oilers -1.5 (+120) - Result: 5 Unit Loss (-500)
  • Dallas Cowboys @ Philadelphia Eagles: Over 43.5 (-118) - Result: 3 Unit Win (+300)
  • Minnesota Timberwolves @ Cleveland Cavaliers: Under 232.5 (-108) - Result: 4 Unit Loss (-432)
  • Los Angeles Kings @ New York Rangers: Los Angeles Kings +114 - Result: 5 Unit Win (+570)
Picks for 10/25/2026
  • Colorado Avalanche @ Nashville Predators: Nashville Predators +1.5 (-115) - Result: 5 Unit Win (+500)
  • Detroit Pistons @ Philadelphia 76ers: Philadelphia 76ers -2.5 (-110) - Result: 3 Unit Loss (-330)
  • Montreal Canadiens @ Winnipeg Jets: Montreal Canadiens -1.5 (+200) - Result: 2 Unit Loss (-200)
  • Montreal Canadiens @ Winnipeg Jets: Under 5.5 (+110) - Result: 5 Unit Win (+550)
  • Denver Broncos @ Arizona Cardinals: Arizona Cardinals +4.5 (-110) - Result: 3 Unit Loss (-330)
  • Cincinnati Bengals @ Baltimore Ravens: Over 46.5 (-108) - Result: 5 Unit Win (+500)
  • Cleveland Browns @ Tennessee Titans: Tennessee Titans +2.5 (-112) - Result: 1 Unit Loss (-112)
  • Indianapolis Colts @ Minnesota Vikings: Under 41.5 (-110) - Result: 3 Unit Win (+300)
  • New York Giants @ Houston Texans: Under 42.5 (-108) - Result: 1 Unit Loss (-108)
Picks for 10/24/2026
  • Houston Rockets @ Atlanta Hawks: Houston Rockets +1.5 (-110) - Result: 1 Unit Win (+100)
  • Houston Rockets @ Atlanta Hawks: Over 229.5 (-105) - Result: 2 Unit Win (+200)
  • Milwaukee Bucks @ Philadelphia 76ers: Under 234.5 (-112) - Result: 3 Unit Loss (-336)
  • Buffalo Sabres @ Washington Capitals: Washington Capitals -130 - Result: 3 Unit Win (+300)
  • Carolina Hurricanes @ St. Louis Blues: Under 6.5 (-125) - Result: 1 Unit Win (+100)
  • Toronto Maple Leafs @ Edmonton Oilers: Under 6.5 (+114) - Result: 2 Unit Loss (-200)
  • Vegas Golden Knights @ Columbus Blue Jackets: Columbus Blue Jackets +114 - Result: 2 Unit Win (+228)
  • Vegas Golden Knights @ Columbus Blue Jackets: Over 6.5 (+110) - Result: 5 Unit Loss (-500)
  • Boise State Broncos @ Washington State Cougars: Washington State Cougars +14.5 (-115) - Result: 4 Unit Loss (-460)
  • Indiana Hoosiers @ Michigan Wolverines: Michigan Wolverines +7.5 (-115) - Result: 2 Unit Win (+200)
  • Rutgers Scarlet Knights @ Northwestern Wildcats: Northwestern Wildcats -15.5 (-112) - Result: 3 Unit Win (+300)
Picks for 10/23/2026
  • New Orleans Pelicans @ Utah Jazz: New Orleans Pelicans +4.5 (-115) - Result: 5 Unit Win (+500)
  • Tampa Bay Rays @ Milwaukee Brewers: Tampa Bay Rays +1.5 (-181) - Result: 3 Unit Win (+300)
  • Detroit Pistons @ Miami Heat: Under 237.5 (-112) - Result: 2 Unit Loss (-224)
  • Montreal Canadiens @ Chicago Blackhawks: Over 6.5 (+102) - Result: 4 Unit Loss (-400)
  • New York Knicks @ Boston Celtics: Over 223.5 (-110) - Result: 4 Unit Loss (-440)
  • Chicago Bulls @ Milwaukee Bucks: Over 238.5 (-108) - Result: 4 Unit Win (+400)
Picks for 10/22/2026
  • Denver Nuggets @ Oklahoma City Thunder: Denver Nuggets +7.5 (-105) - Result: 5 Unit Loss (-525)
  • Carolina Hurricanes @ Edmonton Oilers: Carolina Hurricanes -1.5 (+205) - Result: 2 Unit Loss (-200)
  • Vegas Golden Knights @ St. Louis Blues: Under 6.5 (-135) - Result: 4 Unit Loss (-540)
  • New York Rangers @ Toronto Maple Leafs: Over 6.5 (-105) - Result: 5 Unit Win (+500)
  • San Jose Sharks @ Ottawa Senators: San Jose Sharks +110 - Result: 4 Unit Win (+440)
Picks for 10/21/2026
  • Charlotte Hornets @ Brooklyn Nets: Brooklyn Nets -2.5 (-115) - Result: 3 Unit Loss (-345)
  • Philadelphia Flyers @ Buffalo Sabres: Over 5.5 (-135) - Result: 1 Unit Loss (-135)
  • Atlanta Hawks @ Orlando Magic: Over 236.5 (-110) - Result: 2 Unit Win (+200)
Picks for 10/20/2026
  • Detroit Red Wings @ Seattle Kraken: Seattle Kraken -115 - Result: 5 Unit Win (+500)
  • Oklahoma City Thunder @ San Antonio Spurs: San Antonio Spurs -2.5 (-108) - Result: 4 Unit Loss (-432)
  • Oklahoma City Thunder @ San Antonio Spurs: Over 231.5 (-115) - Result: 2 Unit Loss (-230)
  • Winnipeg Jets @ St. Louis Blues: Winnipeg Jets +1.5 (-192) - Result: 2 Unit Win (+200)
  • Middle Tennessee Blue Raiders @ Florida International Panthers: Under 45.5 (-110) - Result: 2 Unit Loss (-220)
  • Los Angeles Kings @ Washington Capitals: Washington Capitals -162 - Result: 2 Unit Loss (-324)
Picks for 10/19/2026
  • Washington Commanders @ San Francisco 49ers: Under 52.5 (-115) - Result: 3 Unit Win (+300)
  • Anaheim Ducks @ New York Rangers: Anaheim Ducks +114 - Result: 1 Unit Loss (-100)
Picks for 10/18/2026
  • Carolina Hurricanes @ Calgary Flames: Over 6.5 (+110) - Result: 5 Unit Loss (-500)
  • Buffalo Bills @ Las Vegas Raiders: Under 53.5 (-110) - Result: 5 Unit Loss (-550)
  • Arizona Cardinals @ Los Angeles Rams: Under 51.5 (-108) - Result: 2 Unit Win (+200)
  • Baltimore Ravens @ Cleveland Browns: Under 39.5 (-108) - Result: 3 Unit Win (+300)
  • Pittsburgh Steelers @ Tampa Bay Buccaneers: Tampa Bay Buccaneers +2.5 (-105) - Result: 3 Unit Loss (-315)
  • Houston Texans @ Jacksonville Jaguars: Under 42.5 (-110) - Result: 1 Unit Loss (-110)
Picks for 10/17/2026
  • Nebraska Cornhuskers @ Oregon Ducks: Under 52.5 (-110) - Result: 4 Unit Win (+400)
  • Wake Forest Demon Deacons @ California Golden Bears: Under 53.5 (-110) - Result: 2 Unit Win (+200)
  • San José State Spartans @ UTEP Miners: Over 45.5 (-108) - Result: 1 Unit Loss (-108)
  • Louisiana Tech Bulldogs @ UL Monroe Warhawks: Louisiana Tech Bulldogs -15.5 (-108) - Result: 5 Unit Win (+500)
  • Navy Midshipmen @ UTSA Roadrunners: Over 55.5 (-110) - Result: 1 Unit Win (+100)
  • St. Louis Blues @ Nashville Predators: Under 5.5 (+110) - Result: 3 Unit Loss (-300)
  • Kentucky Wildcats @ Oklahoma Sooners: Over 43.5 (-108) - Result: 1 Unit Loss (-108)
  • Notre Dame Fighting Irish @ BYU Cougars: Under 46.5 (-108) - Result: 4 Unit Loss (-432)
  • TCU Horned Frogs @ Baylor Bears: Baylor Bears -5.5 (-110) - Result: 1 Unit Loss (-110)
  • San Jose Sharks @ Detroit Red Wings: San Jose Sharks +120 - Result: 5 Unit Loss (-500)
  • Washington State Cougars @ Oregon State Beavers: Oregon State Beavers -18.5 (-105) - Result: 2 Unit Loss (-210)
  • Vancouver Canucks @ Tampa Bay Lightning: Over 6.5 (-105) - Result: 2 Unit Loss (-210)
  • Auburn Tigers @ Georgia Bulldogs: Under 49.5 (-108) - Result: 5 Unit Loss (-540)
  • Georgia Tech Yellow Jackets @ Virginia Tech Hokies: Virginia Tech Hokies -9.5 (-110) - Result: 5 Unit Win (+500)
  • North Carolina Tar Heels @ Duke Blue Devils: Duke Blue Devils -3 (-110) - Result: 3 Unit Loss (-330)
  • Penn State Nittany Lions @ Michigan Wolverines: Michigan Wolverines -6.5 (-108) - Result: 2 Unit Loss (-216)
  • Charlotte 49ers @ Temple Owls: Charlotte 49ers +21 (-112) - Result: 4 Unit Win (+400)
  • Mississippi State Bulldogs @ LSU Tigers: Over 57.5 (-105) - Result: 2 Unit Loss (-210)
Picks for 10/16/2026
  • Pittsburgh Penguins @ Colorado Avalanche: Colorado Avalanche -1.5 (+120) - Result: 5 Unit Win (+600)
  • App State Mountaineers @ Coastal Carolina Chanticleers: App State Mountaineers -1.5 (-102) - Result: 5 Unit Win (+500)
  • Washington Huskies @ Purdue Boilermakers: Purdue Boilermakers -3.5 (-112) - Result: 4 Unit Loss (-448)
  • Miami Heat @ Orlando Magic: Orlando Magic -7.5 (-115) - Result: 3 Unit Win (+300)
Picks for 10/15/2026
  • Utah Mammoth @ Edmonton Oilers: Over 6.5 (-125) - Result: 1 Unit Loss (-125)
  • Oklahoma City Thunder @ Houston Rockets: Over 228.5 (-115) - Result: 1 Unit Loss (-115)
  • Milwaukee Brewers @ Los Angeles Dodgers: Milwaukee Brewers +1.5 (-163) - Result: 1 Unit Win (+100)
  • Georgia Southern Eagles @ Old Dominion Monarchs: Over 44.5 (-115) - Result: 2 Unit Loss (-230)
  • Philadelphia Flyers @ Detroit Red Wings: Over 5.5 (-120) - Result: 4 Unit Loss (-480)
  • Buffalo Sabres @ Toronto Maple Leafs: Toronto Maple Leafs -1.5 (+200) - Result: 5 Unit Loss (-500)
  • New York Islanders @ Ottawa Senators: Under 5.5 (-105) - Result: 5 Unit Win (+500)
Picks for 10/14/2026
  • Phoenix Suns @ San Antonio Spurs: Phoenix Suns +7.5 (-105) - Result: 2 Unit Loss (-210)
  • Montreal Canadiens @ Washington Capitals: Under 6.5 (-105) - Result: 3 Unit Loss (-315)
Picks for 10/13/2026
  • Calgary Flames @ Anaheim Ducks: Under 6.5 (-130) - Result: 4 Unit Win (+400)
  • Cleveland Guardians @ Tampa Bay Rays: Under 7 (-115) - Result: 5 Unit Win (+500)
  • St. Louis Blues @ Ottawa Senators: St. Louis Blues -125 - Result: 4 Unit Win (+400)
  • St. Louis Blues @ Ottawa Senators: St. Louis Blues -1.5 (+215) - Result: 3 Unit Win (+645)
  • Cleveland Cavaliers @ Orlando Magic: Over 229.5 (-112) - Result: 1 Unit Win (+100)
  • Washington Capitals @ Carolina Hurricanes: Carolina Hurricanes -1.5 (+160) - Result: 5 Unit Win (+800)
Picks for 10/12/2026
  • Minnesota Timberwolves @ New York Knicks: Over 227.5 (-110) - Result: 2 Unit Loss (-220)
  • Ottawa Senators @ New Jersey Devils: Under 5.5 (+105) - Result: 5 Unit Win (+525)
  • Los Angeles Dodgers @ Milwaukee Brewers: Over 6.5 (-126) - Result: 1 Unit Win (+100)
  • Florida Panthers @ Buffalo Sabres: Over 5.5 (-130) - Result: 3 Unit Win (+300)
Picks for 10/11/2026
  • Baltimore Ravens @ Atlanta Falcons: Under 43.5 (-110) - Result: 1 Unit Loss (-110)
  • Carolina Hurricanes @ Philadelphia Flyers: Philadelphia Flyers +1.5 (-170) - Result: 5 Unit Loss (-850)
  • Carolina Hurricanes @ Philadelphia Flyers: Under 5.5 (+105) - Result: 1 Unit Win (+105)
  • Chicago Bears @ Green Bay Packers: Over 46.5 (-118) - Result: 5 Unit Loss (-590)
  • Cincinnati Bengals @ Miami Dolphins: Cincinnati Bengals -7 (-112) - Result: 3 Unit Push (+0)
  • Houston Texans @ Tennessee Titans: Houston Texans -6.5 (-115) - Result: 5 Unit Win (+500)
  • Las Vegas Raiders @ New England Patriots: Over 45.5 (+100) - Result: 5 Unit Win (+500)
  • Dallas Mavericks @ Houston Rockets: Dallas Mavericks +2.5 (-110) - Result: 2 Unit Win (+200)
Picks for 10/10/2026
  • Chicago White Sox @ Cleveland Guardians: Cleveland Guardians -139 - Result: 3 Unit Win (+300)
  • Tampa Bay Lightning @ New York Islanders: Tampa Bay Lightning -1.5 (+150) - Result: 1 Unit Win (+150)
  • Atlanta Hawks @ Indiana Pacers: Atlanta Hawks +1.5 (-108) - Result: 5 Unit Win (+500)
  • Detroit Pistons @ Washington Wizards: Over 223.5 (-110) - Result: 1 Unit Loss (-110)
  • Toronto Maple Leafs @ Colorado Avalanche: Toronto Maple Leafs +1.5 (-130) - Result: 4 Unit Win (+400)
  • Ball State Cardinals @ Northwestern Wildcats: Over 53.5 (-110) - Result: 5 Unit Win (+500)
  • Tulane Green Wave @ Army Black Knights: Army Black Knights -5.5 (-105) - Result: 2 Unit Loss (-210)
Picks for 10/09/2026
  • Anaheim Ducks @ Winnipeg Jets: Anaheim Ducks +1.5 (-238) - Result: 5 Unit Win (+500)
  • Florida State Seminoles @ Louisville Cardinals: Louisville Cardinals -4 (-112) - Result: 3 Unit Win (+300)
  • Florida State Seminoles @ Louisville Cardinals: Over 60.5 (-112) - Result: 3 Unit Win (+300)
  • Pittsburgh Penguins @ Columbus Blue Jackets: Over 6.5 (-130) - Result: 4 Unit Loss (-520)
  • Houston Rockets @ Dallas Mavericks: Over 231.5 (-108) - Result: 4 Unit Win (+400)
Picks for 10/08/2026
  • Cleveland Guardians @ Chicago White Sox: Over 7 (-111) - Result: 3 Unit Win (+300)
  • San Jose Sharks @ St. Louis Blues: San Jose Sharks +136 - Result: 1 Unit Win (+136)
  • San Jose Sharks @ St. Louis Blues: Over 5.5 (-125) - Result: 4 Unit Loss (-500)
  • South Alabama Jaguars @ Arkansas State Red Wolves: South Alabama Jaguars +3 (-105) - Result: 5 Unit Win (+500)
  • South Florida Bulls @ UTSA Roadrunners: Over 49.5 (-112) - Result: 3 Unit Win (+300)
  • Utah Mammoth @ Boston Bruins: Over 6.5 (+114) - Result: 2 Unit Win (+228)
  • Vancouver Canucks @ Carolina Hurricanes: Over 6.5 (-102) - Result: 3 Unit Win (+300)
Picks for 10/07/2026
  • Tampa Bay Rays @ New York Yankees: Over 7 (-112) - Result: 1 Unit Push (+0)
  • New Mexico State Aggies @ Florida International Panthers: Florida International Panthers -7 (-108) - Result: 2 Unit Win (+200)
  • Pittsburgh Penguins @ Washington Capitals: Over 6.5 (-112) - Result: 2 Unit Win (+200)
  • Minnesota Timberwolves @ Indiana Pacers: Indiana Pacers +2.5 (-105) - Result: 1 Unit Win (+100)
Picks for 10/06/2026
  • St. Louis Blues @ Chicago Blackhawks: Chicago Blackhawks +1.5 (-218) - Result: 2 Unit Win (+200)
  • Brooklyn Nets @ Charlotte Hornets: Brooklyn Nets +1.5 (-110) - Result: 3 Unit Win (+300)
  • Carolina Hurricanes @ Montreal Canadiens: Carolina Hurricanes -130 - Result: 3 Unit Win (+300)
  • Los Angeles Dodgers @ Atlanta Braves: Los Angeles Dodgers -112 - Result: 1 Unit Win (+100)
  • Los Angeles Dodgers @ Atlanta Braves: Over 6.5 (-110) - Result: 4 Unit Loss (-440)
Picks for 10/05/2026
  • Ottawa Senators @ Boston Bruins: Over 5.5 (-120) - Result: 5 Unit Loss (-600)
  • Winnipeg Jets @ Pittsburgh Penguins: Winnipeg Jets +145 - Result: 2 Unit Win (+290)
Picks for 10/04/2026
  • Detroit Lions @ Carolina Panthers: Over 50.5 (-122) - Result: 4 Unit Win (+400)
  • Florida Panthers @ Anaheim Ducks: Over 6.5 (-122) - Result: 5 Unit Loss (-610)
  • Arizona Cardinals @ New York Giants: New York Giants +2.5 (-110) - Result: 4 Unit Win (+400)
  • Dallas Cowboys @ Houston Texans: Over 48.5 (-112) - Result: 5 Unit Win (+500)
  • New England Patriots @ Buffalo Bills: Buffalo Bills -7 (-105) - Result: 1 Unit Loss (-105)
  • Tennessee Titans @ Baltimore Ravens: Over 42.5 (-105) - Result: 4 Unit Loss (-420)
  • Winnipeg Jets @ Detroit Red Wings: Winnipeg Jets -1.5 (+215) - Result: 4 Unit Loss (-400)
Picks for 10/03/2026
  • San Diego Padres @ Milwaukee Brewers: San Diego Padres +167 - Result: 1 Unit Loss (-100)
  • New Jersey Devils @ New York Islanders: New York Islanders +114 - Result: 5 Unit Win (+570)
  • Montreal Canadiens @ Pittsburgh Penguins: Pittsburgh Penguins -105 - Result: 4 Unit Win (+400)
  • Auburn Tigers @ Tennessee Volunteers: Tennessee Volunteers -6 (-110) - Result: 2 Unit Win (+200)
  • Samford Bulldogs @ UAB Blazers: Samford Bulldogs +30.5 (-110) - Result: 3 Unit Win (+300)
  • Chicago White Sox @ Cleveland Guardians: Under 6.5 (+102) - Result: 5 Unit Win (+510)
Picks for 10/02/2026
  • St. Louis Blues @ Dallas Stars: Dallas Stars -205 - Result: 4 Unit Loss (-820)
  • St. Louis Blues @ Dallas Stars: St. Louis Blues +1.5 (-142) - Result: 3 Unit Win (+300)
  • Liberty Flames @ Delaware Blue Hens: Over 50.5 (-105) - Result: 4 Unit Loss (-420)
  • Pittsburgh Panthers @ Virginia Tech Hokies: Over 54.5 (-118) - Result: 3 Unit Win (+300)
Picks for 10/01/2026
  • Seattle Kraken @ Calgary Flames: Seattle Kraken -108 - Result: 4 Unit Win (+400)
  • Pittsburgh Steelers @ Cleveland Browns: Cleveland Browns +2.5 (+100) - Result: 4 Unit Win (+400)
  • Pittsburgh Steelers @ Cleveland Browns: Over 38.5 (-105) - Result: 4 Unit Win (+400)
  • Western Kentucky Hilltoppers @ New Mexico State Aggies: Over 57.5 (-110) - Result: 3 Unit Loss (-330)
  • Philadelphia Flyers @ New Jersey Devils: Over 5.5 (-130) - Result: 4 Unit Loss (-520)
  • Tampa Bay Lightning @ New York Rangers: New York Rangers +1.5 (-218) - Result: 1 Unit Win (+100)
Picks for 09/30/2026
  • Los Angeles Kings @ Colorado Avalanche: Over 6.5 (+110) - Result: 3 Unit Win (+330)
  • Boston Red Sox @ New York Yankees: Over 6.5 (-122) - Result: 5 Unit Win (+500)
  • New York Islanders @ Toronto Maple Leafs: Over 5.5 (-135) - Result: 2 Unit Loss (-270)

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