/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2F21%2F37%2Fwelcome-to-sports-mole-transparent-click-area.png "Welcome to Sports Mole")
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2F20%2F31%2Fsports-mole-favicon-32x32.png "Sports Mole FAVICON"){kind=small}
Kyle Dempsey
Born: September 17, 1995
Height: 5' 10" (178cm)
Hometown: Whitehaven, England
Nationality: 
English
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2F14%2F27%2Fengland-flag.png "England flag"){kind=small}
EnglishPosition: Midfielder
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2Fdf11%2F29130593.png "Kyle Dempsey")
© df11faces.com
| Career History | ||
|---|---|---|
| Senior | 2014-2015 | Carlisle United |
| 2015-2017 | Huddersfield Town | |
| → 2016-2017 | Fleetwood Town (loan) | |
| 2020-2022 | Gillingham | |
| 2022- | Bolton Wanderers | |
Sports Mole has 101 articles about Kyle Dempsey. Articles 1 to 40:
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2Fuploads%2F2025%2F11%2Fmccann-6910f78116b40104576562.jpg "Doncaster Rovers manager Grant McCann on August 2, 2025")
Doncaster Rovers vs Luton Town - prediction, team news, lineups
Sports Mole previews Sunday's League One clash between Doncaster Rovers and Luton Town, including predictions, team news and possible lineups.22:44
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2Fuploads%2F2025%2F12%2Fsteven-schumacher-4-6931f6d56303d496529140.jpg "Bolton Wanderers manager Steven Schumacher during his side's match against Manchester City Under-21s, on September 23, 2025")
Bolton Wanderers vs Northampton Town - prediction, team news, lineups
Sports Mole previews Sunday's League One clash between Bolton Wanderers and Northampton Town, including predictions, team news and possible lineups.21:54
Preview:Bolton Wanderers vs Rotherham United - prediction, team news, lineups
Sports Mole previews Friday's League One clash between Bolton Wanderers and Rotherham United, including predictions, team news and possible lineups.Dec 24, 12:28
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2Fuploads%2F2025%2F09%2Fwycombe-wanderers-manager-michael-duff-celebrates-on-september-20-2025-68d5d7beafcc0915897525.jpg "Wycombe Wanderers manager Michael Duff celebrates on September 20, 2025")
Preview:Wycombe Wanderers vs Bolton Wanderers - prediction, team news, lineups
Sports Mole previews Saturday's League One clash between Wycombe Wanderers and Bolton Wanderers, including predictions, team news and possible lineups.Dec 18, 13:02
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2Fuploads%2F2025%2F08%2Fbolton-wanderers-manager-steven-schumacher-on-august-9-2025-68a3b8e78b75b419364513.jpg "Bolton Wanderers manager Steven Schumacher on August 9, 2025")
Preview:Bolton Wanderers vs Wigan Athletic - prediction, team news, lineups
Sports Mole previews Saturday's League One clash between Bolton Wanderers and Wigan Athletic, including predictions, team news and possible lineups.Sep 18, 13:13
Preview:Leyton Orient vs Bolton Wanderers - prediction, team news, lineups
Sports Mole previews Saturday's League One clash between Leyton Orient and Bolton Wanderers, including predictions, team news and possible lineups.Sep 11, 20:42
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2Fuploads%2F2025%2F08%2Fsteve-bruce-68b0e89648722120320281.jpg "Blackpool manager Steve Bruce on August 23, 2025")
Preview:Blackpool vs Bolton Wanderers - prediction, team news, lineups
Sports Mole previews Saturday's League One clash between Blackpool and Bolton Wanderers, including predictions, team news and possible lineups.Aug 28, 23:55
Preview:Bolton Wanderers vs Lincoln City - prediction, team news, lineups
Sports Mole previews Saturday's League One clash between Bolton Wanderers and Lincoln City, including predictions, team news and possible lineups.Aug 21, 13:34
Preview:Bolton Wanderers vs Reading - prediction, team news, lineups
Sports Mole previews Wednesday's League One clash between Bolton Wanderers and Reading, including predictions, team news and possible lineups.Aug 18, 21:40
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2Fuploads%2F2025%2F08%2Fburstow-689a719b6c909059910258.jpg "Bolton Wanderers' Mason Burstow on August 9, 2025")
Preview:Bolton Wanderers vs Sheffield Wednesday - prediction, team news, lineups
Sports Mole previews Wednesday's EFL Cup clash between Bolton Wanderers and Sheffield Wednesday, including predictions, team news and possible lineups.Aug 11, 15:42
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2F25%2F12%2Fconor-hourihane.jpg "Barnsley interim manager Conor Hourihane during his side's match against Wycombe Wanderers, on January 28, 2025")
Preview:Barnsley vs. Bolton Wanderers - prediction, team news, lineups
Sports Mole previews Saturday's League One clash between Barnsley and Bolton Wanderers, including predictions, team news and possible lineups.Apr 10, 19:54
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2F24%2F39%2Fsteve-bruce.jpg "Blackpool manager Steve Bruce on September 21, 2024")
Preview:Blackpool vs. Bolton Wanderers - prediction, team news, lineups
Sports Mole previews Saturday's League One clash between Blackpool and Bolton Wanderers, including predictions, team news and possible lineups.Mar 27, 15:14
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2F25%2F10%2Fsteven-schumacher_1.jpg "Bolton Wanderers manager Steven Schumacher before his side's clash against Burton Albion, on March 8, 2025")
Preview:Bolton Wanderers vs. Stockport County - prediction, team news, lineups
Sports Mole previews Saturday's League One clash between Bolton Wanderers and Stockport County, including predictions, team news and possible lineups.Mar 13, 18:03
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2F25%2F05%2Fchries-davies.jpg "Chris Davies of Birmingham City and Rotherham United on February 1, 2025")
Preview:Bolton Wanderers vs. Birmingham City - prediction, team news, lineups
Sports Mole previews Tuesday's League One clash between Bolton Wanderers and Birmingham City, including predictions, team news and possible lineups.Mar 2, 17:45
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2F24%2F52%2Fphil-parkinson.jpg "Wrexham manager Phil Parkinson thanks fans after his side's match against Burton Albion, on December 7, 2024")
Preview:Wrexham vs. Bolton Wanderers - prediction, team news, lineups
Sports Mole previews Saturday's League One clash between Wrexham and Bolton Wanderers, including predictions, team news and possible lineups.Feb 27, 15:34
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2F24%2F35%2Frichie-wellens.jpg "Leyton Orient manager Richie Wellens pictured in August 2024")
Preview:Bolton Wanderers vs. Leyton Orient - prediction, team news, lineups
Sports Mole previews Saturday's League One clash between Bolton Wanderers and Leyton Orient, including predictions, team news and possible lineups.Feb 20, 21:26
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2F24%2F49%2Fgareth-ainsworth.jpg "Shrewsbury manager Gareth Ainsworth on November 23, 2024")
Preview:Shrewsbury Town vs. Bolton Wanderers - prediction, team news, lineups
Sports Mole previews Saturday's League One clash between Shrewsbury Town and Bolton Wanderers, including predictions, team news and possible lineups.Feb 13, 06:00
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2F25%2F04%2Faarcol.jpg "Bolton Wanderers' Aaron Collins celebrates on January 25, 2025")
Preview:Bolton Wanderers vs. Crawley Town - prediction, team news, lineups
Sports Mole previews Saturday's League One clash between Bolton Wanderers and Crawley Town, including predictions, team news and possible lineups.Feb 7, 00:34
Preview:Bolton Wanderers vs. Northampton Town - prediction, team news, lineups
Sports Mole previews Tuesday's League One clash between Bolton Wanderers and Northampton Town, including predictions, team news and possible lineups.Jan 26, 09:12
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2F24%2F44%2Fnigel-clough.jpg "Mansfield Town manager Nigel Clough during his side's League One match against Birmingham City, on October 26, 2024")
Preview:Mansfield Town vs. Bolton Wanderers - prediction, team news, lineups
Sports Mole previews Wednesday's League One clash between Mansfield Town and Bolton Wanderers, including predictions, team news and possible lineups.Dec 30, 17:54
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2F24%2F37%2Frichard-kone.jpg "Wycombe Wanderers' Richard Kone on September 13, 2024")
Preview:Wycombe Wanderers vs. Bolton Wanderers - prediction, team news, lineups
Sports Mole previews Friday's League One clash between Wycombe Wanderers and Bolton Wanderers, including predictions, team news and possible lineups.Dec 18, 17:08
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2F24%2F37%2Fian-evatt.jpg "Bolton Wanderers Manager Ian Evatt on August 24, 2024")
Preview:Bolton Wanderers vs. Wigan Athletic - prediction, team news, lineups
Sports Mole previews Saturday's League One clash between Bolton Wanderers and Wigan Athletic, including predictions, team news and possible lineups.Dec 12, 13:12
Preview:Bolton Wanderers vs. Mansfield Town - prediction, team news, lineups
Sports Mole previews Tuesday's League One clash between Bolton Wanderers and Mansfield Town, including predictions, team news and possible lineups.Dec 1, 10:38
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2F24%2F34%2Fgarry-monk.jpg "Cambridge United manager Garry Monk on August 17, 2024")
Preview:Cambridge United vs. Bolton Wanderers - prediction, team news, lineups
Sports Mole previews Tuesday's League One clash between Cambridge United and Bolton Wanderers, including predictions, team news and possible lineups.Nov 24, 12:11
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2F24%2F39%2Fjordan-roberts.jpg "Jordan Roberts of Stevenage pictured on August 24, 2024")
Preview:Stevenage vs. Bolton Wanderers - prediction, team news, lineups
Sports Mole previews Tuesday's League One clash between Stevenage and Bolton Wanderers, including predictions, team news and possible lineups.Oct 27, 17:22
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2F24%2F38%2Fjosh-sheehan.jpg "Josh Sheehan of Bolton Wanderers celebrates after scoring on September 21, 2024")
Preview:Bolton Wanderers vs. Aston Villa Under-21s - prediction, team news, lineups
Sports Mole previews Tuesday's EFL Trophy clash between Bolton Wanderers and Aston Villa Under-21s, including predictions, team news and possible lineups.Oct 6, 19:37
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2F23%2F09%2Fjon-brady.jpg "Northampton Town manager Jon Brady pictured in May 2022")
Preview:Northampton Town vs. Bolton Wanderers - prediction, team news, lineups
Sports Mole previews Tuesday's League One clash between Northampton Town and Bolton Wanderers, including predictions, team news and possible lineups.Sep 29, 21:22
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2F24%2F39%2Fjeremy-kelly-crawley.jpg "Jeremy Kelly of Crawley Town vs Wrexham in League One on September 21, 2024")
Preview:Crawley Town vs. Mansfield Town - prediction, team news, lineups
Sports Mole previews Tuesday's League One clash between Crawley Town and Mansfield Town, including predictions, team news and possible lineups.Sep 29, 14:25
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2F24%2F35%2Fruben-selles.jpg "Reading manager Ruben Selles on August 20, 2024")
Preview:Reading vs. Huddersfield Town - prediction, team news, lineups
Sports Mole previews Saturday's League One clash between Reading and Huddersfield Town, including predictions, team news and possible lineups.Sep 26, 20:03
Preview:Crawley Town vs. Bolton Wanderers - prediction, team news, lineups
Sports Mole previews Saturday's League One clash between Crawley Town and Bolton Wanderers, including predictions, team news and possible lineups.Sep 26, 12:47
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2F24%2F35%2Fgary-caldwell.jpg "Exeter City manager Gary Caldwell in August 2024.")
Preview:Bolton Wanderers vs. Exeter City - prediction, team news, lineups
Sports Mole previews Saturday's League One clash between Bolton Wanderers and Exeter City, including predictions, team news and possible lineups.Aug 29, 12:30
![Wrexham's Steven Fletcher celebrates scoring the 3rd goal against Wycombe Wanderers during the Sky Bet League One match at the SToK Cae Ras, Wrexham, on August 10, 2024 [on August 11, 2024]](https://www.sportsmole.co.uk/thumbor/Mig1oxxvS5szQnLMypnmkwRARW8=/87x65/smart/filters:format(webp)/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2F24%2F32%2Fsteven-fletcher.jpg "Wrexham's Steven Fletcher celebrates scoring the 3rd goal against Wycombe Wanderers during the Sky Bet League One match at the SToK Cae Ras, Wrexham, on August 10, 2024 [on August 11, 2024]")
Preview:Bolton Wanderers vs. Wrexham - prediction, team news, lineups
Sports Mole previews Sunday's League One clash between Bolton Wanderers and Wrexham, including predictions, team news and possible lineups.Aug 16, 23:18
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2F24%2F11%2Fmichael-carrick.jpg "Middlesbrough manager Michael Carrick reacts on March 12, 2024")
Preview:Middlesbrough vs. Bolton Wanderers - prediction, team news, lineups
Sports Mole previews Saturday's friendly clash between Middlesbrough and Bolton Wanderers, including predictions, team news and possible lineups.Jul 18, 23:30
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2F24%2F01%2Fian-evatt.jpg "Bolton Wanderers manager Ian Evatt on January 7, 2024")
Preview:Barnsley vs. Bolton Wanderers - prediction, team news, lineups
Sports Mole previews Friday's League One clash between Barnsley and Bolton Wanderers, including predictions, team news and possible lineups.May 1, 21:44
Preview:Bolton Wanderers vs. Barnsley - prediction, team news, lineups
Sports Mole previews Saturday's League One clash between Bolton Wanderers and Barnsley, including predictions, team news and possible lineups.Feb 1, 13:58
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2F24%2F01%2Fneil-critchley.jpg "Blackpool manager Neil Critchley before the match on January 7, 2024")
Preview:Blackpool vs. Bolton Wanderers - prediction, team news, lineups
Sports Mole previews Tuesday's EFL Trophy clash between Blackpool and Bolton Wanderers, including predictions, team news and possible lineups.Jan 28, 21:09
Preview:Carlisle United vs. Bolton Wanderers - prediction, team news, lineups
Sports Mole previews Saturday's League One clash between Carlisle United and Bolton Wanderers, including predictions, team news and possible lineups.Jan 25, 15:14
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2F23%2F16%2Frichie-wellens.jpg "Leyton Orient manager Richie Wellens before the match on April 18, 2023")
Preview:Leyton Orient vs. Bolton Wanderers - prediction, team news, lineups
Sports Mole previews Saturday's League One clash between Leyton Orient and Bolton Wanderers, including predictions, team news and possible lineups.Jan 18, 18:35
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2F23%2F47%2Frob-edwards.jpg "Luton Town manager Rob Edwards celebrates after the match on November 25, 2023")
Preview:Bolton Wanderers vs. Luton Town - prediction, team news, lineups
Sports Mole previews Tuesday's FA Cup clash between Bolton Wanderers and Luton Town, including predictions, team news and possible lineups.Jan 14, 20:36
Preview:Bolton Wanderers vs. Cheltenham Town - prediction, team news, lineups
Sports Mole previews Saturday's League One clash between Bolton Wanderers and Cheltenham Town, including predictions, team news and possible lineups.Jan 11, 14:24
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2F24%2F23%2Fgambling-online.png "Footer logo for GAMSTOP"){kind=small}
/https%3A%2F%2Fsportsmole-media-prod.s3.gra.io.cloud.ovh.net%2F24%2F06%2FGambleAware%20Secondary%20Main%20Grey.png "on February 3, 2024"){kind=small}