| Boys Soccer Playoff History |
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| 2019 |
| Class: 4A/5A | | Round 1 | Briarwood 10-0 Parker | | Round 2 | Briarwood 2-1 John Carroll | | Round 3 | Briarwood 8-0 Sylacauga | | Semi-finals | Briarwood 2-1 Montgomery Academy | | Finals | Briarwood 5-0 Springville |
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| 2018 |
| Class: 4A/5A | | Round 1 | Briarwood 10-0 Holt | | Round 2 | Briarwood 4-0 Trinity | | Round 3 | Briarwood 4-1 LAMP | | Semi-finals | Briarwood 3-0 St. Pauls | | Finals | Briarwood 1-5 Randolph |
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| 2017 |
| Class: 4A/5A | | Round 1 | Briarwood 10-0 Demopolis | | Round 2 | Briarwood 1-0 Trinity | | Round 3 | Briarwood 3-1 LAMP | | Semi-finals | Briarwood 2-0 Andalusia | | Finals | Briarwood 2-3 Randolph |
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| 2016 |
| Class: 6A | | Round 1 | Briarwood 3-2 John Carroll | | Round 2 | Briarwood 0-1 Pelham |
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| 2015 |
| Class: 6A | | Round 1 | Briarwood 1-7 Homewood |
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| 2013 |
| Class: 5A | | Round 1 | Briarwood 4-0 Carroll | | Round 2 | Briarwood 3-1 John Carroll | | Semi-finals | Briarwood 1-0 Athens | | Finals | Briarwood 3-0 St. Pauls |
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| 2012 |
| Class: 5A | | Round 1 | Briarwood 2-1 Southside Gadsden | | Round 2 | Briarwood 0-2 John Carroll |
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| 2011 |
| Class: 5A | | Round 1 | Briarwood 1-2 Fort Payne |
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| 2010 |
| Class: 5A | | Round 1 | Briarwood 6-0 Talladega | | Round 2 | Briarwood 1-0 Sylacauga | | Semi-finals | Briarwood 3-0 Cullman | | Finals | Briarwood 0-1 John Carroll |
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| 2009 |
| Class: 5A | | Round 1 | Briarwood 10-0 Talladega | | Round 2 | Briarwood 4-0 Sylacauga | | Semi-finals | Briarwood 2-1 St. Pauls | | Finals | Briarwood 0-2 John Carroll |
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| 2008 |
| Class: 5A | | Round 1 | Briarwood 9-0 Sylacauga | | Round 2 | Briarwood 4-1 Gulf Shores | | Semi-finals | Briarwood 3-0 Benjamin Russell | | Finals | Briarwood 2-3 John Carroll |
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| 2007 |
| Class: 5A | | Round 1 | Briarwood 3-0 Sylacauga | | Round 2 | Briarwood 6-3 St. Pauls | | Semi-finals | Briarwood 2-0 John Carroll | | Finals | Briarwood 2-1 UMS-Wright |
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| 2006 |
| Class: 5A | | Round 1 | Briarwood 1-2 Benjamin Russell |
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| 2005 |
| Class: 5A | | Round 1 | Briarwood 2-0 Sylacauga | | Round 2 | Briarwood 7-1 Eufaula | | Semi-finals | Briarwood 1-2 Homewood |
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| 2004 |
| Class: 5A | | Round 1 | Briarwood 6-0 Sylacauga | | Round 2 | Briarwood 11-1 Robertsdale | | Semi-finals | Briarwood 4-3 Northridge | | Finals | Briarwood 4-1 Fairhope |
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| 2003 |
| Class: 5A | | Round 1 | Briarwood 2-1 Benjamin Russell | | Round 2 | Briarwood 4-0 Fairhope | | Semi-finals | Briarwood 1-3 Cullman |
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| 2002 |
| Class: 5A | | Round 1 | Briarwood 0-3 Homewood |
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| 2001 |
| Class: 5A | | Round 1 | Briarwood 10-0 Gardendale | | Round 2 | Briarwood 4-0 St. Pauls | | Semi-finals | Briarwood 5-1 Athens | | Finals | Briarwood 4-1 Oak Mountain |
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| 2000 |
| Class: 1A/4A | | Round 1 | Briarwood 5-3 Trinity | | Round 2 | Briarwood 4-1 Houston Academy | | Semi-finals | Briarwood 3-2 Mars Hill | | Finals | Briarwood 1-3 Randolph |
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| 1999 |
| Class: 1A/5A | | Round 1 | Briarwood 3-2 Altamont | | Round 2 | Briarwood 3-4 St. James |
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| 1997 |
| Class: 1A/5A | | Round 1 | Briarwood - John Carroll |
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