4-Time Champions (WPIAL and PIAA)
WPIAL Four-Time Champions
After just five wrestlers won four straight WPIAL individual titles from 1936-1988, the size of the club doubled in the 1990s. Since the turn of the century, 20 more wrestlers have joined one of the most exclusive fraternities in western Pennsylvania sports, including at least one in six of the past seven years. Ian Oswalt won his fourth title in 2021, becoming the third Burrell wrestler to win four straight championships.
- Andy Puchany, Canonsburg (1936-1939)
- James Conklin, Waynesburg (1940-1943)
- Donald Haney, Canonsburg (1947-1950)
- Manuel Pihakis, Canonsburg (1949-1952)
- John Dasta, Penn Hills (1985-1988)
- John Richey, Connellsville (1988-1991)
- Cary Kolat, Jefferson-Morgan (1989-1992)
- Mark Angle, Canon-McMillan (1992-1995)
- Justin Tracanna, Jefferson-Morgan (1993-1996)
- Shawn Whyte, West Greene (1995-1998)
- Troy Letters, Shaler (1998-2001)
- Joe Makara, Burrell (2000-2003)
- Larry Hall, Jeannette (2001-2004)
- Coleman Scott, Waynesburg (2001-2004)
- Troy Dolan, Derry (2004-2007)
- Colin Johnston, Canon-McMillan (2005-2008)
- Jordan Shields, Burrell (2005-2008)
- Dane Johnson, Shady Side Academy (2006-2009)
- Matthew Cunningham, Shady Side Academy (2007-2010)
- Geoffrey Alexander, Shady Side Academy (2008-2011)
- Nico Megaludis, Franklin Regional (2008-2011)
- Jimmy Gulibon, Derry Area (2009-2012)
- Jason Nolf, Kittanning (2011-2014)
- Solomon Chishko, Canon-McMillan (2011-2014)
- Jared Walker, South Fayette (2012-2015)
- George Phillippi, Derry (2013-2016)
- Spencer Lee, Franklin Regional (2014-2017)
- Gavin Teasdale, Jefferson-Morgan (2015-2018)
- Thayne Lawrence, Frazier (2017-2020)
- Kurtis Phipps, Norwin (2017-2020)
- Ian Oswalt, Burrell (2018-2021)
PIAA Four-Time Champions
Gavin Teasdale, Jefferson-Morgan, scored a 2-0 win over Josh Jones, Saucon Valley in the 2018 126-pound AA championship match, becoming just the 13th four-time PIAA wrestling champion. Teasdale and Cary Kolat become the first duo from a single school to accomplish the feat. Two of the wrestlers on this list of four-time PIAA champions are not on the WPIAL list: Ty Moore (North Allegheny) and Jeremy Hunter (McGuffey).
- James Conklin, Waynesburg (1940-1943)
- Jerry Maury, Clearfield (1947-1950)
- Mike Johnson, Lock Haven (1958-1961)
- Matt Gerhard, Catasaqua (1981-1984)
- Ty Moore, North Allegheny (1987-1990)
- John Hughes, Benton (1988-1991)
- Cary Kolat, Jefferson-Morgan (1989-1992)
- Bob Crawford, Milton (1990-1993)
- Jeremy Hunter, McGuffey (1993-1996)
- Jimmy Gulibon, Derry Area (2009-2012)
- Chance Marstellar, Kennard Dale (2011-2014)
- Thomas Haines, Solanco (2011-2014)
- Gavin Teasdale, Jefferson-Morgan (2015-2018)