For more than two decades, Punsters United Nearly Yearly (P.U.N.Y.) has been choosing a Punster of the Year (P.O.T.Y.). Previous winners include:

2019 – Scott Hilburn
2018 – Angela Demitis
2017 – Rhain Louis and Pat Tanzola (The Pun Gents)
2016 – Andy Balinsky
2015 – Brian Oakley
2014 – Bryan Wilson (News Release)
2013 – David Gugenheim
2012 – Bob Dvorak
2011 – John Pollack
2010 – Steve Brooks
2009 – Jim Ertner
2007/2008 – Leonard Cobey and Lila Bondy
2006 – Joel McColl
2005 – Cynthia MacGregor
2004 – Norman Gilbert
2003 – Alan B. Combs
2002 – George McLughan
2001 – Gary Roma
2000 – Stan Kegel, M.D.
1999 – Mack R. Rowe
1998 – Gregg Opelka
1997 – Gary Hallock
1996 – Joyce Heitler
1995 – P.C. Swanson
1994 – Poppy Champlain
1993 – Robert W. Boxer, M.D.
1992 – Steve Bhaerman
1991 – Jeffrey Zaslow
1990 – Bob Thaves
1989 – Richard Lederer
1988 – Joel Goodman