The Bill Masson Trophy Sponsored by Pittodrie Bar. Started in 1971/72.
| Bill Masson Trophy | ||||
| Year | Winner | Runner-up | ||
| 2022 / 23 | Lewis McLeod (Mains of Scotstown) | Craig McIntosh (Murdos Bar) | ||
| 2021 / 22 | M Murray (Masada) | K Gilbert (Old Bank Bar) | ||
| 2020 / 21 | No Season Due to Covid-19 | |||
| 2019 / 20 | J McKay (Grays Inn) | Mike Murray (Masada) | ||
| 2018 / 19 | Keith Blake (Brig Inn) | Shaun Mackie (Regent Bridge) | ||
| 2017 / 18 | Andy Page (St Machar) | Keith Blake (Brig Inn) | ||
| 2016 / 17 | Barry Horne (Dee SC) | Keith Thomson (Brig Inn B) | ||
| 2015 / 16 | Steve Taylor (Brig Inn) | Kev Porter (White Cockade) | ||
| 2014 / 15 | Kev Porter (White Cockade) | Alex McDonald (Cove SC) | ||
| 2013 / 14 | Steve Taylor (Brig Inn) | Alex McDonald (Cove SC) | ||
| 2012 / 13 | Craig Robertson (Northern Bar) | Paul MacLeod (Holburn) | ||
| 2011 / 12 | Mark Cowie (RB) | Eric Laing (BI) | ||
| 2010 / 11 | Craig Robertson (Northern Bar) | Eric Laing (Brig Inn) | ||
| 2009 / 10 | J McKay (Crown) | Eric Laing (Brig Inn) | ||
| 2008 / 09 | Kevin Robertson(Fountain B) | Ian Kirkland (Butchers Arms) | ||
| 2007 / 08 | Ian Kirkland (Butchers Arms) | Mark Perfect (Northern) | ||
| 2006 / 07 | Gary McQueen (Castle) | Grant Sim (Kings Bar) | ||
| 2005 / 06 | Grant Sim (Kings Bar) | Rab Gourdie (Marischal Bar) | ||
| 2004 / 05 | Keith Ferguson (Auchmill Inn) | Garry Watt (Coopers) | ||
| 2003 / 04 | Jim Forbes (Masada) | Kevin Robertson (Kings Highway) | ||
| 2002 / 03 | D Masson (Three Lums) | M Frain (Fountain) | ||
| 2001 / 02 | Matt Goldie (Northern) | Grant Sim (Wagleys) | ||
| 2000 / 01 | Martin Black (Pittodrie) | Peter Greig (Kings Highway) | ||
| 1999 / 00 | Grant Sim (Wagleys) | Neil Fyfe (Kittybrewster) | ||
| 1998 / 99 | Peter Greig (Kings Highway) | Grant Sim (Wagleys) | ||
| 1997 / 98 | Charlie Beange (Northern) | Peter Greig (Kings Highway) | ||
| 1996 / 97 | Grant Sim (Victoria Lounge) | Martyn Black (Pittodrie) | ||
| 1995 / 96 | Roy Kennedy (Anchorage) | Grant Sim (Victoria Lounge) | ||
| 1994 / 95 | Grant Sim (Victoria Lounge) | Kevin Watt (Northern Lounge) | ||
| 1993 / 94 | Colin McHattie (Black Dog) | Kevin Watt (Northern Lounge) | ||
| 1992 / 93 | Keith Morrison (Northern) | John O’Sullivan (Frigate) | ||
| 1991 / 92 | Colin Robertson (Seaton Arms) | Keith Morrison (Northern) | ||
| 1990 / 91 | Janette Youngson (Lochside) | Colin Robertson (Seaton Arms) | ||
| 1989 / 90 | Bob Taylor (Northern) | Jim McLachlan (Marischal) | ||
| 1988 / 89 | John Morrice (Crown) | Craig Robertson (Golden Cairns) | ||
| 1987 / 88 | Billy Mann (Central Lounge) | Sandy Shewan (Tammels) | ||
| 1986 / 87 | Charlie Beange (Northern) | Billy Mann (Central Lounge) | ||
| 1985 / 86 | Billy Mann (Central Lounge) | Pat Carr (Rosemount) | ||
| 1984 / 85 | Joe May (Golden Tee) | Steve Adams (Broadsword) | ||
| 1983 / 84 | Jim Booth (Balaclava) | John McLeod (Peep Peeps) | ||
| 1982 / 83 | Benny Lumsden (Guild Hotel) | Gordon Cameron (Bobbin Mill) | ||
| 1981 / 82 | John Barbour (Charlotte) | Ted Reay (Brig Inn) | ||
| 1980 / 81 | Ian Stilson (Central) | Dave Neilson (Charlotte A) | ||
| 1979 / 80 | Murray Douglas (Silver Slipper A) | Gideon Bruce (Crown & Anchor) | ||
| 1978 / 79 | Dave Neilson (Charlotte A) | Mike McDougall (Double Two) | ||
| 1977 / 78 | Murray Douglas (Silver Slipper A) | Gideon Bruce (Crown & Anchor) | ||
| 1976 / 77 | Dave Neilson (Charlotte A) | Mike McDougall (Double Two) | ||
| 1975 / 76 | John Barbour (Gaiety) | Peter Crockett (Castlehill) | ||
| 1974 / 75 | Peter Crockett (Lord Byron) | Doug Scott (Club Bar) | ||
| 1973 / 74 | Dave Neilson (Charlotte) | Jim Shea (Elite) | ||
| 1972 / 73 | Dave Neilson (Charlotte) | Harry Murray (Club Bar) | ||
| 1971 / 72 | George Hendry (Donview) | Cliff Murray (Pittodrie) | ||
| Started as Bill Masson Trophy in '71 | ||||