John Williamson (singer)
CMAA Awards

Year
Nominee/work
Award
Result
1985
"Queen in the Sport of Kings"
Song of the Year
Won
1986
Road thru the Heart
Album of the Year
Won
1986
"You and My Guitar"
Male Vocalist of the Year
Won
1987
Mallee Boy
Album of the Year
Won
1987
"True Blue"
Male Vocalist of the Year
Won
1988
Mallee Boy
Top Selling Album
Won
1989
Boomerang Cafe
Album of the Year
Won
1989
Boomerang Cafe
Top Selling Album
Won
1990
Warragul
Album of the Year
Won
1990
Warragul
Top Selling Album
Won
1990
"Drover's Boy"
Heritage Award
Won
1992
JW's Family Album
Top Selling Album
Won
1995
"Tropical Fever" – directed by Mark Jago
Video Track of the Year
Won
1996
Mulga to Mangoes
Top Selling Album
Won
1997
John Williamson
Roll of Renown
Inductee
1998
Pipe Dream
Top Selling Album
Won
2000
The Way It Is
Top Selling Album of the Year
Won
2000
"Campfire on the Road"
Heritage Song of the Year
Won
2000
"Three Sons"
Bush Ballad of the Year
Won
2004
"Raining on the Plains" (duet with Sara Storer)
Vocal Collaboration of the Year
Won
2004
"Raining on the Plains" (duet with Sara Storer)
Single of the Year
Won
2004
"Raining on the Plains" (duet with Sara Storer)
APRA Song of the Year
Won
2006
Chandelier of Stars
Album of the Year
Won
2006
Chandelier of Stars
Top Selling Album of the Year
Won
2006
"Bells in a Bushman's Ear"
Bush Ballad of the Year
Won
2009
"Australia Is Another Word for Free" (with Warren H Williams and Amos Morris)
Bush Ballad of the Year
Won
2014
"Pozie" (with Sara Storer)
Vocal Collaboration of the Year
Won
2019
"Please Don't Forget Me"
Bush Ballad of the Year
Won

Question:  John Williamson won which two awards for which songs at the Country Music Awards of Australia in 1986?
Answer: At the Country Music Awards of Australia in 1986, John Williamson won 'Album of the Year' for Road Thru the Heart and 'Male Vocalist of the Year' for "You and My Guitar".