| 1951 | | Glen Check | |
| 1952 | | glen frey | |
| 1953 | | Glen Glenn | |
| 1954 | | Glen Goldscmith | |
| 1955 | | Glen Gray | |
| 1956 | | Glen Hansard | Acoustic/Folk/Indie |
| 1957 | | Glen Hansard & Marketa Irglova | Acoustic/Folk/Indie |
| 1958 | | Glen Hansard f/ Marketa Irglova | |
| 1959 | | Glen Hansard Ft. Marketa Irglova | |
| 1960 | | Glen Matlock | |
| 1961 | | Glen Medeiros | |
| 1962 | | Glen Miller | |
| 1963 | | Glen Moore | |
| 1964 | | Glen Phillips | Acoustic/Folk |
| 1965 | | Glen Sanchez | |
| 1966 | | Glen Scott | |
| 1967 | | Glen Templeton | |
| 1968 | | Glen Velez | |
| 1969 | | Glen Vella | |
| 1970 | | Glen Washington | Reggae |
| 1971 | | Glen Yarborough | Folk |
| 1972 | | Glenn Burtnick | |
| 1973 | | Glenn Claes | |
| 1974 | | Glenn Davis | |
| 1975 | | Glenn Davis Doctor G | |
70s
Latin/Pop
Hardcore
Hip-Hop/Rnb
Hip-Hop
90s/Latin/Pop
Hip-Hop/Pop
Emo/Rock
Pop