Here's the earliest-known example, the "stick" logo, first seen on the jacket for the 1956 LP, "Saints".

Here's a close-up of that

Another version of the Saint appeared at about the same time, this one more sophisticated, sporting a bowler hat, spats and a cane. While the devil's horns, tail and pitchfork are gone, his hairstyle simulates the horns and a halo has been added at a jaunty angle.

If you look at the photos on the jacket of the album "Saints On The Rocks", the embroidered "stick" logo was still being used, this time in the early 1960s.
Fast forward to the 1980s, and the Saint is more modern, now wearing a sweater with the letter "L" for "Larry" (slang for a St. Lawrence student).

When the group turned forty, the Saint received some minor updates. The logo got cleaned up and the text altered to match that in the St. Lawrence logo used in university publications. Also, the horizontal lines were removed to make the entire image tighter.

For the 50th Reunion, a special version of the logo was created. It also appears in the liner notes for the CD "Yardwork!" that was released at about the same time. This version features a pair of eighth notes and has the Saint filled in and the "L" replaced with the number "50".

The 55th Reunion brought with it another special version, this time with the number "55" in a different font style replacing the "L".

For this year's 60th Reunion, the Saint has evolved even further, with his face being redrawn and made more realistic.

This Saint also has a 60th Reunion version, similar to those created for past reunions.
While the logo has changed over its 60-year history, the iconic image of the Singing Saint has always captured the devilish character that embodies the spirit of the group.
