I'll try to straighten out some of the Outsiders info, from memory so this might not pass the accuracy test.
The Outsiders were one of many bands in NE Ohio that played 'greaser' music - a combination of pre-Beatles rock and roll, east coast doowop, early Motown/Detroit soul - and some British Invasion - but they tried to set themselves as NOT being British influenced or 'mop tops' - those weird looking longhairs were the enemy! The Outsiders were not as soulish, or adamantly anti-British as, say, Bocky and the Visions, but they were from that side of the musical tree.
The band that plays on Time Won't Let Me is King, Geraci, Mert, with Ron Harkai (drums) and Al Austin (lead guitar). Harkai played on some of the songs for the first LP, I think Jimmy Fox (of the James Gang) did as well. If you look at the 1st LP cover, the far right has Harkai airbrushed out (the liner notes don't mention a drummer). Harkai left to join the military. Austin didn't stay with the band, Bill Bruno came into the band. Austin was killed in a car accident a couple years later. The horn parts were played by a couple local guys, supposedly Ken Hamann (the engineer at Cleveland Recording) had to do some creative 'auto tuning' to get them to mix in pitch. All the Outsiders recordings were done at Cleveland Recording.
I don't like to speak ill of the deceased but Tom King was not the most popular guy in Cleveland music. His explanation for the Outsiders name (something to do with being an 'outsider' in his family) says more than I can. Actually the Outsiders name was assigned to them by Capitol - it was the first available name in Capitol's list of suitable 'teen age' band monikers. The band's constant turnover is also part of the personality conflicts. Tom's brother Don King was also involved (Don had been a member of the Starfires, the predecessor band).
After TWLM broke, the added Rick Biagola (I think he went by a non ethnic stage name) on drums - that's the lineup depicted on the Number 2 LP. The first couple LPs were recorded when the band was managed by Roger Karshner, a former (and future) Capitol rep living in Cleveland. Karshner recuited upstate NY native Chuck Mangione to help with arrangements and horn charts (neither of these two were involved with the TWLM recording).
After a year or so Karshner and the band parted ways. The band also went through three lead guitarists (Walt Nims, Bill Cavanaugh, and Nims returning) and another drummer or two, even Mert quit and they had some temp bass players. Mert returned to Denmark. By late 1967 the band was in complete disarray and Geraci and King had a split which resulted in two Outsiders bands, one with Geraci and Nims, the other with King (and Cavanaugh, I think - Cavanaugh later surfaces as the producer of the second Dragonwyck LP, he is now a studio engineer in NYC). The Outsiders on Bell is the Geraci band, the one on Kapp is the King band. The Geraci Outisders moved to Los Angeles with Nims and drummer Jon Guttman (Akron native who had been in the Chambermen and the Lime, briefly). This group eventually became Climax of "Precious and Few" fame. I have a promo pic of the Outsiders (for Bell) and Climax, using the same pic!
King did sing lead vocals on some of the Outsiders records, you can tell by listening. Also Joe Kelley (Shadows Of Knight) overdubbed a guitar part on "Gotta Leave Us Alone".
The Outsiders were a good draw in Cleveland, but not the biggest band in town. A summer 1966 poll (when the band was at their peak) had them finishing 5th (so the story goes) behing the Tree Stumps, the Saxons, the Mixed Emotions, and one other band - they were supposed to play a huge show with Paule Revere and the Raiders as headliners, but they had a conflict or (as some say) refused to do it as they didn't win.