'Back in the day' - late 50's to early 80's - with the band in NY, we primarily played for weddings and dinner dances ... we had a couple of medleys of mostly 1940s tunes that we would play in the last half hour of the gig - we called them "The Money Set" because they would really get the crowd jumping and far more often than not resulted in an hour OT ... $$$$ ...
... of course in the 80s the songs often were 50s/60s RnR and disco ...
Can't wait to hear your medley, Donny ...