It helps to pick a specific show or character to follow. For WCW I recommend just going through WCW Saturday Night.
For my second recommendation I would start around the time of November 1996 and follow the Bret/Austin story from Survivor Series-ish onward. Or you could follow from the fallout of WrestleMania 12 onward, that way you still get good Shawn Michaels matches along with some Vader, Mankind and Sycho Sid.
I was thinking about doing Nitro but Now I’ll def do WCW Saturday night instead if I watch a WCW show