Rouge of Love - Majima karaoke. Non-optional IMO.
The end of the real estate story line could be interesting to watch.
Watch a few more rounds of the Soft on Demand videos (can skip the videos if pushed for time) - should trigger a couple of fun substories with each character.
Find the mushroom seller - alley in north-east Kamurocho - and buy from him a few times. His friendship is suitably dumb.
Looking at the Heat move compilations to see what you missed could be fun (Majima's fourth style has a particularly brutal one that you can virtually spam).
A lot of people are suggesting the Daigo/Fortune Teller/Rise of the Dragon substories, but I'm not convinced you'd get much out of them as they heavily reference the 'future' games. It's the sort of thing that'd be more interesting to see after the other games IMO.
Nothing else too essential comes to mind (there's gameplay stuff you missed -- drug stores, weapons store for Kiryu etc. -- but it's a bit late now :p).
For stuff outside of the game, I'd definitely have a skim through the videos in this blog: https://www.giantbomb.com/forums/general-discussion-30/a-bunch-of-videos-for-beast-in-the-east-yakuza-0-1809411/ Seeing the VAs and the Mr. Shakedown/Mr. Moneybags interviews is rather interesting IMO.
To round it out, here's Takeuchi Riki (a.k.a Awano) covering Morning Musume - Love Machine in wrestling character:
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