Which tribe should I see?
There are so many types it's hard to say. OVAs are just alternative stories that are not uncommon with software or movies. A movie is a complete story, so leave it to the end.
I would say look at it as a tribe, then Tomoi's chapter, then a tribe in terms of story, then a tribe or chapter and then a tribe film.
Tommy Clan Bob after death
Tribe history according to history
Another tribe or global chapter
This is the starting point, but it doesn't matter unless you are a tribe and then after the 5th date.
At least you can finish the first season so far by watching Tommy Financial Disaster or our Financial Disaster. You can't watch a movie without ending both seasons of TV Guru (you don't have to watch it to watch it because it's a side story).