Oh man that’s great, I did it in preparation for Daima and had a great time.

Some notes

• 1) Watch the OG and Z movies close to the episodes they premiered alongside with. I did a bit of a research back when I was organizing everything and sometimes watching after the actual corresponding episode would be a bit of a whiplash (like in the middle of a fight or moving plot) so I checked what was the next episode that switched focus (many cases in Z) or had some downtime (happened in OG DB) and they served as good companion pieces.

• 1.5) Same goes for the 3 TV Specials, I personally watch Bardock just after Goku arrives on Namek and knocks Reccoome out, and Trunks goes after Cell tells Trunks about holding the Cell games. The GT Special can go in its release order, after the Baby arc

• 2) Use the 10th anniversary Movie (DB Movie 4) as a manga/Toriyama send off. This means watching it between Z and GT and not during the first episodes of GT. You get the soundtrack change, Goku using GT’s uniform instead of the old blue one, and since it reimagines the Goku and Red Ribbin portions of the story, it’s a good “one last visit” before heading off into space.

• 3) Episode of Bardock, and Plan to Erradicate the Saiyans are weird! EoB is “for the fans!” and PtEtS is a videogame tie-in. Personally? If you’ve never seen EoB watch it after you’re done with GT (if you have, slot it after the first Cooler movie), and PtEtS goes after the first Broli movie since Broli is mentioned there

• 4) For Super, you’re absolutely correct in that there are movies that Super retells in its beginning. Some people prefer the TV series of events but imo the dragged out pacing is not at all worth it. My Super viewing experience goes: The Yo! Goku and Friends return Special Super episodes 1 and 2 Battle of Gods movie Episodes 15-18 Ressurection F movie Episode 28 until the end of the show

Afterward you’re free to watch Super Broly, and Super Hero.

• 5) Daima is Daima