I watched all of the first game under Game Grumps, it's what got me interested in the series, I then played and livestreamed 2 up to the last couple chapters and fell off for a couple years since I stopped streaming (I do this too much with games 😅).
Later I came back and watched the rest of it when GG started playing V3, then I played V3 all the way through myself and loved it, I'm currently couple chapters into Rain Code which is essentially the same thing, I'm not a fan of the MC thus far but Shinigami is great.

I'm pretty sure V3 is my favourite, it has my favourite trial mechanics of the 3 and I grew to like a lot of the characters, mysteries and overall narrative.