You guys do realise that Connor is an official employee of kadokawa/bookwalker right? All three of the trash taste crew are and they're in Japan with work permits from that.
Therefore I don't think he'd be able to join Nijisanji, another Japanese company while still having his job with kadokawa. Any semi competent VA can make that voice for a few lines. He's not the only one.
If he did want to have a vtuber model it would make sense to be independent considering how much he collabs with ironmouse and not so much with other vtubers.