Back when Season 1 was released, the cast on the page was arranged according to the credits. Now that Season 2 has begun being released you should probably arrange it in the format you see on most pages.
If it's exactly the same, then leave it be. If some of the credits are different between seasons it's better to arrange it in the format above. It was done with Fate/Apocrypha and Fate/Extra (in Extra's case credits were different for episodes 1-6 and 7-12).
In regards to Stephanie Young, we'd prefer something like an official announcement from the company, a credits list on an official site, or a Facebook post, tweet, or other social media post for confirmation.
As for the Cardcaptor Sakura cast, I do not know who played them. You might want to ask Caitlin Glass (the show's ADR Director) on Twitter who played them.
I had suspected as much given that I looked at other VA pages and didn't find it. I figured putting it under Web Anime would be the best bet if it were to succeed.
It's certainly a gray area that people put a hard-and-fast line on. For instance, repeatedly mentioning RWBY in the r/anime subreddit gets people banned from it over on Reddit. I guess I take solace in that this wiki isn't iMDB and thus doesn't record every role, videogame, anime, western cartoon, tv appearance, etc. somebody does.