Nnnnnot much. I'd say a little more than canon, if only because Jehra has been Very Insistent about how much danger he senses from Sion (even if he just deals with it at this point), and Ryner knows that Jehra's senses are accurate. But that doesn't tell him much more than "oh hey something about Sion is dangerous". And I guess in private he may have wondered once or twice about what that means, but it's obviously something about home, and... well, he'd rather deal with Infinite Paperwork when he inevitably goes back than worry about it before that happens.

The Other Issues, meanwhile... I'm not sure ^^; I mean, I assume he already more or less had a feeling about the whole repressing romance thing (and can sympathize), but outside of that...

A one way portal opens up to Roland, and Sion and his 'mons can each choose to either go through or stay forever in Johto, because it's not opening again. Does Sion go back, and if so, which of his pokémon (if any) follow him?