Wooden baskets engulfed by large cattleyas - is Repotting even possible?

[Roberta]

Before diving further, you might want to wait and see what grows... many of those back bulbs are going to continue to wither. In another year or so, you'll have the dead brown ones, and hopefully new growth, and you'll be better able to see what needs to be further trimmed (and where). For a big overgrown plant like that, I have found the cleanup to be a multi-stage (at least two stage) process.