Two hybrid Phal repotting questions

[j_orchids]

Hello Folks,

I have these two hybrid Phals

The one with the umbrella was a struggling orchid of a coworker that I am trying to rescue. It was tightly packed in spagnum, where I am told it had been for at least a couple years. It had very few short healthy roots. The old leaves have gone limp and at least two of them have turned yellow and fallen off, but it's also growing a new leaf. Is this normal and healthy behavior? Should I be optimistic about this orchid's eventual recovery?

The second is one that I got as a gift in February. It's in it's original pot and media from the florist/nursery. It flowered. Then, in the past couple months, it had grown a full leaf and a new one is starting. It also has a root that is growing out the bottom of the pot. This root is tightly wedged in the drainage holes, and there is a new air root, as you can see. Does this need to be repotted? Will it suffer/sulk from being repotted this far into it's growth cycle? I ask, because I always read that repotting should be done at the start of a new growth cycle. If repotted, should I try to save the root that is growing from the bottom of the pot?

Thanks!

~ Jon