When should I re-pot my Pansy Orchid?

[Ducky87]

Hello all,

I am very new to this site and thanks to some wonderful people on this site already I have Identified one of my orchids as a Pansy Orchid. It is new and from the local Fred Meyer store. I know that it is probably still under a lot of stress. However, I am wondering when the best time to put some new medium in with my plant, and put it in a new pot.

I attatched some pictures of what the roots currently look like, I felt the medium as well and even my family members who were in the kitchen with me said they felt bone dry. should I water before or after I repot if it needs to be done?

Thanks all