Hi Stephi,
I agree with what Ted has said above. The first one looks fairly OK. The wiry remains of the roots are probably pretty useless unless you want to leave them to help anchor the plant in the pot.
The dendrobium roots don't look great to me, but while I grow a couple of those I've never taken them out the pot (yet) son can't comment that much.
As far as 'adequate drainage', orchids in general don't like to be standing in water at all. They can be given plenty of water provided that there are also plenty of air gaps in the medium so you would usually want to water thoroughly them then allow ALL excess water to drain away. (Having said that there are methods for growing in water culture but in general always drain them).
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