La Chickis,
Now that you've posted a handfull of times, you can now post pictures...if possible, it would be very helpful if you could post a picture of these "broken" roots.
As for checking them, other than moving a couple bits of moss to see the upper layers and seeing how healthy they are (white is ususally a good sign) I wouldn't go unpotting the plant for a bit... I personally would wait and let the plant get used to it's growing space and environment before moving it around...Onc roots can be fragile.
In about a year, you'll need to repot again- when you do- get a see-through pot
Welcome to First Rays Orchids and this will allow you to see the plant's roots in the future to make sure it's happy and healthy... If a plant is really healthy, it'll grow so many roots that you can pull the whole thing- moss, roots, and plant all in one big mass. Then you DEFINATELY know it's a happy little critter.
Repotting can expose your plant to all sorts of buggies, viruses, and potential damage so if you can repot only 1x/ year or every other year, the better...
If you want to get a clear pot now, transfer it to the new pot and then leave it be! try to be a gentle as you can and tap the pot gently on the table/counter to get the potting medium to settle in around the roots...wear rubber gloves- you can damage roots by accidentally nicking them with a finger nail and we all know our fingers are not the cleanest things...