Playback while recording in CEP

So, I searched all over online for answers and then for forums, and this is the only forum that appears to be active that may be able to help me out. It's related to Cool Edit Pro 2.0.

I've been using CEP since 2003 (yeah I know, time to upgrade. I have, but I always go back). I've never run into this problem before.

I got a new PC recently, and had my guitarist come over this weekend to get some tracks recorded. The session plays perfectly fine, but when I hit record, it'll record, but wont play any of the other pre-existing tracks. Nothing is muted or solo'd. It literally doesn't even show music playing down in the monitor level section. But when I'm just playing the music, it's fine..

At first, I thought maybe it was a Windows 10 problem, but then I remembered I recently recorded my singer on my laptop, which also has Windows 10. So I don't know what the issue is.

Any thoughts?