For some reason, even after compiling the map with just Normal Vis and compiling normally, every time I try to load the portal file, it just opens the file select menu, with the map not there. I've been doing the compiling with normal Vis, and just normal Bsp.
This means that VBSP isn't generating a portal file. This could be caused by a number of issues, but the most likely culprit is that you have a leak.
Yeah, I found it. I had scaled down my map vertically. However, my light_environment entity had not been moved down, so it was out of the map. I found that through my pointfile.