Have you tried to contact the foundry or the designer where you purchased the font? This might be a font naming problem.

No, I haven't, I thought the problem must be on my end.

On a similar note, I bought a family of three fonts (The Strangelove Next family from Veer) and they show up as three separate entries, rather than one family with three weights. Any idea if I can fix that or again, do I have to contact the foundry/distributor?

It looks like the Heroic foundry has not included numeric values for fonts weights in the font specs, with the result that the application sorts them alphabetically, roman first, then italic.

The funny thing is that it's not even alphabetical... it's got

Regular Oblique
Thin

and then later

Thin Oblique
Regular

not to mention the obliques being all over the place.

I've e-mailed MyFonts, but I suppose I'll have to contact TypeTrust / Silas Dilworth directly and try to get an updated file. Is this a common problem with buying fonts outside of the usual Adobe packages? I've only purchased about 7-8 families, and I've had issues like this with a couple now.

Both MyFonts and Silas have responded to me, so you can consider me a very pleased customer. Now to Veer to check on the Strangelove font issue!