Does the pro version ...

... offer the "Videos matching a search term" option?

Currently TubePress (both Pro and free versions) offer a relatively simple search mechanism that is akin to typing a few words into the search box on youtube.com or vimeo.com. The current version does not offer the ability to perform an exact search term query, e.g. you can't search for

"cats playing piano"

but you can search for

cats playing piano

However, the upcoming version of TubePress (which I'm trying to have out by the end of this month) does offer a totally revamped search functionality that will allow you to do all sorts of complex queries. Hope this answers your question?

Yes, thanks so much!