I don't see the need to change the filter every drain and fill. Even less of a worry with the highly friction modified fluids like T-IV and WS. Its a sealed system, not exposed to air, fuel, dirt, etc. When to change the filter depends how you took care of it, how often you drained it, etc. Lubegard is an excellent additive, the only additive to use. Use the Lubegard "Red", and your troubles disappear.
Indeed, the filter should only be changed in a well-abused transmission, or after a whole heckofalot of miles (200k or so sounds reasonable). The trans in my 99 was dirty enough, from 160k miles of abuse, to clog 2 filters; had it been maintained well, it would still be on its first filter. The filter in it now will still be in it when it hits 360k, no doubt.
It is, however, far from a sealed system. It has an overflow, which is open-air and if you've ever removed the dipstick to check the fluid level, you're further exposed it. Even ignoring that, clutch packs are a wear park which produce small bits as they wear down, which is another source of contamination.
At $17 a pop, though, it's definitely a waste to change the filter frequently. In my case, it was a necessity in terms of repair and getting the transmission to a known state. Now that I'm there, I can leave it alone.