If I'm attacking with Kanan Jarrus, can I use both his special ability and his Assault keyword to give two (different) raid tokens to one ship?

"While" usually means I can do whatever I can do while I'm doing it, as long as it is ONE thing? So I'd argue yes, since the spend [Crit] Special and spend [Hit] Assault are two different things

If so, it'd be funny to Adar him and give one ship every raid token in a single round. I'm not sure how useful that would be, but super troll-y for sure.

1 minute ago, eliteone said:

If I'm attacking with Kanan Jarrus, can I use both his special ability and his Assault keyword to give two (different) raid tokens to one ship?

If so, it'd be funny to Adar him and give one ship every raid token in a single round. I'm not sure how useful that would be, but super troll-y for sure.

Assuming that you rolled a hit and a crit, then yes, you can do that, they are different effects.