Yes, you should be able to Teamwork that per the normal teamwork rules. Note that your maximum teamwork bonus is equal to the skill (not pool, skill) of the teamwork-ee.
Unwired 101 has rules for a "Mass Attack" which is Probing the Target (only), allows teamwork, and sprites/agents cannot teamwork but add +1 each to a maximum of +5.
OK, I am about 95% sure that when you use Hacking on the Fly with teamwork, the system gets a chance to spot both of you, not just the main hacker. I can't seem to dig this rule up again, though, so it's possible I'm misremembering. Does anyone know where this is?