Does juke come in to play twice during a TLT attack? TLT is two separate attacks so my understanding is that the attacker would have two opportunities to use Juke, assuming there is an evade rolled each time. Is this correct?

I suppose if a ship that can actually equip TLT has the ability to evade (using Jan Ors crew on a support ship for example) then yes.

Yes, that's correct, Juke is not limited in how many times you can use it per round, so it would potentially be usable with both TLT shots.

There aren't many ways to get the combo though, I think only the Attack Shuttle combines the ability to get Evade tokens with the ability to have a TLT attached.

Jan Ors crew in your list may do the job

Coran Horn ?

Coran Horn ?

He can't equip Tlt

Coran Horn ?

He can't equip Tlt

He can attack twice in a round, though, which amounts to the same thing but wasn't the original question.