Here is the scenario. I looked at Jan Ors, Corran Horn, Tycho Celchu + Wingman. They are all 8's. Jan can give himself a stress to give someone an extra attack die. When exactly does this happen? Because wingman can activate when the attack phase starts.

Can this all happen at the same time? Jan takes a stress, tyco takes the stress away. I'm assuming this would be limited to a one time thing, otherwise its rinse and repeat until you are borrowing dice from everyone in the room.

But really it's does the stress stay until the next round or can it be cleared right away?

Here is the scenario. I looked at Jan Ors, Corran Horn, Tycho Celchu + Wingman. They are all 8's. Jan can give himself herself a stress to give someone an extra attack die. When exactly does this happen?

That happens during the attack, right before rolling attack dice.

Because wingman can activate when the attack phase starts.

Wingman resolves at the beginning of the combat phase. That's before the first attack.

Reading the cards...

Jan Ors: When another friendly ship at Range 1-3 is attacking, if you have no stress tokens, you may receive 1 stress token to allow that ship to roll 1 additional attack die.

Wingman: At the start of the Combat phase, remove 1 stress token from another friendly ship at Range 1.

"When another friendly ship [...] is attacking" clearly happens AFTER "the start of the Combat Phase".

Therefore Wingman cannot be used to remove the stress Jan Ors received after using her ability.

Step by step:

1. Start of the Combat phase
   • Wingman activates, you may remove a stress from someone at range 1 of Wingman
2. PS 12, 11, 10 and 9 activate and perform their attacks
3. Corran Horn attacks an enemy ship
   1. Jan Ors decides to use her ability
      1. Jan Ors receives a stress
      2. Corran Horn can roll 1 additional die
   2. Corran Horn declares Target
   3. Roll attack dice
   4. ...
   5. Deal Damage
4. Other PS 8 ships activate
5. PS 7, 6, 5, ..., 1, 0 ships activate
6. End of the Combat phase
7. Start of the End phase
   • Corran Horn can decide to attack again here
8. ...

Thanks Klutz and dvor that helps. Could Corran get the extra die for both or only the first attack. I'd guess only the one attack making the entire thing not worth the effort, obviously, but the order of things was a little hazy for me at that point.

Could Corran get the extra die for both or only the first attack.

The ability works during one attack. That does not need to be his first attack. You can use it during his second.

If Jan somehow discards the stress token between both attacks, you can use her ability twice: once during each attack. That would be two separate uses of her ability.

If Jan somehow discards the stress token between both attacks, you can use her ability twice: once during each attack. That would be two separate uses of her ability.

Unfortunately, I don't think there's a way to shed Jan's stress at the moment.

But yes, if there was some way to get ride of Jan's stress she could potentially use her ability multiple times during the same round.

Also note than Jan Ors has to actually receive the stress to activate her ability, an ability like Yorr's that allows him to receive stress instead of another ship before they receive it would not work. This is because of the way Jan's ability is worded ("...receive 1 stress token to allow...").

(Yes, I'm aware Yorr is imperial an Jan is rebel - this is simply a theoretical example!)