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So with the new Custodes rules in WotS, I'm planning on trying out a Dread Host Allarus SC and Vexilus Praetor with the +1 attack Vexilla combo.

The plan is to give my Allarus SC the Peerless Warrior WLT which states "Each time you make a hit roll of 6+ for your Warlord in the Fight phase, they can immediately make an extra attack against the same unit using the same weapon. These extra attacks cannot themselves generate any further attacks."

In combination with giving my Vexilus Praetor the new Dread Host WLT All-Seeing Annihilator which reads "When resolving an attack made with a melee weapon by a model in a friendly Dread Host unit within 6" of this Warlord, an unmodified hit roll of 6 scores an additional hit."

Now assuming they're both within range of each other, my Allarus SC now has 6 base attacks. Assuming he rolls a single hit roll of 6 for one of his attacks, he should be getting one additional hit from ASA and one additional attack to be rolled from PW. If I roll another 6 from the additional attack generated by PW, will that trigger another additional hit from ASA again, giving a total of 9 attacks? Would that extra generated hit not count as a generated extra attack as mentioned in PW?

The another additional hit from ASA triggers. The extra hit is a result of ASA, It's not an additional attack, it's an extra hit generated for meeting the ASA trigger. You're still making only the one extra attack beyond your base attacks, you just scored two hits instead of one.

I thought only one Warlord trait could be given to a character. Did that change?

 DeathReaper wrote:
I thought only one Warlord trait could be given to a character. Did that change?

He is using an Allarus Shield Captain and a Vexilus Praetor. Two CHARACTERS, each with a Warlord Trait.

 BaconCatBug wrote:

 DeathReaper wrote:
I thought only one Warlord trait could be given to a character. Did that change?

He is using an Allarus Shield Captain and a Vexilus Praetor. Two CHARACTERS, each with a Warlord Trait.

Ahh, it seemed like he was talking about a single character. Nevermind then. Nothing to see here.

 doctortom wrote:
The another additional hit from ASA triggers. The extra hit is a result of ASA, It's not an additional attack, it's an extra hit generated for meeting the ASA trigger. You're still making only the one extra attack beyond your base attacks, you just scored two hits instead of one.

Thanks, glad it sounds like I was right about my assumption on how all that works.

Another question, related to charging with the overwatch overhaul now:

If I have unit A 9" away from enemy unit B and unit C being 10" away, I declare a charge on both of them and roll a 9 on my charge roll, can unit A pile into combat with and fight both units B and C assuming the 3" pile in can be made and unit A can get into within 1" of unit C as a result?

You'll need to have at least 1 model on unit B,in the charge phase assuming that it's not exactly 10" to unit C. You'd be able to pile into either unit and attack if you're close enough, though. This is assuming that things don't change with charging and piling in with the new edition.

Awesome, thanks!