1. I think you decided to fly with JAL, which means you'll need AA miles to book partner awards. That means you'll need another Citi AA. And because you probably don't want to wreck your 5/24 status early in the game, you should keep to Citi AA
Biz cards.
2. However, you need to wait about 95 days between your Citi AA Biz applications.
3. Getting P2 on the GrAAvy train by having him apply for the same Citi AA Biz offer you applied for -- P2 would earn the SUB and miles on spend, but unfortunately I don't think there's a way to combine your AA miles and P2's AA miles, which may make booking more complicated. I'll defer to
@DisneyMandC and
@SouthFayetteFan on this point.
4. Before you finish your Citi AA Biz MSR, you should have your next card lined up so you're not caught without a MSR to be working on.
5. You could refer P2 to the CIP. That'll get you 20k UR support points and line him up for a 80k UR SUB. Unlike AA miles, UR points are easily combined within the same household.
6. If JAL doesn't work out, you could have UR points in reserve to transfer to VS and then redeem for ANA partner awards.
7. If you don't end up booking with ANA, those UR points are still useful for booking hotels through the Chase portal or transferring to a partner with a good redemption rate like Hyatt.
8. Once P2 has a CIP, he can refer you to CIP2 as long as the CIPpy cup keeps flowing.
9. If P2 doesn't get approved for either, you could decide if self-referral from your CIP1 to CIP2 is worth the 20k UR for you. With the recent clawbacks by Amex (not Chase) of self-referral bonuses, people are a bit on edge about self-referrals and whether Chase could do something similar (or shut down accounts). It's always better to refer from P1>P2>P1 and so on than P1>P1. If your P2 can't get the CIP and can't refer you, we've had some discussion about setting up a DISchurners thread for single players to pair up and support each other.
I wonder if you're open to MS (manufactured spending) or have MS available to you to increase your spend (and therefore shorten the time it takes for you to hit MSR), but not actually increase your out of pocket expenses.
ETA: If you need more AA miles have you considered the Barclays Business Aviator?
https://www.doctorofcredit.com/barclays-business-aviator-bonus-now-75000-miles/It's a business card, so it won't affect your 5/24 status. The offer is 65k AA miles after a relatively low $1k MSR, and another 10k AA miles when you make a purchase on an employee (P2) card. I will caution that some of us on this thread got approved for this card, got the card in hand and started spending on it, only to have Barclays deactivate it and ask for business documentation. So this is kind of hit or miss.