So here's what I've kind of decided on, and where it will leave me:
Chase SWA Premiere/Plus (only one, preferably Premiere)
- 50,000 WN points
- $2k in 3 months
Chase AirTran
- 32 A+ Credits (~38,400 WN points)
- 2 Business upgrades
- $2k in 3 months
American Express Premiere Gold
- 50,000 MR points
- $1k in 3 months
Citi AA Gold
- 30,000 AA miles
- $750 in 4 months
US Airways- 35,000-40,000 US Air miles
- First spend
Total Haul: ~210,201
Spend: $6,001 in first 3 months, $750 in fourth month.
And here is where it will leave my once everything is transferred into it's final destination, this includes spending and all existing miles, including those from previous AoRs:
United: ~100,000 (CSP & MP Explorer)
AA: ~160,000 (Citi AA Plat, US Air x2, Citi AA Gold, Once merger is complete)
WN: ~92,000 (Premiere and Air Tran, Once merger is complete)
Virgin America: 20,001 (hehe)
Hilton: 270,000 (Citi Hilton Gold, Amex Hilton, Hawaiian, MR*)
Total: ~642,000 miles/points
Bolded card above is pending whatever is available, and possibly will be added, since 35-40k miles would only cost $1.00.
*Amex MR transfers 1:1 to Virgin Atlantic, which then transfers 1:2 to Hilton, versus a straight 1:1.5 for Amex -> Hilton, netting 100k Hilton points for $1k in spend.