Okay, could someone here take a look at my CC sign-up timeline and make sure I'm not making some grave planning error? I've put this together by reading the resources on Reddit and asking a few questions both here and there. Not quite understanding how business cards and what and when I can double-dip and how that affects 5/24, so any feedback would be much appreciated.
Goal: 10 Days at Disney/Universal, flight+hotel+tix mostly on points in May of 2020. Between spring 2019 and end of 2020, take a few short domestic trips (1-4 nights) using SW points, companion pass, and UR transferred to Hyatt.
Overall Strategy: Pay for flights by using points + companion pass on Southwest. Pay for tickets and hotel rooms as much as possible using Chase Ultimate Rewards points. Charge food and souvenir expenses to room to keep earning points
Limiting Factors: Want to purchase a condo in spring 2019; not doing manufactured spend methods; can charge $3k/month MAX on cards; want to avoid annual/transaction fees as much as possible.
- Right now – get Chase Freedom Unlimited for husband to build his credit, up my credit limit on existing card to help qualify for CIP, get a better job (priority #1! But I've got some good leads so I'm hopeful).
- June-ish 2018 – get CIP ($95 AF) – 80k
- Mid-Oct. 2018 – get SW Business or SW Personal Plus ($99/69) – Either 60/50k [can I get BOTH the CIP and the SW Business cards? I do have legitimate businesses even if they're just me doing alterations and babysitting for friends for cash.]
- Mid-Nov. 2018 – get SW Premier ($99) – 50k [or can I double-dip SW Biz/Premier in Oct.?]
- PAUSE – Buying a condo in spring, no churning!
- Early Jan. 2019 – Meet min. Spends on SW cards (not a day earlier!), get Companion Pass!
- May 2019 – Double-dip CSR ($450) and CSP ($0) – 100k
- June 2019 – Downgrade CIP to no-fee card
- July 2019 (90 days after meeting spend for CSR/CSP double-dip) – should have minimum 180k UR points by now
- Aug. 2019 – get United MPE ($0) – 40k miles OR I can start signing up my husband as Player 2 in this game, and focus our spending to meet his MSRs to churn the CSP/CSR and CIP points.
- Mid-Oct. 2019 – Downgrade/cancel whichever SW card I like less to save on AF.
- Nov. 2019 – get Marriott ($0) – 75k points (maybe use these at Swolphin for split stay?) OR Maybe get a Hyatt card here for non-Disney trips?
- Nov. 2019 - Book hotels w/points
- Dec. 2019 – May 2020 – Amass points, use them to pay for tickets, go to Disney, rejoice!
- May/June 2020 - Downgrade whichever Sapphire card I like less to save the annual fee.
How does all that sound? I'm not quite sure how the timeline works out with staying at 5/24. After I get the Chase card bonuses and Southwest Companion Pass I'm flexible on which cards happen next. If I want to stay in mostly Hyatt hotels (looks like there are great options for UR redemption in all the places we want to travel in the next few years), is it a good idea to sign up for a Hyatt card of some kind? Or are United MPE/Marriott cards the better choices?
I'm also assuming the offers, products available, and redemption scheme stay mostly the same over the next 2 years, but of course who knows what will change between now and then.
Other questions:
- This is SUPER basic but...I can pay off my charges on my credit card immediately with no problem, right? I ask because it makes me nervous to run up a huge balance each month and needing to have all the cash on hand RIGHT THEN to pay it all off in one chunk. Mathematically it may be the same but it psychologically feels different to me, if that makes sense?
- Talk to me about this CSR travel credit. Let's say I'm booking the Grand Floridian (it's nice to dream, isn't it) and after points, need to spend $300 to pay the remaining balance. Could I charge the balance it to my CSR and then get the $300 statement credit so my effective out-of-pocket cost for the hotel is zero? (I mean, I paid the annual fee, but that was a sunk cost, so I'd like to get my money's worth).
- Are park tickets a good redemption of UR points? Or would it be better to buy them with cash through Undercover Tourist to get to the minimum spend on something, get the 3x points/statement credit from the CSR, and then cash out the UR points to offset the out-of-pocket cost?
- What would you do with 400k UR points (theoretically possible with Player 2) - spread them out over a few years worth of travel so you take trips partly on points, partly with cash? OR blow it all on 8 nights at the finest hotels Disney and Universal have to offer?
If you got to the end of this wall of text, bless you. I'll send you some cookies once I move and have a stove that actually works.