Thanks so much to all of the contributors on MP. I have been studying the forums for the last few days and it's opened my eyes to a whole new world! I'm about to embark on my first couple of rewards cards and I was looking for some advice on my strategy. I will be applying for a personal credit card as well as a business card (business card must be non-amex). Option 1: All in on Southwest. Get the personal and business card, 100k pts. I already have almost 10k pts so I think getting the companion pass should be no problem. Can I apply for the personal and business card at the same time? Will chase approve 2 accounts? Is there a 2 browser trick for this one as well? I have excellent credit, 850 range. Option 2: All in on Hilton. I already have gold status but very few points. I was looking at applying for the citi hhonors visa, hhonors amex, and possibly even the hawaiian airlines visa since they allow 2x point transfer. That could get me a 150k pt total haul. Is it possible to apply for 3 cards in a short period of time since they are all from different banks? Unfortunately hilton has no business card so I'm not sure which direction to go for business card. I will have no problem making minimum spend on any of the cards. When I actually travel all payments are made on the company card so I usually don't get to take advantage of any spend bonuses with hilton/southwest. Thanks in advance for any advice you can provide!