🔥 Would you love to have 10,000 Southwest points FREE? Get your chance by entering to win 10,000 Southwest points through Nov. 14, 2025 as part of the Families Fly Free Southwest Points Giveaway.

1 entry per mobile number.

Enter at FamiliesFlyFree.com/Win 

If I had to start from zero with travel rewards today, here’s exactly what I’d do — and what I’d skip. 

Fresh off a Families Fly Free member meetup in California wine country 🍷, I’m sharing the simple, real-time strategy my Families Fly Free members use to keep flying free without juggling 20 cards or chasing outdated advice. You’ll learn why narrowing your focus is the fastest win: master flying free first, stick to one flexible ecosystem (hello, Chase), fly one primary airline (yes, Southwest still works when you know how) ✈️ and skip high-fee lounge cards and hotel cards until year two.

I’ll show you how “simple equals successful” and:

• Which cards to actually put your spending on
• How to adapt to airline changes without paying more
• Why you can stop nickel-and-diming every little credit. 

If you’re overwhelmed or short on time but want to travel more for less, this is your roadmap 🎯.

Interested in Families Fly Free? Attend my Open House on Zoom on Wednesday, Oct. 15 at 2pm ET, 1pm CT, Noon MT 11am PST and hear from current members, learn more about membership and ask your questions live! Register at FamiliesFlyFree.com/OpenHouse.

Families Fly Free is where I walk beside you — with live Q&As, texting, small groups and 1:1 support — so you stay current as things change. The price is going up soon, so now’s the moment to jump in and lock it in: FamiliesFlyFree.com/join.