Earn
Your points balance is one thing. What you can do with those points today… that’s everything. In October 2025, there’s a chasm between airline programs that still deliver real value - and the ones that have quietly turned your “free” flights into Monopoly cheats.
Earn
Your accountant rolls their eyes every time you mention “points.” They’re imagining Excel chaos and IRS headaches - but here’s the truth: a smart points strategy is basically a free CFO-approved bonus if you know how to play it. Here’s how to make your accountant cheer 🧮+🎉+💼+✈️=💰
Earn
Banks are throwing 100k-plus points at anyone who can swipe fast enough - because lifetime value math says they’ll still win. Travel’s booming, competition’s cutthroat, and the window’s short. If you’ve got the spend, this is your moment to grab a six-figure haul before the issuers slam it shut.
Learn
Airlines aren’t in transport - they’re minting money. United sold $6B+ in miles to banks at ~1¢; you redeem at 2–5¢ while dynamic pricing and breakage pad profit. The planes are props. The real business? A spreadsheet that prints cash.
Learn
What Actually Happens When You Buy Groceries With a Credit Card | Or: A person walks into Trader Joe’s and pays $100 dollars with an American Express. Where does that money go? | Spoiler: Trader Joe’s does not get 100 dollars.
Earn
Small and Medium Businesses (SMBs) are bleeding 5-7 figures in lost award travel points and miles every year without knowing it. Wrong credit cards, bad redemptions, idle rewards. Meanwhile, competitors fly business class for free. Stop the points drain before your profit leaks at 35,000 feet.
Strategy Saturday
So many travelers think all points are equal. They are wrong. This August your Amex, Chase, Citi, CapOne, and BILT points don’t just earn differently - they play differently. Some unlock first class, others trap you in coach. The flex game isn’t fair. But it is winnable (if you know where to look)
Cashback
Let’s be blunt: if you’re running a real business - spending $30K, $50K, or even $100K+ monthly - and still earning just 2% cashback, you’re not optimizing your returns. You’re opting out of value.