Point Me To First Class

186. Around the World in Five Days: How We Reverse-Engineered an Epic Award Trip

Planning an entire trip around one airline seat is a backwards way to travel, and every so often it's exactly the right one. My friend Andrea and I have wanted to fly

185. Which Points Get Your Family to Asia in Business Class?

Collecting a big pile of points is not the same as being able to book the flights your family wants.   That gap shows up nowhere more clearly than when you're trying

184. Hotel Planner Points: How to Earn Points for Any Event

Some of the biggest points opportunities have nothing to do with your credit card at all.    It turns out hotels quietly reward the person who books an event with the

183. Is the Bilt Palladium Card Worth It? A Six-Month Review of Bilt 2.0

Six months ago, Bilt rebuilt its entire rewards program, including releasing the new premium Palladium card with its promise of earning transferable points on rent and ev

182. Behind the Scenes of seats.aero with Keith Van

Have you ever wondered what your award search tool can see that you can't?   My guest this week is Keith Van, who leads community at seats.aero, one of the award sear

181. The Two Ways to Search for Award Flights, and Why You Need Both

Have you ever run an award search, come up empty, and quietly wondered whether the flights you want are even out there?   That frustration usually comes down to one t

180. Estimating Your Points Earning Potential: What Your Expenses Are Worth

Have you ever wondered whether there's still travel value hiding inside the expenses you already have, points you could be earning but aren't, with no real way to know fo

179. Listener Q&A: Real Points Decisions, The Case for Chase, and New Award Sweet Spot

Have you ever had a points question where every source online seems to contradict the last, and what you really want is for someone to walk you through how to actually de

178. How to Earn Points on Your Savings, Not Just Your Spending

If you've ever looked at the cash sitting in an emergency fund, a business account, or your tax reserves and wished it could earn travel points the way your spending does

177. Mid-Year Points & Miles Review 2026: The 6 Changes That Matter Most

If you've been paying attention to points and miles this year and something has felt off, like the ground keeps shifting under the rules you thought you understood, you a

176. Two Points Experts, Two Takes on Park Hyatt Cabo and Alila Mayakoba

If you've been eyeing one of Hyatt's newer Mexico resorts and wondering whether it's actually worth your points, you're not alone.   I'm joined this week by Michele f

175. Why Aeroplan Belongs in Every Traveler's Award Strategy

Have you ever transferred miles into a program and then realized you only ever use it to book the same handful of flights everyone else does?   Air Canada Aeroplan mi

174. United MileagePlus Upgrade Awards: How to Book Polaris for Less Cash and Miles

If you've ever looked at United Polaris business class prices and thought they were completely out of reach, you're not alone. They can be outrageously expensive to book

173. London on Points: Awards, Taxes & Insider Tips

Have you considered London as your next award travel destination but weren't sure where to start?   London is one of the most accessible and rewarding destinations fo

172. Autopilot Flight Repricing: Save Money on Flights After Booking with Sam Hollander

Most travelers think booking a flight is the finish line. They hit purchase and consider the deal done.   Sam Hollander knew something they didn't: the booking is act

171. 143 Venture Business Applications: Surprising Predictors of Approvals & Denials with Katie's Travel Tricks

Have you ever wondered why Capital One's approval decisions feel completely random - approval for some, denial for others, with almost no rhyme or reason?   Capital O

170. Earn 10x Chase Points! The Paze Strategy Explained

Have you heard about the quiet Chase promotion that could be one of the biggest points-earning opportunities we've seen in years?   In May 2026, Chase launched a prom

169. Kyoto with Kids, Travel Mistakes & the Full Trip Cost: Japan Spring Break Breakdown

Have you ever fallen so in love with a city that you started seriously considering moving there?   That's exactly what happened to us in Kyoto. In part two of our Jap

168. A $111k Family Trip to Japan for $1,660: How It Started

Have you ever been tempted to completely change your vacation plans because of an irresistible points deal?   That's exactly what happened when Japan Airlines did a r

167. The Woman Dancing in the Sahara Arrived Terrified - Why the Right Adventure Trip Brings You Home to Yourself

Have you ever felt like you're so caught up in your daily roles and responsibilities that you've lost touch with who you are beneath all of that?   Dr. Stacey Funt, a