Category: Podcast Episode
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Travel More for Less
The fastest way to travel more isn’t a bigger paycheck. Believe me, I’ve had a few different paychecks over the years. Some good, some not so much (looking at you, worm farm), and the size of the number was never really the problem. The real trick is having a better system. Travel writer and coach…
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Expat Parenting and Solo Travel
Paula Barnes has been living the expat life for close to two decades now, and if there’s one thing her story proves, it’s that confidence in travel isn’t something you’re born with — you build it, one uncomfortable moment at a time. She and her husband left Australia thinking they’d do six months in Taiwan.…
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The Gift of Time Together
Coming home exhausted from a trip usually isn’t a travel problem — it’s a planning problem. We learned that the hard way more than once, which is probably why this episode hit home for us. On this one, Rita and I sit down with Paul Partridge, a former financial advisor who traded spreadsheets for travel…
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A Chat With Madison Rolley
Technology is changing travel planning faster than a lot of us can keep up with. And if you’re a retiree, or just late to this particular party, it can feel like someone handed you a new phone and expected you to already know the passcode. This episode is our attempt to connect the dots between…
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Ultimate AI travel planning that actually saves you time
Planning a long Europe trip sounds romantic, but the reality can be tough. Check-in windows, long transit days, and missed connections add to the challenge. The task of stitching lodging, trains, and buses across many countries also wears you down. With overland travel, we stay in city centers instead of airports. It gives us more…
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How Educational Travel Builds Confidence Through Connection
Saying yes to the trips that scare you a little can reshape your entire life, and that idea sits at the heart of this conversation with Jewel Rozanski, founder of Cultured Travel. After 14 years as a public high school Spanish teacher and training in educational psychology, she turns educational travel into a practical path…
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A New Life in San Miguel de Allende
Trading a familiar routine for life abroad sounds dramatic until you hear how normal it can feel when you break it into steps. Chris and Deanna move from the Los Angeles area to San Miguel de Allende, Mexico, after realizing they did not want to look back with regret. Their story speaks to anyone searching…
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Summer Travel Without the Crowds
Planning a summer family vacation can feel like signing up for heat, crowds, and sticker shock. When school lets out, millions of families hit the road at the same time, pushing the same theme parks, beaches, and national parks to their limits. That demand drives up hotel rates, fills restaurants, and turns travel days into…
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Is The Summer Getaway Disappearing?
Memorial Day weekend at Virginia Beach is usually a loud, crowded signal that summer travel season has arrived, but this year it felt strangely quiet. An empty boardwalk and half-closed shops are more than a weather story; they are a snapshot of shifting American travel behavior. When a classic drive-to destination looks subdued, it raises…
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Travel Smarter in an Uncertain World
Planning a long-term international trip used to feel like a puzzle you could solve once and then relax. Now it can feel like the pieces keep moving: visa requirements shift, flight routes get consolidated, exchange rates jump, and headlines make every destination sound risky. The core skill is not predicting the future. It is building…
