TravelStories Episode 69: Award Strategies for a Guy’s Trip episode artwork

EPISODE · Dec 17, 2025 · 47 MIN

TravelStories Episode 69: Award Strategies for a Guy’s Trip

from Milenomics ² Podcast - No Annual Fee Edition · host Sam Simon and Robert Dwyer

Episode 69: Show Notes Trevor and Thomas are the ultimate travel friends, and part of what makes their trips so memorable is that they both maximize the journey as much as the destination! Today on Travel Stories, we are doing something a little bit different; we are breaking down the ins and outs of planning a guy’s trip so that you, too, can make your next trip about the journey, not just the destination! In this episode, you’ll hear all about how Thomas and Trevor decided where to go on this trip, some of their award searching strategies, the breakthrough that led to their location decision, and so much more! We delve into their lounge experiences before Thomas tells us about his disappointing trip home and the obstacles they faced with regard to hotel availability. They even talk about the three different award tickets they ended up with on this trip. Finally, our hosts tell us why so many of their trips are planned ‘at the last minute’ and how they each use their miles differently. Thanks for tuning in! Key Points From This Episode: [01:04] Today’s topic: what planning a guy’s trip looks like and why we’re talking about this. [04:24] Deciding where to go on this trip and how wide our aperture was for it. [08:19] The power of using multi-city codes on Seats.aero and how we do award searching. [12:35] The breakthrough that came from a Seats.aero alert and ultimately choosing Malta. [17:42] Their lounge crawl at London Terminal Three and their other lounge experiences. [19:19] An overview of the heartbreak they experienced when booking their trip home.  [23:45] The importance of looking at different currencies when booking trips.  [28:12] The obstacles that Trevor and Thomas ran into when booking hotels.  [36:51] How they ended up with three different award tickets on this trip.  [40:22] Some of the other trips we are planning and why there is always so much uncertainty. [43:00] Why the value of miles is so unique to the person and how we use them differently. 

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TravelStories Episode 69: Award Strategies for a Guy’s Trip

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