The Last Leg: Chicago, Nashville & Why We Don't Wait

The Last Leg: Chicago, Nashville & Why We Don't Wait

1:28:54 Nov 26, 2025
About this episode
Join Nathan and Alicia, a married DINK couple, as they wrap up their epic 11,775-mile summer camping adventure! When Alicia had a Chicago conference on the calendar, instead of just flying in for work, they turned it into the anchor point for a two-month cross-country journey. This episode covers their last week on the road - proving that work and travel can mix perfectly when you get creative.While Alicia worked, Nathan explored solo: running the Lakefront Trail, catching a Cubs game at Wrigley Field, and hunting down One Chicago filming locations. Evenings at the peaceful campground brought couple time, plus adventures to Lottie's Pub and romantic dinners. In Nashville, they camped at Two Rivers Campground before hitting Tootsies on Lower Broadway and discovering Ole Smoky Moonshine's incredible flagship location.Learn how they navigated two months on the road while balancing work responsibilities - no kids, just their cat Gremlin and the freedom to explore. Key takeaway: Don't wait for retirement. Take calculated risks and get creative with work-travel balance.PLACES MENTIONED IN THIS EPISODE:LINCOLN, NEBRASKA: Food & Drink:HopCat, LincolnCHICAGO AREA:Camping: Chicago Northwest KOA Holiday - UnionAttractions: Wrigley Field Lakefront Trail Navy Pier One Chicago Filming LocationsFood & Drink: Lincoln House & Co Coffee and Wine Bar - Huntley Lou Malnati's Pizzeria - Elk Grove Moore Brewing Company - Huntley Sew Hop’d Brewery - Huntley Lottie's Pub - Chicago Abbondanza Cucina - Marengo Garrett Popcorn O'Hare Airport and Online
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