This week on The Travel Business Unpacked podcast, host Meredith Calloway is joined by Rachael O’Brien, founder of How Far Adventures, for a deeply honest conversation about what happens when life shifts unexpectedly and travel becomes more than just a career choice. Rachael shares how a major personal transition reshaped her priorities and led her to build a travel business that could flex with real life. From starting out independently and building her business through high-volume client work, to world schooling her children in Costa Rica, her story reflects the evolution many advisors experience as they move from survival mode to intentional growth. They talk about using travel as a classroom, raising culturally conscious kids, and why stepping outside comfort, both personally and professionally, often leads to the most meaningful transformation. Rachael also reflects on how community, support, and choosing the right business home changed what was possible for her business and her life. Learn more about How Far Adventures at https://howfaradventures.com/

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“What did the council decide on item 42?” — answered with the speaker and the moment.

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