We pull back the curtain on the unseen work of family travel and share how we’re prepping for two weeks in Thailand with three kids, seven flights, and one last-minute work trip. Points, packing, meds, and mindset—all simplified into four clear buckets you can reuse.
• why Thailand matters to us and how points make it possible
• building one master spreadsheet for flights, hotels and transfers
• mapping seven flights and overnight layovers with backups
• hotel lessons on connecting rooms and nonrefundable rates
• Thailand medication rules, doctor letters and refills
• digital arrival form timing and annual travel insurance
• choosing eSIMs, Grab and simple phone setup
• packing light for heat, shoes to prevent blisters, plan for laundry
• setting kids’ expectations for a 17-hour flight
• using food videos to build buy-in and reduce friction
• embracing fewer bookings to protect rest and flexibility
• what’s next on the podcast and how to join us
Send me a DM on Instagram if you want to come on the podcast to talk about a recent family trip, even if it was part points and part cash
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