
The episode discusses travel disruptions, family travel planning, and experiences with various travel services.
Watch Us On YouTube! Announcing a new, ongoing benefit for annual subscribers of our Slack community. Annual subscribers receive a free Points Path Alerts subscription OR a 30% discount on Points Path Pro. Sometimes travel planning goes perfectly. Sometimes a sick child cancels an international trip less than 48 hours before departure. This week, Richard shares the story of how a long-planned family trip to London unraveled at the last minute, what he learned while canceling flights, hotels, and activities, and how a father-daughter staycation in New York City helped salvage the weekend. The conversation also dives into using AI to build family travel itineraries, including how Richard used Claude to create a detailed London plan complete with maps, transit instructions, and daily schedules. Ed recounts a frustrating travel day involving delayed flights, rental car headaches, and the challenges of fixing travel disruptions even with top-tier airline status. Plus, Richard takes a chance on Frontier's GoWild Pass, Ed reports more positive experiences with Hilton Diamond Reserve treatment, and the guys react to a jaw-dropping United seat assignment price for an economy flight to…
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