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Steve hosts David Jacoby, co-founder of Hostfully, who shares how a year-long sabbatical across 27 countries - including free couch surfing stays in Lima, Cairo, and Hanoi - sparked the idea for digital guidebooks that replace the unwieldy three-ring binder. David's been an Airbnb Superhost for 13 straight quarters renting rooms in his San Francisco home, where his kids meet guests from around the world.

The conversation moves through San Francisco's short-term rental crackdown - overnight in January, half the city's 8,000 Airbnb listings vanished when the platforms were forced to remove unregistered properties - and why that barely moved the needle on housing prices. David explains Hostfully's merger with property management software Orby Rental, syncing calendars across Airbnb, Vrbo, Booking.com and TripAdvisor, the August smart lock that auto-unlocks when he walks up, dynamic pricing tools that catch big festivals he'd miss, and why direct bookings through your own website beat platform dependence. Steve recounts a double-booking nightmare with Booking.com threatening to charge him for rebooking the guest elsewhere, and debates turning his mother-in-law suite into an Airbnb instead of his wife's salon.

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Myka's other podcast, Entrepremarriage — building wealth without losing the marriage: youtube.com/@Entrepremarriage

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