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There's money in Airbnb Trash! Alex Shapiro, Can Monkey!

There's money in Airbnb Trash! Alex Shapiro, Can Monkey!

Episode 291 Published 2 years, 7 months ago
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Alex Shapiro built Can Monkey from 19 properties to 7,000 across 23 states - a gig-economy trash service starting at $49/month that handles 50,000 stops weekly for short-term rentals. What began as rolling cans to the curb now includes on-demand junk removal ($49 for the first can or 10 bags), can cleaning, and a roadmap to become a full property-maintenance platform covering pools, power washing, inspections, and seasonal tasks like freeze protection.

The conversation covers Shapiro's accidental entry into STR through title work in Scottsdale, his path from investor to co-founder and CEO, the business model using 1099 can runners in dead-time gig slots, brutal honesty about founder negotiations and equity splits, expansion beyond homeowners into elderly care markets, and the "just do it" philosophy of jumping before the parachute is fully built. Revenue first, website later.

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