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January 22, 2025 42 mins

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In this episode of Alex & Annie: The Real Women of Vacation Rentals, we’re thrilled to welcome back Alex Shapiro, CEO and co-founder of CanMonkey. Alex joins us to share exciting updates on how his company has continued to revolutionize trash management for vacation rentals and beyond.

CanMonkey, which started as a bootstrap idea in 2018, now operates in 28 states and services over 5,000 properties across 350 cities. With innovative solutions, a gig-based workforce, and a deep understanding of industry challenges, Alex and his team are solving problems many didn’t even know had solutions.

This conversation dives deep into the evolution of CanMonkey from a simple service idea to a full-fledged logistical technology company. From their distinctive brand strategy to their ability to tackle city regulations and homeowner frustrations, Alex offers insights that are not just valuable for vacation rental operators but for any entrepreneur looking to scale a business.

Key Topics Discussed:

⚡ Can Monkey’s Origin and Growth

⚙ How Can Monkey Solves Trash Management Challenges

💡 The Role of Brand and Humor in CanMonkey’s Marketing

🤝 Navigating Regulations in Vacation Rentals

📌 The Gig Economy Workforce

💬 Expanding Services Beyond Trash Curb Management

🎯 Looking Ahead to 2025

⭐ Advice for Entrepreneurs

Connect with Alex:

LinkedIn: https://www.linkedin.com/in/k-alexander-shapiro-74b47259/

Connect with CanMonkey:

LinkedIn: https://www.linkedin.com/company/canmonkeyinc/

Instagram: https://www.instagram.com/canmonkeyinc/

Facebook: https://www.facebook.com/CanMonkey

YouTube: https://www.youtube.com/channel/UCha6rByeYqvhNrTbA5fwUPg 

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