Episode 55
039: Making Short-Term Rentals on Airbnb Easy with Sean Conway of Pillow
Sean Conway is a co-founder and the CEO of Pillow, a software company that offers a hospitality platform for short-term rentals. He was previously co-founder & CEO of Notehall a college document marketplace which was acquired by Chegg. Learn about his journey from selling his college business idea, traveling the world, and creating an app that revolutionizes renting your place! Highlights include:
- How Andrew and Sean know each other
- Sean’s background and how they started Notehall in college
- What made them go to the next level in their business
- His Shark Tank story and how it affected their business
- The selling of Notehall to Chegg
- Getting the startup bug and started Pillow
- How his love for traveling became a catalyst for his next business venture
- The trend with short term rentals and the solution Pillow offers
- What’s the vision of Pillow
- How Sean sees challenges and a few he faced over the years
- Current challenges of the company
- Finding the right people to drive the vision forward
- How employees could challenge CEOs the right way
- Challenges on regulations of real estate
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If you are interested in coaching or have feedback or questions on the podcast, feel free to send me an email: andy@andystorch.com
