E101 - The Art of Possibility with Gary Beasley

Gary Beasley is CEO of Roofstock, a leading real estate investment marketplace which he co-founded in 2015. Gary has spent most of his career building businesses in the real estate, hospitality and tech sectors. Gary was instrumental in acquiring and integrating more than $800 million of resort properties for KSL Resorts, and spent five years as CFO of online brokerage pioneer ZipRealty.

Gary also served as CEO of Joie de Vivre Hospitality, then the second largest boutique hotel management company in the country. Immediately before starting Roofstock, Gary led one of the largest single-family rental platforms in the U.S. through its IPO as co-CEO of Starwood Waypoint Residential Trust, now part of Invitation Homes.

In this episode, Tyler and Gary’s discussion focused on the mindsets and traits required to fulfill seemingly impossible dreams. They discussed Gary’s motivation to prove naysayers wrong, the moment he decided to forge his own path, celebrating failure, traits necessary for innovation, different types of leadership styles, active versus passive listening and intellectual curiosity. 

They also discussed how Gary’s previous experiences were applied to his innovative real estate investing and technology business, the characteristics it takes to be a successful entrepreneur, how to deal with stress and more!

Connect with Gary:

Website: http://www.roofstock.com

The following books were mentioned in the show:

Unbroken, by Laura Hillenbrand
Entrepreneurial Leadership, by Joel Peterson
Guns, Germs and Steel, by Jared Diamond

Apply for coaching with Tyler! The world's top performers in any field have a coach to help them achieve drastically greater results and in less time. The most successful real estate investors are no different. To apply for a results coaching session with Tyler, visit coachwithtyler.com.

This episode of Elevate is brought to you by CF Capital LLC, a national real estate investment firm that focuses on acquiring and operating multifamily assets that provide stable cash flow, capital appreciation, and a margin of safety. CF Capital leverages its expertise in acquisitions and management to provide investors with superior risk-adjusted returns while placing a premium on preserving capital. Learn more at cfcapllc.com.