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The #REALTYHACK Podcast


Mar 25, 2025

What does it take to become a top-performing real estate entrepreneur? In this exclusive panel hosted by John McCarthy, Sales Director at Spyglass Realty, we hear the powerful stories of two real estate heavyweights—Tim Heyl, Founder & CEO of Homeward, and Gary Ashton, leader of the #1 RE/MAX team in the world.

Tim shares his rise from cold-calling homes in Austin at 21 to building Homeward, a proptech company helping people buy and sell with confidence. Gary, a former drummer from England, reveals how he leveraged SEO, PPC, and big bets on Zillow and Realtor.com to dominate the Nashville market.

Whether you're a solo agent, team leader, or aspiring founder, this conversation is full of lessons on grit, scaling smart, building strong partnerships, and staying focused through the ups and downs of entrepreneurship.