DiscoverSky's the Limit with Mike & RyanEP 51: Why Cash Flow and Systems Win in Real Estate with Gary Jonas
EP 51: Why Cash Flow and Systems Win in Real Estate with Gary Jonas

EP 51: Why Cash Flow and Systems Win in Real Estate with Gary Jonas

Update: 2025-11-04
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In this episode of Sky’s The Limit, host Mike Doherty sits down with Gary Jonas, Owner and CEO of The HOW Group, a full-service investment firm with over $500 million in assets under management.

Gary shares how he went from buying his first home in his 20s to building one of Philadelphia’s leading real estate investment and development companies. He also explains how The HOW Group navigates today’s market with a long-term, cash flow focused investment strategy. Gary discusses the importance of local market knowledge, strong systems like EOS, and communities like GoBundance that have supported his personal and professional growth.

Tune in to learn practical real estate strategies, market insights, and the mindset that helped Gary grow from 10 rental properties to managing a $500M portfolio.

🔗 Useful Links:
• Our Website: https://www.skytreeinvestments.com/podcast   
• Find us on Social Media: https://linktr.ee/skysthelimitpodcast   
• Our Producer: https://capturetheconcept.com  

Connect with Gary!
Gary's Email: gary@howgroup.com 
Gary's LinkedIn: https://www.linkedin.com/in/gary-jonas-371288a/  
The HOW Group Facebook: https://www.facebook.com/thehowgroup 
The HOW Group Instagram:  https://www.instagram.com/thehowgroup 
The HOW Group LinkedIn: https://www.linkedin.com/company/thehowgroup/ 
Website: https://www.impact-howgroup.com/investments 

#RealEstate #Investing #Multifamily #SingleFamily #RealEstateDevelopment #Investment

Subscribe to our YouTube channel to watch our podcast and other related content in video form! https://www.youtube.com/@skysthelimit.podcast

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EP 51: Why Cash Flow and Systems Win in Real Estate with Gary Jonas

EP 51: Why Cash Flow and Systems Win in Real Estate with Gary Jonas

Mike Doherty & Ryan Deasy