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In this episode of the Paper Trail Podcast, Chris Seveney sits down with Jay Redding, co-founder of Cassidy Investment Group and a seasoned real estate investor with over two decades of experience. Known for his collaborative investing approach with his son-in-law, Jay has focused heavily on seller-financed notes and brings a deep, practical perspective on building long-term wealth through relationships, due diligence, and conservative deal structuring.
Chris and Jay dive into how their philosophies align around integrity, risk management, and adapting with market cycles. Jay also shares stories from his early investing days, how his farm upbringing shaped his mindset, and what he hopes attendees will take away from his session at the Paper Trail Conference.
If you're curious about seller financing, real-world investing strategies, and how seasoned pros think about legacy and returns, this episode is a must-listen. Catch Jay live at the Paper Trail Conference, September 18–20 in Chandler, AZ.
Register at papertrailconference.com to join us.
By Chris Seveney4.9
9292 ratings
In this episode of the Paper Trail Podcast, Chris Seveney sits down with Jay Redding, co-founder of Cassidy Investment Group and a seasoned real estate investor with over two decades of experience. Known for his collaborative investing approach with his son-in-law, Jay has focused heavily on seller-financed notes and brings a deep, practical perspective on building long-term wealth through relationships, due diligence, and conservative deal structuring.
Chris and Jay dive into how their philosophies align around integrity, risk management, and adapting with market cycles. Jay also shares stories from his early investing days, how his farm upbringing shaped his mindset, and what he hopes attendees will take away from his session at the Paper Trail Conference.
If you're curious about seller financing, real-world investing strategies, and how seasoned pros think about legacy and returns, this episode is a must-listen. Catch Jay live at the Paper Trail Conference, September 18–20 in Chandler, AZ.
Register at papertrailconference.com to join us.

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