From Direct Mail to AI: How Data is Changing Real Estate Investing

In this episode of the Generations of Wealth Podcast, Derek sits down with real estate investor and tech entrepreneur Jason Macht to break down how AI, data, and automation are transforming the way investors find and close deals.
Jason shares his journey from engineering and fintech into real estate, where he now helps investors leverage direct mail, segmentation, and AI tools to improve marketing performance and scale their businesses.
This episode blends real estate fundamentals with cutting-edge technology, showing how even non-tech investors can start using AI to create efficiency and increase deal flow.
How to Find Real Estate Deals: FSBO, Expired & Pre-Foreclosure Leads

In this episode of the Generations of Wealth Podcast, Derek sits down with Shaun Farr from Landvoice to break down one of the most important parts of real estate investing:
👉 Finding quality deals.
Shaun shares how investors can leverage targeted data — including FSBOs, expired listings, pre-foreclosures, and distressed homeowners — to consistently generate opportunities.
The conversation focuses on lead quality, cost per acquisition, and why better data leads to better results, helping investors stop guessing and start targeting motivated sellers.
Stop Wasting Leads! The Secret Follow-Up System That Closes 40% More Deals

In this episode of The Generations of Wealth Podcast, host Derek Dombeck sits down with real estate investor and copywriting strategist Paul de Ocampo to unpack one of the most overlooked but powerful aspects of investing: lead nurturing and strategic follow-up. Paul shares how his transition from wholesaling and Lonnie deals to becoming a copy expert led him to build OmniDrip, a proven system designed to transform stale leads into closed deals through value-based follow-up, powerful copy, and human touchpoints.