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.
The AI Sales Combination Nobody’s Talking About
In this episode of the Generations of Wealth Podcast, Derek sits down with global entrepreneur Alaric Ong from Singapore, who scaled a business from $0 to $1.2 million in just 18 months.
Alaric shares his expertise in high-ticket sales, Facebook marketing, and AI-driven automation, breaking down how entrepreneurs can generate leads, convert sales, and scale their businesses using systems and leverage.
This episode bridges the gap between real estate investing, marketing, and modern AI tools, showing how the same principles apply across industries.
Finding Deals Before They Hit the Market
Ben Allgeyer shares his journey from leaving the medical path to becoming a full-time real estate investor, building multiple businesses, and completing hundreds of deals.
He explains how his early strategy of helping homeowners remodel before listing became obsolete as the market shifted — forcing him to pivot into flipping at scale. At one point, his team was handling 20–25 flips at a time, but the operational challenges and market changes led to another pivot into wholesaling and novations.
One of the most impactful lessons comes from a failed partnership that resulted in a $250,000 legal battle, highlighting the importance of proper agreements and structure in business.
Ben also breaks down how he built deal flow through door knocking foreclosure leads, turning it into a consistent pipeline generating multiple deals per month.
The episode dives deep into novations, explaining how they bridge the gap between wholesale and retail, allowing investors to capture more value while helping sellers avoid the traditional listing headaches.
Throughout the conversation, one theme stands out:
👉 Success in real estate comes down to action, communication, and doing what others won’t.