Generations Of Wealth

From Federal Prison to Real Estate Success

In this episode of the Generations of Wealth Podcast, Derek sits down with Kaliya “Fuzzy” Jardine, a Hawaii real estate investor, builder, entrepreneur, and co-founder of the HUI Mastermind, for a powerful conversation about second chances, resilience, and building a completely different future.

Fuzzy openly shares his journey growing up in Hawaii, struggling with drugs, eventually selling drugs, and receiving an 87-month federal prison sentence. Instead of allowing prison to define the rest of his life, he used those years to reconnect with his faith, educate himself, study real estate, and make a decision that his old life would end there.

Today, Fuzzy owns rental properties, builds new homes in Hawaii, mentors aspiring investors, and uses his story to show others that your past doesn’t have to determine your future.

The Future of Property Management: AI, Automation & Better Systems

In this episode of the Generations of Wealth Podcast, Derek sits down with Dana Dunford, co-founder of Hemlane, to explore how technology, AI, and better systems are changing property management.

Dana shares her journey from working at Apple and Nest to becoming a real estate investor and building a property management technology company now used across approximately 107,000 rental units. Her original vision was simple but ambitious: give real estate investors the ability to know what’s happening with their rentals and manage them from virtually anywhere.

Derek and Dana also go beyond property management, discussing entrepreneurship, choosing the right investors and partners, building high-performing teams, thinking 10X instead of 2X, and why staying actively involved in real estate makes Dana better at building technology for investors.

The Marketing Strategies Every Real Estate Investor Should Be Using

In this episode of the Generations of Wealth Podcast, Derek sits down with Jason Wright, founder of Intentionally Inspirational, digital marketing strategist, and AI enthusiast, to discuss what actually works when it comes to marketing, raising private capital, and building meaningful relationships online.

Jason shares his entrepreneurial journey from leaving the traditional 9-to-5 world to building a successful digital marketing business. Together, Derek and Jason explore AI, lead generation, Go High Level, YouTube, email marketing, newsletters, Facebook advertising, and why relationships—not flashy marketing—are still the key to raising private capital.

Whether you’re a real estate investor, entrepreneur, or business owner, this episode is packed with actionable marketing strategies you can begin implementing immediately