Month: August 2026
Turning Failure Into Better Systems With AI (Ep. 68)

Turning Failure Into Better Systems With AI (Ep. 68)

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What if the biggest setback in your business became the reason you built something stronger?

Growth rarely follows a straight path. Sometimes the lessons that change your thinking come after plans fall apart, systems break down, or expectations aren’t met.

In this episode, Greg DuPont reflects on the ideas that stood out during CoachCon and how they reshaped his thinking about leadership, AI, and business growth. He explains how failure often creates the conditions for meaningful breakthroughs, why human qualities like curiosity and imagination become even more valuable alongside AI, and how better systems can free professionals to build stronger client relationships. Greg also shares how these lessons are influencing the next evolution of Wealth Solutions Network.

Key takeaways:

  • Failure often reveals the lessons needed to build stronger systems and better long-term decisions.
  • AI should reduce technical work so professionals can spend more time listening and connecting.
  • Human judgment, curiosity, imagination, and emotional insight remain difficult for AI to replace.
  • Building systems from experience creates greater resilience for businesses facing future change.
  • New technology becomes more valuable when it’s embraced as a practical tool instead of feared.
  • And more!

Resources: 

Connect with Greg DuPont:

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Should a Rental Property Be Part of Your Retirement Plan? With Taylor Vick (Ep. 67)

Should a Rental Property Be Part of Your Retirement Plan? With Taylor Vick (Ep. 67)

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Should rental property be part of your retirement plan? What happens when it’s time to transfer investment property to the next generation, create retirement income, or reduce taxes without creating new challenges? Those decisions can have lasting financial and tax implications, making thoughtful planning just as important as the property itself.

In this episode, Greg DuPont welcomes Taylor Vick, Founder of Blue Ridge Asset Management, to discuss how real estate can fit into retirement planning, estate planning, and long-term wealth management. Taylor shares how he built his own real estate portfolio, why leverage and cash flow have played an important role in his approach, and how seller financing can create opportunities for families. Greg and Taylor also explore real estate professional status, self-directed IRAs, depreciation recapture, and why business owners and families should have a plan before transferring or selling real estate.

Greg and Taylor discuss: 

  • How rental properties can support retirement income, estate planning, and long-term wealth
  • How leverage, cash flow, and appreciation can work together when building a real estate portfolio
  • How seller financing may help families transfer investment property while creating ongoing income
  • What investors should understand about self-directed IRAs, real estate ownership, and tax planning
  • Why business owners and families should prepare real estate assets before selling or passing them to the next generation
  • And more!

Resources:

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Connect with Taylor Vick: 

About Our Guest:

Taylor Vick is the Founder of Blue Ridge Asset Management, where he works with investors, families, and business owners on real estate investment, portfolio management, and long-term planning. He also serves as a fractional director of real estate, helping clients maximize the value of their real estate holdings while navigating tax considerations, estate planning, and multi-generational ownership strategies.

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