Vital Wealth Strategies Podcast

What if everything you’ve been told about investing, by your wealth manager, your bank, and even your financial advisor, is shaped more by their incentives than your best interests? In this episode of the Vital Wealth Strategies Podcast, host Patrick Lonergan sits down with Tad Fallows, co-founder of Long Angle, a private peer community built exclusively for high-net-worth entrepreneurs and investors. Tad spent a decade building and exiting a software company, and when he suddenly found himself managing serious wealth, he discovered a startling gap: the people best positioned to help often had the most conflicts of interest. So he built something different, a no-selling, no-pitch community where members with $5M to $100M+ in net worth share real intelligence, access elite alternative investments, and make smarter decisions together.

In this episode, Tad breaks down the investment strategies that the ultra-wealthy actually use, and why most entrepreneurs are unknowingly leaving significant returns on the table. Listeners will learn why a 30% allocation to alternative investments (private equity, private credit, litigation finance, search funds, and even whiskey barrel financing) can dramatically improve portfolio performance and reduce volatility. Tad also reveals why traditional wealth managers have a structural blind spot when it comes to recommending the best opportunities, how illiquidity can actually be a behavioral advantage for long-term investors, and the little-known tax strategy (Private Placement Life Insurance) that can turn a 12% return into a near 11% net, instead of the ~6% most investors settle for after taxes. Whether someone is a recently exited founder or a high-earner navigating complex finances for the first time, this episode is a masterclass in building generational wealth with intention.

Key Takeaways:

• The top 1% allocate roughly 30% of their portfolio to alternative assets, including private equity, private credit, and niche strategies most investors never hear about.
• Traditional wealth managers have an AUM-driven conflict of interest that keeps clients away from the best-performing (and often unmanageable) opportunities.
• Private markets offer higher alpha potential because they are less efficient but access and operator-quality diligence are everything.
• Illiquidity is not just a tradeoff, it’s a behavioral advantage that prevents panic selling and compounds long-term returns.
• Private Placement Life Insurance (PPLI) is a powerful tax wrapper that converts ordinary income from private credit into tax-deferred or tax-free growth.
• Search funds, investing in an operator to acquire a small business at ~4x earnings and sell at ~10x have historically generated 30%+ IRR.
• In private markets, manager selection matters more than deal selection, back the 2nd to 4th fund managers with $100M–$1B+ AUM.
• Community-driven investing (like Long Angle) gives members access to institutional-level intelligence and deal flow without product pitches or conflicts.
• Most entrepreneurs post-exit are overconcentrated, under-diversified, and missing the access and peer networks needed to optimize their wealth.
• The S&P 500 is a solid baseline (~10% long-term return), but alternatives add diversification, non-correlation, and return enhancement for investors who are ready.

Learn More About Tad:

• Long Angle (Tad’s peer investing community for HNW entrepreneurs): https://longangle.com

Resources:   

Visit www.vitalstrategies.com to download FREE resources     

Listen to the podcast on your favorite app: Vital Wealth Strategies Podcast | Tax & Financial Strategies for Entrepreneurs  

Follow on Instagram at https://www.instagram.com/vital.strategies      

Follow on Facebook at https://www.facebook.com/VitalStrategiesPodcast     

Follow on LinkedIn at https://www.linkedin.com/in/patricklonergan/     

Credits:    

Sponsored by Vital Wealth    

Music by Cephas    

Art work by Two Tone Creative 

Audio, video, research and copywriting by Victoria O’Brien

What if the biggest threat to your success isn’t taking too much risk, but taking the wrong risk at the wrong time? In this episode of the Vital Wealth Strategies Podcast, host Patrick Lonergan sits down with Michael O’Keefe to break down one of the most misunderstood concepts for entrepreneurs: how risk should evolve as your business grows. Together, they walk through a powerful four-stage framework that helps entrepreneurs align their decisions with where they are today so they can stop guessing and start building with intention.

Patrick and Michael explore how entrepreneurs can move from the all-in intensity of the build phase to protecting what they’ve created, multiplying their wealth through focus, and ultimately stepping into legacy with clarity and purpose. Along the way, they share real-world insights on avoiding costly distractions, building financial stability, and making smarter capital allocation decisions. If you’ve ever felt torn between growth and security, or questioned whether you’re making the right moves in your business, this episode delivers a clear roadmap for using risk as a strategic advantage instead of a liability.

Key Takeaways:

• Risk for entrepreneurs should evolve across four stages: build, protect, multiply, and legacy
• Taking the wrong risk at the wrong time can stall growth or destroy wealth
• The build phase requires going all-in and prioritizing speed and revenue generation
• The protect phase focuses on creating financial margin and avoiding lifestyle creep
• The multiply phase demands focus and eliminating distractions to maximize business value
• Passive investments should not pull time or energy away from your core business
• The legacy phase shifts from ROI to impact, flexibility, and long-term wealth planning
• An investment policy statement can help entrepreneurs stay disciplined with decisions
• Cash reserves create both protection during downturns and opportunity during chaos
• Long-term, consistent decision-making is the key to compounding success

Episode Resources:

• Vital Wealth Resources: https://vitalwealth.com/resources
• Submit a Question: https://vitalstrategies.com/questions
• Vital Wealth Website: https://vitalwealth.com
• The 4-Hour Workweek by Tim Ferriss
• Die With Zero by Bill Perkins

Resources:   

Visit www.vitalstrategies.com to download FREE resources     

Listen to the podcast on your favorite app: Vital Wealth Strategies Podcast | Tax & Financial Strategies for Entrepreneurs  

Follow on Instagram at https://www.instagram.com/vital.strategies      

Follow on Facebook at https://www.facebook.com/VitalStrategiesPodcast     

Follow on LinkedIn at https://www.linkedin.com/in/patricklonergan/     

Credits:    

Sponsored by Vital Wealth    

Music by Cephas    

Art work by Two Tone Creative 

Audio, video, research and copywriting by Victoria O’Brien

What if you could legally defer, or even eliminate, capital gains taxes on the sale of your business, real estate, or investments? Many entrepreneurs spend decades building wealth only to see a large portion disappear to taxes after a major liquidity event. In this episode of the Vital Wealth Strategies Podcast, Patrick Lonergan explores one of the most powerful, and often misunderstood, tax strategies available to investors today: Opportunity Zones.

Patrick sits down with Ashley Tison, founder of OZ Pros and one of the leading experts on Opportunity Zone investing, to break down how this strategy works and why it has become a powerful tool for entrepreneurs, investors, and family offices looking to minimize tax drag and maximize long-term wealth. Ashley explains the evolution from Opportunity Zones 1.0 to 2.0, how investors can potentially defer taxes for years, reduce their tax liability, and even eliminate capital gains taxes entirely after holding qualifying investments long enough. They also discuss how Opportunity Zones can be used alongside other strategies like 1031 exchanges, estate planning, and business exits, giving entrepreneurs a smarter way to turn a taxable event into a long-term wealth building opportunity.

If you’re planning to sell a business, real estate, or any highly appreciated asset, this conversation could fundamentally change how you think about capital gains and long-term investment strategy.

Key Takeaways:

• Opportunity Zones allow investors to defer capital gains taxes by reinvesting gains within 180 days.
• The updated Opportunity Zones 2.0 rules introduce rolling 5-year deferral periods and potential tax reductions.
• Investors may receive up to a 30% tax reduction when investing in rural Opportunity Zones.
• Holding an Opportunity Zone investment for 10+ years can eliminate capital gains taxes on the new investment growth.
• Investors can create their own “captive Opportunity Fund” to control how and where their money is invested.
• Opportunity Zones can be used alongside 1031 exchanges, estate planning strategies, and business exit planning.
• Long-term investing inside Opportunity Zones can dramatically reduce tax drag and improve compounding returns.
• Opportunity Zone investments can potentially eliminate depreciation recapture taxes in certain structures.

Episode Resources:

• OZ Pros: https://ozpros.com
• Opportunity Zone Podcast Resource Page : https://ozpros.com/podcast
• Opportunity Zone Map : https://ozpros.com/map
• Vital Wealth Website: https://www.vitalwealth.com
• Opportunity Zones (IRS Overview): https://www.irs.gov/credits-deductions/opportunity-zones

Resources:   

Visit www.vitalstrategies.com to download FREE resources     

Listen to the podcast on your favorite app: Vital Wealth Strategies Podcast | Tax & Financial Strategies for Entrepreneurs  

Follow on Instagram at https://www.instagram.com/vital.strategies      

Follow on Facebook at https://www.facebook.com/VitalStrategiesPodcast     

Follow on LinkedIn at https://www.linkedin.com/in/patricklonergan/     

Credits:    

Sponsored by Vital Wealth    

Music by Cephas    

Art work by Two Tone Creative 

Audio, video, research and copywriting by Victoria O’Brien

Can a podcast become one of the most valuable marketing assets your business ever builds? In this episode of the Vital Wealth Strategies Podcast, host Patrick Lonergan sits down with entrepreneur and digital platform builder Nathan Gwilliam, founder of Pod Up, to discuss how podcasting has evolved into a powerful growth strategy for entrepreneurs and CEOs. Patrick explores why podcasting has become such an effective way to build authority, develop relationships with influential people, and expand a company’s reach. Nathan shares insights from building large digital platforms that have reached hundreds of millions of users and explains why podcasting is no longer just about recording audio. Today, it is a full content marketing system that can generate social media content, blogs, video clips, and long-term audience growth.

Throughout the conversation, Nathan explains why many business owners struggle to launch a podcast and why most podcasts fail within their first few episodes. He breaks down the concept of “pod fade,” the common gap between effort and results that causes entrepreneurs to quit too early. Nathan also reveals how modern tools and systems can dramatically simplify podcast production, helping founders focus on what matters most: showing up, sharing their expertise, and building meaningful connections with their audience. For entrepreneurs looking to grow their influence, attract new opportunities, and build an audience they truly own, this episode delivers practical strategies and a compelling look at how podcasting can become a long-term business asset.

Key Takeaways:

• Why podcasting has become one of the most powerful marketing strategies for entrepreneurs
• The real reason most podcasts fail within the first 5 to 10 episodes
• How CEOs can use podcasts to build authority and expand their professional network
• Why inviting ideal clients to be podcast guests can create new business opportunities
• How a single podcast episode can be repurposed into 8 to 12 pieces of content
• The importance of owning your audience through email lists and your own website
• How podcasting can become a long term revenue generating asset for entrepreneurs
• The role of “passion marketing” in creating content your audience truly cares about

Learn More About Nathan:

https://whywebelieve.com/
https://podcastingsecrets.com/
https://podup.com/

Resources:   

Visit www.vitalstrategies.com to download FREE resources     

Listen to the podcast on your favorite app: Vital Wealth Strategies Podcast | Tax & Financial Strategies for Entrepreneurs  

Follow on Instagram at https://www.instagram.com/vital.strategies      

Follow on Facebook at https://www.facebook.com/VitalStrategiesPodcast     

Follow on LinkedIn at https://www.linkedin.com/in/patricklonergan/     

Credits:    

Sponsored by Vital Wealth    

Music by Cephas    

Art work by Two Tone Creative 

Audio, video, research and copywriting by Victoria O’Brien