Vital Wealth Strategies

Patrick Lonergan

Welcome to Vital Wealth Strategies Podcast, where financial and tax expertise meets entrepreneurial success. Join us as we dive deep into the world of high-level entrepreneurship, bringing you top authorities who specialize in cutting-edge financial and tax strategies. Our podcast is your go-to resource for staying ahead in the financial game, offering insights and advice that can optimize your wealth, reduce tax liabilities, and supercharge your business growth. Tune in to gain a competitive edge and unlock the secrets to financial success in the world of high-level entrepreneurship.

  1. 6d ago

    143 | Designed to Last: Success Isn't the Exit - Redefining Wealth for Entrepreneurs

    If you sold your business tomorrow, would you know who you are without it? It's a question most entrepreneurs spend years avoiding, and in this episode of the Vital Wealth Strategies Podcast, host Patrick Lonergan turns the tables and sits down as the guest, with his teammate Michael stepping in to host. Together they close out the Designed to Last series with a conversation that shifts away from financial strategy and into something entrepreneurs rarely make time for: themselves. Patrick shares the story of a friend who sold his company for a life-changing exit and broke down in tears the same day, revealing a truth many high-performing business owners eventually face when their identity and their business have quietly become the same thing. Listeners will walk away with a practical framework for building a life that can hold up alongside a growing business, including the REACH method for identifying what actually matters, the difference between stewardship and ownership, and why chasing balance is the wrong goal entirely. Patrick also unpacks the Strategic Coach concept of 150 free days a year, the tools he personally uses to protect time with his family, and why the health of the entrepreneur, not just the business, determines whether either one lasts. Entrepreneurs looking to build sustainable wealth without sacrificing the life they're building it for will find this episode essential listening. Key Takeaways: Entrepreneurs often build their identity around their business, which can create a painful reckoning if that business is ever sold or lost The REACH framework (Relationships, Experiences, Advancement, Contribution, Health) offers a structure for evaluating what matters most in life Harmony, not balance, is the goal: giving each priority the right amount of attention rather than equal amounts Building a self-sustaining business through delegation is what allows entrepreneurs to actually take time away The Strategic Coach concept of 150 free days a year illustrates how much true time off is possible with the right systems in place A personal Vision/Traction Organizer (VTO) can bring the same clarity to an entrepreneur's personal life that it brings to their business Divorce, burnout, and health breakdowns are often the result of small, unnoticed decisions made over time, not a single event Entrepreneurs do not have to choose between a successful business and a successful life; both are possible with the right stewardship mindset Episode Resources: vitalwealth.com/resources vitalwealth.com/questions Strategic Coach: Business Coaching For Entrepreneurs | Strategic Coach EOS (Entrepreneurial Operating System): EOS - Entrepreneurial Operating System for Businesses, home of Traction tools & library Opal app (email/phone blocking tool): Opal - The #1 Screen Time App Designed to Last series: https://podcasts.apple.com/us/podcast/124-designed-to-last-why-most-entrepreneurs-take-the/id1716929954?i=1000756957019 https://podcasts.apple.com/us/podcast/119-designed-to-last-the-shift-from-operator-to/id1716929954?i=1000750110063 https://podcasts.apple.com/us/podcast/116-designed-to-last-a-strong-financial-foundation/id1716929954?i=1000746829876 Resources:    Visit 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

    143 | Designed to Last: Success Isn't the Exit - Redefining Wealth for Entrepreneurs
  2. Jul 28

    142 | 500+ Capital Raises Later: What Separates Funded Deals from Failures with Jason Fishman

    Why do 96% of deals never get funded, even when the product is exceptional? In this episode of the Vital Wealth Strategies Podcast, host Pat Lonergan sits down with Jason Fishman, CEO of Digital Niche Agency and the marketing mind behind more than 500 capital raises that have generated hundreds of millions of dollars for founders. Jason has spent over 15 years proving a truth most entrepreneurs learn too late: they don't have a funding problem, they have a marketing problem. The best companies don't win the capital, the companies that communicate value most clearly do. Pat and Jason break down the psychology of social proof, why "everyone wants to be first to be second," and how successful campaigns create demand long before they ever launch. Listeners will walk away with Jason's signature Test, Optimize, Scale framework, the real math behind investor conversions (most happen between touch points 7 and 12, yet fewer than 3% of salespeople follow up more than 7 times), and the exact metrics every CEO should have on their dashboard. The conversation covers Reg D, Reg CF, and Regulation A+ raises, how one company raised $65 million from more than 20,000 investors, why your personal brand pulls your company brand behind it, and where AI belongs (and doesn't) in your marketing. Whether you're raising capital now or building the visibility that makes your next raise easier, this episode gives entrepreneurs a proven playbook for turning attention into investment. Key Takeaways: Most founders don't have a funding problem, they have a marketing and visibility problem Only about 4% of deals get funded at the angel and VC level, and the top 10% of online offerings capture nearly all the investment Social proof and third-party validation separate oversubscribed campaigns from stagnant ones Investors need 7 to 17 touch points before committing, and most conversions happen between touches 7 and 12 The most successful campaigns build their audience and demand before launch, within compliance guardrails Test, Optimize, Scale: let the data, not your assumptions, decide where to invest your marketing dollars Track your funnel like a CEO: impressions, clicks, conversions, and acquisition cost at every stage People invest in people, so your personal brand pulls your company brand behind it AI is a powerful assistant, but the strategic thinking still has to come from you LinkedIn outreach is the most underrated investor acquisition channel available today Learn More About Jason: Digital Niche Agency: digitalnicheagency.com Jason's video content and podcast playlist: mailto:youtube.com/@digitalnicheagency Jason Fishman on LinkedIn: Jason Fishman | LinkedIn Resources:    Visit vitalwealth.com/resources to download FREE resources      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

    142 | 500+ Capital Raises Later: What Separates Funded Deals from Failures with Jason Fishman
  3. Jul 21

    141 | The investing Lesson Every Entrepreneur Learns the Hard Way with Andrew Horowitz

    What happens to an entrepreneur's wealth the day they finally step back from the business they spent decades building? On this episode of the Vital Wealth Strategies Podcast, host Patrick Lonergan sits down with Andrew Horowitz, a nearly 40-year veteran of the financial services industry and host of The Disciplined Investor podcast, to break down why so many successful business owners struggle to invest their wealth with the same discipline they used to build their company. Horowitz and Lonergan dig into why an entrepreneur's own business behaves like one of the riskiest assets in their portfolio, the real math behind a market drawdown, and a practical dollar-cost-averaging strategy called "one foot in, one foot out" that helps investors get off the sidelines without the fear of a lump-sum decision gone wrong. Whether an entrepreneur is still building free cash flow inside the business or preparing for a future liquidity event, this conversation lays out a clear framework for separating business risk from investment risk, building an all-weather portfolio, and making decisions based on process instead of emotion. Key Takeaways: Why business owners often confuse business success with investing skill, and why that gap creates unnecessary risk How a founder's business behaves like a micro-cap stock, exposed to shocks that can undo years of hard work The real math behind a drawdown: why a 50% loss requires a 100% gain just to break even The psychology of a liquidity event, and why mark-to-market investing feels different than watching a home value rise The "all-weather portfolio" (or "flower garden") approach to true diversification The "one foot in, one foot out" dollar-cost-averaging strategy for investing without the fear of bad timing Why waiting for a market pullback can end up costing more than staying invested How to separate business risk from investment risk after selling or exiting a company Learn More About Andrew: The Disciplined Investor podcast / Andrew Horowitz DH Unplugged podcast (Andrew Horowitz & John C. Dvorak) Resources:    Visit vitalwealth.com/resources to download FREE resources      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

    141 | The investing Lesson Every Entrepreneur Learns the Hard Way with Andrew Horowitz
  4. Jul 14

    140 | Business Fuel: How to Find the Right Capital for Every Stage of Growth with Levi King

    What does it actually take to get a business loan and why are so many successful entrepreneurs getting denied? In this episode of the Vital Wealth Strategies Podcast, host Patrick Lonergan sits down with Levi King, co-founder of Nav and one of the foremost experts on small business credit and financing in the country. Levi brings a rare combination of real-world experience, having started five businesses, secured over forty commercial loans across multiple industries, and built Lendio, the nation's largest commercial loan broker and the technical depth of a fintech founder who has spent a decade solving the financing gap for millions of small business owners. This conversation goes far beyond the basics and delivers a masterclass on what lenders are actually looking at, why most entrepreneurs are flying blind, and what to do about it. Patrick and Levi unpack why business credit and personal credit operate by entirely different rules, how a single bounced check can quietly disqualify an otherwise strong borrower, and why the way a business is structured legally can make or break a loan application before it ever reaches an underwriter. With credit markets expected to tighten in the months ahead, Levi makes a compelling case for why right now, not when you need capital, is the time to build your financial foundation. Whether you are actively seeking financing or simply want to be prepared when the opportunity arises, this episode will change the way you think about capital, credit, and the financial infrastructure of your business. Key Takeaways: Business credit and personal credit are completely different, low data consistency across commercial bureaus means a strong D&B score does not guarantee strong Experian or Equifax scores The Fair Credit Reporting Act does not apply to business credit, disputes move slower and protections are weaker Bounced checks are one of the most common and costly mistakes, even three per month can disqualify an otherwise strong borrower from many lenders Lenders use AI and trending deposit data to determine whether a business is growing or quietly in distress Sole proprietors face significant financing disadvantages, forming a legal entity is critical for access to business loans and credit cards Mixing personal and business finances is an automatic decline with most lenders Get a line of credit before you need one, in a tightening credit cycle, existing facilities stay active longer than new approvals get through Nav aggregates personal credit, all three commercial bureau data sets, and cash flow data via Plaid to show business owners exactly how a lender sees them The best time to build your financial profile is before you need capital, subprime emergency loans often accelerate business failure rather than prevent it Customer revenue is always the best capital, financing should be a growth lever, not a lifeline Learn More About Levi: Nav platform: nav.com Resources:    Visit vitalwealth.com/resources to download FREE resources      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

    140 | Business Fuel: How to Find the Right Capital for Every Stage of Growth with Levi King
  5. Jul 7

    139 | How to a Build a Sales Team so the Business can Scale with Mike Huey

    Are you still the most important person in your sales process? For most entrepreneurs, the honest answer is yes and it's the single biggest thing capping their revenue, their company's value, and their freedom. In this episode of the Vital Wealth Strategies Podcast, host Patrick Lonergan sits down with Mike Huey, founder of Scalable Sales Solutions and a sales veteran with 30 years of experience building, breaking, and rebuilding sales organizations from coast to coast. Mike has taken companies from founder-led sales to national scale, including growing a seven-employee facility services business into a nationwide operation and today he helps business owners get the sales hat off so they can build something that runs, grows, and eventually sells without them. Patrick and Mike dig into the exact system that attracts A-player salespeople (and why hiring from inside your own industry almost guarantees you a B or C player), the compensation structures that actually drive new business instead of rewarding the wrong behavior, and the five sales metrics every owner should be tracking. They also cover the recruiting trick Mike uses to screen hundreds of applicants down to true A players, why you have to be willing to fire your top performer over a values violation, and how to know when your business is truly ready to scale or sell. Whether you're stuck as the bottleneck in your own company or preparing for an exit in the next five years, this conversation is a blueprint for turning a personality-driven business into a transferable asset. Key Takeaways: If your business can't grow without you personally closing every deal, you own a high-paying job, not a transferable asset A-player salespeople are attracted by five things: a sales playbook, a lead generation system, a CRM everyone uses, scorecards and accountability, and a compensation plan that rewards the right activities Hiring salespeople from within your own industry usually lands you B and C players, true A players won't leave a strong book of business Compensation plans should adjust every year; stairstep and hurdle models push reps toward new accounts, new territories, and new products Track five metrics: sales activity, average deal size, close rate, repeat purchase rate, and referral rate Culture comes down to two things, the right scorecards and core values and you must be willing to fire top performers over value violations A business is only ready to scale when it cash flows completely with the owner stepped out of the process Start exit planning long before the emergency: "life after the business" is one of the biggest reasons deals fall apart This week's action step: identify the two or three things you're doing that hold the company back, and build a plan to offload them Learn More About Mike: Mike Huey's website / consultation: mikehuey.com Leadership Blueprint: Accountability in Action by Mike Huey The Art of War for Business by Mike Huey Make Your Company Scalable and Saleable by Mike Huey Resources:    Visit 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

    139 | How to a Build a Sales Team so the Business can Scale with Mike Huey
  6. Jun 30

    138 | 83% of Businesses Fail Because of This… Here's How to Make Sure Yours Doesn't with Gretchen Roberts

    What would it look like if your business finally stopped bleeding money through taxes, messy books, and financial blind spots and instead became the wealth-building machine it was always meant to be? In this episode of the Vital Wealth Strategies Podcast, host Patrick Lonergan sits down with Gretchen Roberts, CEO of Red Bike Advisors, a national tax, accounting, and advisory firm that has helped hundreds of business owners improve financial performance, reduce taxes, and build long-term wealth since 2009. Gretchen brings a rare combination of deep financial expertise and an operator's mindset as a multi-time entrepreneur herself, making her advice as practical as it is powerful. Whether you're drowning in disorganized books or already running a profitable business and looking to keep more of what you earn, this conversation delivers a clear roadmap for getting from financially stressed to financially free. Gretchen walks Patrick through her firm's proprietary SOAR Framework - Stabilize, Optimize, Accelerate, and Retire; a four-stage journey designed to take business owners from financial chaos to tax-efficient wealth creation. From cleaning up years of messy books and benchmarking profit margins against industry standards, to building a 10-year tax savings blueprint and creating a business that can run without you, this episode is packed with actionable strategies that apply no matter where you are in your entrepreneurial journey. Gretchen and Patrick also dig into cash flow planning, the danger of reactive tax decisions, and what it truly means to be "financially retired", not just done working, but free to choose. This is a must-listen for any entrepreneur who wants to build a business that funds the life they actually want. Key Takeaways: Messy books are more common than you think and you can't grow, optimize, or sell a business without a clean financial foundation The SOAR Framework (Stabilize, Optimize, Accelerate, Retire) gives business owners a clear, stage-by-stage path from financial disorganization to wealth creation 83% of businesses fail due to cash flow problems, building a cash cushion of 3–6 months is a critical protection strategy Your P&L is a management tool - knowing how to read it and track trends month-over-month can help you spot problems before they become crises An S Corporation election is often the lowest-hanging fruit for tax savings, opening up significant self-employment tax reduction year after year Tax strategy must fit your cash flow reality, a great strategy on paper can cause serious problems if it drains liquidity at the wrong time Exit-readiness starts long before you're ready to sell, if the business can't run without you, it's not ready for the market "Financially retired" doesn't mean stopping work, it means having the freedom to choose your role and step back from daily operations Learn More About Gretchen: Official Website: redbikeadvisors.com   Resources:    Visit 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

    138 | 83% of Businesses Fail Because of This… Here's How to Make Sure Yours Doesn't with Gretchen Roberts
  7. Jun 23

    137 | How Entrepreneurs Use Real Estate to Build Wealth Without Becoming a Landlord with Chris Larsen

    What if your business is generating great income but you're still not financially free? In this episode of the Vital Wealth Strategies Podcast, host Patrick Lonergan sits down with Christopher Larsen, founder and Principal of Next-Level Income, to tackle one of the biggest blind spots entrepreneurs face, building income without building lasting wealth. Chris brings over 20 years of real estate investing experience, an MBA in Finance, and a track record of over $2 billion in real estate acquisitions to the conversation. He walked away from an 18-year career in the medical device industry because he built something better, and now he dedicates his time to helping other entrepreneurs do the same. If you've ever wondered whether you're truly building wealth or just generating a bigger paycheck, this episode was made for you. Patrick and Chris break down the exact framework entrepreneurs need to achieve real financial freedom, including Chris's DIAL method for evaluating investments, the 7-year formula for replacing active income with passive income, and why owning a duplex is not the passive income strategy most people think it is. They also get into the power of real estate cycles, how to use depreciation to legally reduce your tax burden, and the generational wealth strategies that separate the Rockefellers from the Vanderbilts. Whether you're just starting to think about investing outside your business or you're ready to scale your portfolio, this conversation will challenge the way you think about money, freedom, and legacy. Key Takeaways: Financial freedom is not a net worth number, it's the point where your passive income exceeds your monthly expenses The DIAL framework helps investors identify what matters most: Depreciation, Income, Appreciation, and Liquidity Owning small residential rentals is rarely passive, true passive income comes from partnering with an experienced operator Real estate follows an approximately 18.5-year cycle, knowing where you are in that cycle determines which asset class makes the most sense Buying the real estate your business occupies creates a powerful tax and wealth-building strategy Diversification is critical, don't concentrate all your wealth in your business alone Liquidity planning is non-negotiable, always maintain a minimum cash threshold to protect against black swan events Teaching your children about money early and giving them real financial responsibility, is the foundation of generational wealth Learn More About Chris: nextlevelincome.com nextlevelincome.com/financialfreedombook nextlevelincome.com/kids Episode Resources: The Simple Path to Wealth by JL Collins The Secret Life of Real Estate and Banking Resources:    Visit 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

    137 | How Entrepreneurs Use Real Estate to Build Wealth Without Becoming a Landlord with Chris Larsen
  8. Jun 16

    136 | Why 90% of Family Wealth Is Gone By the Third Generation (And How to Stop It) with DJ Van Keuren

    What separates the entrepreneurs who build lasting, generational wealth from those who watch it disappear by the second or third generation? In this episode of the Vital Wealth Strategies Podcast, host Patrick Lonergan sits down with DJ Van Keuren – Harvard educated family office real estate expert, founder of the Family Office Real Estate Institute, and a man who has personally managed real estate portfolios for some of the most prominent families in the country, including the Marriott family, to unpack the strategies, systems, and mindset shifts that turn entrepreneurial success into a lasting legacy. DJ brings decades of real-world experience navigating everything from luxury hotel acquisitions in New York City to distressed multifamily opportunities, and he doesn't hold back on exactly where wealthy families go wrong and what to do instead. Patrick and DJ dive deep into the four pillars of real estate wealth building - appreciation, depreciation, amortization, and cash flow and why the average family office allocates roughly 24% of its portfolio to real estate. DJ reveals the single biggest mistake business owners make once they accumulate significant wealth (hint: it's the same thing that made them successful in business, and they stop doing it), how to properly stress test a deal before you commit, why underwriting the operator matters far more than underwriting the deal itself, and why right now may be one of the most compelling buying opportunities in the 18.6-year real estate cycle. Whether you're evaluating your first syndication or building a multi-generational real estate portfolio, this conversation gives you the framework, the questions to ask, and the perspective to invest with confidence. Key Takeaways: The average family office allocates ~24% of its portfolio to real estate, for good reason. Appreciation, depreciation, amortization, cash flow, and leverage all work together to build wealth in ways other asset classes simply can't match The #1 mistake wealthy business owners make is applying zero structure to managing their own wealth, the same rigor (goals, strategy, quarterly reviews) that built the business needs to be applied to the portfolio An Investment Policy Statement (IPS) is the foundation, it defines what you'll buy, what returns you're targeting, and whether future generations are part of the picture Always underwrite the operator before the deal, a great property with a bad operator is a bad investment. Ask how they navigated the Great Recession, not just what returns they posted Stress test every deal, model the worst case scenario (higher cap rate at exit, higher refinancing rates) and ask if you can live with that outcome before you commit Real estate runs on an 18.6-year cycle, DJ believes we are currently at a prime buying point, with distressed multifamily assets hitting the market due to financial pressure, not property failure Multifamily has historically never exceeded 11.6% vacancy - the resilience compared to commercial or office makes it a core holding for cash flow and downside protection 70% of family wealth is lost by the second generation; 90% by the third - governance, family councils, and intentional planning are the antidote Real estate's illiquidity is a feature, not a bug, it protects families from emotional decision-making and forces the long hold that builds real wealth The optimal number of properties in a family real estate portfolio is 15, per FORE Institute research, funds can be an efficient path to that diversification without the management burden Learn More About DJ: Family Office Real Estate Institute: fore.institute DJ Van Keuren's personal website: djvankeuren.com Resources:    Visit 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

    136 | Why 90% of Family Wealth Is Gone By the Third Generation (And How to Stop It) with DJ Van Keuren
5
out of 5
26 Ratings

About

Welcome to Vital Wealth Strategies Podcast, where financial and tax expertise meets entrepreneurial success. Join us as we dive deep into the world of high-level entrepreneurship, bringing you top authorities who specialize in cutting-edge financial and tax strategies. Our podcast is your go-to resource for staying ahead in the financial game, offering insights and advice that can optimize your wealth, reduce tax liabilities, and supercharge your business growth. Tune in to gain a competitive edge and unlock the secrets to financial success in the world of high-level entrepreneurship.

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