Uncommon Wealth Podcast

John "JMac" McDonough

Rethink money. Redefine success. Live on your terms. Hosted by John "JMac" McDonough, this is where bold ideas meet real-world action. Each episode pulls back the curtain on the raw stories, pivotal moments, and game-changing strategies of entrepreneurs, visionaries, and high achievers who live life on their terms. It’s not just about building wealth—it’s about creating FREEDOM, PURPOSE, and a LEGACY. From mindset shifts to tactical moves, you’ll get the tools, inspiration, and motivation to leave ordinary behind and start living uncommonly.

  1. 27m ago

    The Poker Mindset Behind a $100M+ Business

    What can a professional poker player teach entrepreneurs about building and protecting a company?For Jared Solomon, co-founder and CEO of Five Iron Golf, the answer is risk.Before Five Iron, Jared studied philosophy, earned a law degree, played professional poker and worked as an equity-options trader. Those experiences shaped how he thinks about probability, downside protection and making decisions when the outcome is uncertain.Five Iron Golf started in 2017 with four simulators in New York City. Today, Jared describes a business generating more than $100 million in revenue, with locations expanding internationally.In this episode of Uncommon Wealth, John McDonough and Jared go beyond the growth story.They discuss why Jared prefers reducing catastrophic downside over maximizing every dollar of upside, why he and his wife have taken money off the table during funding rounds, how Five Iron diversifies its revenue streams, and why successful founders can become so focused on their companies that tax, estate and succession planning fall behind.IN THIS EPISODE:- What professional poker taught Jared about risk- Why good decisions can still produce bad outcomes- Why entrepreneurs often overthink major decisions- How Jared evaluates downside when opening new locations- Why he has accepted dilution to reduce leverage- Why Five Iron takes operational details so seriously- Taking money off the table during funding rounds- Building personal financial security outside the company- Diversifying Five Iron's customers and revenue- Turning the home-simulator trend into another business- Jared's candid realization about estate and succession planning- How he and his wife think about their children's future- Giving children money vs. teaching them to steward wealth- Why your number two should be capable of eventually doing your job- Jared's definition of Uncommon WealthThe central lesson: taking intelligent risk doesn't mean risking everything.Connect With Jared Solomon: 🌐 Website: https://fiveirongolf.com/💼 LinkedIn: Jared Solomon | LinkedIn📸 Instagram: https://www.instagram.com/jaredbsolomon#jmacwealth #jmacadvice #jmacstrategy #johnmcdonough #uncommonwealthpodcast #UncommonWealth #wealthbuilding #entrepreneurship #financialfreedom #businessstrategy #riskmanagement #leadership #businessleadership #scalingbusiness #entrepreneurmindset #businessowners #generationalwealth #wealthmanagement #entrepreneurship #riskmanagement #businessgrowth #scalingbusiness #privateequity

  2. 1d ago

    Can Your Wealth Survive Without You? | Building Lasting Wealth

    Building wealth is one challenge. Keeping it, protecting it, and building a life around it is another.In this episode of the Uncommon Wealth Podcast, John McDonough sits down with John Casmon to explore what happens after an entrepreneur or investor starts achieving financial success.John Casmon shares lessons from his journey from corporate America to entrepreneurship and real estate investing, including how his definition of success evolved from simply making more money to gaining control over his time and lifestyle.They discuss why investors need to periodically rethink their portfolios, why a business that depends entirely on its owner creates risk, how systems and SOPs can make a company stronger, and why personal financial organization matters just as much as business organization.The conversation also dives deep into proactive tax planning—including the important difference between a tax preparer and a tax strategist—and why successful investors should understand the purpose of every investment in their portfolio.In this episode:- Why financial goals change as wealth grows• What “success” actually means beyond a dollar amount• Why too much equity in one asset can create opportunity cost• Building a business that can operate without you• Why entrepreneurs need systems and repeatable processes• Preparing your family for wealth and responsibility• Teaching children how money and business actually work• Tax preparer vs. tax strategist• Why proactive tax planning matters• Building a team of advisors around your wealthThe bigger question isn’t simply:“How do I make more money?”It’s:“How do I build wealth that gives me more control over my life?”Subscribe to the Uncommon Wealth Podcast for conversations about business, investing, wealth strategy, entrepreneurship, and building a life with greater freedom and control.Connect with John Casmon @JohnCasmonMultifamily  🌐 Website: casmoncapital.com💼 LinkedIn: https://www.linkedin.com/in/multifamily-apartments-john-casmon/📺 YouTube: https://www.youtube.com/@JohnCasmonMultifamily📘 Facebook: https://www.facebook.com/p/John-Casmon-100028409780377📸 Instagram: https://www.instagram.com/jcasmon#UncommonWealth #wealthbuilding #entrepreneurship #financialfreedom #realestateinvesting #investing #realestate #taxplanning #wealthmanagement #personalfinance #passiveincome #businessowners #estateplanning #AssetProtection #generationalwealth #johnmcdonough #jmacadvice #jmac

  3. 3d ago

    PART 2: What Happens After the Exit? | Brandon Bornancin

    What does wealth planning after a liquidity event look like when you still own a major stake in the company that created your wealth?Brandon Bornancin explains why wealth planning after a liquidity event is not about buying more—it is about protecting your time, reducing unnecessary complexity, diversifying beyond concentrated business ownership, and deciding where your capital can create greater freedom. After selling part of Seamless.AI, Brandon discovered that the excitement from houses, cars, and other luxury purchases lasted only briefly, while purpose and helping others created more lasting fulfillment.In Part 2 of Uncommon Wealth, John McDonough and Brandon break down wealth planning after a liquidity event, tax planning before selling a business, founder liquidity, asset allocation, portfolio diversification, trusts, LLCs, primary versus secondary capital, private equity, borrowing against investment assets, and venture debtIn This Interview, You’ll Learn-Why wealth planning should begin before a liquidity event occurs-How lifestyle inflation can consume both money and time-Why concentrated business ownership creates a diversification challenge-How Brandon thinks about asset allocation after selling part of his company-Why tax planning before selling a business can preserve more options-How trusts, LLCs, and professional advisors supported the transaction-The difference between primary and secondary capital-Why Brandon selected private equity instead of selling the entire company-How founder liquidity can reduce financial pressure without ending the founder’s involvement-Why borrowing against investment assets and venture debt require a clear repayment strategyIn This Episode00:00 Part 2: Life After Selling Part of Seamless.AI01:04 Why Luxury Spending Didn’t Create Freedom05:44 Buying Back Time After a Liquidity Event08:01 Diversifying Beyond the Operating Company11:20 Asset Allocation After Financial Success14:21 Growth vs. Wealth Preservation21:09 Tax Planning Before Selling a Business24:35 Trusts, LLCs & Asset Protection26:40 Why Pre-Sale Planning Must Start Early28:29 Strategic Buyers, Venture Capital & Private Equity29:55 Primary vs. Secondary Capital Explained32:38 Liquidity, Accessibility & Illiquid Investments35:28 Borrowing Against Investment Assets & Venture Debt44:48 Where to Find Brandon Bornancin🎁 SPECIAL OFFER: Sign up for Seamless.AI and use code “UnCommon” to get 1,000 FREE credits!👉 Get started: https://seamless.ai/?utm_source=linktree&utm_medium=organicSocial&referral=LP-SYS-linktreeConnect with Brandon Bornancin:🌐 Website: https://www.brandonbornancin.com/?utm_medium=organicSocial&referral=LP-blog-linktree💼 LinkedIn: https://www.linkedin.com/in/brandonbornancin/📺 YouTube: https://www.youtube.com/@Brandon_Bornancin📘 Facebook: https://www.facebook.com/BrandonBornancinOfficial/📸 Instagram: https://www.instagram.com/brandonbornancinofficial/?hl=enLearn how elite financial advisors position themselves for larger opportunities, lead advanced wealth conversations, and help successful business owners navigate more sophisticated planning decisions.Learn more →https://elitecasecloser.academy/If a major liquidity event happened tomorrow, what would require your attention first: tax planning, diversification, asset protection, or creating more time freedom?Share your answer in the comments. @Brandon_Bornancin  #jmacwealth#jmacadvice#jmacstrategy#johnmcdonough#FounderLiquidity#taxplanningstrategies #wealthpreservation

  4. Sep 14

    From History Teacher To Real Estate Empire | Matt’s Franchise Wealth Formula

    How to scale a house flipping business without becoming trapped in every renovation, contractor decision, and job site—is it really possible?Matt Lavinder explains how to scale a house flipping business by separating the owner from the daily work and building a house flipping franchise powered by local ownership, strong relationships, coaching, and repeatable real estate business systems.In this episode of Uncommon Wealth, John McDonough sits down with the founder and president of New Again Houses to break down how to scale a house flipping business, why technology should empower people rather than replace them, and how franchise owners can make fast local decisions without layers of management. Matt also explores house-flipping income versus buy-and-hold wealth, real estate cash flow, the capital required to scale, and why business growth should support the life you actually want.In This Interview, You’ll Learn-Why flipping a house is different from building a business that flips houses-How to separate yourself from daily job-site responsibilities-Why scaling a real estate business introduces new risks and capital requirements-How the house flipping franchise model creates local ownership-Why people and relationships remain essential in real estate-How technology and AI can empower people instead of replacing them-Why Matt views flipping as income and buy-and-hold real estate as wealth-Why wealth, profit, and real estate cash flow are not interchangeableMatt emphasizes that scaling is a choice—not the only definition of success—and that the biggest constraint in growth is often finding, retaining, and empowering enough of the right people.In This Episode00:00 How to Scale a House Flipping Business00:57 From College Professor to Real Estate Entrepreneur02:19 Flipping Houses vs. Building a House Flipping Business05:16 Why Real Estate Can Create Scalable Wealth10:48 Why Technology Cannot Replace People in Real Estate13:25 Why Relationship Builders Become Top Performers15:08 House Flipping Income vs. Buy-and-Hold Wealth17:14 The People Problem Behind Business Scale18:45 How the House Flipping Franchise Model Works20:32 Work-Life Balance and Founder Boundaries29:27 Building Wealth Around the Life You Want31:57 The Capital Blind Spot in Business Growth35:56 Why Wealth, Income and Cash Flow Are Different37:31 Why Sustainable Business Success Has No ShortcutsConnect with Matt Lavinder:🌐 Website: https://newagainhouses.com/💼 LinkedIn: https://www.linkedin.com/in/multifamily-apartments-john-casmon/📺 YouTube: https://www.youtube.com/@Findawaypod📸 Instagram: https://www.instagram.com/lavindermatt/ Apple Podcast: https://podcasts.apple.com/us/podcast/find-a-way-with-matt-lavinder/id1740568867Learn how elite financial advisors position themselves for larger cases, lead advanced wealth conversations, and build lasting client relationships.Learn more →https://elitecasecloser.academy/Which part of your real estate business still depends too heavily on you: finding deals, managing renovations, financing projects, making decisions, or leading people?Share your answer in the comments.

  5. Sep 8

    Build Wealth. Protect Wealth. Keep Wealth. Surviving Every Market Cycle

    How does wealth preservation for business owners hold up when the next downturn exposes hidden debt, liquidity, and asset-protection gaps?Jerome Maldonado explains why wealth preservation for business owners must begin while income is still flowing. After going from earning $20,000 a month to zero with no meaningful assets, he rebuilt his financial life around income-producing investments, conservative decisions, liquidity, and long-term protection.In this episode of Uncommon Wealth, John McDonough and Jerome break down wealth preservation for business owners through asset protection strategies, real estate risk management, strategic debt, proactive tax planning, and life insurance. Jerome also shares how the 2008 downturn changed his approach to personal guarantees, construction debt, and real estate underwriting—and why a strong balance sheet can still hide a serious liquidity problem.In This Interview, You’ll Learn-Why wealth preservation should begin as soon as you start earning -money-What losing a $20,000-per-month income taught Jerome about real wealth-How asset protection strategies can help safeguard business and investment assets-Why personal guarantees and construction debt can create hidden exposure-How conservative real estate underwriting protects investors during downturns-Why high net worth does not always mean having enough liquidityThe difference between good debt and bad debt-How proactive tax planning and life insurance can support long-term wealth protectionJerome says his asset-protection mindset changed in 2004, when he invested approximately $40,000 to establish a formal structure after reaching an estimated net worth of roughly $8 million.In This Episode00:00 Wealth Preservation for Business Owners02:19 From $20K a Month to Zero04:08 The $40K Asset Protection Decision06:54 How 2008 Exposed Debt & Personal Guarantees08:34 Conservative Underwriting in a Downturn10:02 Why Rising Rates Stopped $200M in Development14:35 Wealth Creation vs. Wealth Preservation15:16 The Liquidity Problem Behind a Strong Balance Sheet19:58 Good Debt vs. Bad Debt24:07 Proactive Tax Planning vs. Tax Preparation30:36 Life Insurance for Business Owners35:00 Creating Liquidity Without a Fire Sale41:08 What Jerome Would Tell His Younger Self44:31 Why Experienced Mentors MatterJerome explains that his more conservative approach now lets the numbers guide investment decisions, while lessons from 2008 helped him recognize and prepare for later market stress.Connect with Jerome Maldonado:🌐 Website: https://buildwealthevent.com💼 LinkedIn: https://www.linkedin.com/in/jerome-maldonado-1018b183/📺 YouTube: https://www.youtube.com/@jeromemaldonado📘 Facebook: https://www.facebook.com/jerome.maldonado.961/📸 Instagram: https://www.instagram.com/jeromemaldonado1/?hl=en 𝕏 X: https://x.com/JeromeMaldonado?lang=en♪ Tiktok: https://www.tiktok.com/@jeromemaldonado3Learn how elite financial advisors position themselves for larger opportunities, lead advanced wealth conversations, and build lasting client relationships.Learn more →https://elitecasecloser.academy/If your business income stopped tomorrow, which part of your wealth plan would be most exposed: liquidity, debt, taxes, or asset protection?

  6. Sep 3

    Why Money Alone Won't Make You Wealthy with Kathy Fettke

    How can real estate investing for passive income create lasting wealth without exposing you to unnecessary risk?Kathy Fettke explains how real estate investing for passive income can create financial freedom through smart market selection, rental cash flow, due diligence, liquidity, and disciplined risk management.In this episode of Uncommon Wealth, John McDonough sits down with the co-founder of Real Wealth to break down real estate investing for passive income, how to build wealth with real estate, rental properties, real estate syndication risks, market analysis, cash reserves, 1031 exchanges, cost segregation, asset protection, and why true wealth ultimately means having the time and money to live life on your own terms.📚 In This Interview, You’ll Learn-How Kathy Fettke discovered passive income through real estate-How to identify the best real estate markets before prices take off-Why jobs, population growth, and infrastructure matter when choosing markets-The real estate syndication risks investors often underestimate-Why due diligence matters before committing substantial capital-How much liquidity and reserves rental property investors should consider-How 1031 exchanges, depreciation, and cost segregation affect real estate investing-Why financial freedom through real estate is about more than accumulating moneyIn This Episode00:00 Kathy Fettke & Real Estate Investing for Passive Income00:54 The Health Scare That Changed Everything02:45 Learning How Wealthy People Think04:29 What “Real Wealth” Really Means07:01 What Self-Made Millionaires Have in Common16:49 The Real Estate Syndication Risk Investors Ignore19:05 How Kathy Finds the Best Real Estate Markets22:14 The “Path of Progress” Investing Strategy23:14 How AI Is Changing Real Estate Investing26:23 Why Liquidity & Cash Reserves Matter28:53 Multifamily Investing: Expect More Cost and More Time31:51 Cost Segregation, 1031 Exchanges & Tax Strategy34:53 LLCs, Trusts & Real Estate Asset Protection38:00 Protecting Your Family, Wealth & Business42:45 Why True Wealth Is Bigger Than Money44:48 Where to Learn More From Kathy FettkeConnect with Kathy Fettke:🌐 Website: https://kathyfettke.com/?fbclid=IwAR1bNeRBws0DNLfFTZeOZ0MV8OKl4XM0MVi4s-YKOjqfppMiJT3WcNrhSxY💼 LinkedIn: https://www.linkedin.com/in/kathyfettke/📺 YouTube: https://www.youtube.com/channel/UCx1MQOkwKedZ0TeFFoDEFqQ📘 Facebook: https://www.facebook.com/kathyfettkee📸 Instagram: https://www.instagram.com/kathyfettke/?hl=en 𝕏 X: https://x.com/kathyfettkeLearn how elite financial advisors position themselves for larger opportunities, lead advanced wealth conversations, and build lasting client relationships.Learn more →https://elitecasecloser.academy/

  7. Aug 30

    PART 1: The Entrepreneur Who Lost Everything and Built a $250M Company

    How do you scale sales from unpredictable activity into a repeatable revenue system? Brandon Bornancin explains how AI sales prospecting, better data, and a proven sales playbook helped him rebuild after bankruptcy and ultimately generate more than $250 million in sales. In this episode of Uncommon Wealth, John McDonough sits down with the founder of Seamless.AI to break down how to scale sales across prospecting, discovery, pitching, objection handling, closing, B2B lead generation, and sales automation. Brandon shares how manual prospect research once consumed most of his selling time, how automating that work dramatically increased his production, and how that system eventually became Seamless.AI. 🎁 SPECIAL OFFER: Sign up for Seamless.AI and use code “UnCommon” to get 1,000 FREE credits! 👉 Get started: https://seamless.ai/?utm_source=linktree&utm_medium=organicSocial&referral=LP-SYS-linktree 📚 In This Interview, You’ll Learn -How to scale sales with connected data, technology, playbooks, and processes -How AI sales prospecting can eliminate hours of manual research -Why predictable revenue requires more than hiring additional salespeople -How Brandon rebuilt after losing millions and declaring bankruptcy -Why bootstrapping Seamless.AI helped preserve founder equity -How AI sales automation is changing engineering, pipeline management, and support -Why founder liquidity can improve decision-making and reduce financial pressure -Why buying back your time may create more freedom than buying status symbols 📌 In This Episode 00:00 Predictable Revenue & Meet Brandon Bornancin 01:04 How to Scale Sales to $250M 09:32 Losing Everything and Going Bankrupt 15:05 Why Investing in Yourself Creates Security 20:02 The AI Prospecting System That Became Seamless.AI 22:38 Building Seamless.AI Nearly Broke Him 25:04 Scaling From Zero to $250M in Sales 29:00 How AI Is Transforming Sales Automation 31:08 Bootstrapping, Equity & Predictable Revenue 37:35 When the Founder Becomes the Bottleneck 39:32 The $70M Liquidity Event 45:36 The Wealth Mistake After the Exit 49:39 Why Buying Back Time Beats Buying Status 52:13 Building a Family Office and Scaling Wealth Connect with Brandon Bornancin: 🌐 Website: https://seamless.ai/?utm_source=linktree&utm_medium=organicSocial&referral=LP-SYS-linktree 🌐 Website: https://www.brandonbornancin.com/?utm_medium=organicSocial&referral=LP-blog-linktree 💼 LinkedIn: https://www.linkedin.com/in/brandonbornancin/ 📺 YouTube: https://www.youtube.com/@Brandon_Bornancin 📘 Facebook: https://www.facebook.com/BrandonBornancinOfficial/ 📸 Instagram: https://www.instagram.com/brandonbornancinofficial/?hl=en Learn how elite financial advisors position themselves for larger opportunities, lead advanced wealth conversations, and build lasting client relationships. Learn more → https://elitecasecloser.academy/ What is the biggest bottleneck preventing your sales from scaling right now: prospecting, leads, follow-up, objections, closing, or systems? Share your answer in the comments.

  8. Aug 25

    From Engineer to Apartment Syndication King | Brad Surmok

    Can multifamily investing build serious wealth without exposing everything you’ve worked for? Brad Sumrok explains why building wealth through apartments requires more than finding a good deal—it takes patience, mentorship, market awareness, and disciplined risk management. In this episode of Uncommon Wealth, John McDonough sits down with Brad to discuss how multifamily investing took him from engineering and corporate sales to purchasing a 32-unit apartment building as his first real estate deal. Brad shares why he kept his W-2 income, hired experienced mentors, and refused to leave his job until investment income could replace it. But multifamily investing is about more than generating cash flow. Brad breaks down the advantages of apartment investing, the role of the multifamily market cycle, why uncertain markets can create opportunities, and how cash flow, appreciation, and real estate depreciation can work together to build wealth. The conversation also explores wealth creation vs. wealth preservation, investment diversification, tax planning, estate planning, and the danger of becoming overconfident after repeated wins. For investors exploring real estate syndication, financial freedom through real estate, or how to invest in apartment buildings, this episode offers a practical look at building wealth—and knowing when to start protecting it. In This Interview, You’ll Learn -How Brad Sumrok transitioned from engineering into multifamily investing -Why his first real estate purchase was a 32-unit apartment building -Why new investors shouldn’t leave their W-2 jobs too early -How experienced mentors can help reduce real estate investment risk -Why Brad chose apartment investing over single-family rentals -How the multifamily market cycle can create buying opportunities -How cash flow, appreciation, and real estate depreciation build wealth -When investors should shift from wealth creation to wealth preservation In This Episode: 00:00 From Engineer to Multifamily Investing 05:25 Why Corporate Success Wasn’t Enough 09:52 How Losing His Job Led Brad to Real Estate 13:27 Buying 32 Units on His First Deal 14:52 Why You Shouldn’t Quit Your Job Too Early 19:28 Why Brad Chose Apartment Investing 24:09 Understanding the Multifamily Market Cycle 27:35 Is the Multifamily Downturn a Buying Opportunity? 31:04 Cash Flow, Appreciation & Real Estate Tax Benefits 33:41 Wealth Creation vs. Wealth Preservation 39:17 The Biggest Mistake Successful Investors Make 41:01 How Brad Legally Reduces Real Estate Taxes 47:33 Estate Planning & Generational Wealth 48:50 The Legacy Brad Sumrok Wants to Leave Connect With Brad Sumrok: 🌐 Website: https://bradsumrok.com/about-brad/ 💼 LinkedIn: https://www.linkedin.com/in/brad-sumrok-30402218/ 📺 YouTube: https://www.youtube.com/channel/UCHWzPBOYlmCWRJWOPrvlx5w 📘 Facebook: https://www.facebook.com/BradSumrokApartmentInvesting 📸 Instagram: https://www.instagram.com/bradsumrok/ 🎧 Spotify: https://open.spotify.com/show/2QO7uxdzveFAr3ihU7cKno 🎙️ Apple Podcast: https://podcasts.apple.com/us/podcast/the-brad-sumrok-show/id1551393609 ♪ Tiktok: https://www.tiktok.com/@bradsumrok Learn how elite financial advisors position themselves for larger opportunities, lead advanced wealth conversations, and build lasting client relationships. Learn more → https://elitecasecloser.academy/ Where are you in your investing journey right now: creating wealth, growing cash flow, or protecting what you’ve already built? Share your answer in the comments.

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About

Rethink money. Redefine success. Live on your terms. Hosted by John "JMac" McDonough, this is where bold ideas meet real-world action. Each episode pulls back the curtain on the raw stories, pivotal moments, and game-changing strategies of entrepreneurs, visionaries, and high achievers who live life on their terms. It’s not just about building wealth—it’s about creating FREEDOM, PURPOSE, and a LEGACY. From mindset shifts to tactical moves, you’ll get the tools, inspiration, and motivation to leave ordinary behind and start living uncommonly.

Information

  • Creator
    John "JMac" McDonough
  • Years Active
    2026
  • Episodes
    48
  • Rating
    Explicit
  • Copyright
    © John "JMac" McDonough
  • Show Website
    Uncommon Wealth Podcast