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by Brad Johnson
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- 3 weeks ago10 min
How Business Owners Create Passive Income After An Exit
Episode DescriptionIn this episode, Brad Johnson explains how business owners can turn the proceeds from selling a company or experiencing a major liquidity event into passive monthly income that can fund retirement indefinitely. He shares why many entrepreneurs reach the finish line without a real plan for their wealth, why traditional stock-and-bond portfolios often feel misaligned after an exit, and how Evergreen’s two-engine income strategy is designed to create both dependable cash flow today and income growth for the future. Brad also covers the trade-offs of private markets, the importance of choosing the right advisor, and why focusing on income goals can be far more useful than chasing a net worth number.Book a Callhttps://zpr.io/izgjKaDsgQNwEvergreen Capitalinfo@evergreencap.comConnect with Brad Johnsonhttps://www.linkedin.com/in/bradleyjohnson/Key topics:• How entrepreneurs can convert a major liquidity event into passive monthly income• Why many business owners feel unprepared for life and money after selling a company• The emotional and practical challenges entrepreneurs face after retirement• The difference between managing investments yourself and outsourcing portfolio strategy• Why traditional ETF-and-bond portfolios often fall short for business owners• How Evergreen’s two-engine income strategy combines private income investments with dividend growth stocks• What goes into vetting high-quality private asset managers• Why many traditional advisors struggle to implement private market strategies• The pros and cons of private investments, including illiquidity• Why setting a passive income target may matter more than aiming for a specific net worthTimestamps:00:00 - Introduction: Converting Liquidity into Passive Income00:59 - Post-Retirement Ambitions for Entrepreneurs01:57 - Options for Portfolio Management: DIY vs. Outsourcing02:32 - The Limitations of Vanilla Investment Strategies03:56 - The Evergreen Income Strategy: Two Engines04:51 - Vetting High-Quality Asset Managers05:14 - Choosing the Right Advisor for Private Markets07:04 - The Trade-offs: Illiquidity and Behavior08:38 - Focusing on Income Goals over Net Worth10:03 - Next Steps and Resources Hosted on Acast. See acast.com/privacy for more information.
- Mar 21, 20267 min
My 10 Worst Real Estate Nightmares
In this episode, Brad Johnson shares ten real-world real estate nightmares that show why rental properties are far from passive. Drawing from over $150 million of investment experience, he walks through costly mistakes, unexpected risks, and operational headaches that investors rarely see coming. Brad also explains why these experiences ultimately led him to shift toward more passive, income-focused investments.Book a Callhttps://zpr.io/czXpQcCXKQLXEvergreen Capitalinfo@evergreencap.comConnect with Brad Johnsonhttps://www.linkedin.com/in/bradleyjohnson/Key topics:• Why real estate is often far more operationally intensive than investors expect• The hidden risks that can turn “passive income” into active problem-solving• How natural disasters can create unexpected repair costs and insurance battles• Tenant-related risks, from property damage to eviction challenges• Legal exposure and how small issues can turn into lawsuits• Infrastructure failures and environmental risks in real estate investing• The financial impact of rare but severe events like flooding and system failures• How employee issues and fraud can affect property performance• Why unpredictable expenses can erode returns over time• Why many investors eventually shift toward more passive income strategiesTimestamps:00:00 - Introduction00:20 - Tornado Damage01:10 - Unauthorized Dog Breeding01:34 - Hoarding and Hazmat Cleanup01:50 - Hurricane Scare02:06 - The “Professional Tenant”02:47 - Lawsuit Over a One-Inch Curb03:14 - Lift Station Failure03:48 - Ice Dam and Flood05:03 - Employee Theft05:43 - Massive Water Leak06:29 - Why I Moved to More Passive Investments Hosted on Acast. See acast.com/privacy for more information.
- Mar 18, 202610 min
The Biggest Mistakes Dividend Investors Make
In this episode, Brad Johnson breaks down the biggest mistakes dividend investors make and why chasing high yield can quietly hurt long-term results. He explains what dividend investors should actually focus on, how to identify stronger businesses with staying power, and why dividend growth matters far more than the highest starting yield. Brad also shares how Evergreen Capital thinks about pairing dividend growth stocks with alternative income-producing assets for high-net-worth investors.Book a Callhttps://zpr.io/W6JaycaP8EeT Evergreen Capitalinfo@evergreencap.comConnect with Brad Johnsonhttps://www.linkedin.com/in/bradleyjohnson/Key topics:• Why the goal of dividend investing is lasting income, not just a high starting yield• How yield traps can pull investors into weak businesses with unsustainable payouts• What to look for in quality dividend growth stocks• Why Texas Pacific Land Trust is a useful case study in dividend growth investing• How yield on cost compounds over time• The behavioral benefits of owning cash-flowing investments• Why over-concentrating in REITs can create portfolio risk• How payout ratios help reveal whether a dividend is sustainable• The tradeoff between total return investing and dividend-focused investing• Why high-net-worth investors often prefer income-producing portfoliosTimestamps:00:00 - Introduction to Dividend Investing00:21 - The Goal of Dividend Investing00:39 - Avoiding Yield Traps01:40 - Finding Quality Dividend Growth Stocks02:34 - Case Study: Texas Pacific Land Trust (TPL)03:51 - The Power of Yield on Cost04:31 - Behavioral Benefits of Dividends05:20 - Risks of Over-Concentrating in REITs06:08 - Understanding Payout Ratios07:13 - Total Return vs Dividend Strategy08:04 - Achieving Market Returns with Quality Growers09:03 - Strategy for High-Net-Worth Investors Hosted on Acast. See acast.com/privacy for more information.
- Mar 5, 202635 min
The Truth Behind The Financial Advisor Industry
In this episode, Brad Johnson explains how the financial advice industry actually works behind the scenes. He breaks down how most advisors are paid, where conflicts of interest can appear, and why many portfolios still rely on outdated strategies like the traditional 60/40 stock and bond allocation. Brad also shares how Evergreen Capital approaches investing differently, with a focus on income-producing assets, private markets, and fee structures designed to better align incentives with clients.Book a Callhttps://zpr.io/xiRBGeUg5g6q Evergreen Capitalinfo@evergreencap.comConnect with Brad Johnsonhttps://www.linkedin.com/in/bradleyjohnson/Key topics:• Why most financial advisors rely on the traditional 60/40 stock and bond portfolio• The biggest problem with the standard assets under management (AUM) fee model• How uncapped advisory fees can grow dramatically over time• Where hidden fees and commissions still exist in the financial advice industry• The difference between fiduciary advisors and broker-dealers• Why many advisors avoid private market investments and alternatives• How incentives shape the advice clients receive• The risks of relying on the 4% withdrawal rule in retirement• Why income-producing portfolios may be a better fit for many entrepreneurs and business owners• How AI is beginning to disrupt the traditional financial planning modelTimestamps:00:10 - How do you differentiate between financial advisors?01:08 - What’s wrong with the financial advisor business model today?02:40 - How is your company different from other financial advisors?03:37 - How do financial advisors get paid? Which payment models do you like and which do you find problematic?06:11 - Where are financial advisors hiding fees in their contracts?07:04 - How can clients go about identifying fees their current advisor is hiding?07:58 - Fiduciaries are typically safer, but is knowing they’re a fiduciary enough?08:49 - In your opinion, many advisors operate in outdated ways. How so?11:32 - What is the root of the problem? Why do advisors use outdated strategies?14:01 - What other conflicts of interest do you see in the most common advisor models?15:40 - How can clients differentiate between recommendations that are strategy based versus incentive based (favor the advisor)?17:19 - What questions should clients ask their current financial advisors in their next meeting after having watched this interview?19:55 - How does your investment philosophy effect the strategies you employ for your clients?20:58 - What are the most common poor fitting recommendations you see wealthy families pushed into? Why do those pitches work?23:02 - When should wealthy families consider switching from their traditional advisor, to one with a more customized approach?24:01 - Do you believe traditional financial advisors are an enemy to wealth generation?30:08 - What patterns should clients learn to identify in financial advice, that will help them safeguard their wealth?32:20 - Closing thoughts Hosted on Acast. See acast.com/privacy for more information.
- Feb 22, 20266 min
Bill Ackman’s $1 Billion Sale (GP Stakes Case Study)
In this episode, Brad Johnson breaks down the recent news of Bill Ackman selling 10% of his hedge fund, Pershing Square, highlighting the strategic reasons behind this move and its implications for GP stakes investing. Discover the key differences between investing in hedge funds and private equity firms and what this means for investors.GP Stakes Research:https://www.evergreencap.com/gp-stakes-investingEvergreen Capital:info@evergreencap.comConnect with Brad Johnsonhttps://www.linkedin.com/in/bradleyjohnson/Key topics - 5-10 bullets:Why Bill Ackman sold 10% of Pershing Square for about $1 billion, valuing the fund at $10 billionAckman's growth plans with a potential $25 billion fund aimed at retail investorsThe significance of valuation multiples: private equity vs hedge fundsThe importance of a fund's longevity, team stability, and strategy diversity in private equityRisks associated with minority stakes in hedge funds due to key man risk and firm dependenceComparison of private equity and hedge fund structures for minority investmentsHow Ackman's move exemplifies strategic growth and capital deployment in alternative investmentsWhy private equity firms tend to be more stable and less vulnerable than hedge fundsWhat this case reveals about the evolving GP stakes market and investor considerationsBrad’s perspective on Ackman’s future success with this strategic saleTimestamps:00:00 - Bill Ackman’s $1 billion stake sale explained00:23 - Why hedge fund minority stakes can signal growth, not decline00:44 - Ackman’s ambitious plans with new funds and growth strategy01:03 - Valuation implications: what a 10% stake says about Pershing Square01:56 - How private equity valuations compare with hedge fund multiples02:21 - The significance of fund longevity and team stability in private equity02:46 - Risks of investing in hedge fund minority interests03:23 - Differences between hedge fund and private equity structures03:46 - The stability and resilience of private equity firms04:05 - The vulnerabilities of hedge funds in minority stakes04:57 - Why private equity is a more reliable investment space06:27 - Final thoughts: Ackman’s future and what this means for GP stakes investing Hosted on Acast. See acast.com/privacy for more information.
- Feb 3, 202634 min
$0 to $11K/Month Passive Income: Why Doctors Love Real Estate
In This Episode, You’ll Learn:The Wake-Up Call: Why a surgeon’s salary wasn't enough to solve financial burnout.The Hybrid Approach: How to balance index funds with high-yield real estate.The First Deal: A breakdown of Jordan’s first duplex and his 10% cash-on-cash target.Tax Alpha: How his wife’s "Real Estate Professional Status" (REPS) supercharged their wealth.Scaling Secrets: Moving from one property to a portfolio that produces $11k/month in cash flow.Avoid the "Doctor Trap": The 3 biggest mistakes physicians make when investing in alternatives.Resources Mentioned:The Prudent Plastic Surgeon: prudentplasticsurgeon.comStrategy Call with Evergreen: Book HereThe Alternative Investor Newsletter: Join HereEmail Jordan: jordan@prudentplasticsurgeon.comConnect with Brad Johnson:Website: evergreencapital.comChapters:00:00 – Why financial freedom matters for doctors03:09 – Index funds vs. Real Estate: The hybrid strategy04:10 – Breaking down the first duplex deal06:51 – Systems, automation, and team building10:26 – Replacing clinical income with passive cash flow23:25 – Common mistakes doctors make in alternative assets30:49 – The emotional impact of recurring investment income Hosted on Acast. See acast.com/privacy for more information.
- Jan 17, 20265 min
Are You Outgrowing Your Financial Advisor?
Sign up to access our deal flow: https://altinvestor.beehiiv.com/To speak with our team: info@evergreencap.comThis episode challenges the common belief that family offices are only for billionaires, explaining how wealth management should evolve as income and complexity increase. It emphasizes the importance of treating personal finances like an operating system, focusing on after-tax cash flow, and integrating alternative investments for better tax efficiency and cash flow management. The discussion highlights the limitations of traditional financial advice and the benefits of a family office approach, which includes private equity, real estate, and private credit to solve problems that public markets and retirement accounts do not address effectively.Keywordsfamily offices, wealth management, alternative investments, tax efficiency, cash flow, private equity, real estate, financial advice, operating system, personal balance sheetTakeawaysFamily offices aren't just for billionaires.Traditional advice often stops working as wealth grows.Focus on after-tax cash flow, not just retirement accounts.Integrate private investments for better tax efficiency.Treat personal finances like an operating system.Ask how capital should be deployed for maximum returns.Consider alternative investments for predictable income.Avoid unnecessary ordinary income tax.Coordinate investments, taxes, and liquidity.Build a system, not just a portfolio.Title OptionsRethinking Wealth: Beyond Billionaire Family OfficesTransforming Personal Finance into an Operating SystemThe Hidden Costs of Traditional Financial AdviceUnlocking the Power of Alternative InvestmentsFamily Office Strategies for Everyday InvestorsMaximizing Returns with Tax EfficiencyBeyond ETFs: A New Approach to WealthThe Family Office Mindset: Not Just for the Ultra-RichBuilding Wealth with Private InvestmentsFrom Retail Advice to Family Office ThinkingSound bitesFamily offices aren't just for billionaires. Traditional advice stops working as wealth grows. Focus on after-tax cash flow. Integrate private investments for efficiency. Treat finances like an operating system. Maximize returns with strategic capital deployment. Predictable income through alternative investments. Avoid unnecessary ordinary income tax. Coordinate investments, taxes, and liquidity. Build a system, not just a portfolio. Hosted on Acast. See acast.com/privacy for more information.
- Dec 31, 20259 min
The Real Reason Wealthy Investors Love Real Estate (It’s Not Cash Flow)
Apply for a Strategy Call with Evergreen: https://bit.ly/4pqK1KkThe discussion delves into how the ultra-wealthy leverage real estate investments to generate significant paper losses, which in turn compound their wealth and reduce taxes. The conversation highlights the impact of the new tax bill, allowing accelerated depreciation, and emphasizes the strategic importance of choosing the right property types to maximize tax advantages. The long-term strategy of using real estate as a major asset class for tax benefits is explored, showcasing how the tax code rewards ownership of productive assets.Keywordsreal estate, tax strategy, ultra-wealthy, depreciation, tax bill, property investment, paper losses, wealth compounding, tax advantages, productive assetsTakeawaysThe ultra wealthy buy real estate for the tax losses.Large paper losses compound wealth and reduce taxes.The new tax bill allows accelerated depreciation.Federal and state taxes can be significantly reduced.Depreciation is a key concern for the wealthy.Think of depreciation as a consistent tax strategy.Real estate is a long-term strategy for the wealthy.Choosing the right property types is crucial.Real estate is the only major asset class for tax benefits.The tax code rewards owning productive assets.Sound bitesThe ultra wealthy buy real estate for tax losses.Large paper losses compound wealth.Accelerate everything 15 years or less.A $500,000 paper loss can translate.Depreciation is a consistent tax strategy.The wealthy use real estate for tax benefits.Maximize tax advantages with the right property.Real estate shows a loss, reduces taxes.The tax code rewards owning productive assets.Real estate is the only major asset class.Chapters00:00:08 Introduction to Real Estate and Taxes00:01:09 Impact of the New Tax Bill00:03:22 Federal and State Tax Reduction00:04:23 Depreciation as a Strategy00:05:40 Long-Term Real Estate Strategy00:07:06 Choosing the Right Property Types00:08:31 Real Estate as a Major Asset Class00:08:48 Tax Code and Productive Assets Hosted on Acast. See acast.com/privacy for more information.
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About The Alternative Investor
The Alternative Investor is a show about investing money outside of the stock market (private equity, real estate, venture capital, etc.) where the returns are typically higher but the investment decisions are less straightforward. Join Brad Johnson from Evergreen Capital as he discusses investing in alternative assets to help you make better decisions with your investment portfolio. Hosted on Acast. See acast.com/privacy for more information.
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