• 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.

• The Prudent Plastic Surgeon: prudentplasticsurgeon.com
• Strategy Call with Evergreen: Book Here
• The Alternative Investor Newsletter: Join Here
• Email Jordan: jordan@prudentplasticsurgeon.com

• Website: evergreencapital.com

• 00:00 – Why financial freedom matters for doctors
• 03:09 – Index funds vs. Real Estate: The hybrid strategy
• 04:10 – Breaking down the first duplex deal
• 06:51 – Systems, automation, and team building
• 10:26 – Replacing clinical income with passive cash flow
• 23:25 – Common mistakes doctors make in alternative assets
• 30:49 – The emotional impact of recurring investment income

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To speak with our team: info@evergreencap.com

This 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.

Keywords

family offices, wealth management, alternative investments, tax efficiency, cash flow, private equity, real estate, financial advice, operating system, personal balance sheet

Takeaways

• Family 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 Options

• Rethinking Wealth: Beyond Billionaire Family Offices
• Transforming Personal Finance into an Operating System
• The Hidden Costs of Traditional Financial Advice
• Unlocking the Power of Alternative Investments
• Family Office Strategies for Everyday Investors
• Maximizing Returns with Tax Efficiency
• Beyond ETFs: A New Approach to Wealth
• The Family Office Mindset: Not Just for the Ultra-Rich
• Building Wealth with Private Investments
• From Retail Advice to Family Office Thinking

Sound bites

Family 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.

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Apply for a Strategy Call with Evergreen: https://bit.ly/4pqK1Kk

The 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.

Keywords

real estate, tax strategy, ultra-wealthy, depreciation, tax bill, property investment, paper losses, wealth compounding, tax advantages, productive assets

Takeaways

• The 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 bites

The 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.

Chapters

• 00:00:08 Introduction to Real Estate and Taxes
• 00:01:09 Impact of the New Tax Bill
• 00:03:22 Federal and State Tax Reduction
• 00:04:23 Depreciation as a Strategy
• 00:05:40 Long-Term Real Estate Strategy
• 00:07:06 Choosing the Right Property Types
• 00:08:31 Real Estate as a Major Asset Class
• 00:08:48 Tax Code and Productive Assets

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