The Lie About Portfolio Income That Keeps You Working Forever
Why selling assets isn't income—and the 3-category framework that creates real cash flow
👋 Managing Tech Millions 📈 your go-to source for building wealth with tech equity and managing the money that comes with it.
Every Thursday, we'll deliver a concise and powerful lesson on building wealth working for equity compensation or on managing your seven and eight-figure portfolio.
Today, in 5 minutes or less, you’ll learn:
🏦 The 3-category framework that turns your portfolio into a cash-flowing machine
💰 Why asset categories make all the difference in building generational wealth
📊 The shift from depletion to income-focused wealth management
Hey Portfolio CEOs,
Christopher here.
There’s a massive lie in traditional wealth management that’s keeping you chained to your desk.
The lie? “You’ll generate retirement income by selling 4% of your portfolio every year.” That’s not income. That’s slow-motion liquidation.
Real income means your assets pay you while keeping your principal intact. The difference isn’t semantic—it’s the difference between temporary wealth and generational wealth.
Today I’m showing you the exact three-category framework that transformed my portfolio from a concentrated stock position into a cash-flowing machine—without depleting a single dollar of principal.
Managing Tech Millions is a Weekly Podcast that gives you deep dive conversations into building and growing wealth with myself and other industry experts.
This week, I’m showing you how the ultra-wealthy allocate their portfolios—and how you can model their strategies for greater returns and less risk.
The 23% Rule: Why the ultra-wealthy put only 23% in public stocks—and why you should too
Beyond the Stock Market: How real estate and private equity generate passive income and hedge against inflation
Strategic Financial Planning: Why having a diversified portfolio is essential for long-term wealth
Protect Against Volatility: How non-public assets provide stability and tax advantages
Wealth-Building Machine: How to implement these strategies and transform your portfolio
The 4% Depletion Myth They Teach
Here’s what every traditional advisor preaches:
“Save up a big portfolio, then sell 4% annually to fund your lifestyle.”
Let’s call this what it really is: eating your seed corn.
When you sell assets for “income”:
You trigger tax events every single time
Market crashes force you to sell at the worst possible moments
Your principal shrinks year after year
You’re literally betting you’ll die before the money runs out
This isn’t a retirement strategy. It’s a depletion countdown.
Meanwhile, there’s an entirely different approach that the ultra wealthy use—one where assets pay you to own them.
My Wake-Up Call: From Concentration to Categories
In 2012, after Splunk’s IPO, my portfolio looked like this:
89.8% in Splunk stock (hello, concentration risk)
10.2% in retirement accounts and cash
Income generated: Almost nothing
Everyone looked at this pie chart and said “you need to diversify!”
Sure, but diversify INTO WHAT?
That’s when I discovered the power of asset categories—not just spreading money around, but deliberately choosing assets based on what job I needed them to do.
The Three-Category Framework That Changes Everything
Here’s the breakthrough: Instead of random diversification, I aligned every investment with a specific goal using three categories:
Capital Preservation (5%)
Goal: Increase cash and short-term liquidity Purpose: Sleep-at-night money, opportunity fund Assets: T-bills, high-yield savings
Income Assets (48%)
Goal: Generate $175K annual income Purpose: Replace W-2 without selling principal Assets: Real estate, private credit, REITs, dividend stocks
Growth Assets (47%)
Goal: Divest from single stock, build long-term wealth Purpose: Future appreciation and legacy building Assets: Diversified equities, private equity, venture
The transformation wasn’t just about spreading risk—it was about engineering portfolio behavior.
I stopped asking “what should I buy” and started asking “what job does this asset need to do?”
Real Income vs. Fake Income: The Difference That Matters
Let me be crystal clear about what separates wealth preservation from wealth depletion:
FAKE INCOME (The 4% Rule)
Sell assets every year
Trigger capital gains taxes
Deplete principal over time
Pray markets cooperate
Work until you have “enough”
REAL INCOME (Asset Categories)
Assets pay distributions/dividends
Different (often better) tax treatment
Principal stays intact or grows
Income flows regardless of market prices
Work becomes optional faster
When your income comes from assets paying you—not from selling those assets—everything changes.
Why Most People Stay Stuck in Depletion Mode
Three reasons tech professionals never escape the 4% depletion trap:
1. They don’t know income assets exist beyond bonds Your advisor won’t mention private credit funds paying 8-10%. Or real estate syndications distributing 6-12%. Or business development companies yielding 7-9%. These don’t generate commissions for them.
2. They think in net worth, not cash flow Having $5M means nothing if it doesn’t generate income. But $2M in the right income assets? That’s $200K annually without touching principal.
3. They never categorize with intention Without clear categories, you’re just spreading money around hoping something works. With categories, every dollar has a specific job.
The Simple Framework You Can Implement
Stop thinking about individual investments. Start thinking about portfolio architecture:
Step 1: Define Your Three Categories
Preservation: How much do you need liquid for emergencies/opportunities?
Income: What annual cash flow replaces your salary?
Growth: What builds generational wealth?
Step 2: Map Your Current Holdings Take every investment you own. Assign it to ONE primary category based on its main job. You’ll immediately see the gaps.
Step 3: Set Target Allocations
Conservative: 20% Preservation / 50% Income / 30% Growth
Balanced: 10% Preservation / 45% Income / 45% Growth
Aggressive: 5% Preservation / 40% Income / 55% Growth
Step 4: Reallocate With Purpose Don’t dump everything at once. Systematically shift from your current state to target state, considering taxes and timing.
Your Portfolio Audit Starts Now
Here’s what I need you to do this week:
The 10-Minute Category Audit:
List every investment you own
Mark each as P (Preservation), I (Income), or G (Growth)
Calculate the percentage in each category
Answer this: What percentage of your portfolio generates cash without selling assets?
If your answer to #4 is less than 30%, you’re playing the depletion game whether you realize it or not.
The shift from depletion to income isn’t complicated. It just requires seeing your portfolio differently.
Instead of a pile of assets you’ll eventually sell, see it as a machine engineered to pay you forever.
The wealthy don’t sell assets to live. They own assets that pay them to live.
Which game are you playing?
Stay systematic,
Christopher Nelson Engineering income, not managing depletion
PS: Forward this to someone still believing the 4% rule is a retirement strategy. They need to know that selling isn’t income—it’s just organized liquidation.
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