Stop Selling Your Stocks.
Start Renting Them.
Every time you sell a stock, you create a tax event and bet against the market. There's a better way: generate income from your portfolio without ever selling a share.
Why I Stopped Selling Stocks
Three reasons that changed how I think about wealth
You Can't Time the Market
By the time news reaches youβearnings, policy changes, global eventsβit's already priced in. Sophisticated players moved first.
Selling = Tax Event
In California, selling triggers ~30% in taxes on gains. Every sale erodes your wealth, even on "good" trades.
Step-Up Basis at Death
If you never sell, your heirs inherit at current valueβtax-free. Generations of gains, zero tax.
The Solution: The Rent Your Stock Strategy
Generate monthly income by selling covered calls against your holdings. You keep your shares, earn ~1% per month, and your portfolio keeps growing. Worst case? Your stock gets sold at a profitβwhich is what you'd do anyway.
See the Difference for Yourself
Your Portfolio at Age 60
1 Annual Disposable Income
How much money do you have to spend each year?
The Insight: The Buy & Sell Strategy gives you fixed income until your portfolio runs out. The Rent Your Stock Strategy starts lower but grows every year as your portfolio compounds. By Year 4, renting generates more incomeβand it never stops.
2 Portfolio Value Over Time
What happens to your wealth?
The Insight: When you sell stocks for income, you're eating into your principal. With the Rent Your Stock Strategy, your portfolio never shrinksβit compounds to $4.66M and passes to your heirs tax-free.