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šø #0012 - 3 Tax-Saving Strategies for Big Gains
Most investors leave money on the table when selling assets. Donāt make the same mistake.
Big Gains, Big Problems
How to Save More When You Sell
When your investments soar, so do the taxes.
Without a strategy, selling highly appreciated assets could mean handing over 20% or more of your gains to Uncle Sam.
But with smart planning before you sell, you can keep more of your wealth working for you instead of paying it out in taxes.
Read on for the detailsā¦
In todayās issue:
Weekly Wisdom - From Jean-Baptiste Colbertā¦
Best Links - Wildfires crushing the insurance industryā¦
Deep Dive - How three celebrities can support causes and stay richā¦
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NEW OPPORTUNITY
Many investors lose $1.6MM over their lifetime. I nearly did tooāuntil I found the fix.
The Secret That Changed the Way I Manage My Wealth Forever
Most high earners lose millions over timeāsee how I learned to avoid the hidden traps
Last week, I met with one of our readers who had a familiar problem. They were earning a great income, saving consistently, and even investing. But their wealth wasnāt growing as quickly as they would like.
They told me, āI donāt get it. Iām doing everything Iām supposed to, but my money just isnāt growing the way I planned.ā
I knew exactly what they were feeling because Iād been there tooā¦
Fifteen years ago was the first time I had a seven figure income in one year, but I didnāt realize how many pigs would be at the trough.
Despite all of my advisors, my returns were weak.
Once I figured out why, everything changedā¦
I shared a few things with him I wish someone had told me back then. We talked for a while, and I could see things starting to click for him.
It made me wonderāhow many others are struggling with the same thing without realizing it?
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P.S. Sorry, but only for people making over $100k per yearā¦
WISDOM
"The art of taxation consists in so plucking the goose as to obtain the largest amount of feathers with the least amount of hissing."
ā Jean-Baptiste Colbert
BEST LINKS
My Favorite Readsā¦
š REAL ESTATE
Californiaās Insurance Inferno (npr.org)
š MACRO
3rd Great Bond Bear Market (@barchart)
Japanās Economic Enigma (@Finance_Nerd_)
š MARKETS
Whatās Driving the Markets? (ccmmarketmodel.com)
DEEP DIVE
3 Tax-Saving Strategies for Big Gains
Plan ahead to keep more of your wealth. The right strategy before selling can save you thousandsāor even millions.
Imagine this: Youāve been holding onto that Bitcoin or Tesla stock for years.
Itās grown significantly, but now youāre stuckāsell and face a massive tax bill, or hold and risk losing gains to market swings?
The key to maximizing your wealth lies in planning your tax strategy before you sell.
Letās break it downā¦
Why Tax Planning Matters Before Selling
Once you sell an investment, the tax liability is locked in. This is bad.
Youāve created the tax obligation to Uncle Sam for a cut of your gains, whether youāre ready or not.
Planning ahead gives you flexibility and tools to reduce or even eliminate those taxes.
As real estate mogul Donald Trump demonstrated with 1031 exchanges, the real power of tax strategies lies in avoiding the liability before it starts.
1. Defer Taxes with a 1031 Exchange
Turn real estate profits into bigger opportunitiesātax-free.
If youāre a real estate owner, the 1031 exchange is your best friend. It allows you to sell a property and reinvest in a ālike-kindā property without paying immediate capital gains tax.
Celebrity Example:
When Tom Cruise sold his Telluride ski chalet, he could have used a 1031 exchange to reinvest in other real estate without triggering taxes. This could have helped him preserve millions for reinvestment while upgrading his portfolio.
Why Plan Ahead?
To qualify for a 1031 exchange, you must identify replacement properties within 45 days and complete the purchase within 180 days. Start strategizing before you sell.
2. Reinvest Gains in Opportunity Zones
Save on taxes and make an impact.
Opportunity Zones let you defer and reduce taxes by reinvesting gains into designated funds that support underserved communities.
Celebrity Example:
LeBron James has invested in numerous projects to build schools and develop communities. This would be ideal for Opportunity Zone structure because they take place in low-income neighborhoods. These investments reduce his tax liability while aligning with his philanthropic goals.
Why Plan Ahead?
You need to move gains into an Opportunity Zone Fund within 180 days of selling the asset. Missing this window can cost you the tax benefits.
3. Sell Tax-Free with a Charitable Remainder Trust (CRT)
Turn your gains into income and a legacy.
A CRT allows you to transfer appreciated assets to a trust, avoiding immediate capital gains taxes.
The trust sells the assets tax-free, provides you with income for the rest of your life, and donates the remainder to charity.
Celebrity Example:
Jackie Chan, known for his philanthropy, has an opportunity to use trusts to balance charitable giving with financial security and asset protection. While details of his charitable arenāt public, this strategy aligns with his legacy planning goals.
Why Plan Ahead?
Setting up a CRT takes time and legal coordination. Waiting until after the sale forfeits this option.
Try it out at:
Recap
How the Wealthy Save on Taxes
1031 Exchanges: Sell and reinvest real estate tax-free (e.g., Tom Cruise).
Opportunity Zones: Reinvest gains to defer and reduce taxes (e.g., LeBron James).
Charitable Remainder Trusts: Sell tax-free, earn income, and donate the remainder (e.g., Jackie Chan).
Act Now to Keep More of What You Earn
The biggest mistake you can make? Waiting until after youāve created a tax liability to think about strategy.
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The content provided in this newsletter is for informational purposes only and should not be considered as specific advice for any specific individual. The information is prepared by knowledgeable individuals and is not written by certified tax professionals or investment advisors. For personalized advice tailored to your unique financial situation, consult with a qualified tax professional, financial advisor, or attorney.
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