Warren Buffett’s worst year since the stock market crashed…

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by Simon Black, Sovereign Man:

Warren Buffett’s holding company, Berkshire Hathaway, didn’t outperform the S&P 500 last year.

Berkshire Hathaway grew slightly in 2019, but its performance lagged far behind the S&P 500 stock market index.

That’s an anomaly for Buffett. He’s handily outperformed the S&P 500 for decades, endearing himself to millions of investors along the way.

It’s interesting that Berkshire Hathaway typically has its worst years just before stocks crash.

In 1999, just prior to the Dot-Com Bust of 2000, the company’s book value (Buffett’s preferred measure of performance) grew just 0.5%, while the S&P grew 21%. The stock market peaked just a few months later.

Of course, the fact that Buffett’s company underperformed the market so much is not a 100% guarantee that the stock market has reached its peak.

But Buffett himself has been vocal that there are very few good deals out there.

Berkshire Hathaway has amassed a record $125 billion pile of cash based on its most recent financial statements from September– which is an obvious sign that Buffett doesn’t see much worth buying.

Of course, just because the market is already very expensive doesn’t mean it can’t keep going higher in the short term.

But there’s at least one thing you can do to reduce your risk… a way to generate virtually risk-free returns on your existing investments: smart tax planning.

Think about it like this– if you can legally slash your capital gains tax from 20% down to 0%, that would be the same as if you had earned an extra 25% investment return in the market… but without taking any additional risk.

This is a huge anomaly. EVERY investment carries risk… whether you’re stuffing cash under your mattress, buying shares of Apple, or acquiring an apartment building. There are always things that could go wrong. So smart investors weigh the potential risks against the prospective rewards.

Good tax planning is one of the ONLY ways to generate a RISK FREE return. You’re smart, you follow the law, and poof, you end up with more money in your pocket.

As I’ve written many times before– this is why I live in Puerto Rico now. The island is home to not just fantastic weather and great lifestyle, but some of the most extraordinary tax incentives in the world.

Investors who live in Puerto Rico, are approved under the incentives program, and comply with all the rules, pay literally -zero- capital gains tax on their investments. Again, it’s as if you were making an extra 25% without taking any risk.

Another extremely compelling tax strategy to consider is Opportunity Zones.

If you sell your stocks now, Uncle Sam is going to take his cut– as much as 20% capital gains tax, plus the 3.8% Obamacare surtax, plus possibly state and local tax as well.

But if you roll your capital gains into a special fund that invests in Opportunity Zones, you can defer the tax on those gains until the end of 2026.

But the biggest benefit is that any additional gains you make from your Opportunity Zone investments will be tax-free forever, as long as you hold the investment for at least 10 years.

So let’s say you invested $100,000 in Apple several years ago, and you sell it today for $300,000. You’ll have capital gains of $200,000.

If you invest that $200,000 in an Opportunity Zone fund, you won’t have to pay capital gains tax for the next several years… and anything extra you earn on that $200,000 will be tax free forever.

Your fund could invest in the next great startup that turns your $200,000 into $20 million. And you won’t pay a penny on that $20 million.

Read More @ SovereignMan.com

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