Charles Sizemore

Chief Investment Strategist, The Freeport Society

Starting at his grandfather’s knee when he was just 10 years old, Charles Sizemore has pursued a career dedicated to helping people achieve financial freedom through smart investing.

Charles has advised multiple hedge funds globally and managed over $120 million in assets.

He holds a Master’s Degree in Finance and Accounting from the London School of Economics and a Bachelor of Business Administration in Finance with an International Emphasis from Texas Christian University in Fort Worth, where he graduated Magna Cum Laude and as a Phi Beta Kappa scholar.

As a keen market observer, economist, investment analyst, and prolific writer, Charles has been a repeat guest on Fox Business, quoted in Barron’s, and featured in numerous well-reputed publications and financial websites, including MarketWatch, TheStreet, InvestorPlace, MSN Money, Seeking Alpha, Stocks, Futures and Options Magazine, The Daily Reckoning, Benzinga, Minyanville, and Investment International.

While Charles enjoys playing basketball and his grandfather’s old saxophone (which he is also teaching his son), his passion lies in finding investment opportunities that become safe havens for investors navigating this Age of Chaos. He is intolerant of deception, misdirection, and the endless eroding of the ideals that once made America great. He is fiercely determined to help investors regain their lives, their liberty, and their wealth.

Charles’s publications and investment research services include:

Latest from Charles Sizemore

The Freeport Navigator February 24, 2025

Is a “Mar-a-Lago Melt-Up” Coming to Wall Street?

President Trump is clearly in the mood for making radical changes. And this would – theoretically, at least – solve a lot of problems that he wants to fix. It would also ignite a stock market melt-up… and eventual meltdown… as we’ll discuss today.

The Freeport Navigator February 21, 2025

Will Elon Tame the Debt? Argentina Holds the Answer

Musk is on a mission to make the U.S. government efficient. Can he do it? Time will tell, but some insights lie in the Argentine experience…

The Freeport Navigator February 17, 2025

Hail to the Chiefs (Who Drank, Bullied, and Spent Their Way to Disaster)

Today, we celebrate the 45 fine, upstanding gentlemen who have led us over the past quarter millennium of our existence as a (mostly) free country.

The Freeport Navigator February 14, 2025

The Stealth Bull Market Hiding in Plain Sight

The best performing asset class this year isn’t what you think. It’s not the Magnificent 7 or Bitcoin or AI. It’s something far more valuable and must form a critical part of any well rounded investment portfolio

The Freeport Navigator February 12, 2025

What Was It Warren Buffett Said to Do When Others Are Greedy?

Whenever you see bullish sentiment among retail investors reaching an extreme level, alarm bells should immediately start ringing in your head. As we’ll explore today, this is when you want to listen to the sage advice of legendary investor Warren Buffett.

The Freeport Navigator February 11, 2025

Why Wall Street Pros Are Piling Into This Non-Tech Sector

By the time you see or hear a headline pop up on Bloomberg or CNBC, every bank and hedge fund on Wall Street has already seen or heard it and positioned themselves to profit. That would be true in normal times. But these aren’t normal times. There’s a better way to profit in the Age of Chaos…