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Charles Sizemore

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

A 2025 Forecast on Tesla and Apple

What’s the world’s richest man up to these days? Despite running the world’s largest electric vehicle company, planning to send rockets to Mars, building out a global satellite internet company, and a premier tunnel boring company, he still seems to have time to deliver an endless stream of hot takes on his social media platform X (formerly Twitter). Are all those tweets putting his business empire at risk? And as investors, how should we trade it?

The Freeport Navigator

The Best Day of the Year to Buy (and Sell) Any Stock

Ignorance is no defense. But it sure does induce a lot of anxiety. And unknowns are one of the most anxiety-inducing things for the market. Of course, there are many things about 2025 we won’t know until we face them. But there’s no need to forge forward blindly and in fear.

The Freeport Navigator

Your 2025 Investing Almanac

Stocks follow predictable patterns throughout the year… and this isn’t voodoo or tea leaf reading. It’s the reality of the earnings calendar and the way that investors trade around it. But YOU don’t need to damage your eyes trying to find those patterns. Here’s a better way…

The Freeport Navigator

What’s on Our Radar for 2025

2024 was chaotic, to say the least. Fear not. 2025 will be equally so, if not more. This is good news for us as investors. The chaos brings with it countless opportunities. Let’s look at where we’ll find some of this as we enter a new year.

The Freeport Navigator

How to Catch the Next 5 Breakout Stocks

I’ve been writing all month that the biggest winners from the AI revolution probably won’t be the mega-cap tech stocks plowing tens of billions of dollars into AI research and development. It will be small, under-the-radar companies that no one has heard of who take what the Magnificent 7 have built and find entirely new ways to monetize it. Want to catch one or more of those potential winners? Read on.