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:
Can a stock priced at 100 times earnings be “cheap?” Old-school value investing says no. But that’s not the entire story anymore…
One of the best performing investing strategies we use in Freeport Investor comes straight out of the Buffett playbook. It’s something we call the Rich Man’s Super Currency. And as you’ll see today, it’s one of the surest, steadiest ways to build wealth as an investor.
President Trump really wants a rate cut. He wants one badly enough to push for the immediate resignation of Fed governor Lisa Cook on the grounds that she might have fudged a mortgage application to get a better rate. He’ll likely get what he wants. I’ll spare you another rant on why it’s a terrible idea to lower rates while inflation still refuses to die and the stock market looks more and more bubbly by the day. Instead, let’s look at the bigger picture.
You know I’m a believer in AI. I use it daily. So, I’m not saying this as a skeptic or as a hater. But I think we’re starting to hit a brick wall of sorts. OpenAI came out with their latest iteration of ChatGPT (GPT-5) earlier this month. It didn’t go well. Now the mainstream media is abuzz with the “AI vibe shift.”
Late last week, Social Security marked its 90th birthday since being signed into law in 1935 at the height of the Great Depression. Ever since, generations of Americans have accumulated stories of painfully navigating this massive institution – too often about waiting rooms, endless forms, and mind-numbing incompetence. But something unusual has happened in the last few months.
Is it time to dump your AI stocks? No. It’s still too early for that. But it is time to find new investment themes to diversity into… ideally as far away from tech as possible.
