George Gammon: The Best Investors Treat Trading Like Blackjack

Stansberry Research, Released on 4/1/24

Real estate expert and entrepreneur George Gammon joins the conversation and explains how he became a self-described “macro addict” without any formal education in the world of finance or economics. Plus, he discusses why he considers himself a libertarian and why most investors and billionaires would fall into this category, even if they don’t self-identify as such. Further, George describes how his investment style is influenced by being a libertarian. By default, his view is that the government is always going to do the wrong thing, resulting in unintended, net-negative consequences. George also goes into detail on the similarities between value investing and trend following. He argues that successful value investors are always looking for a catalyst so that they can catch the trend at its very beginning stages, while stereotypical investors are happy to catch the middle portion of the trend. Lastly, George explores the biggest differences between retail investors and professional investors. He details the strategy that the best hedge-fund managers use: starting with a macro view and then looking at the fundamentals and the narrative later. George emphasizes that these experts spend most of their time deciding how to position themselves and using asymmetry to stack the odds in their favor like in a game of blackjack.

George Edward Gammon is an American real estate investor and entrepreneur. He produces and stars in a popular YouTube Channel. Prior to 2012, George started, owned, and operated multiple businesses ranging from conventions to advertising. The last growing to 24 million in annual revenues and over 100 employees. After 12 years as a successful entrepreneur, at the age of 38, George semi retired and shifted his focus to real estate, where he has remodeled and flipped 40+ properties in and out of the United States. Recently focusing on Medellin, Colombia. He controls a multi million dollar real estate portfolio which focuses on buying distressed properties, remodeling, and selling or renting. Currently, in addition to running his real estate investments, George produces “George Gammon“, a YouTube Channel that will help you build and protect wealth through investing, real estate and an extreme dose of the economic RED PILL. More of his work can be found at

Notify of

Inline Feedbacks
View all comments