About the Author

Meet Robert Leppo

Born in Baltimore in 1943, Robert Leppo moved west at the age of four with his mother and older brother on the death of his father Arthur Deute. To his good fortune, when Bob was five, his mother married Harrison Leppo, who as a San Francisco investment counselor has much to teach Bob in his early years. An early obsession with reading allowed Bob to dive into history and geography and the biographies of great tycoons like Andrew Carnegie, great speculators like Jesse Livermore, and great empires like Byzantium. This book chronicles how Bob was able to combine a major dose of the gambling instinct, initially cultivated in poker, with an ability to learn from his many mistakes to fuel a successful, if volatile, career as a private investor focused at various times on three markets: the US stock market, the commodity futures market, and the start-up venture capital market. Bob lives in San Francisco.

The Occasional Speculator

Read My Blog

Don’t Guess on the Financial Markets, Get My Speculation Learn the tricks and strategies that have given me, Bob Leppo, an edge in stock market investing, commodity futures, and the wild world of venture capital. In today’s volatile markets, you need advice from someone who’s experienced the crucible of failure and the elation of successes - and finished with a fortune. Through The Speculator’s Mosaic you’ll get timely tips and musings that, when followed, will put you in a position to take maximum advantage from fluctuations in the market. Subscribe to get full access to the newsletter read by the most wired and powerful people.


Over 50 years experience in speculating and investing

Inside the Book

The Speculator's Mosaic is organized into five essential parts

Part I: The First Piece of the Mosaic

The most important reason I was able to beat the game was that I learned three things: one, to be patient; two, to know what hands to play; and three, to push the good hands hard with big bets.

Part II: The Second Piece of the Mosaic

I found a new strategy for speculating in the stock market. First, it had to work; and second (and just as important), it had to fit my personality. For the first time, I specifically included my emotions in analyzing how I would invest.

Part III: The Third Piece of the Mosaic

One can expect the effectiveness of all new speculative innovations has a limited half-life as their own cycle peaks. Only the early innovators will garner major success. Knowing where you are in the cycle matters.

Par IV: The Fourth Piece of the Mosaic

All illusions affecting the financial markets offer the opportunity to make money by speculating against them. The key is determining how long the illusion will hold, and how persistent it is.

Part V: The Mosaic Comes Together

The best chance of success comes to those who understand their own emotions and love what they do.