How to Ride the Subway—and the Markets—with Confidence

From the front car of the New York City Subway to the bright lights of the NYSE, Jimmy Lebenthal has spent a lifetime learning how to move with purpose: in investing, in business, and in life.

why the subway?

Jimmy’s investing philosophy has always been shaped by observation, curiosity, and experience—traits he learned early on navigating New York City’s subway system.

In the subway, you learn quickly that success isn’t about having perfect information. It’s about knowing where you’re going, staying aware, and keeping your composure when things get unpredictable. Those same principles apply to investing, leadership, and building strong relationships over time.

New book

How to Ride the Subway: Getting Around on Wall Street and in Life

The subway isn’t just a way to get from Point A to Point B. It’s a system of timing, awareness, patience, discipline, and the occasional surprise—exactly like the markets.

In How to Ride the Subway, Jimmy shares hard-earned lessons on investing and relationship-building through stories that are equal parts memoir and practical guide. The result is a smarter, calmer way to think about risk, opportunity, and the people you meet along the way.

A middle-aged man wearing glasses, a dark suit, white shirt, and patterned tie, smiling at the camera with a dark background.

“What I Believe”

Know where you’re going.
In markets and in life, clarity beats noise.

Know who you are.
Your strategy only works if it fits you.

Stay patient—and stay curious.
The best outcomes come to those who do the work and keep showing up.

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