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By Matt Zeigler
|October 28, 2026
Rob Majteles joins Matt Zeigler on The Intentional Investor to explore entrepreneurship, leadership, and impact investing through the experiences that shaped his life. A three-time CEO, investor, and NYU educator, Rob shares how growing up with Holocaust survivor parents and working in his father's Brooklyn business taught him to create value through relationships, trust, and treating people well.

By Brent Donnelly
|October 27, 2026
Mercury and Venus are retrograde right now, and a backtest says the S&P 500 loses 21% annualized every time it happens. Brent Donnelly puts the spooky signal on trial against 26 other planetary pairs and 1,000 fake calendars, and the verdict is a masterclass in how backtests lie.

By Matt Zeigler
|September 30, 2026
Jack Raines, author of Young Money and investor at Slow Ventures, joins Matt Zeigler on The Intentional Investor to discuss money, career decisions, and building a meaningful life in your 20s. From making and losing money in the SPAC bubble to leaving his job to travel the world, Jack explores behavioral finance, the opportunity cost of time, and how social media shapes our ideas of success. They also discuss his path from South Georgia to Columbia Business School, the history teacher who changed how he sees human behavior, and why keeping your options open eventually has to give way to choosing what matters.

By Kris Abdelmessih
|September 22, 2026
The Kelly Criterion is one of the most important tools in risk-taking - and one of the simplest to compute. Kris Abdelmessih walks through the formula that maximizes long-run compounded growth, then applies it to poker, prediction markets, insurance, angel investing, and your agency's next speculative pitch. One equation for every decision, and he'll walk you through how to do it in your head.














