Ken Duke @DukeInvests
Startup investor. Mentor to founders. Chief Investment Officer. Weekend philosopher. North Palm Beach, FL Joined August 2025-
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Hard-hitting exchange from an interview on the pursuit of meaning vs. happiness… Question: What do you say to people who don’t pursue their dreams, because they feel trapped in their careers and are too afraid to take risks and pursue something meaningful. Answer: The first…
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Coach Raveling was a true inspiration. I never had the privilege of meeting him personally, but I’ve listened to hours of his interviews. His love for learning left a real impact on me. Even in his 80s he remained a voracious reader and preferred the company of young people…
Ken Duke retweeted
The Seven Deadly Sins…of Founders 1) Giving away equity too early. If you offer sweat equity, employees should earn/vest it over time (years). 2) Hiring friends with no pertinent skills. It rarely ends well. 3) Tolerating the schemer. If he/she is constantly tearing…
I recently caught an interview with Kevin Kelly — author, polymath, and a man Tim Ferriss calls “the Most Interesting Man in the World.” Kelly suggests (I’ll paraphrase) that we each have our own genius, but discovering it is often difficult. For most it takes a lifetime and…
Lately I’ve been preoccupied with the idea of “vocation,” which literally means “calling.” Some say you have a life’s purpose, perhaps one that’s even preordained. But what if you don’t know yours? I’m fifty, and despite my incessant soul-searching, I’m not sure I could tell…
If possible, don’t raise capital to start your business. Start on a shoestring budget, and avoid giving up equity. If you must raise capital, only raise what you need to go prove your business model to yourself and investors. Then, once you’ve proven your model, go raise more…
Ken Duke retweeted
One Good Decision Can Compound Into More Good Decisions.
Ken Duke retweeted
If your parents were reasonably well-off, you are probably downwardly mobile in relative rank. A child of the upper middle class feels dispirited because they actually have to try in order to merely reproduce their parents' success. Much Twitter Discourse is downstream of this.
Ken Duke retweeted
At some point, you will have to learn to let go. There is an endless list of obligations and expectations, desires and ambitions, and worries and fears that will always be ready to insert themselves between you and the feeling of peace. If you never learn to let them go, there…
Should I invest in my friend’s new startup company? When people ask me this question, my answer to most is “probably not.” “But you don’t even know my friend!” True, but the odds of success are not in your favor. To be clear, I love startups. I’ve spent my career launching…
Ken Duke retweeted
@awealthofcs Despite what some would have you believe, real estate has generated more wealth for the average family than anything else in the last decade due to leveraged appreciation.
Ken Duke retweeted
That thing that calls to you in the quiet moments…do that.
The best CEOs are good capital allocators. They carefully consider where to invest limited cash to maximize return on investment… - R&D - Marketing - New product launch - Hiring - Acquire other businesses - Pay down debt - Pay dividends
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