I’m Jason Portnoy,
an entrepreneur, investor, and author.
I started my career at PayPal in the middle of the first dot-com boom, working closely with technology icons like Peter Thiel, Elon Musk, Max Levchin, and Reid Hoffman. After PayPal’s IPO and acquisition by eBay in 2002, I helped Thiel build his hedge fund (Clarium Capital), venture capital fund (Founders Fund), and family office. Following that, I served as the first Chief Financial Officer of Palantir Technologies (NYSE: PLTR), helping to grow the company in its foundational days.
After I left Palantir, I founded Oakhouse Partners, which has become a top-performing venture capital firm. We support companies that apply breakthrough technologies to radically improve millions of lives, in areas as diverse as software, healthcare, electronics, and robotics.
In addition to my venture capital work, I serve as a trusted advisor to technology company CEOs and as a speaker on topics ranging from executive leadership to the intersections of technology and humanity.
My book
In 2022, I published Silicon Valley Porn Star: A Memoir of Redemption and Rediscovering the Self, the story of how I overcame an addiction to porn and sex that nearly destroyed my life.
For years, even as I rose through the ranks of the tech world, built a family, and acquired all the trappings of success, my secrets grew until they threatened to undo everything I had worked for. Luckily, when I was on the brink of losing it all, I found the guidance and support to chart a path back out of the dark. The book shares the story of how it all happened: my rise, my fall, and my redemption.
On the surface, it’s the story of a simple boy from the suburbs of New Jersey who accidentally gets rich in Silicon Valley and goes off the rails. Deeper down, though, it’s about discovering the importance and power of emotional maturity. In my addiction days, I looked like a high-achieving adult on the outside, but on the inside I was a lonely, scared boy. I didn’t know how to find safety and acceptance within myself, so I chased those feelings in the external world, making a long string of short-sighted decisions that hurt me and everyone around me.
To stop that cycle, I had to grow up. I had to heal the wounds of my childhood. I had to let go of my false beliefs about success, happiness, and manhood. Ultimately, I had to rediscover who I was and what I cared about. Only then could I become the kind of partner, parent, leader, and man I wanted to be.
My mission: to spark a conversation about maturity
The world is full of adults who haven’t grown up, just like I hadn’t. That lack of maturity expresses itself in all kinds of problematic ways—not just addiction but also narcissism, violence, environmental destruction, and other harmful behaviors. The immature mind makes rash decisions that feel good right now but cause much greater damage in the long run.
Today, our society is in a maturity crisis.
We face a mountain of complex, long-term, large-scale challenges, but too many of our leaders are meeting them with a simplistic, self-absorbed, myopic perspective. It’s easy to point the finger at certain individuals, but the truth runs deeper. If our government, corporate, and community leaders lack maturity, it’s because the people who chose those leaders lack maturity too.
That’s why my mission is to spark a bigger conversation about maturity: what it means, why we need it, and how to cultivate it in ourselves and in our children.
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Contact me
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