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In the last two weeks, I've been ruminating on this post from @sama.
It's a simple observation, but one that cuts to the heart of entrepreneurship and venture capital.
While most of the world minimizes risk, every great enterprise exists because someone once chose to make a deliberate, calculated leap into uncertainty. At its core, venture capital is the business of taking intelligent risks alongside outlier founders. We back those who see possibilities where others see problems, and who lean into the unknown with enthusiasm and conviction.
We operate without perfect information. Our advantage lies in interpreting weak signals, forming hypotheses, making judgments, and acting before consensus. By the time data tells a compelling story, the early opportunity has often become obvious and, therefore, often unavailable. The business of venture is about identifying those rare asymmetric opportunities where the upside meaningfully outweighs the downside and having the courage to act before the world agrees.
The willingness to move early and with conviction is what differentiates great investors and attracts exceptional founders. Outlier founders seek partners who not only tolerate uncertainty but also share their optimism for what's possible and work to convert potential energy into progress and impact.
Company building is also an exercise in risk-taking. Every meaningful decision to start, hire, launch, or pivot carries uncertainty. Progress requires courage, and courage often looks like a series of small mistakes on the path to a few transformative wins.
The future belongs to those who see opportunity where others see obstacles, who imagine solutions when others see risk, and who dare to turn that imagination into reality. So what intelligent risks are you taking this week?
Brett Rochkind retweeted
Inspiration
🎤✨ A janitor with a golden voice! Richard's Journey cover is unforgettable. See his audition: #AGT #AGTAuditions teapawt.org/AGT/status/17955676770…
Brett Rochkind retweeted
A sign of wisdom is thinking in probabilities rather than certainties.
Naïve people are arrogant. They claim to know what will definitely happen, and believe they're always right.
Wise people are humble. They explore what might happen, and admit they're often wrong.
Brett Rochkind retweeted
"I hope suffering happens to you."
Jensen from NVIDIA is redefining what leadership looks like in so many ways*.
It may not be in fashion, but resilience is one of the most important career and life skills around.
* I'm also a huge Denny's fan, so there's that.
Brett Rochkind retweeted
The real fight is not between right and left, but rather between humanists and extinctionists
Brett Rochkind retweeted
I lived in Europe on 9/11. The outpouring of support meant so much.
I imagine Israel must feel like that now. Please know across the world so many are thinking of you, your loved ones and families.
We know you’re grieving. G-d bless.
🇺🇸 🇮🇱
Brett Rochkind retweeted
Thinking of family and friends in 🇮🇱 during these unbelievably trying times. Stay strong, stay safe.
Brett Rochkind retweeted
The past is past; nothing can change it. But the future depends on the present; we still have the opportunity to shape it. This is not a matter of employing technology or spending more money, it's a question of developing a sense of concern for others' well-being
Brett Rochkind retweeted
To bring playfulness back into your life, you need to go back to the source of your #awareness. 🙏🏾
You may read more of my article: bit.ly/3Q5xM5e
Brett Rochkind retweeted
"Do you want to change the shape of your life? Change the shape of your day.
Do you want to change your day?
Change this hour...
Minutes and hours well spent are the building blocks of a life well lived."
- Dieter Uchtdorf
#SundayThought




















