Thought leadership on venture capital, AI, digital health, real estate, and the principles that guide exceptional founders and sophisticated investors.
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Founder InsightsMarch 2026
Harnessing the Power of Data: How Startups Turn Numbers Into Competitive Advantage
Even in the early stages, having the right systems in place can enable you to leverage
historical data from day one — establishing a data-driven culture before you need it most.
Harnessing the Power of Data: How Startups Turn Numbers Into Competitive Advantage
Even in the early stages, having the right systems in place can enable you to leverage historical data from day one — establishing a data-driven culture before you need it most.
Times of Crisis Separate the Leaders from Everyone Else
Eight principles drawn from a conversation with Fred Bartlit — West Point graduate, Army Ranger, and founding partner of Bartlit Beck — on what defines exceptional leaders when the stakes are highest.
The Essence of a Start-up: Why Vibrant Culture Is Your First Competitive Moat
Insights from Francisco Sorrentino (Softbank CHRO) and Bryne McNulty (Habi CEO) on how culture is born in the earliest days — and why founders who neglect it pay for it at scale.
How the SBA Can Help Start-up Companies Compete for Funding: The Business Plan
Overlooked, free, and powerful — how the Small Business Administration's frameworks can reduce the time and expense of securing growth capital while meaningfully increasing your odds of getting funded.
Why AI Is to Gen-Z What the Internet Was to Gen-X: An Investor's Framework
The parallel is almost exact — and investors who understood the Internet's infrastructure layer early captured the decade's defining returns. Here is why the same opportunity exists in AI today, and how we are positioning for it.
Why We Co-Invested in Cohere AI's C-Round Alongside Nvidia and Oracle
When Nvidia and Oracle are writing checks into the same round, the market is telling you something. Here is our thesis for enterprise AI infrastructure, why Cohere stood out among a crowded field, and what this investment signals about where the AI value stack is heading.
Unlevered, Underpromised, Outperforming: A Contrarian Approach to Real Estate Returns
Most real estate investors lever up. We do not — and our unlevered annualized returns have consistently outpaced the benchmarks. Here is the thesis, the market selection criteria, and why we believe the next 5 years will reward disciplined capital.
What 30 Years on Wall Street Taught Me About Raising Your First Round
I have sat on both sides of the table — as the analyst who covered hundreds of companies, the hedge fund manager who evaluated thousands of pitches, and the VC who wrote the check. Here is what moves a sophisticated investor from curious to committed.
Jeffrey publishes new insights on a regular cadence — covering AI, venture capital,
digital health, real estate, and the lessons from 30+ years of building and investing
at the highest level. Join a community of exceptional founders and sophisticated investors.
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