The Buy Window
More software will be built than ever before. Less of it will be bought.
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AI Content and Infinite Segmentation: Why DTC Brands Must Go IRL
The more individualistic digital content becomes, the more we’ll crave IRL engagement that brings together communities.
I Tried to Automate My Son’s College Applications. Here’s Why I Stopped.
In venture and product, we’re obsessed with removing friction. But when it comes to developing young adults, friction is the feature.
Mercenary Capital vs. Mercenary Equity: The Death of the Venture Social Contract
I’ve spent 30+ years building and backing companies, and it’s never felt like quite like this.
Don’t Go Full NPC
The case for thinking through it yourself
2 Major Shifts in Early-Stage Boston Startups – A Founder’s Perspective
After reviving Founder Breakfasts in Boston, I noticed two big shifts in the city’s startup ecosystem over the past decade.