This is going to be BIG.

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The BS List - We Don't Like This Space (No. 52)

This is going to be BIG.

One of my favorite startups to have backed was a travel company called Noken. You answered a few basic questions about travel preferences, like pace, the fanciness of the hotel, etc., and then BOOM they sent you a link to an app with your whole trip, completely booked, with a map driven itinerary and a text concierge available to make last minute changes, etc.

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The BSList - Busted Cap Table (No. 104)

This is going to be BIG.

Recently got the following question: “I’m getting inbound from investors and have a screwed up cap table because of my venture studio relationship… I don’t really know what I should and shouldn’t say but I feel like when I mention how much I own, but when anyone shows real interest we get to a point where I can tell they are turned off by the cap table that I haven’t had any control over.

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The Twenty Year Itch: My Last VC Investment Out of Brooklyn Bridge Ventures

This is going to be BIG.

Sometime in the next few weeks, I’ll complete my next investment. It will be the 105th deal out of Brooklyn Bridge Ventures, the firm I started back in September 2012, and it will be the last deal I’ll be making out of my third fund. It will also be my last venture capital deal. I think it’s important in this era of building audiences and living in public to acknowledge that no one actually needs to explain the reasons why they’re making career moves or leaving a company.

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The Unbundling of Twitter

This is going to be BIG.

The other day, I posted what was basically the same message on Twitter and LinkedIn, around the same time, edited for Twitter size limitations. LinkedIn: Twitter: I have over 44,000 Twitter followers, yet just under 8,000 LinkedIn followers. My LinkedIn Post did 4x the reposts, 10x the comments (and that was after I realized that comments aren't open by default, so it would have been more), and 13x the likes.

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NYC Public Schools' Move to Ban ChatGPT Exposes Adults' Failures to Teach Healthy and Responsible Technology Usage

This is going to be BIG.

Prompt: “A Cartoon Teacher being crushed by the weight of society’s problems” - Stable Diffusion 2.1. This past Tuesday, New York City's Department of Education announced a ban on the popular chatbot ChatGPT from its schools' devices and networks. It’s easy to understand why. The bot can write essays instantaneously, opening up a pandora’s box of ways to cheat, right?

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I'll Fund a Startup n00b But Here's How Not to Look Like One

This is going to be BIG.

Years ago, I got invited by Steven Messer to join him and his co-founder (and brother-in-law) Tad Martin, two very successful NYC founders, out on a bike ride up the West Side Highway and up 9W over the Palisades. It’s a pretty standard route for hundreds of experienced road cyclists every weekend morning. This is before I ever did a triathlon and before I ever even had a proper road bike.

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An Early Investor's Postmortem of The Wing

This is going to be BIG.

a Dall-e variation on a variation on a variation of an image of The Wing, warped with the canva wobble filter. “I remember you mentioning The Wing before it opened, and I am right now enjoying my first morning working there (I never want to work anywhere else). It makes me feel productive, self-assured, and feminine all in a way I didn't expect. Thought I'd share.

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