Issue 028 The past 2 weeks I’ve been up until 1am each night, working weekends, sometimes staring at walls just to “relax”; and all of this because I’ve gone all-in on my new business: a newsletter...

Ever walked into a room, scanned the crowd, and thought Where do I even start? I’ve been there. From attending the most exclusive prep school in Jacksonville, to teaching English to Tunisian...

Earlier this week I had a call with one of my new clients (if you’re not aware, I’m writing founder-led newsletters now). Part of what got me excited to work with this person is although he works at...

ISSUE 025 Dear readers, Tomorrow is my birthday. The 25th. And today, I share issue 025. Coincidence?! 😄 I want to offer a very special treat for you all. Last week, I got vulnerable. This week, we’re...

ISSUE 024 Welcome back to Connections, where we explore the art of building meaningful networks and turning them into your greatest asset. If you’re a regular subscriber you may have noticed—no email...

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ISSUE 023 Welcome back in 2025! If you missed last week’s letter, it’s not too late to send a “thank you for 2024” to your connections from last year. In this week’s issue...

ISSUE 022 Welcome to the awkward couple of days between Christmas (Hannukah too!) and New Year’s. There is no better time than now to stand out in the minds of your network—I mean, to express...

ISSUE 021 Yesterday I met an older businessman in Jacksonville, with the backstory of your typical New Yorker. Investment banker. Has Ringo’s phone number. Produced a TV show. Entering Ai now...