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John David Ricker's avatar

May 3 2025

To Billy:

Re: https://open.substack.com/pub/billydecastrospeaks/p/whats-in-this-stack?r=5bd8i&utm_medium=ios

Your writings’ publishing is a welcome sight. This note helped me hone through the matrix of Substack app a bit. I might scroll on it more.

Your writing style is familiar. There’s a cool spirit in prose — and in person, I suppose — that exists. When there’s something aligned, the experience is notably different when there’s not an alignment.

I was talking on a Twitter Space not too long ago. The speakers were more colloquial than other Twitter Spaces. They were talking about insecurity speaking or something, getting over it. I mentioned that at a conference I’m usually along the outskirts in the back, and meet maybe 1-4 people rather than a larger volume. But those people, I’d contest, were better quality.

Whether I’m in the business of ranking quality of people or not is neither here nor there… but I might rank interactions with people by the enjoyment of my experience.

My experience reading “What’s in this Stack?” was similar to when I’m roaming around and get on (to use some British, I think, vernacular) with someone who meshes with my style for whatever reason.

Written-as-spoken is what I liked about some of the gonzo-er books from Hunter S Thompson, a fellow Doctor of journalism. There’s some other writers, Matt Levine of Bloomberg, also pop in my mind. I really like when there’s a veil being lifted on things that might be stuffy. Like I love writing on LinkedIn as I do any other platform, for the most part… but that’s because I usually toe the line of being too boring at some places and not suited enough at other places.

I started working with some people recently and I was late to the first meeting. Caught off guard. I’d usually have a mask up, a bit, trying to fit a role/impress/act like I got my stuff together. After talking for a while I said “you’ve lulled me into being my brutally honest self.” There was a Waking Up app notification the other day that said “you have to do nothing to be who you are. Nothing at all.” Now, that app is a bit Buddhist or whatever but yes.

*********

Anyways. Watching the Berkshire meeting, and I always loved executive writings, so that probably prompted this. I did always like seeing historic letters between big names. I always like writing competitively, I did a role playing writing game back in the day. And I’ve been perusing forums online lately… they’re vicious in there and not in the competitive way.

I think I’m gonna comment this in the note. We’ll see.

Keep on writing in the fr*e world,

JDR

8:45 pm pst

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