HeyJaredSystems & Side-eyes
A field guide for cleaning up chaos, building smarter systems, and surviving early-stage silliness with your integrity intact.
- Indexed issues, last 90 days
- 11
- Latest publication
- Sep 30, 2026
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- Jul 15, 2026
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The founder brain that can start just about anything (opens the original)
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I have a theory that the vast majority of founders I have worked with have ADD or ADHD. (Some of them self-admitted.) This is obviously not a clinical diagnosis of my client roster. Please do not alert the medical boards. I'm an operator only in a business sense. (Despite my attempt at triaging appropriately.)<a class="image-link image2 is-viewable-img" href="https://substackcdn.com/image/fetch/$s_!Zo-V!,f_auto,q_auto:good,fl_pro
Before you automate it, buy a tool, or make a panic hire, can we talk?? (opens the original)
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People often wonder when the best time is to hire a Fractional COO, an ops specialist, a glue person, a ME! I know it’s not always the most obvious decision. You’ve been in the weeds of it for so long it’s hard to see exactly what the solution is. What is going to pull you out of this funk, slump, or flat-line? (Yes, I am still watching The Pitt this week.) There is a weird category of startup problem that is too important to ignore, but also probably doesn’t require a $150,000 salary to clear u
Your Team Cannot Live Inside Your Head (opens the original)
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I went live with today to talk about founders, systems, leadership, ADHD, delegation, and the weird little ways growing companies create chaos without meaning to.One thing kept coming up: founders often think they’re sharing an idea, while the team hears an instruction.Cory talked about this from his own experience as a founder with ADHD. Things connect quickly in his head, but that does not mean the team knows which idea is a real priority, which one is brainstorming, or what just got bumped of
The Operator's Backroom #003 - Who owns the ball? (opens the original)
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👀 What you’ll leave withBy the end of this you’ll have:✅ A clearer definition of what “ownership” actually means✅ A way to spot where ownership is getting fuzzy inside your company✅ A simple test for what your team should be able to decide without the founder✅ A downloadable worksheet to identify and map your biggest ownership gapsBefore we get into the template...One of my favorite startup conversations goes something like this:“Oh, you did that?”“I thought I was doing that.”
I accidentally talked about how I get clients (opens the original)
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Earlier today I hopped on a Substack Live with to talk about fractional work, systems, building an audience and whatever else we wandered into.Naturally, we wandered into A LOT.Including the fact that my first few fractional clients came from Substack. One of my favorites literally found my writing, messaged me because she liked my voice, and asked if we could work together. Which remains a pretty strong argument for showing people what it would actually be like to work with you.We also talked a
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