HeyJaredSmall. Scrappy. Sustainable.
For early-stage founders tired of pretending they’ve got it all figured out. Subscriber chat for company. Every 1-2 weeks, I share real lessons, the wins, the flops. Quarterly tools & challenges. Join for the honesty. Stay for the company.
- Indexed issues, last 90 days
- 3
- Latest publication
- Sep 16, 2026
- Audience
- Checking…
- Earliest in this view
- Aug 28, 2026
Latest issues
Headspace budgeting - a DIY cartoon reminder. (opens the original)
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In my last post I broke down how I’m currently experimenting with a headspace calculation as one way of keeping things sustainable. In this post you get your own blank canvas - a version of the cartoon I shared in the last post to do the same calculation for yourselves. Read more
I overspent my headspace budget (opens the original)
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This is a deeper dive into the behind the scenes of my business. I talk about what I’m trying and what I’m learning. Reminder: Don’t expect anything business-guru like - this is me figuring things out in public. I have a principle which I have yet to break in my time as an independent consultant: No more than four clients at once. This is due to some natural constraints: time, energy, and the most commonly forgotten ingredient of successful planning - headspace. The mindset I have been working t
Turns out “sustainable” was aspirational (opens the original)
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The observant among you will have noticed that I have been pretty quiet for some months. There was a reason: I messed up my sustainability calculation and it’s taken me a few months to reckon with myself enough to own that publicly. This is a cautionary tale about the dangers of being semi-successful. I’m ready to own them now. I hope the lessons I learned the hard way help you not repeat them. <a class="image-link image2 is-viewable-img" href="https://substackcdn.com/image/fetch/$s_!xfjh!,f_aut
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