Systems & Side-eyes
Katie Barnes, Claudia Faith, John Brewton, Juan Salas-Romer, Alex Randall KittredgeA field guide for cleaning up chaos, building smarter systems, and surviving early-stage silliness with your integrity intact.
| Platform |  | Pricing | Freemium | Publishes | Weekly |
|---|---|---|---|---|---|
| Issues | 49 | Subscribers | Read | riseandoptimize.substack.com |
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Latest Issues
Recent posts by this newsletter. Browse the email archive.
The Startup Glossary Nobody Gave You
15 years of early stage work means I have been inside a lottt of startups.
The First 60 Minutes Inside Your Company (From My Brain)
Within the first hour inside a company… things start to show.
Founder Burnout Is Usually an Operations Problem
If you spend any time around early-stage founders, you’ll hear some version of this:
Why Getting Customers Feels Impossible (Even When Your Product Is Good)
If you spend any time in founder communities, you’ll see the same frustration over and over:
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Authors
The writers behind this newsletter.
Ops guidance for founders tired of duct-taping their way to growth. One weekly clarity drop to help you scale smarter. (with a side-eye \ud83d\udc40 and a system.)
Got my Master's in AI before ChatGPT existed. VC-backed founder. Grew a 16K+ newsletter from zero with my systems, then scaled it with AI. Now I help creators and business owners do the same. Free writing & AI goodies at write-with-tools.com ✨
WE ARE ALL BECOMING COMPANIES. I help you build yours. Built a company to +$50M and sold it. Built audience of +50,000 so far…Harvard economics nerd writing about the future of operating companies.
4x Founder, $35M exits. Coaching 100+ subs. I help people and organizations navigate AI-driven change.
I help technical CEOs go from 0 to 10, translating complex organizational challenges into strategic clarity, grounded in data, history, and human insight. Providing portfolio career strategy for a post-AI economy.
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