Scaling CEO Essentials: Sticky Notes, Printers, and More

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Best investments as a scaling CEO: 1. A stack of sticky notes (still the best planning tool ever made) 2. A good printer (you'll actually read that article if you print it out) 3. A meeting-free day in the middle of the week (I recommend Tuesdays) 4. A human EA who protects your calendar like a bouncer (AI is great, but Serena has my back) 5. An in-house recruiter (at scale, hiring is a full-time job) 6. A controller who can give you insights, not just a bookkeeper who gives you reports 7. A 30-day vacation (for entrepreneurs, rest is work) What did I miss? What did I get wrong?

Strong list. Makes me think it's time to dust off the printer.

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Love this list. I’d double down on #6, but with a slight nuance, it’s not just about having a controller, it’s about having real visibility into the numbers. I see a lot of businesses with reports, but very little clarity on what decisions to actually make from them.

The meeting free day in the middle of the week is the one most people agree with and almost nobody actually does. I'd add one more an operator you trust enough to run things while you're completely offline. Not a backup. Someone who can make decisions without you. Most CEOs don't have that person. And they won't know how badly they need one until they try to take that 30 day vacation

At some point, at least IMHO, the sole responsibility of a CEO who has built a competent team under them is to decide how to communicate internally to the team and externally to everyone else. Where does the internal/external communication strategy show up?

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7. It's not about resting but stress-testing the dependency on the founder 😉

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Most CEOs miss how much leverage comes from the “boring” stuff. The only add: a real operating cadence. Without it, even great people and tools turn into noise instead of progress. Busy isn’t the same as built, and cadence is what separates the two.

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The EA one is real. At a certain point your calendar is your most valuable asset, and you can't be the one protecting it.

More of a time investment, but making sure you're not surrounded by "yes" people, thus ensuring you have people in your life to challenge your thinking... this always creates better results.

Don't forget a gym membership since physical health keeps the mental engine running

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High-quality noise-canceling headphones are a must for open offices or loud homes

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