After selling my company, I had more freedom than ever.
But my calendar didn’t reflect it. And this is coming from someone who invented a ‘Calendar’ 🤣
It was still packed. Calls layered on calls.
Decisions, meetings, decks, updates. Stacked like I was still in the middle of a raise.
The deal was done.
But my time still wasn’t mine.
Clarity doesn’t arrive. You have to design for it.
I Used to Think Time Management Was a Tactic
This is about mental real estate.
When your calendar is chaos, your thinking is chaos. And when your thinking is chaos, your leadership, strategy, and decision quality suffer.
So I started over.
And now, every block in my calendar reflects a bigger choice:
What do I protect?
What do I delegate?
What am I actually trying to scale?
Mornings Are Sacred
I prefer to avoid calls before 10am. That space is for real thinking. It doesn’t work every time but I try my best to block it out.
It’s when I walk, write, lift, or plan.That’s where clarity lives for me.
And I treat it like a board meeting with myself. With my mind and my thinking.
Meetings Are Stacked, Themed, and Brutally Cut
I batch everything.
Tuesdays and Thursdays are internal.
Wednesdays are largely external.
Fridays are clean-up, strategy, reflection, or meeting with connections more socially.
My default isn’t “yes” — it’s “why is this needed?”
My Calendar = My Leverage Engine
If you want to know how much leverage a person has, don’t ask about headcount.
Ask to see their week.
A reactive calendar is a reactive company.
A clean calendar is a person with space to think, build, and lead.
My best decisions, the ones that moved millions, were never made in Zoom calls.
They were made in silence.
On a walk.
With a clear head.
I wish I knew this when I was younger.
What I Know Now
Your calendar is your operating system.
And it will show you, in brutal honesty, whether you’re leading or just running.
Rebuilding mine didn’t just make me more productive.
It made me sharper. It made me happier.
It gave me back a sense of control I didn’t even realise I’d lost.
And it taught me that how you spend your time is the clearest signal of what you value — no matter what you say.
If your calendar’s a mess, it’s probably not a scheduling problem.
It’s a strategy one.