Archive (Page 2) • Weekly Wisdom • Buttondown

Life moves through us.

October 11, 2025

I just got back from an overseas trip with a friend. When I travel, I’m reminded how little control I actually have and how freeing that can be. Flights get...

Just breathe.

October 2, 2025

Courage doesn’t arrive all at once. It’s not something you can hoard, like jars of my mom’s strawberry preserves in her pantry, or wads of cash in the bank....

The Hero Trap.

September 28, 2025

Leaders love to play the hero. We swoop in, cape flapping, to save the day. It feels noble. It feels productive. It feels like we’re proving our worth. And,...

A Better Way.

September 25, 2025

My last post was about the myth of hustle. This one is about what comes next. Because life doesn’t end with hustle. There’s a better way. I don’t live...

The Myth of Hustle.

September 21, 2025

Hustle culture is seductive. Wake up earlier. Work later. Push harder. Stack the wins. Build the empire. It’s preached from stages, glorified on social...

Patterns tell the story.

September 18, 2025

We repeat what we don’t repair. Every leader I know has blind spots. Patterns they’ve built over time. Some of them help us survive. Some even help us...

The invisible weight.

September 14, 2025

Most leaders don’t realize how heavy it’s gotten until they stop moving. The late nights. The back-to-back calls. The decisions that pile up faster than you...

What We're Really Wired For.

September 11, 2025

One of the most underestimated parts of high performance isn’t strategy, skill, or discipline. It’s connection. Not networking. Not appearances. Not “how...

Feelings and Facts.

September 7, 2025

Emotions can feel like facts. True story. When I’m angry, it feels like someone must have done something wrong. When I feel disrespected, it feels like the...

The Danger of Autopilot.

September 2, 2025

I’ve learned the hard way that one of the biggest risks for leaders isn’t a lack of skill, resources, or even time. It’s cruising on autopilot. When you’ve...

5 Years from Now.

August 27, 2025

One of the biggest traps I’ve fallen into over the years is assuming that the version of me standing here today is the final draft. I know I’ll grow and...

Be the Solution.

August 20, 2025

I’ve been coming back to this mantra a lot lately: “Be the solution, not the problem.” Not because I’ve nailed it, honestly, it’s the opposite. I’ve had a...

Surviving bad days.

August 13, 2025

Disclosure: I’m not a medical doctor or a therapist and this is not medical advice. Just my personal experience. I am, however, a (mostly) normal human being...

When hustle becomes a cage.

August 6, 2025

There’s a moment, quiet and usually private, when we look around at our life and realize, this isn’t working anymore. Maybe the calendar’s packed. The bank...

August, sweet August.

July 31, 2025

Julius Caesar got July. Augustus Caesar got August. But, we get something better: an invitation. August is a threshold. Not quite summer, not quite fall. The...

Leading change.

July 24, 2025

You’ve made it through six weeks of hard questions.You’ve faced what’s changing in you.You’ve challenged the need for certainty.You’ve re-evaluated your...

Burn the map, keep the compass.

July 20, 2025

At some point in every leader’s journey, the plan stops working. The map you’ve been following (quarterly goals, hiring strategy, product roadmap) suddenly...

Your team is watching.

July 13, 2025

Here’s something most leaders underestimate during change: Your team is always watching. And, they believe what you do more than what you say. It doesn’t...

Stability ≠ Stagnation.

July 6, 2025

I’d like to kill a myth that keeps too many leaders I’ve met stuck: Stability and stagnation are not the same thing. Sometimes we act like they are.We think...

Who you take with you matters most.

June 30, 2025

Let’s talk about the people around you. When you’re leading through change, one of the hardest truths to face is this: Not everyone who's been part of your...