Resilience Without Questions Can Turn on Your Values- Looks Like Work, Season 3, Ep 8

Pho

We love resilience. We put it on mugs, on resumes, on startup pitch decks. We reward people for pushing through, staying strong, showing up no matter what.

But here’s the thing no one tells you about resilience:
If you don’t pair it with questions, it can turn on you.

In this solo episode, I take you behind the scenes of my own entrepreneurial journey. Seventeen years of building—from translator to agency founder to tech startup CEO to… this moment. Right here. In the messy, magic middle of Consider.

And I talk honestly about the slippery slope between “I’m doing great!” and “I’ve completely lost myself in the grind and don’t even know what day it is.”

We explore:

• What it means to be in founder mode without losing your humanity

• How resilience can mutate into numbness

• The cost of never stopping to ask “Wait, why am I doing this again?”

• Broadway, burnout, and becoming the main character in someone else’s story

• Integration vs. compartmentalization (because you are not a filing cabinet)

• The hunger to belong when you’ve grown up between worlds

• Why sustainable success needs check-ins—with yourself

The question I wrestle with here isn’t theoretical. It’s personal. It’s ongoing:
👉 “When do these celebrated behaviors—like grit, ambition, hard work—start turning on us? And how do we notice it before it’s too late?”

If you’ve ever found yourself succeeding on the outside but untethered on the inside… this one’s for you.

If your ambition is strong but your compass feels scrambled… this one’s for you.

And if you’re just now remembering that your life is allowed to be your own—congrats, you’re already asking better questions.

"I didn't really love my life back then... a lot of that time I didn't want to stay with my own questions."

Resources & Mentions:

1. This Substack issue about integration

   Broadway shows: "Gypsy" starring Audra McDonald, "Death Becomes Her"

2. Orca Global Network - Global network of Israeli business owners

3. Book recommendations from this season of LLW

4. Catch up on previous seasons of Looks Like Work wherever you get your podcasts: Spotify | Apple | Podbean

5. Subscribe to the newsletter: chedva.substack.com

6. Check out The Curiosity Lab and CuriosityGPT