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This is the biggest regret of my career


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I Wish I Had This Playbook 5 Years Ago


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And a lot of marketers I talk to feel the same way.

So I partnered with Goldcast to write The AI-Powered Video Content Playbook for B2B Marketers.

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No fluff. No video team needed. Just easy-to-follow processes for great content.

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Video is getting noisier by the week — this’ll help you get and stay ahead.

I remember the sound of laughter coming from the next room.

My wife, her parents, and our five-month-old daughter, Rumi.

It was 2021, peak pandemic. We were living in a shoebox apartment in San Francisco. My makeshift office shared a thin wall, so I could hear everything.

"Dev, come here!" Shali shouted.

I looked at the clock. 5:03.

12 more minutes, I thought.

"One sec!"

I had just stepped into a bigger leadership role and was trying to prove myself. I wasn't working. I was grinding.

One more thing,
I told myself, hammering away at my laptop.

I heard a collective "uuuhh, uuhhh, ohhhhhh!" from the other room.

5:09.

Just finish this one last piece.


Then I got the text.

"Rumi just rolled over for the first time."

I was 15 feet away. And I missed it.

Not because I had to.

Because I chose to.

That one moment hit me harder than any missed goal or bad quarter ever could.

It reminded me of all the times my dad wasn't there when I wanted him.

Parent-teacher night.
Basketball games.
Birthday parties.

I cried quietly in shame.

That night, I promised myself: Never make that trade again.

Since then, Shali and I set family non-negotiables:

  • We show up: We don't miss major family events, even when we're tired or it's inconvenient.
  • We "right-size" what's at stake: Do you have to work — or do you want to work?
  • Zero phones at breakfast or dinner table: People > screens. No “just one more email” allowed.

No more convincing ourselves that late-night work matters more than core memories.

Work will wait. Milestones won’t.

It’s not about balance. I don’t think that exists — at least not in the clean-cut way people talk about it.

What I’ve learned is this:

  • Set your boundary
  • Back it with conviction
  • Give yourself the space and grace to get it wrong while you figure it out

Because this isn’t just about work or parenting. It’s about being present for the moments that matter — in life and leadership.

Four years later, I've learned I'm not alone.

Most working parents I talk to have a similar story—a moment they wish they could get back. We've all made the wrong sacrifice with the right intention.

If this hit home, I’d love to hear your story, too.

👉 Drop it here on LinkedIn.

We’re all figuring it out, one moment at a time.

Until next week,
Devin

PS: I shared this story and my career journey on Monday.com's podcast, The StandUp. You can listen on Spotify, Apple, or YouTube.

© 2025 The Reeder, LLC

Sent from San Diego, California

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