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Lessons

Things I’ve learned from years inside startups and scaling companies — about work, leadership, and building a career that actually fits.

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What if you didn’t have to climb alone?

You can listen to the full WorkLife episode anywhere you get your podcasts or watch it on YouTube.

Video: Designing Leadership Teams (24 minutes)

In this course, you'll hear from Molly on what it actually takes to design a leadership team that works.

The Management Pretzel 🥨

The cost of trying too hard to make someone successful or happy

"I Know It When I See It" Doesn't Scale

What AI taught Hilary Gridley about becoming a better manager. If you can't explain what "good" looks like to a robot, you probably can't explain it to your team either.

Video: Interviewing and Being Interviewed (10 minutes)

In this 4-part compilation of clips on interviewing, Molly shares insights to help people on both sides of the interview table.

You can’t choose what happens, but you can choose how you respond

My biggest work regret isn't a decision I made. It's how I acted while making it. Don Faul — Marine, former CrossFit CEO — on the one thing you actually control when everything else is chaos.

Lazy Fucking Interns

Your team is sending you AI-generated slop and blaming the robot. Here's the actual problem — and it's not the AI.

The Business Case for Giving Things Away

TED gave away its talks for free. Then it gave away its own brand. Both decisions should have killed the business. Instead, they made it bigger.

Diffuse vs. Specific Financial Fear

I still get scared every time I'm facing a risk. The difference now is I know which fears are worth listening to — and which ones are just noise.

Where does your clarity come from?

Stacy Brown-Philpot on faith as a leadership compass — how prayer, uncertainty, and trust shape decisions at work."

The Work Twisties

Ever felt completely lost in your career? There's a name for that. This week on WorkLife: the work twisties with Ify Walker, and how to find your way back to yourself.

Video: Managing Up (10 minutes)

In this course, Molly shares her framework for managing up — not as a set of tricks for handling your boss, but as the ongoing work of decoding another human being.