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A Cup of Ambition

Jessica Wilen

A biweekly newsletter for high-achieving moms who value having a meaningful career AND being an involved parent.

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Substack
PricingFreemiumPublishesWeekly
Issues298Founded4 years agoLast Issue13 days ago
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acupofambition.substack.com
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Latest Issues

The paths we didn't take

A few weeks ago, I was reconnecting with a former colleague from my higher education days, and we started talking about our current work. At one point, she paused and said, “I love the path you’ve taken, but if you’d asked me ten years ago,...

13 days ago
13
1

Executive presence, reconsidered

Lately, I’ve been thinking a lot about what it actually means to be seen at work—not just visible, but known for what you bring and how you lead. It’s something many of my clients struggle with, especially as work becomes more distributed,...

a month ago
2
1

Not great, actually.

Life has been feeling heavy lately, and I’ve been trying to sit with that instead of pushing past it.

A dear friend of mine died suddenly a few weeks ago in a tragic accident, while she was with her family on Spring Break. It’s the kind of...

a month ago
11
2

When postpartum depression shows up at work

Postpartum depression is often framed as a private struggle that unfolds at home or in the doctor’s office. But for millions of working parents, its effects also show up quietly at work—through missed deadlines, sudden disengagement, or a c...

2 months ago
2

What coaching actually is (and why smart people resist it)

A client came to our third session having already decided to leave her job. She’d made the list, run the numbers, and talked it through with her husband. She was ready to present it to me like a conclusion.

Forty minutes later, she hadn’t...

2 months ago
5

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  • Jessica Wilen

    Former Yale professor turned executive coach and consultant, mom of two, author of "A Cup of Ambition"

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