A Cup of Ambition

When old versions of you show up at work

or, understanding what you're carrying into the room

Feb 5 • Jessica Wilen

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January 2026

When “stability” is a cover story for "stuck"

or, the stories we tell ourselves to stay put

Jan 22 • Jessica Wilen

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Your guide to getting promoted

or, an interview with Career Mama CEO Shivani Berry

Jan 8 • Jessica Wilen

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December 2025

The invisible work of navigating change

or, why minor shifts can stir big feelings

Dec 11, 2025 • Jessica Wilen

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November 2025

2025 Ultimate Gift Guide--Part 2

I’m back with Part 2!

Nov 27, 2025 • Jessica Wilen

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2025 Ultimate Gift Guide: Part 1

It’s that time of year again!

Nov 20, 2025 • Jessica Wilen

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Raising small humans while leading big humans

or, six key leadership skills to use at work and home

Nov 6, 2025 • Jessica Wilen

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October 2025

What to consider before you apply for a promotion

or, ambition, alignment, and the art of the thoughtful "yes"

Oct 23, 2025 • Jessica Wilen

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Parental leave isn’t just a policy. It’s a business strategy

or, an interview with Parentaly CEO Allison Whalen

Oct 9, 2025 • Jessica Wilen

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September 2025

Should you go part-time? What to consider before you decide

After my daughter was born, I decided to work part-time.

Sep 25, 2025 • Jessica Wilen

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When anxiety fuels ambition

or, an interview with "Anxious Achiever" author Morra Aarons-Mele

Sep 11, 2025 • Jessica Wilen

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August 2025

Great books to read to your kiddos about working parents

A few years ago, I wrote a post highlighting children’s book about working moms, and it was a huge hit.

Aug 28, 2025 • Jessica Wilen

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