Back to Make It Work

Podcast Episode

You Don't Have to Choose Between Motherhood and Ambition| Prof. Winnie Jiang | Ep 40

Make It Work··1 June 2026·57 min

About this episode

There's a moment in early motherhood that most never admit out loud. The moment you look at your baby and think — I didn't sign up for this. When the career you spent a decade building feels like it's slipping away. When you wonder if choosing to have children was a mistake. Professor Winnie Jiang went there. And she came out the other side with the science to explain why — and what to do about it. I first reached out to Professor Winnie 2 years ago and it’s a conversation that was definitely worth the wait! Winnie is an organizational behavior professor at INSEAD Singapore, a Yale PhD, and one of the world's most influential management thinkers (Thinkers50 Radar Class). But in this conversation, she shows up first as a young mom of two under five — still in the trenches, still figuring it out, just like the rest of us. From Singapore's unique pressures on working mothers to navigating a dual-career marriage without letting resentment quietly build, we go deep on the things working moms in Asia rarely say out loud. What we get into:  😶 The shame of not wanting to call yourself a mother — and why it makes complete sense  💔 Why the "back to work after three months" fantasy falls apart, and what the timeline actually looks like  ⚖️ The invisible power struggle happening in dual-career marriages — and the conversation that can fix it  🧭 The six anchors of meaning that explain why your job can feel empty even when it looks great on paper  🤖 Why AI might give working moms something no one else has — time If you've ever felt like a worse professional for becoming a mother — or a worse mother for caring about your career — this episode was made for you. —------------- Chapters: 00:00 When Motherhood Feels Like a Career Killer  01:12 Introduction 02:59 Finding Your Spring After the Hardest Winter  04:05 Why Your Village Changes Everything  09:58 How to Find Meaning When You're Running on Empty  26:28 Why Work Feels Like a Relief (And That's Okay)  27:03 The 6 Anchors That Make Work Feel Worthwhile  31:21 The Resentment No One Talks About in Marriage  43:02 What Workplaces Get Wrong About Working Moms  49:30 Could AI Actually Give Moms Their Time Back? —------------- Connect with Winnie:  👋 LinkedIn: https://www.linkedin.com/in/winnie-jiang-363ab745/ 👋 Instagram: https://www.instagram.com/winnieeeyunn/ Follow Make It Work! ⁠https://linktr.ee/makeitwork.podcast⁠ 📷 Instagram: https://www.instagram.com/makeitwork.asia/  💼 LinkedIn: https://www.linkedin.com/company/make-it-work-asia-podcast/  🎵 Facebook: https://www.facebook.com/people/Make-It-Work/61566472637714/  🍏 Apple: https://podcasts.apple.com/us/podcast/make-it-work/id1701442085  🎵 Spotify: https://open.spotify.com/show/78ulY0B27nYxGB6jPCABPI?si=abfc48d037d943be  📥 Email: makeitwork.asia@gmail.com Join our free Mommas Making It Work WhatsApp community: https://bit.ly/MIWcommunity ➤➤ Like the video and subscribe for more honest conversations with working moms across Asia! 🔔 Hit the bell so you never miss an episode — and share with a mom who needs to hear this. 💬 Drop a comment — we read every single one. #WorkingMoms #CareerSeasons #ModernMotherhood #Resilience #WomenInLeadership #MakeItWorkPodcast