259 - The Truth About Becoming Your Mother w/ Jessi Cruickshank
Life Happens with Barb & Michelle
Michelle Maros & Barb Schmidt
4.9 • 1.1K Ratings
🗓️ 26 May 2026
⏱️ 33 minutes
🧾️ Download transcript
Summary
Comedian Jessi Cruickshank joins Barb and Michelle backstage at Lynn University for a raw, funny, and unexpectedly emotional conversation about motherhood, performance, anxiety, and becoming the women their mothers raised them to be.
From professional perfectionism to internet criticism, the conversation moves from hilarious behind-the-scenes moments into deeper reflections on identity, mindfulness, and the pressure women carry in public and private life. Jessi opens up about the comment she never forgot, while Barb and Michelle unpack what they inherited — and what they had to unlearn.
In this episode:
• Why perfectionism quietly controls so many women
• The emotional cost of always performing “fine”
• How humor and mindfulness actually serve the same purpose
• The parenting lessons they resisted most
• Why confidence is usually built through embarrassment
Learn how to stop performing perfection and start connecting honestly.
Connect with Jessi:
Follow her on Instagram & Facebook: @jessicruickshank
Follow her on TikTok: @jessicruickshanktok
Check out her Evening Club Tour: jessicruickshank.com/tour
Listen to her podcast: https://tr.ee/u6WMhIAnoi
See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Transcript
Click on a timestamp to play from that location
| 0:00.0 | Jessie Cruckshank, the Canadian comedian and host of the number one comedy podcast, |
| 0:04.8 | Phone A Friend, recently took the stage at Lane University in Boca Raton as the host for our major event featuring Leslie Odom Jr. The evening was everything we could have asked for and more. We laughed, we cried, we learned, we were inspired, and we came together as a community, and honestly it was one of the most special nights of our lives. During this special episode with Jessie, she dives into her multifaceted career and the unfiltered truth of motherhood. When your little kid tells you they want to go to theater school, you know, not all parents would be as supportive. No, they would be worried. Yeah, and now I look back and I think she really believed in me. As well as exploring the generational legacy of women and media. This is 20 years later, and I remember it word for word. She said, really MTV, you couldn't find anyone funnier than Jesse Crooksheng. This conversation examines the core question of whether laughter and meditation serve the same purpose when life happens. And you said, as we were getting ready, this is your first time in Boka. Yes. So we're so happy to have you here. |
| 1:06.4 | Oh, well, thank you for inviting me. |
| 1:08.5 | It is such an honor to be a part of this event. |
| 1:11.3 | This event is going to be, I think, so, so special. |
| 1:16.1 | Yes, it will. |
| 1:16.9 | It's so funny because I feel like, you know, |
| 1:20.3 | this is my mom and we work together. |
| 1:22.0 | And I think we're like two sides of the coin because I everyone's like are you so excited? |
| 1:25.6 | Are you so excited for the event and I'm like? Yeah excited for it to be over but not not in that way just in the like anxiety, you know planning and you're like I can't wait so Yes, I'm excited to be here with you Be all happening because I tour as a comedian and I no matter how many times I do the same show I |
| 1:48.3 | have full butterflies in my stomach before I go out. I am desperately like dreaming of the moment when I can rip out my hair extensions and peel off my eyelashes in my dressing room. I'm doing the thing I love and yet I want it to be over and And that is that's it. Yeah. And it's not a negative. |
| 2:05.4 | No, it is. |
| 2:06.4 | It is. |
| 2:07.2 | I feel everybody feels that. |
| 2:08.5 | Okay. |
| 2:09.5 | Yeah. |
| 2:10.5 | No, she's like, I never want this data. |
| 2:12.0 | And let's just feel crazy forever. I was going to say, I know I never think about it being over. But the butterflies in the stomach, I think, is normal and natural for anyone. |
| 2:21.2 | Yes. |
| 2:22.2 | I don't care how long you've been doing this. |
| 2:23.2 | I think I really hope people understand that. |
| 2:25.8 | Even though you're doing it for a long time, you still, because we care. |
... |
Transcript will be available on the free plan in 16 days. Upgrade to see the full transcript now.
Disclaimer: The podcast and artwork embedded on this page are from Michelle Maros & Barb Schmidt, and are the property of its owner and not affiliated with or endorsed by Tapesearch.
Generated transcripts are the property of Michelle Maros & Barb Schmidt and are distributed freely under the Fair Use doctrine. Transcripts generated by Tapesearch are not guaranteed to be accurate.
Copyright © Tapesearch 2026.

