Cynthia Rowley and Kit Keenan: Lessons on Growth from a Mother-Daughter Duo, Surviving Setbacks, Creatively Evolving, & More
The Dream Bigger Podcast
Siffat Haider
4.8 • 625 Ratings
🗓️ 13 May 2025
⏱️ 48 minutes
🧾️ Download transcript
Summary
On today’s episode I am speaking with fashion icon Cynthia Rowley and her daughter, content creator and entrepreneur Kit Keenan. They share an intimate look at their unique mother-daughter dynamic. From growing up in the world of fashion to building a brand that bridges generations, Cynthia and Kit discuss how they've evolved both personally and professionally. They open up about creative reinvention, the importance of routine and confidence, handling criticism online, and what it takes to stay relevant in a rapidly changing world. Whether you're building a business, navigating family dynamics, or simply seeking inspiration, this conversation offers real lessons on growth, resilience, and redefining success—together. Enjoy!
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Transcript
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| 0:00.0 | The following podcast is a dear media production. |
| 0:03.9 | Hi, I'm Sif Heider, the founder of Farray. |
| 0:06.9 | I'm a wellness entrepreneur and digital creator, and this is my show, The Dream Bigger |
| 0:11.3 | podcast. |
| 0:12.4 | Listen, I love dreaming big, but you know what I love more? |
| 0:16.2 | Actually having the resources to make those big dreams happen. |
| 0:19.9 | And hey, dreams can sometimes be private |
| 0:22.2 | jets, but other times they can look a little something like having the best skin of your |
| 0:27.0 | damn life or starting a successful business or delving into spirituality. So on this podcast, |
| 0:33.7 | I chat with experts and thought leaders from different fields about their tips and tricks on doing exactly that. |
| 0:39.6 | So let's get right into it. |
| 0:45.5 | Hello, hello, friends, and welcome back to another episode of the Dream Bigger podcast. |
| 0:49.1 | So today I have a bit of a different episode because I actually have an incredible mother duo on the show. |
| 0:56.7 | So I have Kit Keenan and Cynthia Rowley. So if you've not heard of Kit Keenan and Cynthia |
| 1:01.5 | Raleigh, I'm surprised. But basically, Kit is an incredible influencer and Cynthia |
| 1:07.6 | Rowley has one of the most iconic fashion brands in North America. And I |
| 1:13.6 | loved being able to chat with both of them because it was so interesting to understand their |
| 1:17.8 | mother-daughter dynamic because they're obviously both so incredibly accomplished at what they |
| 1:23.2 | do, both independently. And then they have this incredible mother-daughter relationship as well. So |
| 1:28.3 | there's a lot to learn in this episode, both about their career trajectories, how they've been |
| 1:33.8 | able to kind of build that really strong bond. There's a lot of tips around parenting from |
| 1:39.7 | Cynthia. So there's so much in there. It was a really nice, fun episode to do. So I hope you guys enjoy it. And with that, let's welcome Kit and Cynthia to the Dream Bigger podcast. I'm just going to dive right in. Cool. So what I think is really cool about the both of you is that you're both independently successful. And that's kind of where I want to start. |
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