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!

To connect with Cynthia on Instagram, click HERE.

To connect with Kit on Instagram, click HERE.

To connect with Kit on Tiktok, click HERE.

To connect with Siff on Instagram, click HERE.

To connect with Siff on Tiktok, click HERE.

To learn more about Arrae, click HERE.  

To check out Siff’s LTK, click HERE.

To check out Siff’s Amazon StoreFront, click HERE. 

This episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct, or indirect financial interest in products, or services referred to in this episode.

Treat your closet to a little summer glow-up with Quince. Go to Quince.com/dreambigger for free shipping on your order and 365-day returns. 

Save 15% off my favorite Red Light Face Mask from BON CHARGE by using code DREAMBIGGER at www.boncharge.com

For 15% off your first purchase, visit linnebotanicals.com. Use code DREAMBIGGER at checkout. Offer cannot be combined.

Produced by Dear Media

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.