On Reinventing My Life in My 40s, Becoming a Stepmom, and Building a Second Act — with Aaron Leatherbarrow

Cara Says It All

Cara Alwill

Business, Entrepreneurship, Education, Self-improvement

4.8 • 1.5K Ratings

🗓️ 10 July 2026

⏱️ 62 minutes

🔗️ Recording | Apple Podcasts | RSS

🧾️ Download transcript

Summary

Today on the show, I'm joined by my fiancé, Aaron Leatherbarrow, for one of the most honest conversations we've ever had. We talk about what it's been like to reinvent my life in my 40s—from leaving New York and becoming a stepmom to navigating a blended family, building a creative life together, and redefining what a healthy relationship looks like. We also get into homesickness, identity shifts, separate beds, afternoon sex, and why the best relationships leave room for both people to keep becoming who they are.

🖤 If this conversation resonated with you, you can find more of my writing on Substack

🖤 Want more from Aaron? Check out his new private audio drops

Transcript

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0:00.0	There's a bedroom is a recording.
0:02.5	No, it's perfect.
0:04.4	Okay.
0:05.2	All right, well, cheers.
0:06.5	I don't have anything in my glass.
0:07.8	That's problem number one.
0:08.8	Yeah, okay.
0:09.6	I'll be right back.
0:11.0	This is Kara Says It All, the show where we drop the script and say what we really think.
0:16.5	I'm Kara Allwill, your host and go-to for unfiltered conversations on life, love, business,
0:23.6	creativity, and everything that shapes us.
0:26.9	Here we believe that the power to create your own story starts now.
0:30.8	No filters, no apologies.
0:33.8	Whether you're here for inspiration, a laugh, or a perspective shift, buckle up because we're going deep and keeping it real.
0:41.4	Welcome to the conversation.
0:44.0	All right, guys, welcome back.
0:45.9	You're listening to Kara Says It All.
0:47.9	I'm so excited to be back with everybody today.
0:50.8	If you have listened to this podcast before, you know the vibe.
0:54.3	I've been doing it for almost 10 years.
0:56.7	It used to be a weekly show.
0:58.7	And now I kind of just come on when I feel like it, when I have something I want to share.
	...

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