Getting Real with Well Dressed: Where Celebrity Closets Become Your Wardrobe

Get Real with Caroline Hobby

Nashville Podcast Network

Music, Society & Culture, Music Interviews

4.7 • 1.1K Ratings

🗓️ 1 December 2025

⏱️ 83 minutes

🔗️ Recording | iTunes | RSS

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Summary

Well Dressed Nashville started in 2019 when Bonnie, a pediatric cancer nurse, saw an opportunity at an influencer closet sale. WD was supposed to be an in-person event, but when COVID hit before the first sale, she moved everything online and it took off.

She built the business mostly alone, lost their 30k-follower Instagram in Oct 2022, rebuilt from zero, and had her best year in 2023 before burning out and planning to close.

Bonnie had become close with Liz Streisand, a former celebrity journalist who ran a Broadway ticketing company with her husband Eric, a longtime hedge fund manager. After six months of rest, Bonnie texted Liz “Let’s do it,” and on July 4, 2024, Liz and Eric bought half the business. They relaunched WD out of their garage, moved into a warehouse in Jan 2025, and hit their yearly goal by August.

In Sept 2025, Eric passed away after a five-year battle with lung cancer. Liz now shares how she and the kids are coping, while Bonnie shares her miraculous adoption story.
In Nov, during their anniversary drop, Well Dressed Nashville hit $1 million in sales—a milestone powered by grit, reinvention, and heart.

See omnystudio.com/listener for privacy information.

Transcript

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0:00.0	This is an IHeart podcast.
0:02.5	Guaranteed Human.
0:06.6	Hey.
0:10.8	Hey.
0:14.2	Caroline, she's a queen of talking.
0:18.0	Hey, well, it's on your mind.
0:20.6	She's getting real real not afraid to feel
0:22.6	Take her soul to soul just let her flow
0:24.9	No one can do it quite like Caroline
0:28.6	It's time for Caroline
0:32.5	We are live
0:33.9	We're live in so many ways
0:35.4	We are live on Instagram
0:36.8	We are live recording. I'm here
0:40.8	with well-dressed. Hey, wait. We got Bonnie and Liz. Yeah, you're on. Yeah, you're on. Test out.
0:47.4	Wonderful. Y'all are looking great. And I was like, do y'all get first dibs from your launches and you're like yes it's so hard to
0:57.5	stay in trend I'm telling you what I am 42 years old and I am like I'm a little bit upset about fashion
1:03.9	yeah because it is so exhausting to have to keep up the trends like I just don't want to do it I get now why people in their later years of life are like, screw it. I am not changing my style. I'm going to wear. I'm going to look like Adam Sandler. I'm going to look like Adam Sandler for the rest of my days. And I don't even care. Because I mean, you know, we had the low rider jeans in the 90s. and then you go into the skinny jeans, which was such a transition. And then I kind of went into, I don't know,
1:30.0	I went into these like ankle jeans or something and then now it's like barrel jeans and like all the sudden you got to wear the change your socks like I mean now you can't wear ankle socks anymore you got to wear the half ankle socks and it's like oh my god I'm so annoyed I'm so annoyed it changes every six months. It changes all the time. So that's where you guys step in because their fashion is always changing. People are all these influencers and all these celebrities starting in Nashville have all these clothes that they're recycling. I literally saw Brittany Aldine. She posted something the other day. She had a room this big full of duffel bags. Do y'all do you work with her? It's, you want to give us a shout out? You should work with Brittany We've tried, but she's never done it. Oh, she had a room this big. Just text Britney after me. She would have such a closet. Oh. And I was like, oh my gosh. They're bagged. Oh, I can't even imagine.
2:18.2	We'll get it.
2:18.8	I mean, it'll happen.
2:19.7	I don't know where she sends her clothes because like these.
	...

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