How Dressing Well Boosts Your Confidence and Leadership Perception
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Why does dressing well matter more than fashion sense for confidence?
If I took two equally qualified people and changed nothing to except about how they showed up visually. How different would their outcomes be? Welcome back to Speaking with Confidence, the podcast that helps you build the soft skills that lead to real results. Communication. Storytelling. Public speaking and showing up with confidence in every conversation that counts. I'm Tim Newman, a recovering college professor turn communication coach, and I'm thrilled to guide you on your journey to becoming a powerful communicator. Today's guests are Caden Broussard and Jenny Chen. Jenny and Caden are the co founders of Cello. One of the largest styling companies with a focus on professionals and life transition, especially men.
Cello stylists work with professionals to dress with confidence and executive presence. Jenny and Caden are on two To discuss the importance of dressing when it comes to feeling confident and share some tactical trip tips around dressing to improve your leadership perception. Kate and Jenny, well welcome to speaking with confidence. As you all started Cello, 'cause I I I think this is a it's a it's a phenomenal idea, especially for you know, for guys especially like me who have number one, who who Have no fashion sense. Two who When I go to the store, I'm not really not allowed to go buy clothes anymore, but when I go, I'm buying the same things, the the same colors, the the same styles over and over again because it's it's it's comfortable for me 'cause I I know that this will will match with that.
So what what was the moment you realize this wasn't a fashion problem for you all, but it it was more of a confidence problem?
Yeah, I I could I could start. Um and it's like great talking with you, Tim. Um this is actually one of the first things that Ginny and I blonde over when we met. So we met as roommates in grad school. Um and I think like simultaneously, you know, we had felt like we worked really hard. We both had been working corporate jobs that we were really proud of. Um, but we had both kind of noticed that like even when you like work hard and end up in these like, you know. Rooms where your You know. Finding career success, one thing that really can make you feel out of place or less confident is if you show up and you feel like you're really not dressed for the part.
How do life transitions like a new job or promotion trigger a wardrobe rethink?
Like it could be dressing too junior, it could be like dressing in a way that actually isn't appropriate to like the setting that you're in. Um, so it was something that we had realized in our own personal lives and had felt like, you know, it's not something that anybody really teaches you it, especially if you're a man. Like it's something that you actually have to figure out on your own, but does like really impact how you feel and how you're able to show up in a room. So it was something that we had noticed in our personal lives and then When we started Cello as already talking to our customers, um, again, especially men, that was actually a theme that came up again and again of a lot of the reasons people came to us.
were actually not just that they wanted to look better, but it was like, I just got a new job that I'm really excited about. I just got promoted. I just, you know, moved to a new city. And actually when you make a big transition, one of the first things you're thinking about is, okay, am I actually showing up in the way I want to and dressing the right way for that transition? So it was a theme that had come up with our customers and then also just in our our personal lives that made us feel like, you know, dressing is more than just about fashion. It's actually about, you know, how you feel about yourself and how you're able to show up. professionally and and personally.
And Tim, you give yourself or I don't think you give yourself enough credit. Like generally, people kind of know, like, I'm comfortable with this, I feel good in this, so they reach for the same thing over and over again. Um like a lot of psychology around, you know, if you feel comfortable, if you feel great, like that's it impacts on how you actually show up.
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Chapters
8 chapters
1
Why does dressing well matter more than fashion sense for confidence?
0:09–2:27
2
How do life transitions like a new job or promotion trigger a wardrobe rethink?
2:27–7:42
3
What does research say about first‑impression bias and the “halo effect” of clothing?
7:42–14:50
4
Why is clothing fit the biggest unlock for men’s professional confidence?
14:50–25:20
5
How can subtle self‑expression (color, pattern, texture) improve perception without looking unprofessional?
25:20–35:25
6
What role does AI and body‑scan technology play in creating a personalized wardrobe?
35:25–49:36
7
What are three quick actions anyone can take tonight to instantly improve their look?
49:36–58:17
8
How can a systematic closet clean‑out and style feedback loop boost confidence long‑term?
58:17–1:00:22
Speakers
3 identifiedMore from Speaking With Confidence
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Unlocking the Four Communication Styles to Lead Any Team With Confidence
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Talk Like You’re Right, Listen Like You’re Wrong: The Key to True Connection
Overcoming Cultural Barriers to Confident Communication