Startups in Stilettos

Startups in Stilettos

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Have you recently started a business, or are you considering taking the leap to start? Do you find yourself alone or overwhelmed in the whirlwind of early challenges in your Entreprenista journey? Well, you’re in the right place - Startups in Stilettos is for you. Learn what it takes to grow your startup, from your peers in the startup world, and those who are in your shoes (or stilettos, if you will) We’re meeting you where you are to get you through your biggest challenges and toward your biggest goals. From the team behind the Entreprenista podcast, tune in to Startups in Stilettos as you take steps to build your startup from the ground up. So what can you expect from Startups in Stilettos? Each week, we’ll interview a startup founder in our community to uncover their early challenges, learn from the solutions they’ve found, make new connections, and strategize for the future growth of their business. You’ll walk away with practical tips and resources to help you along your journey and a new community member to connect with through the Entreprenista League!
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Darcy Bennet Transforms How the World Sees Admins

Darcy Bennet Transforms How the World Sees Admins

Dec 16, 2025·

“...Now I feel so secure and confident in what I'm doing that, you know, it's completely different than what I originally set it out to be. But I'm really grateful that it is.” In this episode of Startups and Stilettos...

Nicole Leon Helps Founders Buy Back Their Time

Nicole Leon Helps Founders Buy Back Their Time

Dec 9, 2025·

“...I have been able to scale multiple businesses off of organic social media reach alone. No email marketing, no paid ads. Literally just organic reach. And word of mouth. And I mean, I think that speaks volumes to...

Jade Pruett Gets Women-Owned Brands Found Online

Jade Pruett Gets Women-Owned Brands Found Online

Dec 2, 2025·

"I think what really sets a lot of different agencies apart is how they acquire backlinks because there's so many. And that's another one of those terms, like, who even knows what that means. It's very important to get...

Katya Eckert Crafts Sleepwear That Supports Hormonal Wellness

Katya Eckert Crafts Sleepwear That Supports Hormonal Wellness

Nov 25, 2025·

“And we reached out to them. I was like, I really want to do this self -care giveaway. I really want to elevate this like process of self-care…”On this episode of Startups in Stilettos, host Carlyn Bushman sit down with...

Sequoia Armstrong Inspires Women to Explore with Intention

Sequoia Armstrong Inspires Women to Explore with Intention

Nov 18, 2025·

“I've been in a number of communities and I think that sharing your challenges and your, even fear, you know, fears and challenges and your wins, which I think as women can be very hard sometimes to do with others…” In...

Allyse Cirillo Redefines Clean Beauty from the Inside Out

Allyse Cirillo Redefines Clean Beauty from the Inside Out

Nov 11, 2025·

“We all feel that way. We all feel like where do we start? You know, you can't do everything every day all the time. So just creating those little habits and little changes.”On this episode of Startups and Stilettos...

Nina Sarin Arias Grows a Global Luxury Brand from the Ground Up

Nina Sarin Arias Grows a Global Luxury Brand from the Ground Up

Nov 4, 2025·

“I'm happy to be growing organically and, you know, taking my time with it. I'm not in a rush. So I think that's what I've learned in the past kind of eight, nine, eight years since I've had the brand. It's just, it's...

Kelly Gushue Simplifies Money Management for Busy Entreprenistas

Kelly Gushue Simplifies Money Management for Busy Entreprenistas

Oct 28, 2025·

“...there is a money mindset that we are continuously addressing. And this is why it's an ongoing learning process. And it's great to be part of a community associated with money because there are different dimensions...

Jamie Keane Builds Creator Websites in 20 minutes

Jamie Keane Builds Creator Websites in 20 minutes

Oct 21, 2025·

“They're like, well, I don't know if I have the money to do marketing.I'm like, if your marketing is garbage, you're not going to make money. You have to have good marketing.” In this episode of Startups and Stilettos...

Lauren Capwell & Lauren Shaw on How They Doubled Close Rates with AI

Lauren Capwell & Lauren Shaw on How They Doubled Close Rates with AI

Oct 14, 2025·

“...so I had this conversation with the GPT And within like 10 minutes, there were tears streaming down my face because it reflected back to me like what I already knew to be true, which was that I wasn't weaving my...

Gloria Govan on Thriving in Male-Dominated Industries

Gloria Govan on Thriving in Male-Dominated Industries

Oct 7, 2025·

“I’ve had to prove myself ten times harder just to be taken seriously, but I never let that stop me. If anything, it pushed me to build something that speaks for itself.” In this episode of Startups and Stilettos, host...

How to 'Pass the Mic' and Pay it Forward to Fellow Founders

How to 'Pass the Mic' and Pay it Forward to Fellow Founders

Sep 30, 2025·

“Remember, passing the mic isn't a one time thing. It's something you do on purpose over and over. It's how you grow and how you can help others grow too.” In this episode of Startups in Stilettos, host Ingrid...

Gabriela Fiorentino Turns 2am Mom Guilt into a Thriving Eco Community

Gabriela Fiorentino Turns 2am Mom Guilt into a Thriving Eco Community

Sep 23, 2025·

“I was like, I am racing the future while I'm polluting your future. Like I was so, like that just started ringing in my mind and it just became louder and louder until I was like, "I need to figure out how to do this.”...

3 Things I'd Do Differently if I Started My Business Today

3 Things I'd Do Differently if I Started My Business Today

Sep 16, 2025·

“You already know what you're building. You already know how you want people to feel when they experience your work or buy your product. You just have to get quiet enough to hear it and brave enough to follow it.” In...

Sharon Ringier on Building Your Own Table

Sharon Ringier on Building Your Own Table

Sep 9, 2025·

“I sat there and I'm like, how do I, how do I manage this? Because it's like, I'm raising a generation of two men. This is not what he needs to see. This is what women do. And that was so, and it was just powerful for...

Jessie Jaskulsky on How Personal Loss Sparked a Surrogacy Revolution

Jessie Jaskulsky on How Personal Loss Sparked a Surrogacy Revolution

Sep 2, 2025·

“I really had to think about this and decide what I could offer that would be unique and really help have me stand out in the crowd. And I think one of the things is, is not that many people come forward with their...

How to Find and Work With the Best Mentor for You

How to Find and Work With the Best Mentor for You

Aug 26, 2025·

“You shouldn't just look for mentors who are five years, 10 years ahead of you. There's a lot of value in having people who are in it with you right now because we're always learning and there's things that someone else...

Emily Hall on Turning Every Talk into Real Business Growth

Emily Hall on Turning Every Talk into Real Business Growth

Aug 19, 2025·

“Everyone wants the magic wand solution for this, and I always have to disappoint people a little bit. It's just kind of hard work sometimes, that's a good thing, everything worthwhile is, and it helps you to be able to...

Amanda Smith’s Strategies on Growing a Thriving Community for Women

Amanda Smith’s Strategies on Growing a Thriving Community for Women

Aug 12, 2025·

“I didn't go into this saying I am starting a business. I said we need a community, that's not hard. I know how to throw events and bring people together, I'll just do it. I can solve that problem.” In this episode...

Domenique Harrison Guides Founders Toward Racial Equity and Healing

Domenique Harrison Guides Founders Toward Racial Equity and Healing

Aug 5, 2025·

"When our minds and our bodies are in alignment, when our thoughts and our actions are congruent and they're happening parallel, then we're actually living in a space where we're living slower lives, where we're not...

Real Strategies for Managing Challenging Clients With Confidence

Real Strategies for Managing Challenging Clients With Confidence

Jul 29, 2025·

“When you're dealing with a challenging person, it's not necessarily that they have something against you, there might be something going on in their business, in their life, or maybe they just don't understand...

Traci Channer’s Lessons on Building a Mission-Driven Pajama Business

Traci Channer’s Lessons on Building a Mission-Driven Pajama Business

Jul 22, 2025·

“Just start somewhere and I promise you, like when you open it out to the universe and you put it out there, the right people and the right connections will come into your path.” In this episode of Startups and...

Natasha Walstra Shares LinkedIn Secrets Every Founder Needs to Know

Natasha Walstra Shares LinkedIn Secrets Every Founder Needs to Know

Jul 15, 2025·

“You could have the best product, book, service, whatever it is, but if you don't talk about it or anything, how will people know to buy it?” Are you tired of obsessing over LinkedIn impressions and likes? In this...

Emily Aarons on How to Manifest More by Aligning Your Energy and Taking Action

Emily Aarons on How to Manifest More by Aligning Your Energy and Taking Action

Jul 8, 2025·

“We have to practice on just a simple daily basis, waking up in the morning, and just starting to tune in. What is the message that my body is giving me today? How do I feel?” In this episode of Startups and Stilettos...

Jac White’s Strategies for Selling With Confidence and Authenticity

Jac White’s Strategies for Selling With Confidence and Authenticity

Jul 1, 2025·

“I am passionate about helping women make money. I've always worked for great women leaders and female founded companies. So that was when I decided to make the pivot and really focus on women small business...

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