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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!Copyright © 2022 Startups in Stilettos Erfolg im Beruf Management & Leadership Marketing & Vertrieb Ökonomie
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  • Sailynn Doyle Helps Women Build Sustainable Million-Dollar Businesses

    Sailynn Doyle Helps Women Build Sustainable Million-Dollar Businesses
    Feb 17 2026
    “Here's the thing. Systems truly set you free, right? It allows you to scale a business. Once I fine -tuned my machine, you know, after those two years,I literally ran my business remotely between Florida, Massachusetts, because I just put in systems.” In this episode of Startups and Stilettos, Ingrid Zapata-Read sits down with Sailynn Doyle, founder of Passion Purpose Posture, to unpack what it really takes for women entrepreneurs to build sustainable, scalable businesses—without burnout. After hitting her first million in revenue while working 80-hour weeks (and breaking down in her car at 9 a.m.), Sailynn realized that revenue alone isn’t success. What changed everything? Systems. Sailynn shares how she rebuilt her business foundation from the ground up, eventually running a multi-million-dollar company in just 16 hours a week. She walks us through her Four Core Pillars of sustainable growth—Structure, Systems, Support, and Streamlining—and explains why most founders plateau (hint: it’s not a lack of ambition). What we talked about: No Secret for a Million [2:47] What Sailynn Teaches [8:20] The Core Four Pillars [14:42] Blending Life And Business [21:49] Creating Different Systems [27:04] Join hundreds of ambitious, purpose-driven founders at The PGA National Resort for a life-changing weekend of inspiration, motivation, and transformation for the 2026 Founders Weekend! Connect with Sailynn: @sailynndoyle on Instagram Sailynn Doyle on ⁠LinkedIn⁠ Passion Purpose Posture Connect with Ingrid: ⁠⁠ @itsingridsworld ⁠⁠on Instagram ⁠⁠ Ingrid Zapata-Read⁠⁠ on ⁠Linkedin⁠ ⁠⁠⁠Grow With Community⁠⁠⁠ Members of our Entreprenista League get access to live Office Hours with top founders that have been on our show! Join the ⁠Entreprenista League ⁠today! We can’t wait to welcome you, support you, and be part of your business journey! Get Featured on Startups in Stilettos Want a chance to be featured on Startups in Stilettos? We’re currently accepting applications from our Entreprenista League members to be featured on the show! Think of the Entreprenista League as your team members in what can be a lonely startup founder’s journey. You’ll have access to a private community of like-minded female startup founders who are making an impact in business every day, special discounts on business products and solutions, exclusive content, private events, the opportunity to have your story featured on our ⁠website,⁠ social channels – and, of course, the Startups in Stilettos podcast – and so much MORE! Grow Your Startup with Startups in Stilettos Thanks for tuning into this week’s episode of Startups in Stilettos, powered by the Entreprenista PodcastNetwork. If you enjoyed this episode, please subscribe and leave a review wherever you get your podcasts. ⁠Apple Podcasts⁠ | ⁠Spotify⁠ | ⁠iHeart Radio⁠ Be sure to share your favorite episodes on social media to help us reach more startup founders, like you, and have a chance to win a one-on-one mentor and strategy session with Stephanie Cartin. Join us on ⁠Facebook⁠, ⁠Twitter,⁠ ⁠Instagram,⁠ and ⁠LinkedIn.⁠ And for even more exclusive content and information – and to get access to the 8 Secrets to Success in Your Business video course and worksheet – ⁠visit our website.
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    39 Min.
  • Lisa Simone Richards Empowers Female Founders

    Lisa Simone Richards Empowers Female Founders
    Feb 10 2026
    “...if this goes out and this doesn't work, that's going to suck.But I wanted to actually put it out from a place of very genuine. I don't know how this is going to go. I didn't just publish this because I know what the ending was. So it was a real place of vulnerability for me.”In this episode of Startups in Stilettos, hosts Carlyn Bushman and Ingrid Zapata-Read sit down with Lisa Simone Richards, founder of Pearl Spark Pages and creator of the Female Founders Journal, for a raw, honest conversation about trusting yourself before the outcome is guaranteed.Lisa shares the full-circle story behind her journal—from a spark of inspiration in a bookstore during a season of deep self-doubt, to launching a wildly successful Kickstarter just 13 months later. After spending 20 years in PR, Lisa opens up about imposter syndrome, perfectionism, and the moment she realized she could no longer push the same boulder uphill.What we talked about:Spark of an Idea [4:11]Moving the Idea Forward [7:36]Feedback for Consideration [13:50]Kickstarter Campaign [19:09]Connectivity is KEY [23:04]Connect with Carlyn: ⁠⁠⁠@carlynbushmanconsulting⁠⁠⁠ on Instagram ⁠⁠Carlyn Bushman⁠⁠ on ⁠⁠LinkedIn⁠⁠ ⁠⁠⁠⁠Carlyn Bushman Consulting⁠⁠⁠⁠ Connect with Ingrid: ⁠⁠⁠@itsingridsworld⁠ ⁠⁠on Instagram ⁠⁠Ingrid Zapata-Read⁠⁠ on ⁠⁠Linkedin⁠⁠ ⁠⁠⁠⁠Grow With Community⁠⁠⁠⁠Members of our Entreprenista League get access to live Office Hours with top founders that have been on our show! Join the ⁠Entreprenista League ⁠today! We can’t wait to welcome you, support you, and be part of your business journey! Get Featured on Startups in StilettosWant a chance to be featured on Startups in Stilettos? We’re currently accepting applications from our Entreprenista League members to be featured on the show! Think of the Entreprenista League as your team members in what can be a lonely startup founder’s journey. You’ll have access to a private community of like-minded female startup founders who are making an impact in business every day, special discounts on business products and solutions, exclusive content, private events, the opportunity to have your story featured on our ⁠website,⁠ social channels – and, of course, the Startups in Stilettos podcast – and so much MORE!Grow Your Startup with Startups in StilettosThanks for tuning into this week’s episode of Startups in Stilettos, powered by the Entreprenista PodcastNetwork. If you enjoyed this episode, please subscribe and leave a review wherever you get your podcasts.⁠Apple Podcasts⁠ | ⁠Spotify⁠ | ⁠iHeart Radio⁠Be sure to share your favorite episodes on social media to help us reach more startup founders, like you, and have a chance to win a one-on-one mentor and strategy session with Stephanie Cartin.Join us on ⁠Facebook⁠, ⁠Twitter,⁠ ⁠Instagram,⁠ and ⁠LinkedIn.⁠ And for even more exclusive content and information – and to get access to the 8 Secrets to Success in Your Business video course and worksheet – ⁠visit our website.
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    38 Min.
  • Ingrid Zapata Read Builds Business Through Community

    Ingrid Zapata Read Builds Business Through Community
    Feb 3 2026
    “And not every idea should be one that you see through, but I feel like the ones that align with your goals and that you feel deeply passionate about are those that you should keep pushing forward.”In this special episode of Startups in Stilettos, hosts Ingrid Zapata-Read and Carlyn Bushman flip the mic and interview each other.If you’ve ever wondered who’s behind the voices, how this podcast came to life, or why Startups in Stilettos is all about the real side of entrepreneurship — this episode is for you. Ingrid and Carlyn dive into their entrepreneurial journeys, from sales floors and tech careers to pivots, community building, and the not-so-glamorous “messy middle.” They unpack what success actually looks like, why failure and iteration are essential, and how intuition, relationships, and showing up consistently can shape a sustainable business. What we talked about:Behind the Scenes [3:34]Quitting or Pivoting? [7:17]This is YOUR Journey [11:02]Women Founders [14:13]Use the Entreprenista League [19:17] Join hundreds of ambitious, purpose-driven founders at The PGA National Resort for a life-changing weekend of inspiration, motivation, and transformation for the 2026 Founders Weekend! Connect with Carlyn: ⁠⁠ @carlynbushmanconsulting⁠⁠ on Instagram ⁠⁠ Carlyn Bushman⁠⁠ on ⁠LinkedIn⁠ ⁠⁠⁠ Carlyn Bushman Consulting⁠ ⁠⁠ Connect with Ingrid: ⁠⁠ @itsingridsworld ⁠⁠on Instagram ⁠⁠ Ingrid Zapata-Read⁠⁠ on ⁠Linkedin⁠ ⁠⁠⁠Grow With Community⁠⁠⁠ Members of our Entreprenista League get access to live Office Hours with top founders that have been on our show! Join the ⁠Entreprenista League ⁠today! We can’t wait to welcome you, support you, and be part of your business journey! Get Featured on Startups in StilettosWant a chance to be featured on Startups in Stilettos? We’re currently accepting applications from our Entreprenista League members to be featured on the show! Think of the Entreprenista League as your team members in what can be a lonely startup founder’s journey. You’ll have access to a private community of like-minded female startup founders who are making an impact in business every day, special discounts on business products and solutions, exclusive content, private events, the opportunity to have your story featured on our ⁠website,⁠ social channels – and, of course, the Startups in Stilettos podcast – and so much MORE! Grow Your Startup with Startups in StilettosThanks for tuning into this week’s episode of Startups in Stilettos, powered by the Entreprenista PodcastNetwork. If you enjoyed this episode, please subscribe and leave a review wherever you get your podcasts.⁠Apple Podcasts⁠ | ⁠Spotify⁠ | ⁠iHeart Radio⁠ Be sure to share your favorite episodes on social media to help us reach more startup founders, like you, and have a chance to win a one-on-one mentor and strategy session with Stephanie Cartin. Join us on ⁠Facebook⁠, ⁠Twitter,⁠ ⁠Instagram,⁠ and ⁠LinkedIn.⁠ And for even more exclusive content and information – and to get access to the 8 Secrets to Success in Your Business video course and worksheet – ⁠visit our website.
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    27 Min.
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