The Confident Entrepreneur With Jennifer Ann Johnson

Jennifer Ann Johnson
  • 5.0 (6)
  • Entrepreneurship
  • Updated Semiweekly

Jennifer is a multifaceted entrepreneur while also actively involved in her community. She owns True Fashionistas (Florida’s largest lifestyle resale store), CooiesCookies, Pink Farmhouse (online store), and Confident Entrepreneur, which encompasses her podcast, blog, motivational speaking, and coaching business for women entrepreneurs. Jennifer is an inspiration to other women business owners - showing it's possible to be successful in business while also making a difference and giving back to her community. Jennifer lives in Naples FL with her husband and twins.

  1. 4d ago

    One Person Away: The Power of Relationships in Business With Matt Harris

    What if the next big opportunity in your business isn’t another course, another book, or another strategy—but one person you haven’t met yet? In this episode of The Confident Entrepreneur, I sit down with Matt Harris, better known as The Pearl Guy, to talk about the unconventional path that led him from music and retail to software, wine, jewelry, and ultimately building a business and personal brand around his passion for pearls. Matt shares why relationships have become one of the most powerful tools in his entrepreneurial journey, why he believes we should simply ask for the opportunities we want, and what happened when he decided to go all in on an industry where virtually no one knew his name. We also talk about building visibility, becoming a trusted voice in your industry, turning attention into customers, and why keeping the customers you already have can be even more valuable than constantly chasing new ones. Matt’s story is a reminder that entrepreneurship rarely follows a straight line. Sometimes the next step comes from following your curiosity, putting yourself out there, helping other people, and being willing to ask a question without knowing where the answer might lead. In this episode, we talk about: • Why effective use of your time matters • The power of relationships in creating opportunities • Why entrepreneurs need to get comfortable asking • Building authority and visibility in your industry • Turning a personal brand into a business • Creating relationships that keep customers coming back • Following your passion, even when the pivot looks crazy to everyone else Sometimes you don’t need to know exactly how you’re going to get there. You just need to be willing to start the conversation. Thank you to our generous sponsors! True Fashionistas – SWFL’s largest designer resale store, where fashion meets sustainability. Golden Acorn Publishing (formerly O’Leary Publishing) – Empowering authors to tell their stories and publish with purpose. Reinvention Studio Lab – A creative hub for transformation, innovation, and bold new beginnings. Wizard of Ads - Online marketing that will have you at the top of the search. Visit us at jenniferannjohnson.com and learn how Jennifer can help you build the life you dream of with her online academy, blog, one-on-one coaching, and a variety of other resources!

    One Person Away: The Power of Relationships in Business With Matt Harris

  2. Sep 24

    Mental Armor: When Everything Goes Wrong in Business With Jennifer Ann Johnson

    When everything seems to be going wrong in my business, I’ve learned that protecting my mindset becomes just as important as solving the problems in front of me. In this episode, I’m talking about how to build the “mental armor” we need to navigate setbacks without letting fear, stress, and self-doubt take over. I share some of the strategies that have helped me, including the 24-hour rule, managing worst-case thinking, leaning on a trusted support system, setting information boundaries, and keeping things in perspective. Setbacks are inevitable in business. The goal isn’t to avoid them. It’s to learn how to move through them, make clear decisions when things get hard, and build the resilience that makes us stronger and better prepared for whatever comes next. Thank you to our generous sponsors! True Fashionistas – SWFL’s largest designer resale store, where fashion meets sustainability. Golden Acorn Publishing (formerly O’Leary Publishing) – Empowering authors to tell their stories and publish with purpose. Reinvention Studio Lab – A creative hub for transformation, innovation, and bold new beginnings. Wizard of Ads - Online marketing that will have you at the top of the search. Visit us at jenniferannjohnson.com and learn how Jennifer can help you build the life you dream of with her online academy, blog, one-on-one coaching, and a variety of other resources!

    Mental Armor: When Everything Goes Wrong in Business With Jennifer Ann Johnson

  3. Sep 17

    The Productivity Mindset With Carlene Marie

    What if your most powerful productivity tool isn’t your calendar, your to do list, or the latest app, but your mind? In this episode of The Confident Entrepreneur, I sit down with mindset and performance coach Carlene Marie to explore how our thoughts, habits, and mental patterns influence the way we work. We talk about negative self talk, limiting beliefs, focus, burnout, and why simply pushing harder can actually work against us.  Carlene also shares practical strategies for working with your brain instead of against it, including focused 90-minute “jam sessions,” intentional breaks, identifying the three things that will make the greatest impact, and taking time to recognize the small wins along the way.   If you’ve ever ended a busy day wondering what you actually accomplished, this conversation will help you rethink what productivity really looks like and how a shift in mindset can change the way you approach your work, your energy, and your day. Thank you to our generous sponsors! True Fashionistas – SWFL’s largest designer resale store, where fashion meets sustainability. Golden Acorn Publishing (formerly O’Leary Publishing) – Empowering authors to tell their stories and publish with purpose. Reinvention Studio Lab – A creative hub for transformation, innovation, and bold new beginnings. Wizard of Ads - Online marketing that will have you at the top of the search. Visit us at jenniferannjohnson.com and learn how Jennifer can help you build the life you dream of with her online academy, blog, one-on-one coaching, and a variety of other resources!

    The Productivity Mindset With Carlene Marie

  4. Sep 10

    The Intentional Entrepreneur With Jennifer Ann Johnson

    It’s easy to build a business around what needs your attention right now. The emails, meetings, opportunities, requests, and endless decisions can keep you incredibly busy without necessarily moving you toward the life or business you actually want. In this episode, I explore what it means to become a more intentional entrepreneur by making choices that align with your values, goals, and vision. I'll shares how to recognize where your time and energy are going, create boundaries that protect what matters, and develop a “pink space” between being asked and automatically saying yes.  You’ll also learn practical ways to bring more intentionality into your everyday life, including energy audits, values check-ins, non-negotiables, and clearer criteria for deciding what deserves your attention. Because intentional living isn’t about controlling every detail or making the perfect choice. It’s about making sure your choices are actually taking you where you want to go.  Thank you to our generous sponsors! True Fashionistas – SWFL’s largest designer resale store, where fashion meets sustainability. Golden Acorn Publishing (formerly O’Leary Publishing) – Empowering authors to tell their stories and publish with purpose. Reinvention Studio Lab – A creative hub for transformation, innovation, and bold new beginnings. Wizard of Ads - Online marketing that will have you at the top of the search. Visit us at jenniferannjohnson.com and learn how Jennifer can help you build the life you dream of with her online academy, blog, one-on-one coaching, and a variety of other resources!

    The Intentional Entrepreneur With Jennifer Ann Johnson

  5. Sep 3

    The Fed Explained: What Every Business Owner Should Know With Shari Bower

    What does the Federal Reserve actually do, and why should small business owners care? In this episode of The Confident Entrepreneur, Jennifer sits down with Shari Bower, Regional Executive at the Miami Branch of the Federal Reserve Bank of Atlanta, for an approachable Federal Reserve 101 conversation. Shari breaks down how the Fed works, what drives decisions around interest rates and inflation, and how those decisions ultimately affect businesses. She also shares how the Fed gathers real-time insights directly from business leaders to better understand what's happening beyond the economic data. Whether you follow every Fed announcement or usually tune them out, this conversation makes it easier to understand what’s happening and why it matters to your business. Thank you to our generous sponsors! True Fashionistas – SWFL’s largest designer resale store, where fashion meets sustainability. Golden Acorn Publishing (formerly O’Leary Publishing) – Empowering authors to tell their stories and publish with purpose. Reinvention Studio Lab – A creative hub for transformation, innovation, and bold new beginnings. Wizard of Ads - Online marketing that will have you at the top of the search. Visit us at jenniferannjohnson.com and learn how Jennifer can help you build the life you dream of with her online academy, blog, one-on-one coaching, and a variety of other resources!

    The Fed Explained: What Every Business Owner Should Know With Shari Bower

  6. Aug 27

    The Consistency Advantage with Jennifer Ann Johnson

    The biggest advantage in business and life is not a secret strategy or sudden breakthrough. It is the ability to keep showing up, especially when you feel uninspired, results are invisible, and the work seems too small to matter. In this episode, I share a turning-point moment from my own content marketing that showed me just how powerful consistency can be. We explore how small actions compound over time, why consistency builds mastery and trust, and what to do when progress feels painfully slow. We also get practical with simple ways to make consistency easier, from the two-minute rule and habit stacking to accountability, better systems, and creating routines you can actually maintain. If you are ready to stop starting over and build sustainable growth, stronger discipline, and a reputation people can trust, this episode is for you. Thank you to our generous sponsors! True Fashionistas – SWFL’s largest designer resale store, where fashion meets sustainability. Golden Acorn Publishing (formerly O’Leary Publishing) – Empowering authors to tell their stories and publish with purpose. Reinvention Studio Lab – A creative hub for transformation, innovation, and bold new beginnings. Wizard of Ads - Online marketing that will have you at the top of the search. Visit us at jenniferannjohnson.com and learn how Jennifer can help you build the life you dream of with her online academy, blog, one-on-one coaching, and a variety of other resources!

    The Consistency Advantage with Jennifer Ann Johnson

  7. Aug 20

    The Wake Up Call That Changed Everything with Sarah LaMont

    A cancer diagnosis changed more than Sarah LaMont’s health journey. It changed the way she looked at time, risk, rest, and the future of her business. In this candid conversation, Sarah shares how an unexpected diagnosis forced her to step back, let go of some of the control she had been holding onto, and finally pursue ideas she had been putting off. She and Jennifer talk about recovery, asking for help, creating space, taking risks, and why sometimes the moments that stop us in our tracks can also change the direction we choose to go next. Thank you to our generous sponsors! True Fashionistas – SWFL’s largest designer resale store, where fashion meets sustainability. Golden Acorn Publishing (formerly O’Leary Publishing) – Empowering authors to tell their stories and publish with purpose. Reinvention Studio Lab – A creative hub for transformation, innovation, and bold new beginnings. Wizard of Ads - Online marketing that will have you at the top of the search. Visit us at jenniferannjohnson.com and learn how Jennifer can help you build the life you dream of with her online academy, blog, one-on-one coaching, and a variety of other resources!

    The Wake Up Call That Changed Everything with Sarah LaMont

  8. Aug 13

    Building a Culture That Brings Out the Best in People With Jennifer Ann Johnson

    Company culture is about far more than perks, policies, or a list of values on your website. It’s built every day through the way you lead, communicate, handle mistakes, recognize success, and make your people feel valued. In this episode, Jennifer shares practical ways to create a company culture people are genuinely proud to be part of—from hiring and onboarding to psychological safety, feedback, accountability, and opportunities for growth. She also explores why great culture starts at the top and how the environment you create for your team can directly impact employee retention, customer experience, and the reputation of your business. Because at the end of the day, culture isn’t something you write down. It’s something you live. Thank you to our generous sponsors! True Fashionistas – SWFL’s largest designer resale store, where fashion meets sustainability. Golden Acorn Publishing (formerly O’Leary Publishing) – Empowering authors to tell their stories and publish with purpose. Reinvention Studio Lab – A creative hub for transformation, innovation, and bold new beginnings. Wizard of Ads - Online marketing that will have you at the top of the search. Visit us at jenniferannjohnson.com and learn how Jennifer can help you build the life you dream of with her online academy, blog, one-on-one coaching, and a variety of other resources!

    Building a Culture That Brings Out the Best in People With Jennifer Ann Johnson
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5
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About

Jennifer is a multifaceted entrepreneur while also actively involved in her community. She owns True Fashionistas (Florida’s largest lifestyle resale store), CooiesCookies, Pink Farmhouse (online store), and Confident Entrepreneur, which encompasses her podcast, blog, motivational speaking, and coaching business for women entrepreneurs. Jennifer is an inspiration to other women business owners - showing it's possible to be successful in business while also making a difference and giving back to her community. Jennifer lives in Naples FL with her husband and twins.

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