The Caroline Pennington Show

Caroline Pennington
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Heyyyyy & welcome to The Caroline Pennington Show!  I’m your host Caroline, former executive recruiter turned Digital Marketing Expert OBSESSED with helping entrepreneurs to start, grow and scale their personal brand & business online. I have a passion for empowering & supporting fellow entrepreneurs.  On this podcast, you’ll hear from fellow business owners sharing their stories and unpacking exactly how they did it in their business because we believe that as curious & ambitious human beings we can ALL learn from one another and to be inspired! Every week you'll hear from entrepreneurs and workplace experts and no matter the size of your organization- you’ll gain insight and knowledge to help support you in your journey too!  So happy you’re here! Now, let’s dive in! 

  1. 4D AGO

    175: {Interview} Unlocking AI for Small Business Success: Practical Strategies with Alane Boyd

    Text me! In this episode, Alane Boyd shares her expertise on AI and automation, revealing how small businesses can leverage AI agents to save time, increase efficiency, and scale their operations. She discusses practical tools, workflows, and upcoming workshops to help entrepreneurs harness AI effectively. We talk all things:  AI agent automation for small businessesPractical AI tools and workflowsUpcoming AI workshops and trainingHow AI saves time and increases efficiencyMore on her Claude Co-Work and AI Cohort HERE and use code CP10 for 10% off! Connect further with Alane on LinkedIn HERE or on her website HERE Support the show LINKS TO FREEBIES BELOW: WEEKLY NEWSLETTER where I share all the tips and tricks on how to grow organically online HERE If you are interested in sponsoring the show, send me a DM ABOUT THE HOST:  Former Executive Recruiter turned Digital Marketing Expert & Entrepreneur.  I'm here to show you that you can do it too! I help women to start, grow and scale their personal brand and business online through social media. In 2021 I launched ChilledVino, my patented wine product and in 2023 I launched The Feminine Founder Podcast and in 2025 I launched my Digital Marketing Agency called Feminine Founder Marketing. I live in South Carolina with my husband Gary and 2 Weimrarners, Zena & Zara.  This podcast is a supportive and inclusive community where I interview and bring women together that are fellow entrepreneurs and workplace experts. We believe in sharing our stories, unpacking exactly how we did it and talking through the mindset shifts needed to achieve great things. Let's connect further!! LinkedIn HERE  IG @cpennington55  FB HERE ChilledVino HERE

    22 min

  2. APR 7

    174: {Interview} Scaling Your Sales with Jillian Murphy

    Text me! Learn how to successfully transition from a corporate career to entrepreneurship with insights from sales expert Jillian Murphy. Discover actionable tips and key strategies for your journey. In today’s fast-paced world, many professionals find themselves at a crossroads, especially after unexpected job losses. This episode explores how to navigate the transition from a stable corporate career to the uncertain yet rewarding landscape of entrepreneurship. In today's episode, we’ll delve into Jillian’s inspiring journey, the lessons she learned, and practical steps anyone can take to succeed in their entrepreneurial endeavors, especially when it comes to sales.  Connect further with Jillian on LinkedIn HERE on IG @thejillianmurphy Support the show LINKS TO FREEBIES BELOW: WEEKLY NEWSLETTER where I share all the tips and tricks on how to grow organically online HERE If you are interested in sponsoring the show, send me a DM ABOUT THE HOST:  Former Executive Recruiter turned Digital Marketing Expert & Entrepreneur.  I'm here to show you that you can do it too! I help women to start, grow and scale their personal brand and business online through social media. In 2021 I launched ChilledVino, my patented wine product and in 2023 I launched The Feminine Founder Podcast and in 2025 I launched my Digital Marketing Agency called Feminine Founder Marketing. I live in South Carolina with my husband Gary and 2 Weimrarners, Zena & Zara.  This podcast is a supportive and inclusive community where I interview and bring women together that are fellow entrepreneurs and workplace experts. We believe in sharing our stories, unpacking exactly how we did it and talking through the mindset shifts needed to achieve great things. Let's connect further!! LinkedIn HERE  IG @cpennington55  FB HERE ChilledVino HERE

    26 min

  3. MAR 31

    173: {Solo} How to Leverage LinkedIn to Grow Your Personal Brand and Business

    Text me! In today's episode I'm spilling all of the good on how to start, grow and scale your personal brand and business on LinkedIn. LinkedIn is what Facebook and IG used to be 20 years ago. You don't have to dance on the internet or keep up with trends. Heck, you don't even have to have a hook to get people paying attention and engaged. And the crazy thing is, only 3% of people post content on LinkedIn. And do you know what that means for YOU? Hardly any competition. And you can grow and scale organically without spending money on ads or boosting posts. The visibility is insanely high on the platform. And I'm here to help YOU grow!  Supercharge your learning curve on mastering LinkedIn with Level Up Your LinkedIn . I teach the exact formula to start, grow and scale organically on the platform. There is even content examples that you can plug and play into your own niche!  Support the show LINKS TO FREEBIES BELOW: WEEKLY NEWSLETTER where I share all the tips and tricks on how to grow organically online HERE If you are interested in sponsoring the show, send me a DM ABOUT THE HOST:  Former Executive Recruiter turned Digital Marketing Expert & Entrepreneur.  I'm here to show you that you can do it too! I help women to start, grow and scale their personal brand and business online through social media. In 2021 I launched ChilledVino, my patented wine product and in 2023 I launched The Feminine Founder Podcast and in 2025 I launched my Digital Marketing Agency called Feminine Founder Marketing. I live in South Carolina with my husband Gary and 2 Weimrarners, Zena & Zara.  This podcast is a supportive and inclusive community where I interview and bring women together that are fellow entrepreneurs and workplace experts. We believe in sharing our stories, unpacking exactly how we did it and talking through the mindset shifts needed to achieve great things. Let's connect further!! LinkedIn HERE  IG @cpennington55  FB HERE ChilledVino HERE

    12 min

  4. MAR 24

    172: {Solo} My 2026 Health Habits

    Text me! Ever felt lost in your health journey? Here’s how I turned my setbacks into a thriving routine!   After a serious injury, I realized how crucial health is. It’s not just about working out; it's about optimizing every part of life.   This year, I scaled back my heavy lifting and embraced Pilates. It’s been a game changer! Focusing on flexibility and small muscles has made a big difference. Plus, we’ve found a great studio that motivates me!   Daily walks with my dogs keep me moving, and I’m committed to hitting 10,000 steps. Nutrition-wise, I swapped to high-protein Greek yogurt for breakfast and added electrolyte powders to stay balanced.   Meal prepping grilled chicken salads for lunch has simplified my week, and establishing a consistent bedtime helps me wake up energized.   Remember, it’s about balance. I stick to 80% clean eating and 20% flexibility for those treats we love.   Support the show LINKS TO FREEBIES BELOW: WEEKLY NEWSLETTER where I share all the tips and tricks on how to grow organically online HERE If you are interested in sponsoring the show, send me a DM ABOUT THE HOST:  Former Executive Recruiter turned Digital Marketing Expert & Entrepreneur.  I'm here to show you that you can do it too! I help women to start, grow and scale their personal brand and business online through social media. In 2021 I launched ChilledVino, my patented wine product and in 2023 I launched The Feminine Founder Podcast and in 2025 I launched my Digital Marketing Agency called Feminine Founder Marketing. I live in South Carolina with my husband Gary and 2 Weimrarners, Zena & Zara.  This podcast is a supportive and inclusive community where I interview and bring women together that are fellow entrepreneurs and workplace experts. We believe in sharing our stories, unpacking exactly how we did it and talking through the mindset shifts needed to achieve great things. Let's connect further!! LinkedIn HERE  IG @cpennington55  FB HERE ChilledVino HERE

    10 min

  5. MAR 17

    171: {Solo} My Top 5 Book Recommendations for Female Entrepreneurs

    Text me! I don't know if you are like me, but I'm always looking for a good book to read. I love reading in the mornings or on a rainy day. Also, while laying out in the sun, it's just the best! Today I'm sharing my top favorite books that I've been reading and re-reading and hope that you enjoy them too!  Support the show LINKS TO FREEBIES BELOW: WEEKLY NEWSLETTER where I share all the tips and tricks on how to grow organically online HERE If you are interested in sponsoring the show, send me a DM ABOUT THE HOST:  Former Executive Recruiter turned Digital Marketing Expert & Entrepreneur.  I'm here to show you that you can do it too! I help women to start, grow and scale their personal brand and business online through social media. In 2021 I launched ChilledVino, my patented wine product and in 2023 I launched The Feminine Founder Podcast and in 2025 I launched my Digital Marketing Agency called Feminine Founder Marketing. I live in South Carolina with my husband Gary and 2 Weimrarners, Zena & Zara.  This podcast is a supportive and inclusive community where I interview and bring women together that are fellow entrepreneurs and workplace experts. We believe in sharing our stories, unpacking exactly how we did it and talking through the mindset shifts needed to achieve great things. Let's connect further!! LinkedIn HERE  IG @cpennington55  FB HERE ChilledVino HERE

    10 min

  6. MAR 10

    170: {Sassy Solo} You are capable of more than you know

    Text me! Have you ever felt stuck? Either professionally or personally? Yeah, I have too. And today's episode I'm here to be your hype girl when it comes to making the pivot. As someone who has made lots of pivots, it's normal to feel the urge to do something else when maybe you've been in a career or been doing the same thing at home for a long period of time. And when we think about making our next move, it always seems so scary. If any of this resonates with you, you are not alone!  takeaways Start taking action even if you don't have all the skills.Embrace the messy process of learning and growth.Focus on serving your audience and staying true to your values.Comparison is the thief of joy; focus on your journey.You are capable of more than you think.Support the show LINKS TO FREEBIES BELOW: WEEKLY NEWSLETTER where I share all the tips and tricks on how to grow organically online HERE If you are interested in sponsoring the show, send me a DM ABOUT THE HOST:  Former Executive Recruiter turned Digital Marketing Expert & Entrepreneur.  I'm here to show you that you can do it too! I help women to start, grow and scale their personal brand and business online through social media. In 2021 I launched ChilledVino, my patented wine product and in 2023 I launched The Feminine Founder Podcast and in 2025 I launched my Digital Marketing Agency called Feminine Founder Marketing. I live in South Carolina with my husband Gary and 2 Weimrarners, Zena & Zara.  This podcast is a supportive and inclusive community where I interview and bring women together that are fellow entrepreneurs and workplace experts. We believe in sharing our stories, unpacking exactly how we did it and talking through the mindset shifts needed to achieve great things. Let's connect further!! LinkedIn HERE  IG @cpennington55  FB HERE ChilledVino HERE

    8 min

  7. MAR 3

    169: {Sassy Solo} Just Start Whatever Is on Your Heart

    Text me! Girl, if there is something weighing heavily on your heart that you want to do or start- DO IT! Best to start and fail rather than never start at all. Maybe it's learning a new skill, learn a new hobby, start a side hustle... I'm here cheering you on!  Support the show LINKS TO FREEBIES BELOW: WEEKLY NEWSLETTER where I share all the tips and tricks on how to grow organically online HERE If you are interested in sponsoring the show, send me a DM ABOUT THE HOST:  Former Executive Recruiter turned Digital Marketing Expert & Entrepreneur.  I'm here to show you that you can do it too! I help women to start, grow and scale their personal brand and business online through social media. In 2021 I launched ChilledVino, my patented wine product and in 2023 I launched The Feminine Founder Podcast and in 2025 I launched my Digital Marketing Agency called Feminine Founder Marketing. I live in South Carolina with my husband Gary and 2 Weimrarners, Zena & Zara.  This podcast is a supportive and inclusive community where I interview and bring women together that are fellow entrepreneurs and workplace experts. We believe in sharing our stories, unpacking exactly how we did it and talking through the mindset shifts needed to achieve great things. Let's connect further!! LinkedIn HERE  IG @cpennington55  FB HERE ChilledVino HERE

    6 min

  8. FEB 24

    167: {Sassy Solo} 5 Things I'd Tell My 20 Year Old Self

    Text me! As we head into 2026, I've been thinking a lot about advice I would have given my 20 something year old self. In this episode I lean into 5 things I wish my 20 year old self knew. Not with any regrets, but just things I wish I would have done differently. Support the show LINKS TO FREEBIES BELOW: WEEKLY NEWSLETTER where I share all the tips and tricks on how to grow organically online HERE If you are interested in sponsoring the show, send me a DM ABOUT THE HOST:  Former Executive Recruiter turned Digital Marketing Expert & Entrepreneur.  I'm here to show you that you can do it too! I help women to start, grow and scale their personal brand and business online through social media. In 2021 I launched ChilledVino, my patented wine product and in 2023 I launched The Feminine Founder Podcast and in 2025 I launched my Digital Marketing Agency called Feminine Founder Marketing. I live in South Carolina with my husband Gary and 2 Weimrarners, Zena & Zara.  This podcast is a supportive and inclusive community where I interview and bring women together that are fellow entrepreneurs and workplace experts. We believe in sharing our stories, unpacking exactly how we did it and talking through the mindset shifts needed to achieve great things. Let's connect further!! LinkedIn HERE  IG @cpennington55  FB HERE ChilledVino HERE

    10 min
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5
out of 5
44 Ratings

About

Heyyyyy & welcome to The Caroline Pennington Show!  I’m your host Caroline, former executive recruiter turned Digital Marketing Expert OBSESSED with helping entrepreneurs to start, grow and scale their personal brand & business online. I have a passion for empowering & supporting fellow entrepreneurs.  On this podcast, you’ll hear from fellow business owners sharing their stories and unpacking exactly how they did it in their business because we believe that as curious & ambitious human beings we can ALL learn from one another and to be inspired! Every week you'll hear from entrepreneurs and workplace experts and no matter the size of your organization- you’ll gain insight and knowledge to help support you in your journey too!  So happy you’re here! Now, let’s dive in! 

Information

  • Creator
    Caroline Pennington
  • Years Active
    2023 - 2026
  • Episodes
    174
  • Rating
    Explicit
  • Copyright
    © 2026 The Caroline Pennington Show
  • Show Website
    The Caroline Pennington Show