Podcast
The Caroline Pennington Show
Hosted by Caroline Pennington · EN
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!
14episodes
Episodes
Newest firstAll episodes
180: {Interview} 5 Key Strategies to Simplify and Scale Your Online Business with Katelyn Hamilton
1w ago00:18:07Tap to summarizeText me!In this insightful interview, Caitlin Hamilton shares her journey from corporate marketing to becoming a successful business coach and entrepreneur. She discusses common challenges faced by high-achieving women in online business, the importance of simplifying systems, and strategies for scaling while maintaining work-life harmony. If you are an entrepreneur and know that you need to implement systems in your business to scale, this one is for you! Support the showLINKS 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 DMABOUT 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 HEREChilledVino HERE
Transcribe →179: {Sassy Solo} Be okay sucking when you first start out
2w ago00:06:59Tap to summarizeText me!Today I'm sharing my journey of starting a podcast from scratch, emphasizing that initial struggles are normal and encouraging perseverance. We talk about the importance of consistency, learning from mistakes, and staying true to your passion despite negativity. Because let's be real, no one is a superstar when they start something new or are learning a new skill. You have to put the reps in no matter what you are trying to achieve!Support the showLINKS 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 DMABOUT 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 HEREChilledVino HERE
Transcribe →178: {Sassy Solo} Stop Doom Scrolling and Start Creating Content
3w ago00:03:55Tap to summarizeText me!In today's episode, I'm popping off about a topic that is near and dear to my heart. And that is: stop doom scrolling and start creating. You never know what can happen and creating content is the BEST thing you can do for your personal brand and/or business. It supercharges the know, like & trust factor and the sky is truly the limit. So next time you are sitting there doom scrolling, think of me popping off in this episode. Support the showLINKS 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 DMABOUT 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 HEREChilledVino HERE
Transcribe →177: {Podcast LIVE} Breaking in the New Beaufort Digital Corridor Podcast Live Studio
4w ago00:14:25Tap to summarizeText me!In this engaging interview, Sasha Horne and I sit down to break in the BDC live podcast studio. I share my journey from corporate recruiting to podcasting, my love for the Lowcountry, and insights into building a successful podcast and community in Beaufort. Discover tips for aspiring podcasters, the vibrant local festivals, and how to connect with other inspiring entrepreneurs.PS: This was the very FIRST one, but stay tuned for more! Support the showLINKS 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 DMABOUT 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 HEREChilledVino HERE
Transcribe →176: {Solo} Thank YOU for listening
Apr 2100:02:12Tap to summarizeText me!In today's episode, I just wanted to pop in here and say a HUGE thank you to each and every one of you who listen and support the show. Your support means everything to me and I appreciate you more than you know! Support the showLINKS 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 DMABOUT 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 HEREChilledVino HERE
Transcribe →175: {Interview} Unlocking AI for Small Business Success: Practical Strategies with Alane Boyd
Apr 1400:21:39Tap to summarizeText 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 HERESupport the showLINKS 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 DMABOUT 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 HEREChilledVino HERE
Transcribe →174: {Interview} Scaling Your Sales with Jillian Murphy
Apr 700:25:50Tap to summarizeText 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 @thejillianmurphySupport the showLINKS 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 DMABOUT 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 HEREChilledVino HERE
Transcribe →173: {Solo} How to Leverage LinkedIn to Grow Your Personal Brand and Business
Mar 3100:12:23Tap to summarizeText 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 showLINKS 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 DMABOUT 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 HEREChilledVino HERE
Transcribe →172: {Solo} My 2026 Health Habits
Mar 2400:09:34Tap to summarizeText 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 showLINKS 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 DMABOUT 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 HEREChilledVino HERE
Transcribe →171: {Solo} My Top 5 Book Recommendations for Female Entrepreneurs
Mar 1700:10:23Tap to summarizeText 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 showLINKS 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 DMABOUT 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 HEREChilledVino HERE
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