The Caroline Pennington Show

Hosted by Caroline Pennington

Business Entrepreneurship Education

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Episodes

191

Latest episode

Aug 2026

Language

EN-US

About the show

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!

Listen to episodes

60 recent

August 18, 2026Episode 1935 min

193: {Solo} Behind the Scenes of a Podcast Host

Text me! Today I'm spilling all of the tea when it comes to podcasting! I'm sharing my tech preferences and the strategy I used to start and continue to grow this podcast. 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 small business owners 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 Caroline Pennington Show Podcast and in 2025 I launched my Digital Marketing Agency called CPM. 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

August 11, 2026Episode 1925 min

192: {Solo} Mindset Hacks

Text me! In today's episode, I'm pulling back the curtain on mindset hacks that have worked for me over the past decade when it comes to moving the needle in life and business. 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 small business owners 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 Caroline Pennington Show Podcast and in 2025 I launched my Digital Marketing Agency called CPM. 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

August 4, 2026Episode 1913 min

191: {Sassy Solo} Embracing Change

Text me! Are you in a period of life where you are experiencing change? We all have been there at certain points in our lives and I just wanted today's episode to just be encouraging to you. Yes, it sucks. Yes, you have to pivot and learn new ways of doing things or different skills.... but it always about perspective and how we move forward. 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 small business owners 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 Caroline Pennington Show Podcast and in 2025 I launched my Digital Marketing Agency called CPM. 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

July 28, 2026Episode 1902 min

190: {Solo} What are your favorite topics of interest?

Text me! And who else do you want to see me interview? I have access to a LOT of experts, so if there is a topic or person you'd like to see me interview, send me a dm or look for the button TEXT ME. Also, a HUGE THANK YOU for your support and feedback. It truly means the world and I appreciate you more than you know. 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 small business owners 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 Caroline Pennington Show Podcast and in 2025 I launched my Digital Marketing Agency called CPM. 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

July 21, 2026Episode 18925 min

189: {Interview} Unlocking Women's Hormonal Health with Erin Gagne, FNP-C

Text me! In this episode, Erin Gagne, FNP-C shares her personal journey from healthcare challenges to founding Revived Wellness, focusing on hormone health, functional medicine, and longevity. Discover how she helps women navigate perimenopause, hormonal shifts, and chronic health issues with a root-cause approach. Key Topics Erin's personal health journey and founding of Revived Wellness Limitations of traditional healthcare in chronic disease management Importance of root-cause analysis in hormone health Signs and timing of hormonal shifts in women Impact of lifestyle, diet, and stress on hormonal health The history and misconceptions around menopause and hormone therapy Strategies for supporting women through perimenopause and menopause The role of testosterone and other hormones in libido and mood Building a healthcare practice focused on personalized care Resources for women seeking hormone and longevity support More on Revive Wellness HERE you can also find her on IG @erinlynnewellness For 20% off of Initial Consult at Revive Wellness use code REVIVE 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 small business owners 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 Caroline Pennington Show Podcast and in 2025 I launched my Digital Marketing Agency called CPM. 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

July 14, 2026Episode 1887 min

188: {Solo} 4 Reasons Why Your Business Needs Social Media Marketing

Text me! Today I'm talking about four compelling reasons why every single businesses should leverage social media marketing to increase visibility, build trust, and grow organically. I talk through the importance of authenticity, consistency, and strategic presence online. Takeaways: Social media is the loudspeaker for your business and essential for visibility. Organic social media growth is possible and effective with consistency. People are watching your business and will remember you when they need your services. Authentic marketing and sharing personal insights foster trust and connection. 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 small business owners 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 Caroline Pennington Show Podcast and in 2025 I launched my Digital Marketing Agency called CPM. 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

July 7, 2026Episode 1879 min

187: {Sassy Solo} Overcome Fear and Build Your Brand

Text me! Today I'm sharing practical advice for beginners starting their social media journey, addressing common fears and misconceptions, and emphasizing the importance of authenticity and persistence. There are common excuses that I hear as to why you are not starting your personal brand AND/OR marketing your business on social media and in today's episode I'm debunking all of them. 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 small business owners 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 Caroline Pennington Show Podcast and in 2025 I launched my Digital Marketing Agency called CPM. 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

June 30, 2026Episode 1864 min

186: {Sassy Solo} Why Everyone Needs to Work in the Service Industry at Some Point in their Career

Text me! One thing that I feel strongly about is this: Every Single Person should be required to work in the service industry and wait tables at some point in their careers. For me, that was in my late teens and early twenties and gosh I learned so much. In today's episode, I'm breaking down my 4 major takeaways and skills that I learned that I was able to use in my corporate roles and now in entrepreneurship. 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 small business owners 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 Caroline Pennington Show Podcast and in 2025 I launched my Digital Marketing Agency called CPM. 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

June 23, 2026Episode 1853 min

185: {Solo} One simple concept, but big impact

Text me! In today's solo shorty, I talk about one thing that has worked for me when it comes to having success. The concept seems like a no brainer, but not many people actually implement it. 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 small business owners 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 Caroline Pennington Show Podcast and in 2025 I launched my Digital Marketing Agency called CPM. 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

June 16, 2026Episode 18431 min

184: {Interview} Growing and Scaling a Niche Business with Jess Loske

Text me! Today I'm sitting down with the co-Founder of Midwest Barrel Co. Jess Loseke. She shares her entrepreneurial journey in the whiskey barrel industry, highlighting the challenges of scaling a niche business, the importance of mindset, and leadership insights. Listen to exactly how how her team navigates international logistics, tech innovations, and why building a strong company culture is crucial. Connect further with Jess HERE and more on Midwest Barrel Co. 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 small business owners 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 Caroline Pennington Show Podcast and in 2025 I launched my Digital Marketing Agency called CPM. 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