The Caroline Pennington Show

Caroline Pennington
  • 5.0 (47)
  • Entrepreneurship
  • Daily

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. 3d ago

    203: {Sassy Solo} Why You Need to Market Your Business on Social Media

    Text me! We live in an online and AI generated world and you need to be showing up online too. No matter your goal, you still need to be marketing yourself and your business on social media. And don't do it for the vanity metrics, do it for long term growth and awareness. And I still think organic social media is the way to start.  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

  2. Oct 20

    202: {Sassy Solo} How to Overcome the Haters and Trolls

    Text me! In today's episode, I'm talking through exactly how to handle the naysayers and Karen's of the internet. Listen in for my hot take on how to handle the haters and the trolls when you start to put yourself out there online.  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

  3. Oct 13

    201: {Solo} Why Boundaries are so Important

    Text me! In today's episode, we are talking all things boundaries. Boundaries are great in both your personal and professional relationships. It's been a work in progress for me, but a skill that has done me more good than bad.  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

  4. Oct 6

    200: {Solo} Our Contrast Therapy Experience

    Text me! In today's episode, I'm breaking down a recent experience that Gary and I had which was: Contrast Therapy. Contrast therapy is a mix of cold plunging and infrared sauna and combining the two. It was our anniversary weekend, so I wanted to try something new for us to experience and I'd give it a 10/10. So ladies, if you have an opened minded partner.... try contrast therapy!  Savannah Infrared Sauna can be found 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

  5. Sep 29

    199: {Sassy Solo} Stop using AI to Create Content

    Text me! In this episode, I'm breaking down why you should not relay solely on AI to create content. Why? Because it's generic and you will come across as a bot to your customers and potential customers. People want to know who the human that they are hiring is and how they can help them solve their problem.  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

  6. Sep 22

    198: {Sassy Solo} Don't sleep on social media

    Text me! It's 2026 and we are all online. So when you tell people about your business or what you do for a living.... guess what? They look you up online. And you want to make sure you have an active business page. Active content for them to view. Your page optimized because you will have less than 3 seconds of their attention.  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

  7. Sep 15

    197: {Interview} Finding Your Superpower in Business and Life with Allison Greco

    Text me! In this episode, Allison Greco shares her journey from wildlife rehabber to top real estate agent, emphasizing the importance of authenticity, prioritization, and honest communication in business and life. Discover practical advice on scaling a service-based business, handling difficult clients, and staying true to your values. Takeaways Authenticity and honesty are key to building trust and success.Focusing on one core value or service helps in deepening expertise.Prioritize your commitments and be accountable to your calendar.People value genuine connection over superficial perfection.Hard work and consistency are essential for long-term success.Connect further with Allison HERE or follow her on IG @realestateandrehab 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

  8. Sep 8

    196: {Solo} Stop Lurking and Start Supporting Your Friends Online

    Text me! If you know someone who is building a personal brand or business online, support them! Like their posts, share their content because they only think it takes is a couple of mins of your time, but goes a really long way! 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

See All (202)

5
out of 5
47 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
    202
  • Rating
    Explicit
  • Copyright
    © 2026 The Caroline Pennington Show
  • Show Website
    The Caroline Pennington Show