The Caroline Pennington Show

Caroline Pennington
  • 5.0 (47)
  • Entrepreneurship
  • Updated 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. 4d ago

    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

  2. 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

  3. 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

  4. 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

  5. Sep 1

    195: {Solo} The Power of Using Social Media to Market Your Business

    Text me! If you are not using social media to market your business, then what are you even doing? We live in a digital age and when people find out about your business or what you do... they go look you up. They google you or get on Facebook at find your company page. And if your profile is not optimized or you do not have recent content out there, bye bye. You've lost of potential client or customer. Because you have less than 3 seconds to capture their attention. So it needs to be crystal clear..... who you are, what you do and how you can best serve them and help them overcome a 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. Aug 25

    194: {Interview} Traveling Beyond the Ordinary: Insights from Jen Barnes

    Text me! In this episode, travel expert Jen Barnes shares insights on planning trips for different seasons, the impact of climate change on travel, and the benefits of working with a travel concierge. Discover how personalized travel planning can enhance your travel experience and make it more memorable. Takeaways Include:  Best travel seasons for different destinationsImpact of climate change on travel planningAdvantages of working with a travel conciergeTraveling with family and multi-generational groupsTraveling solo and destination recommendationsHow climate change affects seasonal travel patternsThe rise of travel budgets among younger generationsBenefits of personalized travel experiencesYou can find her on IG @jenbarnestravel or LinkedIn 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

  7. Aug 18

    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

  8. Aug 11

    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

See All (198)

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
    198
  • Rating
    Explicit
  • Copyright
    © 2026 The Caroline Pennington Show
  • Show Website
    The Caroline Pennington Show