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Entrepreneur Encounter
Entrepreneur Encounter is a weekly podcast designed to support creative business owners in developing the soft skills that lead to lasting, values-aligned growth.
Hosted by Dana Johnson, founder of a boutique Pinterest marketing agency for wedding pros and creatives, and Sara Lowell, a consultant specializing in business management & team leadership along with podcast management, each episode explores the mindset shifts, communication skills, and leadership habits that empower entrepreneurs to grow sustainably—without the burnout.
Through real stories, practical frameworks, and transparent conversations, Dana and Sara offer a behind-the-scenes look at what it really takes to run a purpose-driven business in a constantly changing world.
Whether you're building your visibility, managing a team, or simply trying to stay grounded while growing, this podcast is your companion in business and in life.
Entrepreneur Encounter
How to Understand Your Audience Beyond Your Own Bias
Ever wondered why your marketing feels like shouting into the void? You're not alone. In this conversation, we dive deep into the entrepreneurial mind trap that keeps businesses stuck in their own heads instead of connecting with their customers. Our guest Charlie shares the brutal truth about why even seasoned marketers struggle to apply their own expertise to their businesses—and reveals the difference between content that gets likes and content that gets sales.
In this episode, Charlie, a social expert who recently transitioned from agency life to entrepreneurship, breaks down the psychological barriers that prevent business owners from truly understanding their audience. From the weighted blanket example that will change how you think about features versus benefits, to the controversial advice about studying your competitors' testimonials, this conversation is packed with actionable insights. We explore the critical distinction between engaging content and converting content, dive into the psychology behind customer decision-making, and uncover why your entrepreneurial origin story might be sabotaging your marketing message.
What to listen for:
Get Out of Your Own Head: Stop assuming your customers buy for the same reasons you started your business—instead, survey existing customers and ask ideal prospects about their biggest challenges to understand what they actually value most.
Features Don't Sell, Transformations Do: Focus on articulating your customer's pain point so well that they think you understand their problem better than they do, rather than listing product specifications or features.
Engaging Content vs. Converting Content Serve Different Purposes: Use discovery content (tips and case studies) to build engagement and get found, but create converting content that focuses on the transformational journey from their current pain to their desired outcome.
Ready to transform your marketing from guesswork to strategy? Tune into this episode!
Connect with Charlie Sargeant:
LinkedIn: https://www.linkedin.com/in/charlotte-sargeant-%F0%9F%8E%A8%F0%9F%A4%93-abbb4143/
We get it, you feel like you have to be on social media 24/7 when all you really want is to focus on your clients and keep building your business. That pressure can disappear.
That’s where Dana comes in. She’ll show you how Pinterest can work for you, effortlessly. Your content and links can live on Pinterest, driving traffic without you constantly showing up.
And when it’s time to grow and manage a team, without feeling overwhelmed, Sara steps in. She builds the workflows that keep both your podcast and your team running smoothly, while bringing the human element back into your business. You’ll stay client-focused without feeling buried in the weeds.
Connect with Entrepreneur Encounter:
Newsletter: https://tinyurl.com/3azyca95
Instagram: https://www.instagram.com/entrepreneur_encounter/
Host Sara Lowell:
Instagram: https://www.instagram.com/youarerembert/
Website: https://www.youarerembertllc.com/
Host Dana Johnson:
Instagram: https://www.instagram.com/danas.desk.nc/
Website: https://ddvirtualmanagement.com/