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Entrepreneur Encounter

Entrepreneur Encounter

Written by: Entrepreneur Encounter
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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.



© 2026 Entrepreneur Encounter
Economics Leadership Management & Leadership
Episodes
  • Stop Micromanaging: How Entrepreneurs Can Delegate, Build Trust, and Scale Without Burnout | EP 28
    Feb 27 2026

    Send a text

    You've poured everything into this business — late nights, early mornings, every decision running through you. You send the follow-up, review the contractor's work, loop yourself into every conversation. But somewhere between checking in for the fourth time and rewriting a message someone else already drafted, a question creeps in: Am I leading this business, or am I suffocating it? That moment is exactly where this conversation begins.

    In this episode, we dig into one of the most uncomfortable truths in entrepreneurship: the difference between communicating to lead and communicating to control. Through the story of Marcus — a six-figure consultant who became the biggest bottleneck in his own business — plus real experiences with team management and the fear of stepping into leadership, we explore what actually changes when you set clear expectations and finally let go.

    Together, we lay out five practical shifts, from setting expectations upfront to building systems instead of dependencies, that help entrepreneurs stop being the answer to every question and start building something that can actually scale.

    What to Listen for in This Episode:

    The difference between growing and scaling and why it matters. What's the difference? Growth means you're doing more. While scaling means your business is doing more without you doing more. This reframe can change how you think about delegation. And where you spend your energy every day.

    How to communicate from trust instead of fear. Why the words you use matter less than the why behind them. You have to communicate from a place of clear expectations and trust. Because this allows not only you to thrive but those in your space. Communicating from anxiety and the need to control will create friction. Learning to tell the difference in yourself is the first real step.

    The sign you need a system, not another conversation. If you're answering the same question from your team more than twice, that's your signal. Create a template that can be used all the time. Create a process you can send out to your team. Record trainings to your business doesn't have to depend on you every time. You have to lay the foundation to grow.

    If your business can't move forward without you, the question worth sitting with isn't how to communicate more, it's whether you've built a business, or just a job you can't leave.

    Episode Mentioned: 🎧

    Support the show

    Whether you’re looking to grow your visibility through Pinterest Marketing or streamline your Podcast Operations and Team Management, we help business owners and creatives build sustainable systems that work for them, not against them.

    Want to learn more about how this can work for you and your business, reach out to us!

    Connect with Entrepreneur Encounter:

    Newsletter: https://tinyurl.com/3azyca95

    LinkedIn: https://www.linkedin.com/company/entrepreneur-encounter/

    Host Sara Lowell:

    LinkedIn: https://www.linkedin.com/in/youarerembertllc/

    Website: https://www.youarerembertllc.com/

    Host Dana Johnson:

    LinkedIn: https://www.linkedin.com/in/d-m-johnson/

    Website: https://ddvirtualmanagement.com/





    Show More Show Less
    18 mins
  • Written Communication in Leadership: How Remote Teams Build Clarity and Trust | EP 27
    Feb 21 2026

    Send a text

    You hit send on a quick Slack message, short, efficient, to the point. "Can you fix this today?" Simple enough, right? But minutes later, the reply comes back feeling off. Maybe defensive. Maybe stressed. And you're left wondering: Wait, why did that land wrong? It's a moment every leader knows too well, when the message you meant to send isn't the message they received. In remote and hybrid workplaces where most leadership happens through typing, not talking, the stakes of written communication have never been higher.

    In this episode, we discuss the hidden power and pitfalls of written communication for leaders. From the anxiety created by vague phrases like "any updates?" to the clarity that comes from specific deadlines and direct requests, we explore how the way you write shapes your team's culture, productivity, and trust. We discuss when to skip the email and pick up the phone, how to avoid creating confusion without realizing it, and why reading your messages out loud might be the simplest change for your leadership.

    Whether you're managing a fully remote team or navigating hybrid schedules across time zones, this conversation will help you show up as the clear, confident leader your people need.

    What to listen for in this episode:

    Why tone disappears in writing and how to fill the gap: Without facial expressions, voice inflection, or body language, written messages leave room for misinterpretation. People often fill in the blanks with stress, criticism, or urgency—even when none was intended. Learn how to write with clarity that removes guesswork and anxiety, using specific language, direct requests, and defined outcomes that keep your team aligned.

    When to ditch the keyboard and have a real conversation: Not everything belongs in writing. Emotional topics, sensitive feedback, conflict resolution, and complex changes deserve voice-to-voice or face-to-face communication. Five minutes of talking can save ten Slack threads and hours of confusion. Discover the strategic decision-making process behind choosing your communication channel wisely.

    The leadership responsibility behind every message you send: Written communication isn't admin work—it's leadership. Every message you send either creates clarity or breeds tension. From vague check-ins to over-explained instructions, your writing reveals how you show up for your team.

    Your words aren't just information—they're the foundation of your leadership. What would happen if you treated every mess

    Support the show

    Whether you’re looking to grow your visibility through Pinterest Marketing or streamline your Podcast Operations and Team Management, we help business owners and creatives build sustainable systems that work for them, not against them.

    Want to learn more about how this can work for you and your business, reach out to us!

    Connect with Entrepreneur Encounter:

    Newsletter: https://tinyurl.com/3azyca95

    LinkedIn: https://www.linkedin.com/company/entrepreneur-encounter/

    Host Sara Lowell:

    LinkedIn: https://www.linkedin.com/in/youarerembertllc/

    Website: https://www.youarerembertllc.com/

    Host Dana Johnson:

    LinkedIn: https://www.linkedin.com/in/d-m-johnson/

    Website: https://ddvirtualmanagement.com/





    Show More Show Less
    23 mins
  • Active Listening Skills for Leaders: Transform Your Business Communication and Build Trust | EP 26
    Feb 13 2026

    Send a text

    You're nodding along in a conversation about your business, doing everything a "good listener" should do. But internally? You're thinking "I know where this is going" or "I've explained this before." When the conversation ends, you don't feel clear or connected. You feel tense, maybe annoyed, definitely misunderstood. At that moment, listening breaks down. And it's costing you more than you realize.

    Today, we're discussing why active listening isn't about your personality. It's an important leadership skill that requires intention and practice. What's the difference between listening to respond versus listening to understand? We explore this along with how power dynamics and defensiveness can hurt conversations.

    This can be at networking events. This can be on client calls to team management. We're sharing tips for pausing before responding. Why asking open-ended questions help you discover more. And creating space for others to be heard. When you bring these skills to the table, it will reveal how listening builds trust. How it will reduce friction and transform your relationships

    What to listen for in this episode:

    The networking trap and how to escape it: Why most people at networking events listen only to jump in with their pitch. And how shifting to curiosity-driven questions creates deeper connections and better business relationships.

    Power dynamics and the editing problem: How authority changes conversations even when you think you're being neutral. Why do people soften or withhold information based on perceived power difference? Along with strategies for creating psychological safety in your communications.

    Defensiveness as a signal, not a flaw: Understanding that irritation while listening usually points to something deeper (misaligned intentions, discomfort with authority), and how regulating your nervous system allows you to be curious instead of defensive in high-stakes conversations.

    When people feel heard, they don't need you to fix everything, they need acknowledgment. What might shift in your business if you listened to understand instead of listening to respond?



    Support the show

    Whether you’re looking to grow your visibility through Pinterest Marketing or streamline your Podcast Operations and Team Management, we help business owners and creatives build sustainable systems that work for them, not against them.

    Want to learn more about how this can work for you and your business, reach out to us!

    Connect with Entrepreneur Encounter:

    Newsletter: https://tinyurl.com/3azyca95

    LinkedIn: https://www.linkedin.com/company/entrepreneur-encounter/

    Host Sara Lowell:

    LinkedIn: https://www.linkedin.com/in/youarerembertllc/

    Website: https://www.youarerembertllc.com/

    Host Dana Johnson:

    LinkedIn: https://www.linkedin.com/in/d-m-johnson/

    Website: https://ddvirtualmanagement.com/





    Show More Show Less
    14 mins
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