Entrepreneur Encounter

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.

  1. 15H AGO

    Written Communication in Leadership: How Remote Teams Build Clarity and Trust | EP 27

    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/

    23 min
  2. FEB 13

    Active Listening Skills for Leaders: Transform Your Business Communication and Build Trust | EP 26

    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/

    14 min
  3. FEB 6

    How to Create Clear Business Messaging That Converts | EP 25

    Send a text You've updated your website. You've rewritten your offers. You've posted about your service's countless times. But somehow, people still ask questions you thought you already answered. They hesitate during discovery calls, saying "I think I get it, but I'm not sure." Sound familiar? That frustration isn't about your expertise, it's about clarity. Along with the gap between what makes sense in your head and what actually lands with your audience. Which can cost you clients, revenue and momentum.  Today, we're going over overlooked challenges. Those assumptions that sabotage your messaging. We explore why clarity isn't about how well YOU can explain. But how can someone repeat it back to you? There are stories shared from both of us from real-world examples in our own businesses. While revealing how soft skills like self-awareness, confidence, and intentional communication become the foundation for building a business that resonates What to listen for in this episode: Clarity isn't about explanation, it's about repetition: True clarity means your audience can explain your business to a friend in one sentence. If they can't, you're likely making assumptions about what they already know. Remove insider language, jargon, and industry fluff. Read your copy out loud and ask: would a fifth grader understand this? The simpler your message, the stronger your momentum. Context grounds your message in reality: Don't just say what you do, explain who it's for, when they need it, and what problem it solves right now. This removes guesswork and helps potential clients identify whether you're the right fit. Soft skills fuel your business clarity: Confidence, self-awareness, empathy and communication are soft skills that help connect your message. Growing your business starts with growing your self-awareness. Because how you communicate impacts how you show up.  If someone had to explain your business to a friend in one sentence, could they—or are your assumptions getting in the way? 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/

    22 min
  4. JAN 30

    Emotional Intelligence in Leadership: How to Navigate Conflict Management Without the Drama | EP 24

    Send a text It happens. You’re halfway through your workday and feel drained. Drained from all the decisions, the client's work and everything else that has come your way. Now you see you need to discuss a difficult situation and you’re not ready. You end up rehearsing what you’ll say but may feel stuck. We have been there with this internal battle of thinking it’s going to be quick. We share our stories of those hard conversations with team members and clients. Conflict isn’t the problem; it's our relationship with it.  In this episode, we'll explore why hard conversations feel heavy. Along with how to approach them with clarity instead of fear. There's this reality where leaders tend to avoid conversations. It's not because of the conversation itself but how it will make them feel afterwards. Emotional Intelligence is about managing relationships. It's about separating facts from emotions. Along with creating a safe space for those hard conversations. You want to stay curious; not defensive. Addressing issues from the start will transform tension into trust. What to listen for in this episode: The Reality Check on Conflict Avoidance: There are times when leaders will rehearse conversations in their heads. This will drain you. But why? We also reflect on what has happened with emotional energy. Along with why it's important to write down your frustrations to get them out of your head.  Emotional Intelligence as a Leadership Superpower: Why it's important to separate facts from emotions. The importance of staying curious vs defensive in hard conversations. And why disagreement doesn't mean disrespect. Everyone has different ways of communicating and we have to create a safe space.  Building Trust Through Uncomfortable Conversations: To lead with intention, do know there will be conflicts but understand how to navigate them. Of course, everyone has feelings, but you need to know how to prevent resentment. By doing this you're building relationships that's built on trust.   The best leaders don't avoid hard conversations—they approach them with emotional intelligence, turning tension into trust one honest conversation at a time. What conflict are you avoiding right now, and what might change if you approached it with clarity instead of fear? 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/

    22 min
  5. JAN 23

    Building Psychological Safety Through Emotional Intelligence in Leadership | EP 23

    Send a text You've walked out of meetings wondering why something felt off, right? The agenda was clear, expectations were set, projects were outlined but somehow, your team seemed distant. Not resistant, just... quiet. No pushback, but no questions either. That subtle disconnect where you can't quite put your finger on what's wrong, but you know alignment didn't land the way you hoped. If this sounds familiar, you're not alone, and you're definitely not imagining it. In this episode, we discuss the often-overlooked leadership skills that exist between the words we say and the environment we create. We explore how social awareness and empathy aren't just nice-to-have soft skills, they're essential tools for building psychological safety, increasing team engagement, and creating workplaces where people actually want to contribute.  From understanding why your team adapts in silence to learning how to read the signals before turnover becomes your biggest expense, this conversation gets real about what it takes to lead with emotional intelligence. You'll hear personal stories about being the overlooked team member whose ideas were dismissed, parenting lessons that translate directly to workplace dynamics, and practical strategies for asking better questions and genuinely listening to the answers. What to Listen For in This Episode: The gap between clarity and connection: Discover why being clear with your instructions isn't enough if your team doesn't feel emotionally safe around you. People respond to how safe they feel, not just what you say, and understanding this shift from logic-only leadership to emotional reality can transform your team dynamics and reduce costly turnover. Empathy without over-accommodating: Learn the critical difference between building trust through empathy and lowering your standards to protect comfort. We break down how to hold honest conversations, even the hard ones about whether someone's in the right role, while still making space for people to show up as their whole selves at work. The power of pause and open-ended questions: Silence makes most leaders uncomfortable but waiting five seconds before rushing to fill the quiet can reveal who's struggling, who's disengaged, and what your team actually needs. You'll get practical examples of how to observe, ask better questions, and truly listen to create an environment where people feel heard and valued. When your team goes quiet, what do you assume and what might change if you got 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/

    27 min
  6. JAN 16

    Emotional Regulation for Leaders: How to Turn Emotional Intelligence into Actionable Leadership Skills in Stressful Moments | EP 22

    Send a text So, you’ve just stepped away from a tough conversation with your team. In your head, you’re rerunning every word you said, every tone you used, and you think I knew better than that. That inner dialogue many of us experience after a stressful moment is exactly where today’s episode begins. We navigate the space between who we intend to be as leaders and how we actually show up when pressure spikes, the reality of emotional regulation after the moment has already passed.  We dive deep into emotional intelligence, especially the often-overlooked skill of emotional regulation. We explore why self-awareness alone doesn’t always prevent us from reacting under stress, how our nervous systems hijack decision-making in heated moments, and practical ways to manage those reactions so that you lead with clarity instead of impulse. Whether you’re an entrepreneur facing constant challenges or a leader aiming to build better communication and community support, this conversation offers grounded insight into transforming stress into growth.  What to listen for in this episode Awareness vs Regulation: Understanding that recognizing your emotions and managing them are two distinct skills. You can be self-aware and still get triggered in the moment and that’s normal, not a flaw. Practical Practices: How naming emotions, taking intentional pauses, and even using tools (yes, including AI as a sounding board) can help you move through stress rather than be controlled by it. Leadership Impact: Accepting that emotional regulation isn’t only personal growth, it influences your team’s culture, communication, resilience, and long-term engagement. What if the moments you wish you could undo are actually your greatest teachers in becoming the leader you’re capable of being? 💡 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/

    21 min
  7. JAN 9

    What does it mean to Lead with Emotional Intelligence: How Self-Awareness Transforms Leadership & Business Performance | EP 21

    Send a text One thing we see leaders struggle with lately is this quiet disconnect between who they want to be and how they actually show up under pressure. They care about their clients. They care about their business partner. They care about their teams. They’re capable. They’re driven. And yet, stress hits and suddenly they’re snapping, shutting down, or taking everything back on themselves. This isn’t about being a bad leader. It’s about self-awareness, and it matters now because it directly affects trust, time, clarity, and team health. In this episode, we dig into why competent, caring leaders still react in ways that surprise them. You’ll hear reflections on fear, intensity, and patterns that show up sideways when emotions go unexamined. We break down how emotional awareness, not just personality tests or journaling prompts, can prevent the drift into micromanagement, burnout, and miscommunication. This conversation bridges personal growth with business leadership, illustrating how understanding your emotional triggers can strengthen trust, team culture, and decision-making. What to listen for in this episode How unexamined emotions show up in leadership — reactions like micromanaging, avoidance, and intensity often stem from fear or unrecognized patterns rather than actual business problems. Practical self-awareness cues to notice — learn how to identify moments when you’re reacting instead of responding and how that awareness impacts team dynamics and personal life. Why emotional intelligence is a practice, not a switch — lasting growth takes time and reflection, and you’ll hear honest stories about how this looks in real leadership — from professional settings to family life. As leaders, we don’t just manage tasks, we model emotional intelligence. So here’s a question to sit with this week: What repeated reaction in your business is actually pointing to an unmet emotional need within you and what might it teach you if you listened? Tune in to transform not just how you work, but how you lead yourself and others. 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/

    16 min
  8. JAN 2

    Soft Skills Are the New Competitive Edge in a Tech-Driven World | EP 20

    Send a text Imagine sitting down to work with your laptop, coffee sitting off to the side and suddenly realizing you’ve forgotten the one thing that makes your work truly matter: people. “Wait, how do we even do this again?” is this thought and eye opening conversation that we have. We know there’s more success than software and AI that makes your business run. Today, we’re talking about the human side of business, the emotions, connections, resilience, and understanding where these are the things that stick around when platforms and automation shifts.  We break down the top soft skills that will define business resilience and growth going into 2026 and beyond. We reframe the pressure many entrepreneurs feel from tool overload and instead spotlight the skills AI can’t replace, emotional intelligence, communication and active listening, adaptability, critical thinking, teamwork, leadership, time and energy management, resilience, and stress management. With laughter, real talk, and practical reflections on life as business owners, we make the case that mastering these soft skills aren't optional, they’re foundational for businesses that thrive when things change.  What to listen for in this episode Why emotional intelligence matters more than any new software or AI tool and how it builds trust, strengthens relationships, and boosts retention. The difference between communication and active listening and how real listening reshapes collaboration, decision-making, and remote/hybrid team dynamics. Adaptability, leadership, teamwork, and resilience as survival skills are not just “nice to have” traits for business owners navigating change and uncertainty.  Which of these skills feels strongest for you right now? And which one do you keep putting off because it feels uncomfortable? 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/

    26 min
5
out of 5
7 Ratings

About

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.