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.
Episodes
158 episodes
Why Your Client Updates Are Costing You the Relationship | EP 45
You're two weeks into a client project. Work is moving, you're deep in research, drafting, building exactly what you promised. But there's nothing exciting to report yet, so you stay quiet. You tell yourself you'll send an update once there's s...
From Taking It Personally to Leading With Clarity: Separate Yourself From Your Business | EP 44
A lost client. A bad review sitting underneath ten good ones. A slow month that suddenly feels like proof you should never have started. You tell yourself it's "just business," but somewhere underneath that, a quieter voice is asking a much har...
Why Letting AI Do Everything Is Quietly Costing You Your Best Clients | EP 43
You spent hours learning a new AI tool. You optimized your prompts, automated your workflows, and maybe even let it draft your client proposals. And it was good, maybe really good. But then a client chose someone else. Someone who charged more,...
From Rest Guilt to Real Recovery: How to Finally Stop and Not Pay for It Later | EP 42
You've been going hard all week, client calls, proposals, deliverables and you finally sit down with nothing on the agenda. No laptop. No to-do list. And instead of feeling relief, you feel like something is off, as if you're forgetting somethi...
Why Your To-Do List Is Setting You Up to Feel Behind Every Single Day | EP 41
You woke up with a plan. The list was ready — maybe written the night before, maybe already running through your head before your feet hit the floor. And then the day happened. By 4pm you'd been busy and somehow the one thing that would have ac...
Why Being Too Emotionally Invested in Your Business Is Costing You Clear Decisions | EP 40
You put all your time, energy, and heart into your business. But what happens when a client pushes back, a launch fails, or you get tough feedback? Suddenly, you can't think clearly. Decisions feel stressful and personal. This isn't a flaw—it h...
Why Your Clients Keep Misunderstanding You (And It's Not Their Fault) | EP 39
You did everything right. You sent the proposal, followed up with a recap, laid out the timeline — and somehow your client came back asking for something that was never on the table. If you've been there, you know the feeling: a mix of frustrat...
Why Solving the Same Problems Over and Over Again Is a Leadership Red Flag | EP 38
Something goes sideways in your business and within seconds, your brain is already racing. Whose fault is this? How do you fix it right now? You know that spiral intimately. Maybe it’s the moment a client messages you saying results have comple...
Why Feeling Like a Fraud Is Actually a Sign You're Growing | EP 37
You landed the client. You got the opportunity. Someone called you an expert and instead of feeling proud, your stomach dropped. That quiet voice that whispers you're about to get found out is a common experience entrepreneurs face, an...
From Resentful to Intentional: How to Set Boundaries Without Blowing Up Your Relationships | EP 36
You're on a call. Someone asks for a favor, a rush turnaround, a scope addition you didn't plan for. And even as the word "yes" is leaving your mouth — you already know. You didn't want to say it. You were already stretched. But the discomfort ...
Why Reacting to Business Problems Instead of Analyzing Them Is Keeping You Stuck | EP 35
It's early morning, you haven't had your coffee yet, and a message comes in that makes your stomach drop. Something went sideways overnight and before you've even opened your laptop, your brain is already spiraling. Whose fault is this? Is it m...
Why "We've Always Done It This Way" Is Quietly Killing Your Business Growth | EP 34
Have you ever followed the same process, made the same decisions, and done things the exact same way, only to feel like something just isn't working anymore? That nagging feeling isn't failure. It's awareness. And it might be the most important...
Critical Thinking & Problem-Solving Skills Every Small Business Leader Needs | EP 33
You sat down to finally work on something that actually matters, the strategy, the vision, the thing that could really move the needle in your business. Then your phone rings. A client has a question. A team member needs a decision. A pro...
The 5 C's Leadership Framework Every Entrepreneur Needs to Build a Team That Thrives | EP 32
You started your business with a vision, the strategy, the hustle, the late nights figuring out the marketing funnel. But somewhere between onboarding your first client and managing your growing team, a quiet panic set in. Nobody taught you
How to Pivot Your Business Without Panicking: A Strategy Guide for Entrepreneurs | EP 31
You've been building something real. You've put in the hours, made the sacrifices, and shown up even when it was hard. But lately, something feels off - the offer isn't landing the way it used to, the calendar isn't as full, or the direction yo...
Growth Mindset for Leaders: How Entrepreneurs Build Real Confidence Without Having All the Answers | EP 30
You're running a business, and people are looking to you for answers. Your team needs direction. A client asks something you didn't see coming. And in that split second, instead of saying "I don't know yet," you feel the pressure to perform cer...
Why Leaders Get Stuck: Overcoming Fear of Change in Business Growth | EP 29
You built something from nothing, your systems, your team, your entire identity wrapped up in the thing you call your business. And then one day, quietly, something stops fitting. Maybe it's a role on your team, a service you've been offering f...
Stop Micromanaging: How Entrepreneurs Can Delegate, Build Trust, and Scale Without Burnout | EP 28
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 th...
Written Communication in Leadership: How Remote Teams Build Clarity and Trust | EP 27
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, wh...
Active Listening Skills for Leaders: Transform Your Business Communication and Build Trust | EP 26
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...
How to Create Clear Business Messaging That Converts | EP 25
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...
Emotional Intelligence in Leadership: How to Navigate Conflict Management Without the Drama | EP 24
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 ...
Building Psychological Safety Through Emotional Intelligence in Leadership | EP 23
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...
Emotional Regulation for Leaders: How to Turn Emotional Intelligence into Actionable Leadership Skills in Stressful Moments | EP 22
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 st...
What does it mean to Lead with Emotional Intelligence: How Self-Awareness Transforms Leadership & Business Performance | EP 21
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 the...