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Entrepreneur Encounter
Entrepreneur Encounter
132 episodes
1 day ago
Send us a text Imagine logging into a Zoom call, coffee in hand, with great hope... only to sit through 45 minutes of aimless chatter about last week’s “updates,” wondering why you’re even there. That’s the experience discussed: the silent time-sucker we all dread, pointless meetings. With humor, frustration, and real-world examples, we narrate those meetings where nothing gets resolved, energy drains, and you’d rather be knocking out tasks on your to-do list. In today’s conversation, we walk...
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Entrepreneurship
Business
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All content for Entrepreneur Encounter is the property of Entrepreneur Encounter and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
Send us a text Imagine logging into a Zoom call, coffee in hand, with great hope... only to sit through 45 minutes of aimless chatter about last week’s “updates,” wondering why you’re even there. That’s the experience discussed: the silent time-sucker we all dread, pointless meetings. With humor, frustration, and real-world examples, we narrate those meetings where nothing gets resolved, energy drains, and you’d rather be knocking out tasks on your to-do list. In today’s conversation, we walk...
Show more...
Entrepreneurship
Business
Episodes (20/132)
Entrepreneur Encounter
How to Run Effective Meetings That Save Time and Boost Clarity (Meeting Productivity Tips for Leaders) | EP 19
Send us a text Imagine logging into a Zoom call, coffee in hand, with great hope... only to sit through 45 minutes of aimless chatter about last week’s “updates,” wondering why you’re even there. That’s the experience discussed: the silent time-sucker we all dread, pointless meetings. With humor, frustration, and real-world examples, we narrate those meetings where nothing gets resolved, energy drains, and you’d rather be knocking out tasks on your to-do list. In today’s conversation, we walk...
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1 week ago
15 minutes

Entrepreneur Encounter
How Pinterest Helps Creatives Overcome Imposter Syndrome & Build Confidence in Marketing | EP 18
Send us a text You know that jittery moment when you’ve crafted the perfect post, you love what you’ve written, you're ready to hit “publish.” But then your heart sinks: what if everyone sees this? What if they judge me? So you don’t. You archive it. Drafts sit untouched. It’s a familiar freeze many creatives know too well: when marketing yourself feels less like sharing your work and more like putting your soul under a spotlight. We’re about that exact fear, why self-promotion freaks us out,...
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2 weeks ago
9 minutes

Entrepreneur Encounter
Why Systems Alone Can’t Fix Your Team Problems (Soft Skills Matter) | EP 17
Send us a text Ever hire talented people, set up strong systems, and still feel like something in your team just isn’t clicking? We bring you into the messy middle of team building, the part no one warns you about. The part where miscommunication, awkward conversations, and unmet expectations creep in… even when you’re “doing everything right.” We share a real story from behind the scenes, one that every business owner will instantly relate to. We break down why soft skills (not software) are...
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3 weeks ago
12 minutes

Entrepreneur Encounter
Self-Awareness in Business: The Hidden Skill That Improves Decision-Making and Trust | EP 16
Send us a text Have you ever had one of those days where something small sets the tone, your tech isn’t cooperating, you're behind schedule, and suddenly a simple question from someone feels heavier than it should? That’s exactly how we kicked off this episode. But instead of brushing it off, we leaned into the moment. Because if we’re honest, those little flashes of irritation or overwhelm often reveal something deeper: sometimes we are the ones creating the friction in our own business with...
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1 month ago
18 minutes

Entrepreneur Encounter
Confirmation as a Skill: Avoid Miscommunication in Your Business | EP 15
Send us a text There’s a moment every entrepreneur knows too well, the instant when you realize the chaos you’re experiencing could have been avoided with one simple thing: clarity. We’ve lived it ourselves. Like the time one of us confidently marched toward a Friday deadline… only to find out the client thought everything was due on Monday. Cue the panic, the late-night scramble, and the unnecessary stress that stole time we’ll never get back. And the truth is, that moment didn’t happen beca...
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1 month ago
24 minutes

Entrepreneur Encounter
Stop Waiting for a Rescue - How to Take Initiative in Your Business | EP 14
Send us a text Ever had that moment where you’re waiting, waiting for someone to notice your hard work, waiting for the “right” opportunity, waiting for permission to finally take that next big step? We’ve all been there. In this episode, we get real about those moments of hesitation and how taking initiative, rather than waiting for validation, can change everything. Through honest stories, laughs, and lessons learned, we unpack what it means to stop seeking the green light and instead be th...
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1 month ago
25 minutes

Entrepreneur Encounter
Overcoming Entrepreneur Burnout: Setting Boundaries and Managing Priorities | EP 13
Send us a text Ever had one of those weeks where it feels like you’re just putting out fires? You start your day ready to tackle a big project, and suddenly your inbox explodes, software issues, client “emergencies,” and endless messages that derail your focus. Before you know it, your day is gone, and that important task is still sitting there, untouched. In this episode, we get real about how we unintentionally create chaos in our own workdays and what it takes to finally escape that cycle ...
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1 month ago
25 minutes

Entrepreneur Encounter
From Meeting Overload to Meaningful Time: Soft Skills for Smarter Collaboration | EP 12
Send us a text We’ve all been there, sitting in a meeting halfway through, realizing it could’ve just been an email. We’ve been in those meetings, too, lots of motion, zero progress. In this episode, we decided to change that narrative by pulling back the curtain on the system that’s helped us transform our own meetings from time-wasters into powerful, productive sessions that actually move the needle forward. Spoiler alert: it involves one of our favorite tools from the EOS (Entrepreneurial ...
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2 months ago
21 minutes

Entrepreneur Encounter
Lessons in Leadership: Real Advice for New Managers and Entrepreneurs | EP 11
Send us a text You know that moment when you realize leading a team feels a lot like parenting? You’re guiding, teaching, and sometimes repeating yourself a hundred times but this time, the “kids” have deadlines and invoices. In this episode of Entrepreneur Encounter, hosts we share an honest conversation about what leadership really looks like behind the scenes. From letting go of control to building trust and boundaries, we unpack the messy, rewarding, and often funny realities of becoming ...
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2 months ago
17 minutes

Entrepreneur Encounter
How to Build Rapport That Doesn’t Feel Fake or Forced | EP 10
Send us a text Have you ever looked through your LinkedIn connections and realized you don’t actually know most of them? You’re not alone. In this episode, we peel back the layers of what authentic networking really means, beyond the surface-level messages, cold pitches, and “Hey, just checking in” DMs. From stories about awkward online connections to the real magic of building genuine relationships, this conversation will make you rethink how you approach networking both online and in real l...
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2 months ago
25 minutes

Entrepreneur Encounter
How to Have Difficult Conversations Without Burning Bridges | EP 9
Send us a text Ever held back a conversation for so long that it turned into a ticking time bomb? In this episode, we get real about the messy emotions, mounting overwhelm, and quiet assumptions that can build up when we avoid speaking our truth. From burnout tears to breakthrough clarity, we share how one honest talk completely shifted the way we work together and why those conversations, though uncomfortable, are what actually save relationships and projects. We dive into the art of having ...
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3 months ago
32 minutes

Entrepreneur Encounter
When Growth Stalls: What to Do When Your Team (or Clients) Stop Evolving | EP 8
Send us a text It’s one of the hardest moments as a leader, you pour your energy, knowledge, and heart into helping someone grow, only to realize they’re not moving forward. Maybe it’s a client who resists every strategy you put in place, or a team member who refuses to develop skills outside of their comfort zone. The frustration builds, and you start to question yourself. In this episode, we get candid about their own missteps, the lessons we learned the hard way, and the strategies t...
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3 months ago
30 minutes

Entrepreneur Encounter
Why Great Leaders Ask Questions, Not Just Give Answers | EP 7
Send us a text She sat at her desk, staring at a list of problems she felt responsible to solve. The pressure was heavy, after all, wasn’t a leader supposed to have the answers? But then came the shift: what if leadership wasn’t about fixing everything, but about asking the right questions? That simple mindset flip changed the way she showed up for her team, and it can change the way you lead too. In this episode of Entrepreneur Encounter, we unpack the concept of humble inquiry, a leadership...
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3 months ago
30 minutes

Entrepreneur Encounter
Building Resilience: Thriving Under Entrepreneurial Pressure | EP 6
Send us a text Every entrepreneur faces that moment when everything seems to be falling apart, missing files two days before a client deadline, algorithm changes that tank your reach overnight, or technical glitches that threaten your reputation. These scenarios used to send successful business owners into complete spirals of panic and self-doubt. But what separates thriving entrepreneurs from those who burn out isn't avoiding these challenges, it's developing the soft skills of resilie...
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3 months ago
31 minutes

Entrepreneur Encounter
Understanding Empathy vs Enabling | Why Caring People In Business Care Themselves into Burnout | EP 5
Send us a text Ever catch yourself spending unpaid hours researching solutions for problems you weren't even hired to solve? There have been times when we both have done exactly that, laying awake worrying about a business when we should have not. We then discovered the hard way that there's a crucial difference between caring about your clients and caring yourself straight into burnout. In this episode, we explore the difference between empathy and enabling in client relationships. We share ...
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3 months ago
31 minutes

Entrepreneur Encounter
How to Time Manage with Time Blindness | Why Your Creative Brain Always Underestimates Projects | EP 4
Send us a text Does your creative brain underestimate projects? You know that sinking feeling when you confidently tell a client "this will only take 30 minutes" and then find yourself three hours deep in what was supposed to be a quick task? Dana learned this lesson the hard way when a simple Pinterest rebrand turned into an all-day task, leaving her scrambling to catch up on her own business marketing. It's the classic creative entrepreneur trap: we get so excited about the fun ...
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4 months ago
31 minutes

Entrepreneur Encounter
Bringing Your Team Back to Reality After Summer Break | EP 3
Send us a text A hurricane, an unexpected illness, or even the chaos of back-to-school season, sometimes life throws curveballs that force us to step away from work. But what happens when your business can’t stop running just because you need to? In today’s episode of Entrepreneur Encounter, we share real stories and honest conversations about the importance of having systems in place, especially as business owners and team leaders transition from summer slowdown into fall routines. This epis...
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4 months ago
37 minutes

Entrepreneur Encounter
Sustainable Content Creation & Mindset Shifts for Entrepreneurs After Summer Break | EP 2
Send us a text Picture this: It's the end of summer, and you're staring at your neglected Pinterest account. While other entrepreneurs are frantically trying to catch up on daily social media posts, scrambling to create new content, and feeling overwhelmed by the pressure to be "constantly on," there's a different path. What if we told you that one platform could work for you even when you're out with your kids or enjoying that slower summer pace? Dana shares how she uses Pinterest not just a...
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4 months ago
25 minutes

Entrepreneur Encounter
Why Letting Go of What's Not Working is the Secret to Business Growth | Ep 1
Send us a text Ever feel like you're spinning your wheels, trying to juggle all the moving parts of your business, only to end up exhausted and overwhelmed? You're not alone. Sometimes the answer isn't about adding more strategies or doing more things, it's about having the courage to let go of what's no longer serving your business growth. We’re pulling back the curtain here. In this episode, we get real about the difficult decisions that led us to completely restructure our podcast ap...
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4 months ago
23 minutes

Entrepreneur Encounter
How to Understand Your Audience Beyond Your Own Bias
Send us a text 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 episo...
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5 months ago
40 minutes

Entrepreneur Encounter
Send us a text Imagine logging into a Zoom call, coffee in hand, with great hope... only to sit through 45 minutes of aimless chatter about last week’s “updates,” wondering why you’re even there. That’s the experience discussed: the silent time-sucker we all dread, pointless meetings. With humor, frustration, and real-world examples, we narrate those meetings where nothing gets resolved, energy drains, and you’d rather be knocking out tasks on your to-do list. In today’s conversation, we walk...