The #PrettyAwkward Entrepreneur Podcast - podcast cover

The #PrettyAwkward Entrepreneur Podcast

Megan Yelaneymeganyelaney.com
Hey my friend, and welcome to the #PrettyAwkward Entrepreneur Podcast where we talk all things entrepreneurship, marriage, personal growth and how they all intertwine. My name is Meg and I’m a serial entrepreneur, having built three successful businesses in the last ten years. But what I’ve found? The secret to success is in the HONEST conversations we have with our fellow entrepreneurs, our partners, & our own selves. At #PrettyAwkward Entrepreneur we are all about helping you build a business that allows you to thrive in your marriage just as much as your bank. And the kicker? Doing it in a way that’s truly unique to you AND helps you stand out from the crowd. Let’s dive in. Connect with Me: Over on Instagram: @meganyelaney @theprettyawkwardentrepreneur Join my free Facebook Group: #prettyawkward Female Entrepreneurs Create Impactful Passive Income Check out my Website www.meganyelaney.com
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Episodes

My Heart-to-Heart Before the Rebrand: How I Found My New Self as a Mom & CEO

This isn’t your typical strategy-packed episode: today, you’re getting a heart-to-heart. I’m coming to you raw, unscripted, and straight from the feels... because this week is a BIG one over here: ✨My full rebrand is live ✨My new website is up ✨The Distinctive Edge doors are open ✨And this is the final “Pretty Awkward” episode before we come back as Business, Not As Usual 🎉 But more than just a “new look,” this rebrand represents something so much deeper for me. In this episode, I’m sharing: Wh...

Jun 09, 202523 minSeason 1Ep. 401

[TDE CASE STUDY]: How a Clear Origin Story & 3-Step Process Helped Brittany Sell Out Her Launch

If you’ve been feeling stuck on how to communicate what makes YOU different in a saturated market…this episode is a must-listen. I’m joined by my client Brittany Herzberg — SEO strategist, podcast host, and TDE rockstar — who’s walking us through the shifts that took her from “What do I even SAY about my offer?” → to sold-out launch. 🙌 Brittany came into The Distinctive Edge already having built a strong business — but like so many seasoned entrepreneurs, she was still struggling to clearly art...

Jun 05, 20256 minSeason 1Ep. 402

[TDE CASE STUDY] How Sabra Became the Go-To Expert in Gut & Hormone Health (And Had Her Best Business Months Yet!)

If you’ve ever worried that getting more specific with your niche might limit your business… this episode will seriously inspire you. Today I’m talking with my client Sabra Cawby, a functional hormone specialist, functional nutritionist, and certified personal trainer — about how clarifying her expertise led to her becoming the go-to name for gut + hormone health for women over 35… and brought in her best business months yet. But Sabra’s path wasn’t instant. When we started working together, she...

Jun 05, 202510 minSeason 1Ep. 401

[DEFINE YOUR EDGE] DAY 3: The Invisible Sales Advantage

Tune into Day 3 of the Free Define Your Edge to Attract Clients on Repeat 3-day series we’re hosting from June 2-4th. In today’s workshop you’ll discover how your Distinctive Edge makes selling feel more like inviting, and less like convincing. What We Covered: ✅ How to see where your message is creating friction in your sales process ✅ Clarity on why you're still overexplaining your offer (and how to shift it) ✅ A behind-the-scenes look at the 3 low-effort sales methods I use to sell out offers...

Jun 04, 202545 minSeason 1Ep. 400

[TDE CASE STUDY]: How Clarifying Her Message Helped Julia Have Her Biggest Month Yet

What happens when you finally know how to tell your story — and SELL with it? In this episode, I’m joined by TDE VIP client Julia Lynch, a nutrition coach who helps women rewire their relationship with food and lose weight without the drama. Before TDE, Julia struggled to explain what made her approach different — and felt like just “another macro coach” in a noisy market. After defining her Distinctive Edge and building a clear business story + framework? → She had her biggest cash month ever →...

Jun 04, 202517 minSeason 1Ep. 399

[TDE CASE STUDY]: How April Closed a $40K Contract (After Building Her Distinctive Edge)

What does it really look like to go from unclear offers… to $40K contracts? In this episode, I’m joined by April Wilhelm, a consultant and fractional CMO/COO — and a TDE client who completely transformed her business through the program. Before TDE, April struggled to explain her process to potential clients and close high-value deals. After building her Distinctive Edge and a clear, client-facing framework? → She closed a $40K contract → Booked out her client roster → Left her 9-5 to go full-ti...

Jun 04, 202525 minSeason 1Ep. 398

[DEFINE YOUR EDGE] DAY 2: Make Your Content Do the Heavy Lifting

Tune into Day 2 of the Free Define Your Edge to Attract Clients on Repeat 3-day series we’re hosting from June 2-4th. In today’s workshop we’re helping you see how your Distinctive Edge shifts your content from “helpful” to holy sh*t, I need this” and what happens when your content finally starts pulling weight for you. What We Covered: ✅A simple framework to start emotionally connecting through your content ✅A deeper understanding of why your educational posts aren’t converting, and how to fix ...

Jun 03, 202549 minSeason 1Ep. 397

[DEFINE YOUR EDGE] DAY 1: Uncover the Missing Link Between Your Brand, Your Content & Your Sales

Tune into Day 1 of the Free Define Your Edge to Attract Clients on Repeat 3-day series we’re hosting from June 2-4th. In today’s workshop we’re helping you get clear on why your content isn’t converting. and why your message might be missing the mark, even if it’s “valuable.” What We Covered: ✅ An understanding on why your content isn’t converting at the rate you want it to (and how to fix it). ✅ Why having a Distinctive Edge is the missing link to having your next six figure year. ✅ A way to te...

Jun 02, 20251 hr 1 minSeason 1Ep. 396

Why SEO Is the Most Underrated Marketing Tool in Your Business: How to Get Found, Get Clients & Stop Fighting the Algorithm with Brittany Herzberg

Ready to stop screaming into the social media void and start getting found by clients already searching for you? In this episode, I’m joined by SEO strategist and queen of organic search, Brittany Herzberg, to unpack why SEO is not outdated, overly complicated, or only for bloggers—and how it can actually simplify your marketing. We talk about: How SEO helped Brittany go from zero clients to fully booked What SEO actually is (beyond just Google) Why optimizing your content is easier AND more pow...

May 26, 202553 minSeason 1Ep. 395

How I Pre-Sold Half My Program Before Launch Day (And Why You Can Too)

This episode is a full-on behind-the-scenes breakdown of how I pre-sold HALF the spots in my group program before the doors officially opened—and exactly what I did to make that happen. I didn’t work more hours (cuz my babies don’t allow it), try 17 new strategies, or manifest in the moonlight (although no shade if you do that). I went back to my own damn process. In this episode, I’m walking you through: Why I revisited my own story, framework, and ideal client work (and how it completely shift...

May 19, 202534 minSeason 1Ep. 394

Intentional Vulnerability, Oversharing, and the Fine Line Between Relatable and “Yikes”

Do you ever wonder if you’re sharing too much online? Whether you’re trying to connect with your audience, show the “real you,” or just vent in the moment—there’s a fine line between being vulnerable and accidentally making people question if they should hire you. (Oof, yep…we’re going there.) In this episode, I unpack what it really means to practice intentional vulnerability—aka how to share the messy without looking like a mess. We talk about: How to check yourself before sharing emotional st...

May 12, 202536 minSeason 1Ep. 393

Redefining Hard: What Most Entrepreneurs Get Wrong About Success

Ever find yourself thinking, “Why isn’t this easier by now?” In today’s heart-to-heart episode, Meg gets raw and real about the expectations that sabotage entrepreneurs before they even give themselves a real shot. If you’ve been in the “I thought I’d be further by now” spiral, this episode is your permission slip to feel the feels, but not stay stuck there. She shares behind-the-scenes moments from her own journey (including $200K+ in losses after hitting major milestones), the truth about outs...

May 05, 202529 minSeason 1Ep. 392

How I Had a $42K Sales Day While Not in Launch and Rebuilding My Business With Babies

In this episode, I’m sharing the full story behind one of my biggest revenue weeks in this new season of business: $42,000 in sales, including a $20K cash day, all while working part-time hours and raising twins (and NOT in the middle of a launch). This wasn’t a one-time fluke. It’s the result of building a brand with a clear edge, focusing on what actually drives sales, and letting go of outdated strategies that no longer serve the version of me (or my business) today. Inside, I get into: How I...

Apr 28, 202532 minSeason 1Ep. 391

From 9–5 to 60K Followers: Laura Banks on Ditching Employee Energy & Building a Standout Health Brand

What does it really take to go from feeling stuck at an income plateau…to running events, selling out launches, and becoming the go-to name in your niche? In this episode, I’m joined by one of my incredible private clients, Laura Banks, a nutrition health coach who’s gone from stalled growth to full-on CEO momentum (midday walks and all 🙌). We talk about: ✨ The mindset shift that changed everything in her business 📈 How she grew her Instagram to almost 60,000 followers with signature content �...

Apr 21, 202556 minSeason 1Ep. 390

When I Start My Business, I’ll Be Happy (And Other Lies We Tell Ourselves) with Sam Vander Wielen

If you've ever caught yourself thinking, "When I hit that next milestone, then I’ll finally feel successful", this episode is a must-listen. This week, I sat down with Sam Vander Wielen, attorney-turned-entrepreneur, legal educator to over 350,000 online business owners, and author of the powerful new book When I Start My Business, I’ll Be Happy. Sam built a multi 7-figure business helping entrepreneurs legally protect themselves, while navigating the unimaginable: the back-to-back loss of both ...

Apr 14, 202542 minSeason 1Ep. 389

No Big Transformation? No Problem. Here’s How to Tell Your Story Anyway

What if you never hit rock bottom? Never had a dramatic "I was broke, burned out, and living in my car" moment? And yet… you're still really damn good at what you do. This episode is for the entrepreneurs who didn’t rise from the ashes, but still want to share a compelling story that connects. Today, I’m breaking down how to craft a magnetic business origin story when you don’t have a huge transformation moment, and why you don’t need one to be memorable, inspiring, or profitable. Whether you we...

Apr 07, 202521 minSeason 1Ep. 388

What No One Tells You About Success and Constant Overthinking with 7 Fig Entrepreneur Ashley Krooks

You’ve hit the goals, built the business, and checked all the boxes of success… so why does it still feel like something’s missing? Or maybe you haven’t hit the goals yet—because overthinking, self-doubt, and mental spiraling keep you stuck in inaction, second-guessing every move. In this episode, I’m joined by 7-figure entrepreneur and creator of The Reset Room, Ashley Krooks, who shares the raw truth behind success, burnout, and the thought spirals that high achievers know all too well. Ashley...

Mar 31, 202546 minSeason 1Ep. 387

The Strategy Behind Mary’s Largest Launch & Big Speaker Opportunity

🚀 What if your coaching business could replace your full-time income—without working 24/7? That’s exactly what my client is on track to do by June and in today’s episode, we’re pulling back the curtain on the strategy, mindset shifts, and behind-the-scenes coaching that made it happen. Within four months of coaching she’s matched her healthcare income for two months in a row, had her biggest launch yet, and (just casually 🤯) got accepted to speak at a huge event in Las Vegas this fall. But her...

Mar 24, 202548 minSeason 1Ep. 386

Motherhood & Business: The Identity Shift No One Talks About with Jess Glazer (+ Must-Know 2025 Social Media Tips!)

Becoming a mom completely rocked my sense of self. One minute I was running my business, hitting big numbers, sooo focused on the next goal, the next level, the next “thing”, then all of a sudden I’m a mom and completely obsessed with my babies, almost forgetting the life I had prior. The journey back to business and balancing the two has not been easy, and the same goes for today’s incredible guest, one of my mentors, Jess Glazer. We dive deep into the identity shift that happens when you’re bo...

Mar 17, 20251 hr 6 minSeason 1Ep. 385

🎙️ The Confidence Shift That Landed My Client a Speaking Gig, Viral Growth & More Clients

Ever feel like you’re doing all the things—posting, engaging, tweaking your offer—but still not seeing the momentum you want? That was my client just a few months ago. Fast forward four months, and she’s now: ✅ Landed a huge speaking gig ✅ Went viral (hello, massive visibility!) ✅ Signed two dream 1-1 clients in the last week ✅ Had her best launch yet in Feb So, what changed? Her confidence. But not just the “rah-rah motivational” kind—the deep, unshakable belief in her expertise that made her a...

Mar 10, 202537 minSeason 1Ep. 384

(EXPERT INTERVIEW) Are You Anxiously Attached To Your Business? Sami Cleaver Tells All

Buckle up baby, because this episode is going to rock you in the best way possible. If you are constantly refreshing your phone, always checking your DM’s, looking to see if a client needs you even when it’s past your allotted hours, you’ll want to listen to this episode because you might be anxiously attached to your business. In this episode Sami, our expert for the week, shares how to spot the signs you’re anxiously attached in your business and how to work through it. She also explains how b...

Mar 03, 202551 minSeason 1Ep. 383

The Power of Personal Touch: Turning Hesitant Leads into Paying Clients in 2025

Have you noticed your potential clients are more cautious than ever about investing in coaching or programs? You're not alone. In 2025, people are craving connection, reassurance, and proof that you can truly help them before making a decision. Buyers are SMART, savvy and have been burned a time or two, so they want to make sure they’re spending their money wisely, which means we need to add back in that personal touch energy to walk them through step by step how our program can help them. In th...

Feb 24, 202523 minSeason 1Ep. 382

Your Website is More Important Than You Think (And How to Get One in a Day!) with K & C Creative

Be honest… has someone ever asked for your website, and you awkwardly mumbled something about “working on it” or just sent them to your Instagram instead? 👀 I get it. Websites can feel like a whole thing—expensive, time-consuming, and straight-up overwhelming. And let’s be real, you technically don’t need a website to start signing clients. BUT… (big but incoming) There does come a point where not having a website is actually making it harder for people to trust you, book you, and see you as th...

Feb 17, 202557 minSeason 1Ep. 381

Why Coaches Who Only Niche Down Are Getting Left Behind

Are you stuck wondering why your niche isn’t helping you attract clients like it used to? You’re doing all the right things—posting content, speaking to your ideal client, staying in your niche—and still… crickets. The truth is: niching down is no longer enough to stand out and scale your business in 2025. In this episode, I break down the key shift you need to make to become the ONLY choice in your space: developing a Distinctive Edge. This is more than just a niche—it’s your signature combinat...

Feb 10, 202529 minSeason 1Ep. 380

(EXPERT INTERVIEW) The 5-Day Signature Summit System️: The Surefire Method to Take Your Audience Growth from a Trickle to Niagara Falls with Marisa Corcoran

Ready to stop relying on social media for all your client growth? It’s time to leverage the power of virtual summits and build a flood of new leads—without the endless posting and algorithm games. In today’s episode, we have the FABULOUS Marisa Corcoran sharing her 5-Day Signature Summit System. We go over… ☆How to choose a summit topic that rapidly grows your audience (500-2K+ new leads in WEEKS with them asking, “How can I work with you?”) ☆ The 5 P Framework to create an event that showcases ...

Feb 03, 20251 hrSeason 1Ep. 379

Am I Really Boring? How to Own Your Voice and Keep Your Audience Hooked

Ever catch yourself thinking, “What if I’m actually boring, and no one cares about what I have to say?” Trust me, you’re not alone. In this episode, we’re tackling that sneaky little voice in your head that tells you your content isn’t interesting enough. Spoiler alert: It’s a lie. You do have value, and your audience needs what you bring to the table. We’ll dive into: Why your perceived "boringness" is actually a sign of overthinking. How to shift your focus from impressing to connecting. Pract...

Jan 27, 202527 minSeason 1Ep. 378

How to Find Your Catalyst Moment: The Secret to Crafting a Story That Sells

Your catalyst moment isn’t just another part of your story—it’s the moment that makes your audience feel seen, understood, and ready to take action. It’s the turning point in your journey that mirrors exactly where your ideal clients are right now. In this episode, we’ll dive deep into: What a catalyst moment is and why it’s the key to creating an unforgettable business origin story. The simple exercise that will help you uncover your perfect catalyst moment. Real-life examples of how coaches ar...

Jan 20, 202527 minSeason 1Ep. 377

Are You Sabotaging Your Sales? How Over-Delivering Is Hurting Your Business

Are you giving too much to your clients and seeing too little in return? Over-delivering might seem like the ultimate way to “wow” your clients, but it could be the very thing sabotaging your sales and burning you out. In this episode, we’re breaking down why over-delivering often backfires, how to identify if you’re stuck in this cycle, and what to do instead to create massive value without overextending yourself. Here’s what we’re covering: The sneaky ways over-delivering can hurt your busines...

Jan 13, 202530 minSeason 1Ep. 376

Mini Transformations That Make Selling Your Offer 10x Easier

Does marketing your offer feel like shouting into the void? You’re not alone—and the good news is, there’s a better way. If you’ve been struggling to communicate the value of your program or service, this episode is for you. We’re diving into the concept of mini transformations and how they can completely change the way you market and sell your offer. Mini transformations are the stepping stones your clients experience at each stage of your framework. These small but powerful wins show your audi...

Jan 06, 202522 minSeason 1Ep. 375

From Feeling Behind to Fully Aligned: Reflecting on a Year of Unexpected Growth

This year didn’t go as planned—and honestly? That turned out to be the biggest blessing. In this raw and reflective episode, I’m breaking down what it’s really like to navigate major life changes while running a business, the lessons I learned when I scrapped my plan and started over, and how I reframed what “success” looks like. We’ll dive into: ✨ Why I had to let go of my perfectly crafted business plan after having twins. ✨ The surprising clarity that came from slowing down and reevaluating e...

Dec 30, 202431 minSeason 1Ep. 374
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