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Messy in the Middle

Haley Johnson

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Business is a freakin' roller coaster and Messy in the Middle is here to take you along for the ride. Join your host Haley Johnson from Propegy as she and her guests navigate the uncomfortable, unfamiliar, and sometimes unmanageable parts of running a growing online business. From hiring and team support to finances and accounting, to just wanting to cry sometimes – not enough people are talking about the messy middle of life and business (so that's what we're gonna do here).
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Thriving in the Messy Middle

Amy Wilkins

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The Messy Middle Isn't a Detour. It's Your Pathway to Thriving! This podcast is for women leaders who are holding it all together, but know deep down, there's more. Hosted by leadership coach and former media executive Amy Wilkins, this is your weekly exhale and power-up. It's for the ambitious, big-hearted leaders navigating change, craving clarity, and ready to rise—even when it's messy. Thriving isn't about perfection. It's about alignment over achievement, peace over proving, and growth ...
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In this episode of Thriving in the Messy Middle, Amy Wilkins delivers a thoughtful reflection on the crucial, often overlooked practice of year-end reflection for leaders. As 2025 draws to a close, Amy emphasizes the importance of acknowledging both big and subtle wins, supporting your leadership, relationships, and well-being. Discover the AWE fra…
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In this episode of "Thriving in the Messy Middle," host Amy Wilkins shares profound insights on growth and leadership during life's most challenging moments. Amy emphasizes that these "messy middle" moments — times when life feels most chaotic and unsteady — are indicators that exponential growth is coming. Drawing on her own experiences and those …
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In a riveting episode of Thriving in the Messy Middle, host Amy Wilkins welcomes Allison Arden, a pioneer in emotional intelligence within business environments. This episode takes listeners through Allison's transformative journey from a high-stakes leadership position at Ad Age to founding Elements of Us™, her groundbreaking framework for underst…
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In this Messy Middle Moment episode, Amy Wilkins shares a profound reflection on the power of gratitude. As Thanksgiving approaches, Amy delves into how the simple act of saying "thank you" can transform relationships and dynamics in both personal and professional settings. Her personal experiences highlight the impact of expressing gratitude and t…
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In this Messy Middle Moment, leadership coach Amy Wilkins delves into the power and importance of building a supportive network, especially in challenging professional environments. Through personal anecdotes and evidence from research, Amy underscores networking as vital not just for career advancement but also for emotional and strategic support.…
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In this enlightening episode of Thriving in the Messy Middle, host Amy Wilkins welcomes Kelly Wenzel to explore thriving in the challenging "messy middle". Kelly, with her rich experience as a seven-time CMO in the tech industry, offers a unique perspective on balancing professional growth with personal values and responsibilities. The episode dive…
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In this episode, Amy Wilkins explores the value of the "swing route," named for the football play, as a strategy for navigating life's challenges. Combining neuroscience and personal anecdotes, she discusses the importance of pausing to reset and rethink, highlighting how these moments can offer new perspectives and opportunities. Drawing on Barbar…
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In this enlightening episode of Thriving in the Messy Middle, host Amy Wilkins dives into the concept of saboteurs—the negative inner voices and critics that hinder personal and professional growth. These saboteurs, shaped by early experiences, can hold women back from reaching their potential by fostering self-doubt and fear. Amy introduces the Po…
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In this Messy Middle Moment episode Amy Wilkins introduces listeners to strategies for reflection, reset, and rise during life's turbulent periods. Using her expertise, Amy delves into how moments of disruption often reveal unexpected strengths and opportunities, transforming adversity into avenues for growth. Throughout the episode, Amy emphasizes…
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In the debut episode of Thriving in the Messy Middle, host Amy Wilkins sets the tone for a podcast dedicated to women leaders navigating life's in-between moments. This show is especially for those who look successful on the outside but feel scattered, stretched, or stuck on the inside. Amy begins by sharing her own experience as a former media exe…
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Welcome to Thriving in the Messy Middle — the podcast that champions the courage, clarity, and creativity it takes to navigate life's in-between moments. Hosted by Amy Wilkins, each episode explores what it means to show up fully in the middle of transitions, transformations, and the tension between what was and what's next. Whether you're reimagin…
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Marketing can be hard and entrepreneurship can be lonely. The weekly kickoff is our little way of bringing marketers together for a casual chat about whatever the heck is going on in marketing this week. Have something you want us to chat about? DM us on IG @propegy and we'll add ya to the agenda.
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In this episode of "Messy in the Middle," I'm chatting with Alexandria Theodor, a therapist and business coach for therapists. We dive into Alexandria's journey from working at an agency to starting her own private practice and eventually becoming a business coach for other therapists looking to do the same. Join us as we discuss the challenges of …
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Listen in as I hang out with the bad boy of copywriting herself – Sarah Jane Burt. Sarah shares her unconventional entry into copywriting, her experiences in corporate roles, and her transition to entrepreneurship after being wrongfully terminated. She discusses the ups and downs of scaling her business, from expanding her team to returning to solo…
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In this episode of "Messy in the Middle," I'm joined by with Monica Burlington, a realtor and burnout coach who has overcome her own struggles with overachievement. Monica discusses her journey from seeking attention through overachieving in a chaotic household to reaching the peak of her real estate career and experiencing burnout. She reflects on…
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Today I'm joined by Morgan Spect, founder of Spect & Co Design. Morgan shares her transition from a corporate job to entrepreneurship, highlighting the instability of traditional jobs and her desire for self-reliance. She discusses her cautious approach to hiring and leadership, learning from past experiences. Morgan introduces her Six Figure Brand…
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Let's hang out and catch up with Lauren from Brand Good Time! Since her last appearance, Lauren has transitioned from using contractors to hiring a full team, including a client strategy manager, content manager, and web developer. They delve into the challenges of the hiring process, the competitive job market, and the importance of internships an…
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Join me as I chat with Alison Meyer from Indigo Communications about the intricacies of applying for and winning awards. Alison imparts her knowledge on the strategic importance of awards for personal branding and business growth. She demystifies the process, explaining that self-nomination is common and discussing how to discern credible awards fr…
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Today I'm joined by Jessica Dornieden, a tech implementer and business consultant. Tune in to hear about Jess' unconventional path from childcare work to establishing her own online business. She discusses the initial challenges, such as pricing strategies and managing client expectations, while also touching on her personal experiences with ADHD a…
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Join me this week as I chat with Jenny Jones, a business operations consultant and in-house COO. Jenny talks about her major career pivot from corporate finance to entrepreneurship and many challenges, emotions, and celebrations that came up along the way. Listen in to learn why maintaining up-to-date systems and processes key for all business owne…
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I wrote a blog post! And then everyone told me it was too long... ...so I turned it into a podcast episode! If you want to read along you can check out the full post (and references) here. Want to chat about it? So do I! Send me a DM on IG @haleyejohnsonHaley Johnson
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In this week's episode, Haley and Dr. Noor chat about the health insurance options available for freelancers. Learn the differences between public and private healthcare marketplaces and the qualifying events that allow for enrollment outside of the open enrollment period. Health insurance is a complex and personal decision, but it isn't something …
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We're back with Season 4 of Messy in the Middle! Today we're joined by Brittany Hoopes, a hypnotherapist and former contestant on CBS "Big Brother". In this episode we dive into Brittany's experience with hypnosis, her decision to leave the corporate world to start her own business, and of course, Haley gets side tracked to talk about her favorite …
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Episode Summary: Can you believe we've already made it to the season 3 finale of Messy In The Middle?? I saved one of my favorite topics for our last chat of the season: thought leadership & Thought Leaders Collective! TLC is currently undergoing a major revamp, so you'll be among the first to hear about its amazing improvements (and to get in on t…
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Episode Summary: Hey hey! Welcome back to another episode of Messy In The Middle! On this week's episode, I'm chatting with content marketing and launch strategist (and soon-to-be published author), Amanda Warfield! Amanda's approach to consistent, strategic marketing that doesn't take up all of your time has gone on to help hundreds of women batch…
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Episode Summary: Remember that solo episode from a few weeks ago all about how to stay consistent with marketing when you're feeling busy? Well, if you missed the second half of that episode because you were like "wtf, this doesn't sound like Haley?," I'm back with an explanation! Little did you know, it was all part of a case study my team and I w…
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Episode Summary: Welcome back to another episode! This week, I had the opportunity to chat with Kitty McLeod! Kitty is a self-described blerb. She facilitates organizational culture change management as the President of the Inclusion Plus Institute, guided by data to coach organizations to maximize inclusive and creative collaboration. In 2021, she…
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Episode Summary: Surprise! I've got a bonus episode of the podcast for you this week! I had the chance to chat with my amazing friend and people ops/hr queen, Kira La Forgia! In this episode, we cover: Different leadership styles (and how to find out yours with her new quiz) The upcoming launch of her new course, People On Purpose Tackling difficul…
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Episode Summary: Welcome back! I'm back again with some more hot takes, because you know I love them. This one is all about business coaching. My take: You do not need a business coach to start a business! In this episode, we cover: What you can do instead or who you can hire instead of turning to a business coach How to work through the beginning …
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Episode Summary: Welcome back to Messy In The Middle! This week, I'm chatting with Sarah Zero, the founder of Wellstruck, a community for empathy-driven entrepreneurs who crave a nourishing home base with friends that challenge and champion each other. Beginning with intimate roundtable discussions in 2013, Sarah has inspired real, vulnerable conve…
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Episode Summary: This episode was super interesting to record- I'm dishing out some tips on how to stay consistent with your marketing efforts when you are super busy. With summer right around the corner, I think you'll find these tips really valuable! In this episode, we cover: 5 ways to stay consistent with marketing when you are busy There maaay…
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Episode Summary: Thanks for joining me for another episode of Messy In The Middle- this time with guest, Mallory Musante! Mallory, affectionately known as The Small Business CMO, is a fractional CMO and marketing strategist for small businesses and online service providers. After working in a toxic agency environment and then walking away from the …
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Episode Summary: I won't work with clients unless they have a messaging guide. Hot take, I know. But it's true! This episode is all about messaging guides and why they are so important to have for your business. In this episode, we cover: What a messaging guide actually IS What I include in a messaging guide A step-by-step breakdown of each part of…
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Episode Summary: This week, I had the privilege of chatting with Ashlee Sang: brand messaging strategist, consultant, collaborator, and mastermind of Ashlee Sang Consulting! The similarities between Ashlee's journey and my own journey are so strong, you won't want to miss this one! In this episode, we cover: How Ashlee landed in the consulting worl…
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Episode Summary: Thanks for joining me for episode 3! Let's get a little alphabetical. In this episode, we cover: The letter P (the 4 P's of marketing, that is) What the 4 P's are How each principle is intertwined and how you can use them in your marketing strategy Thank you so much for joining me! Let's connect! Send me a DM on Instagram! https://…
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Episode Summary: On this week's episode, I was joined by dynamic speaker, 2x international bestselling author, and results-focused Strategic Business Coach Leisse Wilcox! In this episode, we cover: How Leisse helps women make more money in her hybrid mastermind, The Sunshine Club How she built her first multiple six figure business while navigating…
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Welcome back for season 3 of Messy in the Middle! In this episode, we cover: The principles of know, like, and trust How these principles relate to visibility, credibility, and relationship building content What each of those types of content may look like How to find a balance of all 3 in your content Thank you so much for joining me! Let's connec…
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Today's episode is all about quizzes! Quizzes are an amazing lead magnet, they're fun to take and can be easy to make- if you've got all the right tools to help you do it! In this episode, we cover: The logistics of making your quiz, broken down step by step Thank you so much for joining me! Let's connect! Send me a DM on Instagram! https://www.ins…
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Most of us probably had the same dream - leaving our 9-5 jobs and starting a business on our own. So, we did! And it was amazing! And then it was not so amazing. And then we started to question ourselves on whether or not we made the right choice. And then things started to get better. And so on and so forth. This is probably the blueprint of an av…
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As solopreneurs we're used to wearing many hats and doing many things by ourselves, but if you want to grow and scale your business there comes a point where you have to start outsourcing tasks and subsequently, building a team. And this comes with its own set of struggles. My guest today is here to talk all about the messy middle of scaling and gr…
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As business owners we want to protect our business at all times, but there are so many things to learn, do and wrap your head around when it comes to navigating the do's and don'ts of having a business. And legal protection is probably the toughest aspect to navigate, especially during your messy middle. My guest today is here to help ease your suf…
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Can you reallllly be salesy without being sleazy? Today's episode dives deep into discussion of persuasion in sales psychology (sounds fancy, I know). In this episode, we cover: What IS sales copy? Why do we associate it with being sleazy? What are the 6 key principles of sales psychology? How we can make use of those 6 principles in our sales copy…
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If you have an online business, then you know how important SEO is. SEO makes Google your friend. It makes your website more visible, which means more traffic and more opportunities to convert prospects into customers - and we all want that! So, today I bring you a true SEO expert to help you optimize your website! Julia Bocchese is an SEO & Pinter…
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Being an entrepreneur is hard enough, but dealing with the legal side of your business can be both hard and scary! As entrepreneurs, we wear many hats and dealing with taxes, contracts, and other legal issues that come up along the way is something we may do on a daily basis. In comes our hero and my guest today - Braden Drake! Braden graduated fro…
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This week's episode is a quick one and we are talking all about case studies! In this episode, we cover: Who case studies are for The role case studies play in your sales process How the heck to write a case study Thank you so much for joining me! Let's connect! Send me a DM on Instagram! https://www.instagram.com/haleyejohnson/ Check out my websit…
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