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Shift Overthinking to Marketing Movement

Shift Overthinking to Marketing Movement
Author: Max Sheffield
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A limited audio series approaching analysis paralysis with clarity by examining the core systems of your marketing and sales.
We explore messaging, marketing strategy, sales, and content topics to address your bottlenecks in your creative, equity-driven business head-on.
2 Episodes
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In this introductory episode, I explain the audience for this audio series, my own story and how my chronic illness required me to build back my health and business brick by brick, what to expect from future episodes, and resources that will put audio episodes into action.Folks (like me, not meant to shame) who often experience overthinking:> Value-driven (anti-oppression, pro-equity)> People in the “messy middle” of business, around 1-6 years> Lower capacity individuals: neurodivergent, disabled, chronically ill, caregivers, parents> Consultant, coaches, service providers, therapists, speakers, authors: basically anyone with a story & expertise to share, because when your thoughts are the product it’s easy to doubt yourselfWho am I to talk about this?I’m Max Sheffield, Owner of Max Wilde Stories. Pronouns are they/he. I’m a marketing strategist that blends storytelling & capacity-building processes so the content you create makes clients feel seen, not sold to.I started my business in 2018 and wiped my slate clean in my business almost exactly two years ago because of the above. I was speaking & consulting multiple times a week and hit such a bad chronic health flare I was couch & bed bound for weeks. It made me question everything, which in some ways was good, because I walked away from what wasn’t serving me, but it also put me into a severe overthinking cycle that paralyzed me for over a year as I struggled to choose a new direction for myself and my business.Episodes are meant to be quick, bit-size, with an action step attached to keep momentum going. With that in mind, I created a roadmap template and I have a community on Discord for support, feedback, and gentle accountability (if you ask for it).For a more thorough breakdown and where to grab your companion resource, visit https://www.maxwildestories.com/overthinking-audio-series/Show notes and future episodes can be found at https://www.maxwildestories.com/overthinking-marketing/
Welcome back to Shifting Overthinking to Marketing Movement, a limited audio series for creative, equity-led solopreneurs with a story and expertise to share, this gets you out of your own head to find clarity & direction to find sustainable marketing processes that fit your body, brain, and capacity.Housekeeping on Sales —One thing I’m going to add is that this series will include mentions of my done-with-you offer Storyspark Connection when it’s relevant and a bigger mention of it at the very end. I want to be upfront, but let me assure you, anything I build is meant to be valuable enough that , and that’s not to mention the fact that my Discord community is currently free and active for those who aren’t ready to work fully together but needed continued support after they work through the series. But as we talk abut sales later in the series, my goal it to walk the talk but also show how it can be clear for folks without being overly pushy. Defining Overthinking for Our Purposes — I’m not going to be boring and pull out a dictionary, but because we all make think of overthinking differently, I did want us to all start from a shared definition that we operate from through the series. Especially as it relates to our businesses and marketing.Here’s my simple definition: Business overthinking is the fear and/or anxiety around either committing to strategy or making decisions subject to public perception or scrutiny. All of which results in inertia or stillness in marketing and sales. This is not to say that stillness is always bad. We’ll discuss the natural cycles of growth in a later episode. It’s more about holding yourself back from committing to a project, publishing, or putting yourself out here. I see overthinking from a content or writing perspective most often, given what it is that I do. It can either be a full on block where folks struggle with knowing what to say, or having marketing content or other projects that they can get partway done but never across the finish line or they sit on hard drives without being published.But there are also many different ways this shows up. Another common one that I’ve experienced off and on for years is this idea that I must have this signature, productized offer that will solve all of my capacity and cash flow issues. For you, it could be pitching for visibility, sitting on an idea for a podcast for years, stopping and starting writing a book for months, waiting to hire an assistant, not choosing a course or membership platform for a new offer, or thinking you need to wait until you have a new certification before raising your prices.ACTION STEP How does this show up for you? Feel free to pause this episode and free write on all of the ways fear or worry about how you’ll be perceived or rejected comes up in your business and when promoting it.Exploring the Psychology Behind Overthinking —So, if it’s not helpful, why do we do it? First let me put up a quick disclaimer that I’m not a therapist, and that this section is meant to be more of about general psychology and my observations with myself, colleagues, biz besties, clients, and in my community. It’s not meant to diagnose and some of this may be helpful to process with a trained professional.I want to address the systemic and cultural factors right out of the gate, because a lot of this can feel like blaming the individual for a toxic culture we have all internalized. I’m not trying to shame you because that doesn’t actually fix anything or help us feel empowered to move forward.Culturally and in the online entrepreneur space, there are so many factors that add to a cycle of overthinking. One of the people in my community, Bre Hamilton, is a religious trauma recovery coach and has stated that there is a dread in those of us who have had religion in our childhoods that our decisions would have eternal consequences and even when you deconstruct, some of those lingering issues can be there.Even without the religious undertones, you see it culturally as well. As a millennial I was told the only way I can be happy as an adult is follow a specific set of instructions: go to college, get married, have children, make enough money to go on vacation, etc.Culturally, we’re told that it’s all or nothing— you’re either successful right away, or any sign of failure shows you’re not cut out for this and it’s YOU who needs to change to fit the mold.Online entrepreneurs also face a similar type of capitalist programming: coaches and marketers are telling you you MUST do reels to get clients, or build a YouTube channel, or use AI to clone you, or steal my system, or the exact steps to a six-figure launch. What this implies to our subconscious is there’s a one right way to being successful and that it is up to US to discern it. Which means, when capacity is at a minimum and we still have to pay our bills, most of our creative & mental energy goes to making the exact right decision and have it all figured out.Given these circumstances, it really is no wonder that we OVERthink and UNDER implement.On a more personal note, there’s imposter syndrome, self-doubt, and a fear of rejection. There’s a question of “Who am *I* to say this?” or “What if I spent all of this time and no one even looks at it?” With an offer we’ve built that may take us hours of recording or designing, this is a serious blow for us low-capacity folks who could have used that time and energy differently.When I post on social media, I can’t really win: I feel dejected when no one views a reel I spent a lot of time on, but also, then when something blows up I hate being perceived or worry that my content will be taken differently than I meant it.A good resource for any person who creates is the book “The War of Art” by Stephen Pressfield which expands on the concept of Resistance, which is interconnected with overthinking and holding ourselves back from what we want to accomplish.To reiterate, there’s nothing wrong with you if you’re in this cycle or struggle with overthinking and not taking concrete actions.I’m recording this in April 2026, and I’ve recently did my quarterly planning. Maybe later I’ll break down the process, but when I transition from reviewing the previous quarter and I plan the new, I decide on a theme.It’s a statement meant to help focus my energy and attention, so even when I get ill or have a flare and inevitably I have to change my plans. I have a theme that brings me back and gives me that balance of structure and flexibility we’ve talked about last episode. It’s usually a short statement. Fittingly for this, my current one means “Momentum means imperfect action.”ACTION STEPSo my action step here is, no matter where in the quarter or year you are when you listen to this, that you choose a theme for this series or for your current stage of your creative business. You can pick one similar to mine, or remind yourself how what you to share is fortifying and inspiring to the people you’re meant to serve. A current subtheme of mine is “Finish what you started.” You can make it longer like an affirmation if you like, but I find it’s best have it displayed in places you know you’ll see it — my calendar, project management system, above my computer monitor, stuff like that.SHARED ACCOUNTABILITYFeel free to share your theme in the dedicated channel in the Storyspark Lounge Discord communityLinks Mentioned ::Storyspark Connection - https://www.maxwildestories.com/storyspark-connection/ Bre Hamilton Soulful You — https://www.soulfulyou.space/The War of Art - https://bookshop.org/p/books/the-war-of-art-break-through-the-blocks-and-win-your-inner-creative-battles-steven-pressfield/0a9974970e9bb833?ean=9781936891023&next=tJoin the Storyspark Lounge discord community — https://www.maxwildestories.com/community





