ADHD-ish
ADHD-ish is THE podcast for business owners who are driven and distracted, whether you have an “official” ADHD diagnosis or not. If you identify as an entrepreneur, small business owner, independent professional, or creative, and you color outside the lines and think outside the box, this podcast is for you. People with ADHD traits are far more likely to start a business because we love novelty and autonomy. But running a business can be lonely and exhausting. Having so many brilliant ideas means dozens of projects you’ve started and offers you’ve brainstormed, but few you’ve actually launched. Choosing what to say "yes" to and what to "catch and release" is even harder. This is exactly why I created ADHD-ish. Each episode offers practical strategies, personal stories, and expert insights to help you harness your active mind and turn potential distractions into business success. From productivity tools to mindset shifts, you’ll learn how to do business your way by embracing your neurodivergent edge and turning your passion and purpose into profit. If we haven't met, I'm your host, Diann Wingert, a psychotherapist-turned-business coach and serial business owner, who struggled for years with cookie-cutter advice meant for “normies” and superficial ADHD hacks that didn’t go the distance. In ADHD-ish, I’m sharing the best of what I’ve learned from running my businesses and working with coaching clients who are like-minded and like-brained. Note: ADHD-ish does have an explicit rating, not because of an abundance of “F-bombs” but because I embrace creative self-expression for my guests and myself. So, grab those headphones if you have littles around, and don’t forget to hit Follow/Subscribe so you don’t miss a single episode.
Episodes
For this last episode of ADHD-ish during ADHD Awareness Month, host Diann Wingert welcomes Alan P. Brown, acclaimed ADHD coach and creator of the ADD Crusher program, for a candid and practical conversation about the everyday habits that make ADHD more challenging.
Focusing on making ADHD easier to manage (and avoiding the traps we so often fall into), Diann and Alan break down what really sabotages our brains and share ...
For years, conventional business advice encouraged solopreneurs—especially coaches and consultants—to create an “offer suite”: a series of programs at different price points to capture and serve more clients.
At first glance, more offers seem to promise more income and greater accessibility. But each new program isn’t just something else to sell—it’s a whole new decision tree to keep track of, pitch, deliver, and market....
Welcome to another episode of ADHD-ish! In this thought-provoking conversation, host Diann Wingert is joined by neurodivergent leadership coach Ron Sosa for an in-depth conversation on neurodiversity, intersectionality, and authenticity.
Together, they explore the complex ways our overlapping identities, including neurodivergence, sexuality, race, and disability, shape how we experience the world and present ourselves to other...
There’s never been more buzz about ADHD and entrepreneurship. Awareness is growing, and that’s a victory worth celebrating.
More business owners are recognizing that an ADHD brain brings both game-changing opportunities and unique challenges—ones that generic business advice just can't touch.
But where there is growth, there is also noise, and the ADHD business coaching scene is becoming a bit of a “Wild, Wild West.”
No licensing bo...
Today’s guest, CherylAnn Crego, joins me on the ADHD-ish podcast for a Client Success Story episode. She first heard me speak on a webinar for ADDitude Magazine called “How to Build a Business That Works With Your ADHD Brain” and decided to reach out a short time later. In this episode, CherylAnn and I share the outcomes from our six-month coaching engagement.
Here are three key lessons from CherylAnn’s story for a...
Ever feel like your workweeks slide into chaos, no matter how many productivity hacks you try? If you have ADHD—or just a brain that refuses to follow “traditional” time management—you’re not alone.
This week on ADHD-ish, Diann Wingert breaks down the problem of context switching for ADHD entrepreneurs and introduces the concept of “focus days” with three different models to choose from.
Get ready to discover practical, customizabl...
Welcome back to ADHD-ish! In this episode, host Diann Wingert sits down with Dr. Gilly Kahn, author of the recently published Allow Me to Interrupt: A Psychologist Reveals the Emotional Truth Behind Women’s ADHD. Together, Gilly and Diann tackle often overlooked elements of ADHD, like emotional dysregulation and rejection sensitivity, shining a light on the daily realities that many women face but rarely see reflected in main...
Ever had a discovery call or free consultation that felt so right — only to be met with complete and utter silence afterward? No reply. No “thanks, but no thanks.” Just… crickets. And if your ADHD brain is anything like mine, that silence turns the situation into a 3D crime scene you just have to solve.
ABOUT THE HOST
Diann Wingert (she/her) is a former psychotherapist turned ADHD entrepreneur coach and business strategist, as well a...
In July 2020, I wrote a blog post titled “I Want to Clone Myself” and I’ve fantasized about cloning as the solution to growing my business many times since then. I bet you have too. Being an entrepreneur means wearing many hats, especially in the early years, and most of those hats are unflattering and don’t fit well.
Enter serial entrepreneur and fellow ADHD-er, Will Christensen, who has been called “The Tony Stark of S...
You know that wild rush when a new idea lands in your lap and suddenly you’re reinventing your entire business model? You’re not self-sabotaging - that’s your ADHD doing exactly what it’s supposed to do—chasing novelty and that sweet dopamine hit.
In this episode, I expose the pattern of idea infatuation, break down what I call “The Soulmate Phenomenon” for solopreneurs with ADHD, and hand you a set of scrappy, real-worl...
What happens when two accomplished psychotherapists discover, well into adulthood, that they have ADHD?
In this thought-provoking episode, host Diann Wingert welcomes Lisa Lackey, a licensed therapist, coach, speaker, and community builder, to candidly explore their parallel journeys of late diagnosis, high achievement, and the transformative power of midlife self-discovery.
Together, they unpack what it means to awaken to neurodive...
If you've ever felt overwhelmed, boxed in, or just plain bored by traditional business plans as a small business owner with ADHD, this episode is for you!
Host Diann Wingert is here to reimagine business planning in a way that's actually ADHD-friendly—lean, flexible, visual, and, most importantly, useful.
Whether you’re new to entrepreneurship or tired of winging it and hitting hidden roadblocks, Diann guides you through...
Ever felt like your business is just as “ADHD-ish” as you are? This week on the ADHD-ish Podcast, I dove into an eye-opening conversation with Diane Mayor about how ADHD traits show up in our business, for better or worse.
Diane Mayor is a business-model strategist who deeply understands that revenue is a dopamine number, but profit is a reality number and that you can’t scale what you can’t see. Diane has the kind...
It’s 2 AM, and you’re lying in bed, reliving every word of an email you sent hours earlier, your mind spinning worst-case scenarios that could ruin your business.
If this sounds familiar, you’re not alone—especially if you have ADHD. Entrepreneurial life magnifies our emotional intensity, for better and for worse, and in this episode, I’m getting real about a topic most business circles avoid: the double-edged sword of emotional in...
In this episode, I sit down with Mikey Schumacher, the 29-year-old creative entrepreneur behind “but cute”—a start-up brand of plush toys designed to celebrate mental health and celebrate our imperfections.
In this episode, Mikey & I discuss his entrepreneurial journey, the healing power of community, and how comfort objects can open up much-needed conversations around anxiety, ADHD, and more.
I came across Mikey & but cute ...
If you’re a solopreneur, consultant, creative, or independent professional, you know there’s more to running a business than hustling between deadlines and client meetings. The real challenge? Moving reliably and efficiently between your various roles, priorities, and ideas, especially if you relate to the “ADHD-ish” brain.
In this final episode of the three-part Momentum Series, the focus is on the overlooked but critical ski...
Welcome back to ADHD-ish! I’m your host, Diann Wingert, and today we’re diving into the “Stopping Smart” episode—a must-listen for any ADHD entrepreneur who’s ever struggled with getting projects across the finish line.
If you’ve ever found yourself in the dreaded “improvement vortex”—tweaking, reworking, and researching just a little bit more instead of actually finishing, publishing or launching—this episode is for you.
We’ll...
Welcome to ADHD-ish, the podcast for ambitious entrepreneurs whose brains work a little differently.
I’m your host, Diann Wingert, and today we’re kicking off “The Momentum Series,” a deep-dive into what I like to call the “unholy trinity” of ADHD business struggles: starting, stopping, and switching gears.
Ever find yourself stuck in a never-ending planning phase, or maybe leaping headfirst into a project before you’re actually rea...
Welcome back to ADHD-ish! In today's episode, I sit down with my friend, author, writer, and ADHD coach, Dave Greenwood, for another honest, thought-provoking conversation—this time exploring the powerful lessons of The Courage to Be Disliked, a book rooted in the teachings of 19th-century psychotherapist Alfred Adler. While not specifically an ADHD book, Dave shares how this book packs a punch of wisdom, challenging beliefs around...
Do you ever feel like you’re walking around with your emotional skin turned inside out whenever you spot unfairness? This week’s podcast episode is for you!
I’m Diann Wingert, your neurodivergent navigator, and in this episode, we are unpacking the lesser-known ADHD traits of justice sensitivity—what it really is, why it matters, and how it could become your business’s hidden strength instead of a recipe for burnout.
Her...
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