ADHD-ish

Updated: 30 Sep 2025 • 279 episodes
www.diannwingertcoaching.com

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.

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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 outc

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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 t

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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 rejec

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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

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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.

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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 w

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