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ADHD-ish™

Diann Wingert | ADHD Business Strategist & Coach

Running a business with ADHD isn't hard because you're distracted. It's hard because most business advice wasn't built for your brain.

Many entrepreneurs with ADHD try to solve business challenges with more productivity hacks, stricter routines, or systems they can never quite sustain. Others keep chasing new ideas, opportunities, and strategies, hoping the next one will finally make everything click.

The result? More cognitive load, more unfinished projects, more decision fatigue, and often more burnout.

ADHD-ish™ is the podcast about ADHD business strategy for business owners with ADHD who want to grow a successful company without forcing themselves to think, work, or lead like everyone else.

Each episode explores the real-world challenges of running a business with ADHD, including ADHD business growth, delegation and accountability, decision-making, executive function in business, burnout prevention, leadership, and building business systems that actually work for your brain. You'll hear practical strategies, honest conversations, personal stories, and expert insights designed to help you make better decisions, follow through on what matters most, and create sustainable success.

I'm Diann Wingert. As a business coach, former psychotherapist, serial entrepreneur, and the creator of ADHD-ish™, I've spent years helping entrepreneurs and business owners with ADHD stop fighting their brains and start building businesses that work with them.

Whether you're an ADHD entrepreneur, an ADHD small business owner, or a founder trying to scale a business while managing the realities of ADHD, this show will help you lead more effectively, grow more intentionally, and build a business that's designed for the way you think.

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  • 23 episodes
  • weekly
  • Avg 37 min
  • English

Episodes 23

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  • #310
    April 14 · 39 min

    How Celebrating Tiny Wins with ADHD Boosts Motivation & Beats Burnout, with Risa Williams

    Too often, those of us with ADHD (and, honestly, just about anyone striving for success) fall into the “check the box and move on” mentality, downplaying our achievements and racing toward the next goal. Sound familiar? In this episode, host Diann Wingert and returning guest Risa Williams, LMFT, challenge listeners to radically rethink what counts as a win. What if making a sandwich, sending a tough email, or—even better—taking a moment for self-care, can be celebrated as much as those big, flashy milestones? If you’ve ever felt like your wins don’t "count," or you’re stuck on the productivity treadmill, this episode is your sign to embrace a kinder, more sustainable approach. 3 key takeaways from our conversation: Redefine Productivity: Success isn’t just about big goals—it’s about acknowledging every step, even the small ones. Practicing this daily fosters confidence and decreases imposter syndrome and chronic dissatisfaction. Combat Dismissiveness: Many of us grew up being dismissed or dismissing ourselves. Start catching that dismissive inner voice. Replace it with gentle validation—give yourself credit the way you’d celebrate a friend’s progress. Track and Celebrate Progress: Write down 3–5 tiny accomplishments every day. Over time, this simple act retrains your brain to notice and remember your efforts, fueling motivation and staving off burnout. Mic Drop Moment: Many high achievers with ADHD also battle imposter syndrome. Why? Because they literally cannot remember the many incremental steps it took to get results. If you don’t witness your own progress, you can’t internalize your success. The result: even evidence-based accomplishments don’t “count,” fueling the endless treadmill of “not good enough.” About Risa Williams, LMFT Risa Williams is a licensed therapist, a time management expert, and an award-winning book author of six self-help books. She's also the host of The Motivation Mindset Podcast (Apple, Spotify). Risa has been featured as an expert in Forbes Magazine, Wondermind, Wired, Bustle, Psychology Today, and Business Insider. She's also a busy mom of two and a university professor. Connect with Risa: Website - Instagram - Motivation Mindset Podcast Ready to put it into practice? Ultimately, reframing tiny wins is an act of reclaiming joy and validation from a world conditioned to withhold or diminish them. The results are worth it—greater momentum, resilience, and happiness. So, what tiny win will you celebrate today? Risa Williams’ Tiny Wins Journal - Tiny Wins digital mini-course Rick Hanson’s Book Buddha’s Brain If You Take Just One Step The act of writing down tiny wins and then reviewing them is what rewires the narrative in your brain. Do it out of skepticism, if that works. Gamify it, make it defiant, or treat it as an experiment. And because we know accountability makes it real, DM me on LinkedIn, email me, or leave a voice message on my website. Your ADHD-ish host, Diann Wingert Diann Wingert has decades of experience as a psychotherapist and serial business owner, and is now a sought-after coach to entrepreneurs with ADHD traits. Her style is direct, strategic, and always honest—peppered with the insight of someone who lives and breathes the ADHD experience. Sharing is Caring Know a fellow business owner who is on the productivity dreadmill, always moving on to the next project without celebrating their success? They might need this wake-up call, too, so be a pal and share the episode. Here is a link to make it easy. © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.

    • Transcript
  • #309
    April 7 · 25 min

    Stimulant Medication for Entrepreneurs with ADHD: What Difference Does it Make?

    You’ve probably heard that medications like Ritalin, Adderall, or Vyvanse simply "fix" your attention. But what if I told you that most of what you think you know about how these meds work is actually wrong—or at least seriously incomplete? Understanding why neurodiversity is good for business starts with accurate information about how our brains actually function—including the real science behind ADHD medication. In this episode, we’ll unpack new, game-changing scientific research that reveals what stimulants are truly doing in your brain. Spoiler: they’re not just fixing your attention networks. We’ll explore how these meds boost arousal and make boring business tasks feel more worth doing, why sleep is a critical performance variable, and what all of this means for structuring your workflows and managing your expectations as a business owner with ADHD. Whether you’re taking medication, considering it, or just plain curious, this episode will help you understand the real role of stimulants in your entrepreneurial journey—and give you practical strategies to work with your brain. For years, we’ve been told stimulants “fix” our faulty attention networks. But new research out of Washington University just flipped that script—and it has huge implications for how we work, rest, and structure our businesses. This research on the attention mechanism in neural networks reveals that ADHD medication works differently than we thought. 3 Key Takeaways: Stimulants = Wakefulness + Salience boost: They don’t “fix” your attention span—they make your brain more awake (like a great night’s sleep) and make boring tasks feel more worth doing. Sleep is a performance variable, not optional: Meds can mask sleep deprivation, but can’t fix it. If you’re hitting a wall by afternoon, it’s likely a sleep issue, not a “bad brain” or “bad med” issue. Build your business around your real needs: Use your medicated hours for tedious-but-critical tasks, create systems that connect daily actions to meaningful outcomes, and get super-specific in conversations about what “isn’t working”—the answer isn’t always a higher dose. Resources Mentioned in the Episode: Study in Cell Magazine About the Host, Diann Wingert: Diann Wingert is the creator and host of ADHDish, a podcast that explores the realities of living with ADHD, especially for entrepreneurs and business owners. Rather than prescribing solutions, she empowers listeners to make informed choices, providing clear, actionable information in an approachable, no-nonsense style that makes her a trusted voice for those navigating ADHD in the workplace and beyond. Sharing is Caring Know a fellow business owner who thinks their ADHD medication fixes their attention or claims they need a higher dose because it stopped working? They might need this wake-up call, too, so be a pal and share the episode. Here is a link to make it easy. Want one-on-one support? Ready to create the strategies that reduce the friction and fatigue of running a business with ADHD? Click here to book a free consultation. It’s the first step to transforming what you’re building intentionally through expert ADHD entrepreneur coaching. © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.

    • Transcript
  • #308
    March 31 · 42 min

    ADHD & The Lifetime Legacy of Bullying with Brooke Schnittman

    In this vulnerable and eye-opening conversation, ADHD-ish host Diann Wingert sits down with fellow ADHD coach, Brooke Schnittman, to explore the lasting impact of bullying for those of us with ADHD, drawing from her own lived experience and groundbreaking research. One of the most surprising insights? While bullying trends downward in the general population as we age, it barely drops for those with ADHD, showing up in new and often subtle forms throughout adulthood. What starts as name-calling and exclusion on the playground can morph into chronic criticism, micromanagement, gaslighting, and professional exclusion in adulthood. This constant “othering” can erode confidence and reinforce masking, people-pleasing, and overachievement as survival strategies. Here are 4 key takeaways for anyone navigating ADHD (or supporting neurodivergent folks): What makes it bullying? Repetitive pattern - Power imbalance - Harm Bullying rarely ends with childhood: For adults with ADHD, bullying simply morphs. Physical teasing and exclusion may become workplace micromanagement, social exclusion, and subtle undermining. The harm goes beyond “hurt feelings.” Chronic criticism and exclusion keep the brain’s stress system on high alert, triggering anxiety, imposter syndrome, burnout, and even making executive dysfunction worse. Self-acceptance + community are critical. When we name bullying for what it is and seek out supportive communities, we can start to untangle shame and build resilience. As Brooke notes: “We were never too much. We were exactly who we were meant to be, just waiting for a world that could understand us.” About Brooke Schnittman, MA, PCC, BCC: Brooke Schnittman is an ADHD coach, educator, and advocate for adults with ADHD. With years of working directly with individuals and families, she noticed an alarming pattern: bullying is not only common in the lives of people with ADHD but is also a neglected topic in ADHD research and support. Brooke’s recent pioneering survey on adult ADHD and bullying—the first of its kind—has started an essential conversation about the legacy of bullying, how it changes form over time, and how those affected can heal and thrive Connect with Brooke: Website: https://www.coachingwithbrooke.com/ LinkedIn: https://www.linkedin.com/in/coachingwithbrooke/ Free e-book:https://www.coachingwithbrooke.com/ebook Participate in the survey on ADHD & bullying: https://bit.ly/4stMllM Mentioned during this interview: Ned Hallowell, MD William Dodson, MD Take action: Participate in Brooke’s survey on ADHD & Bullying: https://bit.ly/4stMllM Your ADHD-ish host, Diann Wingert Diann Wingert brings decades of experience as a psychotherapist and serial business owner, and is now a sought-after coach to entrepreneurs with ADHD traits. Her style is direct, strategic, and always honest—peppered with the insight of someone who lives and breathes the neurodivergent experience. If conversations like this one are one of the reasons you keep coming back to ADHD-ish, the best way to let me know is to leave a review on Apple or Spotify. Here’s the link to make it happen. © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.

    • Transcript
Showing 21–23 of 23 episodes