ADHD entrepreneurs face more than just the challenge of starting or finishing tasks—the real energy drain lies in switching between them. In this episode of the ADHD-ish Podcast, Diann Wingert explores the hidden productivity cost of task switching and how it wreaks havoc on momentum, focus, and mental energy. Through relatable stories and practical solutions, she introduces the Transition Bridge System, a method designed to help you move between tasks with more ease and intention. By using simple but powerful tools like breadcrumbs and transition rituals, ADHD minds can finally protect their flow, reduce overwhelm, and rebuild confidence in their workday. If you’ve ever ended your day feeling drained—but unsure why—this is your call to stop context chaos and start shifting smoothly.

2 AM spirals, emotional whiplash, and the ADHD brain—this episode unpacks how emotional intensity shapes entrepreneurial life, and why it’s more than just “sensitivity” when you’re wired differently. Hit play and hear why this conversation matters for every ADHD entrepreneur.

ADHD entrepreneurs know how to start things with passion and intensity—but finishing them? That’s another story. If you find yourself trapped in endless tweaks, consumed by research, or held back by fear of judgment, you might be stuck in what Diann Wingert calls the "Stopping Problem." In this episode of the ADHD-ish Podcast, Diann unpacks the perfectionism, hyperfocus, and rejection sensitivity that keep brilliant ideas stuck at 85% done. You’ll meet three archetypes—Lenor the Tweaker, David the Protector, and Marta the Researcher—and learn how to break free using the “Completion Compass.” It’s time to redefine “done,” embrace real-world feedback, and start finishing what matters. Because done is not just better—it’s better for you.

Mikey Schumacher, founder of “but cute,” shares how plush toys, mental health, and community collide in his mission-driven brand. We talk healing, ADHD, anxiety—and building a business that truly matters.

If you’re an ADHD entrepreneur stuck in either over-researching or reckless launching, you’re not lazy or broken—you’re caught in the ADHD starting paradox. In this episode of the ADHD-ish Podcast, Diann Wingert introduces the “Messy Start Method,” a refreshingly doable approach to beat analysis paralysis, manage performance anxiety, and build momentum with less burnout. Tune in to learn how 2% effort and 20% planning can help you stop spinning your wheels and finally move forward.

Learn how to shift gears smoothly—between roles, tasks, and priorities—without losing momentum. This final Momentum Series episode shares real strategies to reduce friction and protect your energy as an ADHD-ish solopreneur.

In this deeply resonant episode of the ADHD-ish Podcast, Diann Wingert and guest Dave Greenwood unpack the liberating ideas behind The Courage to Be Disliked—and why its roots in Adlerian psychology are so powerful for ADHDers struggling with rejection sensitivity, burnout, and self-doubt. From radical self-acceptance to learning how to separate your responsibilities from others’ reactions, this episode is a must-listen for anyone ready to stop people-pleasing and start building real confidence, on their terms.

Tired of tweaking instead of launching? In this ADHD-ish episode, Diann Wingert reveals why “good enough” is more than enough—and how to actually finish what you start using her Completion Compass.

In this compelling episode of the ADHD-ish Podcast, Diann Wingert dives into justice sensitivity—a trait many ADHD entrepreneurs carry quietly and intensely. Learn how to turn your fierce sense of fairness into a values-driven brand, connect with aligned clients, and avoid the emotional burnout that comes with caring a lot. With Diann’s 3-part framework, you’ll discover how to channel your passion without draining your power—and why neurodiverse businesses that give a damn are exactly what the world needs.

Struggle to start, stop, or switch in your biz? You’re not broken—just ADHD-ish. In this kickoff to The Momentum Series, learn how to ditch perfection, embrace messy starts, and finally get moving with strategies that actually stick.

In this inspiring ADHD-ish Podcast episode, Diann Wingert and brand strategist Jess Malli Mercier explore how creative entrepreneurs can redefine productivity, embrace rhythm over rigidity, and use collaboration as a tool for transformation. They discuss why an ADHD diagnosis is optional, but self-understanding is essential—and how building a brand (and business) that reflects your truest self leads to real work-life harmony. Whether you’re sprinting through inspiration or slowing down for self-care, there’s a better way to create, heal, and thrive.

Struggling with people-pleasing and rejection sensitivity? Unpack lessons from The Courage to Be Disliked for the neurodivergent mind. Find freedom in self-acceptance, better relationships, and living authentically. Listen now!

In this episode of the ADHD-ish Podcast, Diann Wingert breaks down how cognitive biases—like optimism bias, fundamental attribution error, and the sunk cost fallacy—shape the way ADHD entrepreneurs make decisions. With insights from Vicky Tan’s Ask This Book a Question, Diann offers a practical framework to spot these sneaky patterns, rethink your choices, and build a business that’s both bold and intentional. If your big ideas often outpace your outcomes, this episode will help you pause, pivot, and reframe with clarity.

Struggling with an intense reaction to unfairness? It might be justice sensitivity, an ADHD trait. Learn how to turn this from a source of burnout into your business's greatest hidden strength.

In this episode of the ADHD-ish Podcast, Diann Wingert and guest Meredith Carder get real about the double-edged sword of ambition for ADHD entrepreneurs. From chasing big ideas to hitting burnout, they unpack the unique highs and lows of building a business with a neurodivergent brain. Together, they explore how radical self-acceptance, idea vetting, and honoring your life’s seasons can help you redefine success—on your terms. If you’ve ever felt overwhelmed by your own potential, this episode is your permission slip to pause, pivot, and protect your energy.

Tired of starting, but never finishing as a multi-passionate creative? This episode with Jess Malli Mercier dives into real-life balance and building a business that suits your brain. It's a raw and real conversation you won't want to miss! 

This episode of the ADHD-ish Podcast dives deep into what it really means to stop masking and start embracing your ADHD—especially as a female entrepreneur. Through the powerful metaphor of Wicked's Elphaba, we explore the stages of trying to “fix” and “fit in” before finally breaking free and building a business that honors your neurodivergent brain. If you’ve ever felt like success demands pretending to be someone else, this conversation will remind you: you were never meant to blend in—you were meant to fly.

Entrepreneurship with ADHD? This episode explores cognitive biases, mind traps, and thought loops that impact decision-making, focus, and leadership for ADHD entrepreneurs. Learn tools to reframe thinking and grow your business.

In this powerful episode of the ADHD-ish Podcast, I sit down with psychiatrist and entrepreneurship researcher Dr. Michael Freeman to unpack how ADHD traits—often seen as deficits—can actually be superpowers in business. From crisis-thinking to creative resilience, we explore how neurodiverse entrepreneurs (especially women) thrive in fast-paced, high-stakes environments. If you’ve ever wondered whether your brain is wired for success on your own terms, this is a must-listen.

ADHD entrepreneurs: Is your drive leading to stress instead of satisfaction? Two ADHD coaches reveal how to align ambition with your true capacity. Manage endless ideas, build resilience, and find self-compassion for sustainable success. Tune in for this inspiring and vulnerable conversation.