ADHD-ish guest Dr. Gilly Kahn joins Diann Wingert to uncover women’s hidden struggles—emotional dysregulation, rejection sensitivity, and late ADHD diagnoses. Expect raw stories, clinical insights, and humor that validate your quirks while offering hope and practical strategies.

For ADHD entrepreneurs, every new business idea can feel like “the one,” igniting a rush of passion and possibility. Fueled by dopamine, this cycle of attraction, infatuation, honeymoon, and reality often leads to shiny object syndrome—abandoning projects once the excitement fades. But this isn’t a flaw; it’s how ADHD brains are wired. The key is learning when to channel that creative burst into meaningful progress and when to commit for the long haul. By “dating” your ideas, testing them as side projects, and integrating them into your existing work, you can capture the thrill of novelty while building sustainable, long-term success.

Ever had a discovery call that felt perfect—then … silence? No reply, no closure. Let’s talk about ghosting, ADHD spirals, and what really happens when our brains demand answers that never come.

High-achieving women are often missed when it comes to ADHD diagnosis, only discovering it in adulthood or midlife when the weight of hidden struggles becomes undeniable. Therapists Diann Wingert and Lisa Lackey share their personal journeys of realizing they had ADHD after years of helping others, revealing how intelligence and adaptability can mask symptoms for decades. Their stories highlight how menopause and midlife often intensify ADHD challenges but also open the door to what Lisa calls the “second knowing”—a return to self, authenticity, and purpose.

This awakening is not just about diagnosis; it’s about transformation. By shedding perfectionism, embracing self-acceptance, and building community, women are redefining success on their own terms. As Lisa says, “You’re not unraveling or falling apart, you’re actually coming together.”

Entrepreneurship demands many hats. Join me and Will Christiansen, “The Tony Stark of Software,” as we explore how AI, automation, and top-tier talent streamline growth, solve clunky systems, and fuel sustainable business scaling.

For many entrepreneurs with ADHD, the word “business plan” brings up memories of 40-page documents, rigid structures, and endless details that feel more like homework than help. But building a business plan doesn’t have to be exhausting or overwhelming. In this episode of ADHD-ish, Diann Wingert introduces the Minimalist ADHD Business Plan, a flexible four-step framework designed to align with the way ADHD brains naturally work. Instead of long-term forecasting and jargon, this approach emphasizes clarity, focus, and sustainability, helping you move forward without burning out.

The plan rests on four simple pillars: your North Star (your guiding “why”), a Revenue Reality Check (understanding the numbers that actually matter), your Zone of Genius (focusing on strengths while minimizing energy drains), and your Next Three Moves (actionable steps that keep momentum going without overwhelming you). By making your plan visual, flexible, and imperfect, you create a living tool that supports your creativity while giving you enough structure to stay on track.

Diann also emphasizes the importance of working with your brain instead of against it: short planning sprints, visual dashboards, and regular reviews make the process doable and even energizing. This is planning reimagined—not about controlling your every move, but about creating a compass to guide your decisions. For ADHD entrepreneurs, this means less burnout, more intentional growth, and the confidence that comes from knowing you’re moving toward your goals with clarity.

ADHD solopreneurs: Do you fall in love with each new idea? This episode unpacks the “Soulmate Phenomenon” and shares scrappy tools to separate idea keepers from fleeting flings.

Running a business with ADHD can feel like a rollercoaster—thrilling highs, sudden pivots, and moments of burnout that leave you scrambling to catch up. In this ADHD-ish Podcast episode, Diann Wingert and guest Diane Mayor dive deep into how neurodivergent traits show up in business models, from dopamine-driven decision-making to executive dysfunction and open loops. Together, they unpack why traditional business advice often fails ADHD entrepreneurs and share practical tools like idea parking lots, structured flexibility, and “sandbox time” to balance creativity with consistency. More than a conversation about impulsivity, this episode offers a roadmap to build ADHD-friendly systems that fuel growth while honoring your unique brain. If you’ve ever felt like your business was built with duct tape and dopamine, this is your reminder that resilience, adaptability, and grit are your superpowers.

Late ADHD diagnosis meets decades of “success” in this revealing midlife conversation on identity, mental health, and self-acceptance. Listen in and see what happens when striving gives way to true fulfillment.

Entrepreneurs with ADHD often walk a fine line between passion that propels their business forward and emotional dysregulation that can derail it. In this insightful piece, Diann Wingert explores how understanding the difference—and building the right emotional scaffolding—can turn intensity into a competitive advantage. From recognizing early warning signs to creating structures that protect your decision-making, she offers actionable strategies for thriving in business without sacrificing mental well-being. By embracing neurodiversity and mastering emotional regulation, you can transform your most intense feelings into sustainable success drivers.

The ADHD-ish Podcast flips the script on rigid business plans with an approach that’s flexible, visual, and ADHD-friendly. If structure overwhelms you, this episode offers a way forward that finally makes sense.

In a world where perfection is often praised, entrepreneur Mikey Schumacher is building a brand that finds power in the opposite. As the creator of But Cute, Mikey designs plush toys that celebrate anxiety, quirks, and emotional complexity—transforming insecurities into symbols of connection. On the ADHD-ish Podcast, he shares how his own struggles with anxiety, failed ventures, and creative detours led him to create a community where vulnerability is the foundation, not the flaw. With designs like the Anxious Moon Bunny and the Grumpy Croissant Crab, Mikey's message is clear: small business ownership doesn’t have to be perfect to be impactful. His journey reminds us that embracing our flaws might just be the most effective strategy for growth, belonging, and sustainable success.

Is your business running on chaos, duct tape, and dopamine? Tune in as Diane Mayor shares how ADHD shows up in entrepreneurship—and what to fix before you scale. Systems, fun, and real talk await in this latest episode of the ADHD-ish Podcast.

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.