ADHD-ish

In collaboration with other independent podcasters during the global Podcasthon charity event, ADHD-ish host Diann Wingert is opening up about the real costs women face when their ADHD goes undiagnosed for far too long—especially those running their own businesses. From emotional tolls and damage to self-worth, to identity crises and financial setbacks, Diann unpacks how the ADHD diagnostic criteria based on the behavior of young boys has resulted in several generations of females going undiagnosed, forcing them to struggle and overcompensate just to get by. This episode is a heartfelt exploration of what it means to finally get answers after decades of struggle, and the reckoning that follows. Diann shares her own journey from therapist to entrepreneur, the lessons she learned raising kids with ADHD, and the impact a late diagnosis had on her life and work. She also introduces listeners to the nonprofit “Find the ADHD Girls,” an organization dedicated to closing the diagnostic gap for girls everywhere, and invites you to make a difference. You can make a donation or simply share this episode to raise awareness. So grab your favorite drink and settle in, because this week’s episode is about honesty, hope, and shifting the narrative for women and girls who’ve always felt just a little out of step with the world. 3 key takeaways: Masking isn’t thriving.Delayed diagnosis has real professional costs.Early awareness changes lives. About the host Diann Wingert is a passionate advocate and expert on ADHD, rooted in her own delayed diagnosis, as well as two decades of experience as a licensed psychotherapist, serial business owner, and parent of several children with ADHD. For years, Diann—and many women like her—carried a persistent sense that “something’s wrong with me,” a quiet conviction fed by a lack of answers and the feeling that everyone else had life figured out. This experience led her to see the reality: women with ADHD were hiding in plain sight, while the world slowly learned to recognize their struggles. Now, as the host of the podcast ADHD-ish and an internationally recognized ADHD business coach, Diann welcomes a community of listeners searching for understanding and authenticity, promising strategic guidance and an honest exploration into what it means to live and run a business with ADHD Suggested Listener Action Steps: Donate to Find the ADHD Girls:Share the Episode:Visit the Podcasthon siteVisit the Find The ADHD Girls site © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.

Welcome to another episode of ADHD-ish! In today’s conversation, Diann Wingert, host and therapist-turned-business strategist, sits down with longtime ADHD coach and thought leader Jeff Copper to explore his groundbreaking new approach: “Cognitive Ergonomics from the Inside Out.” Together, they dive into the roots of executive function challenges, drawing on insights from Dr. Russell Barkley, and discuss why traditional ADHD advice doesn’t always translate to real-world results. Jeff Copper explains the concept of “cognitive illiteracy” and shares how his attention scope experiences can help make the invisible struggles of ADHD tangible. You’ll hear practical strategies—like the power of direct, oral conversations in problem-solving—and fresh perspectives on mindfulness for busy brains. Why You’ll Love It Whether you’re newly diagnosed, deep in your ADHD self-awareness journey, or have “tried all the things,” this episode invites you to see your challenges—and strengths—through a radically new, pragmatic lens. If you geek out on intellectual curiosity and want to see what’s “under the hood,” check out Jeff Cooper’s Cognitive Ergonomics resources (link below). What you’ll learn: notfeel Fun Fact from the Episode: If you’ve ever solved a problem just by voicing it to someone (or even sending a voice note!), you’re already practicing cognitive ergonomics. In fact, Jeff Copper says some folks can process and solve their own issues simply by “downloading” a problem out loud—even if nobody responds! About today’s guest, Jeff Copper Jeff Copper is a cognitive engineer, thought leader, and ADHD coach. He is the founder of DIG Coaching, Attention Talk Radio, and Attention Talk Video, and holds professional designations from ICF and PAAC and certifications from ADD Coach Academy and Coaches Training Institute. Jeff developed Cognitive Ergonomics From the Inside Out®, a radical departure from the current ADHD intervention paradigm. In recognition of his contributions, he received the ACO's 2022 Professional Excellence Award. Jeff continues to innovate in attention coaching, helping individuals understand and manage their ADHD challenges. Connect with Jeff: DIG Coaching Practice - Attention Talk Radio Podcast - LinkedIn - Email Cognitive Ergonomics From the Inside Out Your ADHD-ish host, Diann Wingert Diann Wingert brings decades of experience as a psychotherapist 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. Known for her candor and her refusal to compromise on what matters, Diann Wingert is a fierce advocate for self-acceptance and meaningful growth at the intersection of neurodivergence and entrepreneurship. Mentioned during this interview: Russell A Barkley, PhD - Dr. Charles Parker - The Four Tendencies - John Maxwell Now what? If this episode got you thinking in a new way about your ADHD, now would be a perfect time to leave that 5-star rating and review you keep meaning to leave. Here’s the link to make it happen. Thank you! And, if you are connected with Jeff Copper, or are going to start now, be sure to reach out and let him know your thoughts on cognitive ergonomics: jeff@digcoaching.com © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.

If you’re an entrepreneur or founder who feels like you have to work twice as hard just to keep your business from spiraling, you’re not alone—and your company’s chaos might not just be “part of the job.” Most founders don’t realize their business “vibe” is a mirror of their brain. ADHD traits like chasing dopamine, avoiding conflict, or struggling with structure aren’t just personality quirks– they ripple through your team, processes, and business operations. Whether you’re a founder, team lead, or anyone building something from scratch, this episode will deliver a clear framework to assess your current culture, recognize what’s working (and what’s not), and take the first practical steps toward building a company that truly fits and supports the neurodivergent way you do business. Organizational Psychologists Quinn & Cameron identified that 90% of companies worldwide fall into one of these four types of company cultures in their Competing Values Culture Model: Most founders with ADHD unintentionally create either: 3-Step Plan to Build Your Business Culture on Purpose 1. Honestly Assess Your Current Culture Ask tough questions—from “Who really solves problems here?” to “How many projects did we actually finish this quarter?” 2. Get Real About What’s Working… and What’s Not List out where your accidental culture is winning—and where it’s burning you or your team out. 3. Pick ONE High-Leverage Change Don’t try to overhaul it all. Make one intentional hire (like a project manager or COO) or put a single new process between your ideas and your team. Act, observe, and iterate. You get to choose your culture. The question isn’t if your ADHD is shaping your business, but how. About the Host, Diann Wingert: Drawing from her experience as a psychotherapist and serial business owner and her understanding of ADHD, Diann empowers founders to understand the default culture their ADHD brain creates, and shows them how to transform it into a purpose-driven environment that supports both their goals and the well-being of their team. Sharing is Caring Know a fellow ADHD founder who’s quietly fighting fires (or fighting themselves) every day? They might need this wake-up call, too, so be a pal and share the episode. Want one-on-one support? If you’re ready to intentionally design a company culture that works with your ADHD,

Joy isn’t a luxury, it’s a strategy: As ADHD-ish host, Diann Wingert, and today’s guest, Dr. Alexis Hope, agree—joy needs to be intentionally built into our routines and workspaces. Rather than waiting for motivation, seek and design pockets of joy to unlock creativity and productivity. Social connection is powerful dopamine: For Alexis Hope, sharing small wins, positive feedback, and a sense of community at Focus Space transforms even mundane tasks into meaningful, motivating experiences. According to the philosopher, Spinoza, joy has “sharp edges”: Joy isn’t about ignoring challenges or “just being happy.” As Alexis Hope shares, it’s about cultivating the capacity to act—and can coexist with struggle. Even during tough times, intentionally seeking joy helps us stay engaged and resilient. Whether you identify as neurodivergent or just want more purpose in your day-to-day, this conversation is a must-listen. Bring more joy into your work—your brain (and business) will thank you. You’ll discover: Get ready to shake off the “just be happy” platitudes and find out what it really takes to keep your momentum and your mood up—especially when the work gets hard. About Our Guest Alexis Hope, PhD, is a designer, musician, and organizer whose work focuses on creating playful experiences that help people find joy, self-compassion, and connection with others. She received her PhD at the MIT Media Lab in 2021. As a designer, she has worked on projects across a variety of domains, including cameras for deep-sea exploration, creative learning technologies for children, artistic tools for zero-gravity environments in orbit, low-cost ultrasound machines for prenatal care in areas with limited resources, and more. Alexis is co-founder and head of product at Focused Space, a technology company that provides the building blocks for a productive and fulfilling day, helping people cut through the noise and accomplish their goals through the power of “body doubling.” Alexis loves collecting, curating, and creating community, wherever her neurospicy curiosity takes her, and calls the beautiful city of Seattle home. Connect with Alexis Hope, PhD - https://www.linkedin.com/in/alexishopeg/ About the Host Diann Wingert brings decades of experience as a psychotherapist and 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. Known for her candor and her refusal to compromise on what matters, Diann Wingert is a fierce advocate for self-acceptance and meaningful growth at the intersection of neurodivergence and entrepreneurship. Mentioned during this interview: Spinoza’s philosophy on happiness vs joy:

If you have ADHD, you may find yourself constantly playing catch-up on commitments—forgetting promises made in a flurry of good intentions. Promises made in the car, at a networking lunch, in a Zoom chat, or even running into someone at Target, all exist in separate universes—voice memos, post-its, texts—but rarely make it into your actual task system. This isn’t just about a single “dropped ball.” It’s juggling 17 balls in six places with zero strategy—a hallmark of ADHD’s impact on executive function. And these follow-up fumbles aren’t just inconvenient; they can chip away at your credibility and your self-trust. Six Reasons Why ADHD Brains Fumble on Follow-Throughs Impulsive Generosity: Working Memory Deficits: As explained in Episode #299, Time Blindness: Context Fragmentation: Object Permanence Issues: The Shame Spiral: Fixing the Fumbles: The 3 Stage Follow-Through Filter Stage 1: Before You Promise—Hit Pause Stop defaulting to “Yes.” Try the 3-second rule: pause and ask yourself, “Can I do this in the next two minutes, or do I need a system?” If not, set a realistic timeline and use a pre-memorized script to acknowledge the request and buy yourself time (“Let me check my bandwidth and follow up by Friday”). This small delay protects you from impulsive overcommitment. Episode #297 is all about ADHD overcompensating, so check it out here. Stage 2: During—Context-Specific Capture Systems Don’t rely on a single capture tool. Customize your approach for the context: Driving/Traveling:Video Calls:In-Person Meetings:

Welcome to a milestone episode of ADHD-ish! In episode 300, host Diann Wingert invites listeners into a raw, unfiltered conversation about the realities of entrepreneurship with ADHD. Rather than a feel-good celebration, this episode delivers the hard truths that other neurodivergent entrepreneurs need to hear—no sugar-coating, no apologies, just authentic wisdom earned through real-world experience. If you’re ready for tangible insight (and a few uncomfortable truths), this is your episode. Here are the 3 Hard Truths Every Entrepreneur with ADHD Needs to Hear: Your self-doubt isn’t wisdom—it’s unaddressed trauma. That overthinking, need for certainty, and analysis paralysis? It’s not you being “strategic”—it’s the residue of years spent feeling “not enough.” The real challenge is rebuilding self-trust so you can act boldly, even if you’re terrified of being wrong. There’s no magic pill or “perfect” system. Stop believing the next planner, project management tool, or “ADHD-friendly” hack will make entrepreneurship comfortable. Success means tolerating discomfort, not shopping for something to eliminate it. ADHD is not your get-out-of-jail-free card. Acceptance isn’t hiding behind your diagnosis—it's doing the tough, creative work to adapt and grow. “I have ADHD, so I need to figure out how to do this differently” is where real progress begins. Zero F*cks Given: To “fulfilling my potential” (an ever-moving target designed to keep you feeling not enough). To being “too niched” (connection and impact mean more than pleasing the masses). to ADHD diagnosis gatekeeping (if this content helps and you see yourself here, you belong). What I WON’T apologize for: The bottom line? Consistency doesn’t come from trying to “fix” yourself—it comes from radical self-acceptance, messy action, and getting honest about what really stops you. If you’ve been waiting for the “right” moment, the perfect plan, or permission, the only way to get clarity is to take action. About the Host Diann Wingert brings decades of experience as a psychotherapist and 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. Known for her candor and her refusal to compromise on what matters, Diann Wingert is a fierce advocate for self-acceptance and meaningful growth at the intersection of neurodivergence and entrepreneurship. If this episode inspired or challenged you, Diann wants to hear about it! Links to several ways to let her know are right here: Leave a review and let Diann know what resonated, challenged, or inspired you. Send Diann an email, DM her on LInkedIn or

While everyone talks about ADHD and time blindness, ADHD-ish host Diann Wingert spotlights the real bottleneck: working memory. She unpacks what working memory is (and how it's not just short-term memory), why ADHD brains often struggle to keep pace in business, and why brain games probably won't fix the problem. But it’s not all doom and gloom—Diann shares honest strategies that actually work, from building reliable external systems to reducing cognitive load with templates, checklists, and automation. If you’re tired of forgetting your best ideas or fumbling through processes you’ve done a hundred times, this episode will empower you with practical tips to actually work. What You'll Learn in This Episode: Actionable Strategies to Outsmart Your Working Memory Build External Systems: Automate and Template: Optimize Your Cognitive Capacity: About the Host: Diann Wingert (she/her) is a seasoned coach, consultant, and the creator/host of ADHD-ish. Drawing from her many years of experience as a former psychotherapist, business owner, and someone who thinks "outside the box," Diann is known for her straight-talking, no-nonsense approach to the intersection of neurodiversity and...

Welcome back to ADHD-ish! In this episode, host Diann Wingert sits down once again with marketing strategist and copywriting expert Erin Ollila. This convo is all about pop-up offers—and how adding a dose of novelty can transform your business. Inspired by her own ADHD-driven creativity, Erin Ollila shares the thought process behind developing two unique, time-limited offers just before a major launch. What sets these pop-ups apart? They’re quick, strategic, easy to implement, and build on skills and systems Erin already uses in her daily work. Together, Diann and Erin unpack the benefits and pitfalls of pop-up offers, the importance of strategy, and why a well-designed “quick win” can boost both business and client satisfaction. You’ll hear how Erin’s ADHD-fueled ability to make rapid decisions, build connections, and see opportunity in white space on her calendar led her to a set of mini-offers that serve both her capacity and her clients’ need for immediate results. If you’ve ever felt stuck between launching new programs or just want to shake things up in your offer suite, this episode is gold. Here’s what you’ll learn from this episode: What the heck is a pop-up offer? Why pop-up offers are a dream for ADHD entrepreneurs The strategy behind a successful offer How to create quick wins for your clients (and for YOU!) andWhat to do when things don’t go as planned Fun Fact from the Episode: Erin Ollila revealed she planted 261 cloves of garlic the weekend she launched these pop-up offers. Talk about balancing business strategy with some seriously earthy grounding! About our Guest: Erin Ollila is a content strategist & conversion copywriter with 15+ years helping brands and publications connect through strategic content. She’s the founder of EO Copy Co., the host of the “Talk Copy to Me” podcast, and a fellow entrepreneur with ADHD. Connect with Erin: Website - LinkedIn - Instagram Was this episode THE ONE that is prompting you to leave a 5-Star rating and review? Do it! Here’s the link for Apple or Spotify: https://lovethepodcast.com/adhd-ish Already left your review and want to share a comment on Spotify? I’d love to hear from you and respond personally to every one! © 2025 ADHD-ish...

No one launches their own business in search of exhaustion. But for so many of us with ADHD-ish tendencies, overworking, over-delivering, and over-researching often become our default—especially when our own sense of “enough” is broken or never got calibrated in the first place. This episode goes deeper than productivity advice; it’s about safety, self-worth, and learning what sustainability truly requires. I share the real reason our inner “enoughness meter” is so hard to find—and how you can start recalibrating it for sustainability (not burnout). Sometimes, the pursuit of “above and beyond” is really about chasing safety, not satisfaction. What you’ll learn: 1. Why your “enoughness meter” is so damn hard to read. Diann Wingert explains how, for entrepreneurs with ADHD, it’s not about laziness or lacking motivation—a lot of us just genuinely can’t judge when a task is finished. 2. The two main tracks that shaped your patterns: Are you the “overachiever” always collecting gold stars, or the “compensator” trying to cover every base (and then some) out of fear of dropping the ball? Maybe both? You’ll discover your origin story—and why it matters. 3. The “Enough Already” Framework (it has five parts!). Get real, actionable tools—like calibration questions and the Enough Algorithm—to help you finally stop overdoing and start celebrating what’s truly “good enough.” 4. How to tell the difference between flow state and fear state. If you keep working because you’re energized, great! If you’re pushing through out of anxiety or fear, Diann Wingert shares how to spot the signs and what to do instead. 5. How to set micro-commitments and collect EVIDENCE that enough really is enough. Try out the practical scripts and journaling prompts, and learn to recalibrate that internal workload meter (it CAN be done!) Mic Drop Moment: "Enough isn't about lowering your standards. It's not about doing mediocre work, striving for the bare minimum, or simply not caring enough to do better. It is about directing your excellence strategically instead of indiscriminately." Try It With Me Pick your area. Make a micro commitment. Collect your evidence. And then—here’s my ask—email me and tell me what happened when you stopped at enough. I want to hear where you struggled, what surprised you, and how it felt when it finally got easier. We’ve run past the finish line for too long, measuring our value by exhaustion instead of impact. Now’s the time to recalibrate. And if you want the full road map, join me on ADHD-ish—I’m here every week, sharing the hard-earned lessons I’ve learned (sometimes the hard way), and cheering on every step you take towards “enough.” Ready to try? I’d love to hear your story. Email me at diann@diannwingertcoaching.com or DM me on LinkedIn About the Host: Diann Wingert (she/her) is a seasoned coach, consultant, and the creator/host of ADHD-ish. Drawing from her many years of experience as a former psychotherapist, business owner, and someone who thinks "outside the box," Diann is known for her straight-talking, no-nonsense approach to the intersection of neurodiversity and business ownership. © 2025 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.

Welcome to another episode of ADHD-ish! Today, host Diann Wingert is joined by psychologist and viral TikTok creator Dr. Dante for a raw, insightful look at the "Neurodivergent Edge"—how ADHD traits transform not just personal relationships but entrepreneurial success. In this conversation, Dr. Dante shares the story behind his celebrated term "neuro baddies," celebrating the honesty, intensity, and creativity that neurodivergent women bring to the table. Together, Diann & Dante explore why society’s negative perceptions of ADHD traits miss the mark, how trauma bonds form, and how rejection sensitivity and perfectionism can be reframed as superpowers in both love and business. You’ll hear candid stories, hard-hitting truths about justice sensitivity, and practical wisdom on breaking free from toxic relationships—plus, a message for neurodivergent women struggling with self-acceptance. If you’ve ever wondered how your different way of thinking can be your biggest asset, this episode will inspire you to name it, claim it, and embrace the title of“neuro baddie” proudly. What’s Inside This Episode? Here are 5 keys you’ll learn in today’s convo: The Origin of "Neurobaddies":Why Neurodivergent Women Make Amazing Partners:The Narcissist Trap:Entrepreneurial Superpowers:Healing Starts With Self-Trust: Guest Bio: Dante Assad Williams, PsyD (Dr Dante) is a Minneapolis-based psychologist, adjunct professor, entrepreneur, and social media influencer who highlights the unique strengths of neurodivergent women in relationships and in business. With lived experience as a neurodivergent (ADHD) man, and a viral TikTok following built on his unapologetic appreciation for "neuro baddies," Dr. Dante brings authenticity, deep understanding, and hope to every conversation about mental health, relationships, and business. His body of work is centered on neurodivergence, trauma, and holistic masculinity. Connect with Dr Dante: TikTok - Instagram - 5 Keys to Know if You’re a Neurobaddie Fun Fact from the Episode: Dr. Dante named “neurobaddies” on a whim in a 10-second TikTok video? He didn’t expect it to go viral—but now, it’s a movement with merch on the way! (Yes, T-shirts are coming!) Is it time to build more balance and sustainability into your business? I have two openings for one-on-one coaching engagements, starting this month. The first step is...

As we wrap up 2025, it seems like everywhere you look, it's all about reflection journals, vision boards, 90-day planners, and goal-setting frameworks. If you're feeling absolutely nothing (or, let's be real, maybe a little guilty it's not working for you), I’m right there with you. So, instead of one more system to make you feel “less than,” I’m serving something totally different—a simple, honest inventory. Just three lists: Energy, Money, Time. Here’s the breakdown: Energy Inventory Money Inventory should Time Inventory Subtraction is Strategy Every time I let go of what wasn’t working, the good stuff got even better. So maybe your “stop doing” list is more important than any “to-do” list. Eliminate the clients, offers, or systems that drain you, no matter how much they pay. Permission granted to not start that newsletter, podcast, or YouTube channel you’ve been “planning” for two years. Final step: Commit to ONE thing that’s already working and carry it forward. Whether it’s sticking to your creative window or leaning into your night owl energy, just one thing that fits your brain. For me, it’s this podcast. No pressure, no massive goals, no breakthroughs required. 2026 is happening no matter what. Go in knowing what energizes, pays, and fits your unique brain—and that’s your built-in advantage. Mic Drop Moment: “We're great at building these complex offers that we think people want. We spend months perfecting the positioning, creating the fancy framework, building out the whole fricking thing. And then we're genuinely shocked when that simple little thing we threw together in an afternoon is the one that actually makes more money.” About the Host: Diann Wingert (she/her) is a seasoned coach, consultant, and the creator/host of ADHD-ish. Drawing from her many years of experience as a former psychotherapist, business owner, and someone who thinks "outside the box," Diann is known for her straight-talking, no-nonsense approach to the intersection of neurodiversity and business ownership. Enjoyed the...

What This Episode Is About If your brain generates ideas faster than you can execute them, this conversation will make you feel seen. Sarah runs five businesses and has developed a systematic approach to managing what I call the "burden of creativity"—that relentless flow of inspiration that can fuel or derail you, depending on how you work with it. This isn't about picking one lane or shutting down your creative engine. It's about building frameworks that let you honor your ideas without drowning in them. Who This Episode Is For The Big Idea Having an ADHD brain means you're wired for abundant creativity. The challenge isn't generating ideas—it's knowing which ones deserve your energy and how to move them from concept to completion without burning out or abandoning ship halfway through. Sarah's approach: treat your ideas like they matter, but give them structure so they don't hijack your focus. What to Listen For The Reality of Being a Creative Polymath For many ADHD entrepreneurs, being interested in multiple things isn't a distraction —it's how they’re built. Sarah explains why being a polymath is actually an advantage in today's business landscape, as long as you set boundaries around what gets your attention. The "Catching Butterflies" System: Capture, Connect, Structure, Iterate, Express, Reflect Sarah walks through her six-stage process for managing creative output. It starts with capturing every idea without judgment, then moves through connecting related concepts, building structure around the keepers, iterating on them, expressing them in the world, and reflecting on what worked. Simple in concept, powerful in practice. Using AI as Your Digital Thought Partner Both Sarah and I use AI tools (ChatGPT, Claude) to externalize our thinking. Instead of letting ideas swirl in our heads, we dump them into our AI assistants to help us organize, connect dots, and build project folders. It's like having a patient colleague who never gets tired of your tangents. The 3D Jenga Model for Interconnected Projects Rather than treating each business or project as a standalone tower that could topple, Sarah visualizes her work as a 3D Jenga structure. Each piece supports the others. When one idea doesn't work out, the whole thing doesn't collapse—the remaining pieces actually get stronger. Energy Management Over Time Management Reflection isn't self-indulgence—it's how you build a feedback loop that keeps you moving forward. Regular check-ins about how you feel, what your vision is, and whether your projects still serve that vision help you stay aligned instead of spinning your...

Is it possible to have a brain wired for entrepreneurship, but actually thrive best within traditional employment? In this insightful episode, host Diann Wingert flips the script on the common narrative in both the ADHD and business worlds: that entrepreneurial traits automatically mean you should start your own business. Instead, she explores the concept of intrapreneurship—bringing creativity, innovation, and entrepreneurial spirit into an existing organization—and how this path might be the most strategic decision for many ADHDers. If you’re wrestling with the decision to go solo or stay employed, give this episode a listen. It just might give you permission to build a life—and career—that truly works for your brain. Three key takeaways: Entrepreneurial traits ≠ Entrepreneurial career: You can be creative, visionary, and disruptive without having to start your own business. Don’t fall for the myth that employment is “settling.” Intrapreneurship unlocks impact & stability: Express your entrepreneurial strengths inside an organization. Lead without authority, innovate processes, and treat your role like you own it—while benefiting from structure, resources, and a steady paycheck. Signs that traditional employment isn’t right for you: Not everyone is meant to shine as an intrapreneur. If every manager is a nightmare, structure feels suffocating, or your best ideas die in committee, maybe going solo is your move. But it’s all about matching your brain and real life with the right path—not shame, not hustle-culture FOMO. Workplace roles & cultures where ADHD-ish traits thrive: Look for product development, business strategy, internal consulting, startups, project-based work, or innovation labs. Go where experimenters are rewarded, hierarchies are flatter, and outcomes matter more than bureaucracy. Mic Drop Moment: “Infrastructure isn't the enemy of innovation. Structure, when it's the right structure, is what lets your brain do what it does best without getting derailed by all the shit you hate doing." Action Step: Take 10 mins for honest self-reflection. Where do you really do your best work? What structure supports you? Then, make the choice that serves your life—not LinkedIn optics or anyone else’s expectations. About the Host: Diann Wingert (she/her) is seasoned coach, consultant and the creator/host of ADHD-ish. Drawing from her many years of experience as a former psychotherapist, business owner, and someone who thinks "outside the box," Diann is known for her straight-talking, no-nonsense approach to the intersection of neurodiversity and the world of work. Enjoyed the Episode? Share your thoughts! Leave a review and let Diann know what resonated, challenged, or inspired you. Your feedback helps ADHD-ish reach more listeners who need to hear these honest conversations. © 2025 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.

Diagnosed recently with both ADHD and autism within the past two years, Cat Orsini’s candid storytelling takes us on a journey from feeling like an outsider as a child to building a thriving business based on authentic relationships, automation with heart, and radical self-acceptance. In this interview, Cat reveals her unique approach to business—one that centers curiosity, genuine connection, and meeting people where they are (with a little tech magic to make life easier and more fun). You’ll hear not just the triumphs, but also the complex, sometimes messy moments of “unmasking” and designing a business that fits your actual brain and values, not someone else’s idea of success. Meet our Guest: Cat Orsini Cat Orsini has an MBA, is a master-certified coach, an entrepreneur, and co-author of the book "Experts Never Chase." She specializes in relationship marketing, strategic conversations, and building automated systems that allow her—and her clients—to focus on human connection over busywork. Through radical acceptance of her neurodivergence and trauma history, Cat has crafted a career and life that honors her strengths and refuses to squeeze herself into a neurotypical mold. Episode Highlights Strategic Relationship Marketing vs. AutomationAttract, Don’t ChaseNeurodivergent Thriving in BusinessRadical Self-AcceptanceAutomating the Human TouchThe Power of Knowing YourselfEthical Reciprocity & Non-Bro MarketingA New Standard for Neurodivergent Entrepreneurs Links & Resources: Connect with Cat on LinkedInLearn more about Cat Orsini and her workThe Book Cat Co-Authored with - Experts Never Chase Know someone who identifies with ADHD + Autism (officially diagnosed or not…)? Think this episode would inspire them? Here is the link to share it with them, in the most comfy way possible:

Welcome back to ADHD-ish! In this episode, host Diann Wingert sits down with her client Steph Cotrell for a candid and relatable discussion about what it really means to build—and rebuild—a business when you have ADHD traits and life throws you curveballs. Originally hired to help Steph Cotrell grow and scale her successful business, Diann quickly uncovered some uncomfortable truths about her business model, specifically how her notion of collaboration revealed a lack of boundaries, which led to burnout. Their coaching journey took an unexpected turn as Steph was faced with redefining her work, grappling with exhaustion, and eventually reshaping her business to prioritize authenticity, personal connection, and family in the wake of a heartbreaking loss. Together, they explore the challenges of managing emotional labor, the reality of ADHD-driven blind spots, and the courage it takes to rethink your path when everything changes. If you've ever felt caught between ambition and overwhelm or questioned how your neurodivergence shapes your entrepreneurial journey, this episode is for you. Here are 3 key takeaways from this conversation: Scaling “as-is” can scale your problems, not just your profits: Before trying to grow, pause to check if your foundation—relationships, workload, boundaries—truly supports the life you want. Give yourself permission to redefine success:canandClarity fuels action:you Mic Drop Moment: "You don't have to be the glue holding all of this together. If you enjoy working with them, work with them, and if you don't, don't." Connect with Steph Cottrell: Website: https://www.blueelephantcreative.com LinkedIn: https://www.linkedin.com/in/bluelecreative/ How Steph discovered me: ADDItude Magazine webinar: “How to Build a Business That Works for Your ADHD Brain” Want to hear more Client Success Stories? Click here for the custom playlist Is it time to redefine your success as a business owner with ADHD? I have two openings for one-on-one coaching engagements, starting in January. The first step is scheduling a free consultation where we talk about your goals and see if we are a good fit. Click here to book yours now. And, don’t forget to leave a comment on Spotify (I personally respond to every one) or leave a review so more ADHD-ish business owners can find THE podcast full of real talk and real solutions for neurodiverse business brains. © 2025 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.

In this episode, I’m sitting down with my good friend, business strategist, consultant and author, Jessica Lackey, for a candid conversation about what it really takes to build a sustainable business—especially when you have an ADHD-ish brain. Jessica shares her journey from Harvard, McKinsey, and Nike to the wild world of entrepreneurship, revealing how even with such impressive credentials, she found herself trapped in the endless loop of online business tactics, quick fixes, and shiny promises. Drawing on her upcoming book, Leaving the Casino: Stop Betting on Tactics, and Start Building a Business That Works, Jessica explains why so many of us end up gambling away our sanity (and savings) on the latest tactics, instead of building actual strategies that work for our lives and brains. Get ready for frameworks, real talk about defining your own version of success, and practical advice on bringing more intentionality and enoughness into your business (and life). It’s time to leave the casino behind—and reclaim your agency. Top Takeaways from this Episode: Start with Strategy, Not Tactics: The endless cycle of purchasing the latest digital course or marketing hack often leads to overwhelm, wasted resources, and lost confidence. Sustainable businesses are built on strategy and thoughtful decision-making, not reactive, one-size-fits-all tactics. Ask Yourself the Big Questions: Before chasing the next big thing, get clarity on key fundamentals: reallyright Don’t Compare Your Solo Journey to the Big Players: The polished marketers often have large teams and structures flattening out the chaos. If you’re a team of one (especially with an ADHD-ish brain), your output and path will—and should—look different. There’s power in slowing down, cutting through the noise, and building a business that fits you—not a casino of empty promises. About Jessica Lackey Jessica Lackey is the founder of Deeper Foundations, a consulting and training firm that helps expertise-based business owners grow and scale sustainable companies rooted in stronger business foundations. She brings a unique blend of corporate expertise and soulful business building, drawing on an MBA from Harvard Business School, a coaching certification from iPEC, and experience at McKinsey & Company and Nike, Inc. Jessica has supported over 200 entrepreneurs through her programs, blending systems thinking, operational rigor, and deep values alignment. She lives in Charlotte, North Carolina, with her husband. Jessica can be reached at https://deeperfoundations.com/ Buy the book, or get a free chapter: Leaving the Casino by Jessica Lackey Mentioned during this episode: Digital Course Academy - Amy PorterfieldGary V - Gary VaynerchukCodie Sanchez

Ever launched a program, course, or membership that once set your heart on fire, only to find yourself completely over it just as it starts running like a well-oiled machine? If you’re an entrepreneur with ADHD, this scenario is all too familiar. In this straight-talking solo episode, Diann Wingert unpacks why boredom hits hardest when your business finally starts working—and what to do about it. 7 Things You’ll Learn From This Episode: The Real Reason You Get Bored: Learn the neuroscience of ADHD boredom and why your brain craves novelty (hint: it’s about dopamine, not discipline). The “PROOF” Framework: A practical tool to help you decide if it’s time to renew or release your business offers. How To Build Boredom-Proof Systems: Discover strategies to rotate, redesign, and reinvent your business model so you stay engaged long term. Strategic Delegation & Role Redesign: Find out how letting go of the dull stuff (or handing it off!) can reignite your passion—and even grow your business. Permission to Evolve: Why shifting your focus is not failure, but good business and good self-care. Want your entrepreneurial journey to last? Build boredom-proofing in from day one. And, most importantly, give yourself grace when you need to pivot, change, or retire offers. Evolution isn’t failure; it’s strategic adaptation. Fun Fact from This Episode: Did you know that constraints—NOT unlimited freedom—are actually better for the ADHD brain? Giving yourself playful “rules” can boost creative energy and bring the spark back to your work. If you’re ready to stop burning down perfectly good projects just because they aren’t as shiny, then tune in for some science-backed wisdom and real-life strategies from someone who gets it. Next Steps: Download the FREE cheat sheet and put the PROOF framework to work today. Re-listen to Ep #277_ “The Soulmate Phenomenon: How ADHD Fuels Idea Infatuation In Your Business” It’s the other side of the same coin! Mentioned in this episode: Episode # 288 “ADHD is Not Just in Your Head: Exploring Embodied Neuroscience” with Dr Miguel Toribio-Mateas About the Host Diann Wingert is a seasoned psychotherapist-turned-business coach who blends neuroscience, entrepreneurial strategy, and real-life ADHD experience. Her specialty? Helping entrepreneurs design businesses around their brains, instead of fighting them. She’s the creator of The Boss Up Breakthrough coaching framework, where she brings actionable wisdom to entrepreneurs with ADHD who want a stand-out, sought-after, profitable business built on their unique brilliance, without burning out. © 2025 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.

If you’ve ever felt overwhelmed by advice to “hack your dopamine,” or wondered why traditional approaches feel incomplete, this interview with Dr. Miguel Toribio-Mateas, “The Creative Scientist,” delivers refreshing insights and compassionate tools for thriving as a neurodivergent human. ADHDers often spend years trying to “fix” themselves from the outside in—through medication, planners, routines, and hacks—only to discover that true thriving might come from learning to listen to and trust their bodies. Dr Miguel introduces the concept of embodied neuroscience and explains why ADHD is far more than a brain-based disorder, unraveling the complex interplay between our nervous system, gut health, hormones, and emotional regulation. Get ready to rethink what it means to support ADHD—from the inside out. Episode Highlights: It’s Not Just Dopamine:Stop Trying to “Hack” Yourself:Self-Trust Is Everything:Bringing it Back Home:ADHD as an Advantage: Meet Our Guest Dr Miguel Toribio-Mateas is a clinical neuroscientist, applied microbiologist, and nutritionist whose work bridges brain, body, and lived experience. For over 2 decades, he has explored how the gut, nervous system, and microbiome shape mood, focus, and emotional balance. Miguel is an Honorary Research Fellow at Cardiff University’s School of Psychology and lectures in nutrition at the University of West London. His forthcoming book, “ADHD Body and Mind” (Jessica Kingsley Publishers) will be published in 2026. Website - LinkedIn - Instagram - Substack - Thrive With ADHD Course Make it Practical: Practice Tuning Into Your Body: Notice and respond to basic bodily needs (hunger, thirst, bio breaks, rest, or movement) instead of ignoring or suppressing them during hyperfocus or stress; and pay attention to signals of over- or understimulation Shift from External Fixes to Internal Awareness: Take time to notice what your body and emotions are asking for and explore...

Ever had one of those days where your emotions run the meeting, instead of you? You’re not alone—and this week’s episode is all about giving you the tools to handle those moments with skill (and way less shame). In this episode, we are getting real about the very real challenges ADHD business owners face when emotions take the wheel. No HR department, no middle manager… and nowhere to run when your brain decides to get unhinged. I’m introducing the SPACE Framework, a practical, easy-to-remember tool designed for ADHD brains to manage those high-intensity situations. (If you love frameworks and acronyms, you’re in for a treat— your activated brain will actually remember it. Here’s a sneak peek at what you’ll learn: Spot Your Patterns: Start by noticing your personal triggers—client feedback, high-stakes moments, unclear expectations, time pressure, or those awkward money conversations. I’m sharing physical, emotional, and environmental early warning signs, so you can spot trouble before it hits. Pause the Escalation: Meet the powerful 90-second rule. Emotional chemicals peak and recede in just 90 seconds—if you don’t feed them. I share micro-pause techniques you can use in the moment (think hydration breaks, “Let me think for a second,” or strategic note-taking) to ride out the waves. Act in the Moment: When you’re already activated, it’s about damage control, not perfection. Lower your voice, slow your speech, stick to the facts— I’ve got you with scripts and tips for how to stay in control when you feel anything but. Clear the Air: Messed up? (We all do!) Learn how to take professional accountability—without over-apologizing or spiraling in shame. Clear, direct language for addressing emotional incidents and a real-world repair timeline are included. Evolve Your System: Set up prevention tools, emotional “first aid,” and recovery supports so you’re not always in crisis mode. From environmental tweaks (noise-cancelling headphones, standing desks) to business systems that support your brain, this episode covers it all. Grab Your Free Resource! To make this episode even more actionable, I created a downloadable PDF that breaks down the SPACE Framework with easy-to-use scripts and examples. Get your copy here Try ONE thing from the episode this week—maybe it’s noticing your triggers, preparing a “pause phrase,” or just putting a big water bottle on your desk before calls. Small steps, big changes. You got this! About the Host Diann Wingert is a former psychotherapist and serial entrepreneur turned business coach, specializing in helping entrepreneurs with ADHD and other “not-so-neurotypical” brains thrive. Drawing from both her clinical expertise and business experience, Diann delivers actionable advice, real-world strategies, and a refreshingly honest perspective on building a business, balancing priorities, and protecting your most precious resources: your time and your creative energy. I gave a webinar on Sept 24th for ADDitude magazine on managing stress and emotions at work. If you know someone who struggles with this, but has a job, not a business, share this link with them: https://bit.ly/4gMEkn4 © 2025 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.

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 actionable tools to turn things around. Alan shares practical tips and science-backed insights on why sugar and simple carbs can sabotage focus, how movement (not just "exercise") is essential for managing ADHD, and why consistent sleep hygiene is often the missing link for better mental clarity. They also get real about the seductive pull of screens, the pitfalls of "revenge bedtime procrastination," and how to set up healthier habits even if you struggle with planning ahead. Episode Overview & Key Topics Guest Bio: Alan P. Brown Alan P. Brown created the award-winning ADD Crusher™ video program for ADHD teens/adults. Undiagnosed for decades, his untreated ADHD manifested in underachievement, substance abuse, and worse. Once diagnosed, he found it difficult to learn coping strategies from books, so he researched his own evidence-based “brain hack” strategies to fuel a successful advertising career and two start-ups. In addition to his successful coaching program, Alan is also a best-selling author and a conference and TEDx speaker. Resources mentioned during the episode: Books by John Ratey: Driven to Distraction, SPARK BJ Fogg: The Fogg Behavior Model The Huberman Lab: #1 Health Podcast Merlin Mann Inbox Zero