ADHD-ish™

You’ve scrolled past Mental Health Awareness Month posts thinking, “That doesn’t apply to me.” Your business looks fine. On the surface, YOU look fine. But what if the very skills driving your success are quietly putting your mental health at risk? The ADHD-ish ™ Podcast tackles the conversations mainstream mental health awareness misses—especially for high-functioning ADHD entrepreneurs. For thos...

Welcome back to ADHD-ish! In this episode, my guest Ian Wilson, a creative agency owner of over 16 years, is what I call a natural-born entrepreneur. From hustling for his first job at age eleven to building a unique partnership with his neurodivergent business partner Eric, Ian sheds light on why traditional approaches to team building rarely work for people whose brains are wired a bit different...

Ever found yourself unable to make the simplest decision or making impulsive choices you later regret at the end of a long day? You're not lazy—you're depleted. Understanding ADHD strengths and struggles means recognizing that our executive function ADHD capacity is finite—and knowing how to manage it strategically. This episode of ADHD-ish dives into the science and lived reality of ego depletion...

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 tou...

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...

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 wit...

Welcome to ADHD-ish, where we explore the strengths and struggles of being an entrepreneur with an ADHD brain. In this episode, host Diann Wingert introduces a groundbreaking new resource – Di AI, her ADHD business coach digital clone, created to be accessible 24/7 for those moments when you need support most, not just during scheduled calls. Di AI isn’t a replacement for human coaching, but an ex...

If you’ve ever felt weighed down by burnout or the urge to abandon it all and start fresh, you’re not alone. In this lively conversation, serial entrepreneur Megan Eckman shares her delightfully candid journey of starting, scaling, hibernating, and moving on from multiple businesses, offering honest lessons you won’t find in most business books. We talk about Megan’s recent ADHD diagnosis, the thr...

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 criter...

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...

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– th...

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 c...

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....

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 experien...

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, fr...

Welcome back to ADHD-ish! In this episode, host Diann Wingert sits down with marketing strategist, copywriting expert, and podcaster 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 shares the thought process behind developing two unique, time-limited offers just before a major launch....

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...

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, a...

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, hones...

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 do...

Is it possible to have a brain wired for entrepreneurship, but actually thrive best within traditional employment? This insightful episode 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, host Diann Wingert explores the concept of intrapreneurship —bringing creativity, in...

Diagnosed recently with both ADHD and autism,  Cat Orsini’s candid storytelling takes us on a journey from feeling like an outsider 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 the...

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 he...

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...

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 abou...