ADHD-ish™

Welcome to another episode of ADHD-ish, where we explore the lived realities, hidden challenges, and unique gifts of being neurodivergent in business and life. Today’s episode is an intimate conversation between friends, colleagues, and fellow neurodivergent entrepreneurs. Returning guest, Dr. Naketa Ren Thigpen, is an expert at the intersection of relationships and entrepreneurship, who has made...

Welcome back to ADHD-ish ! I’m Diann Wingert, and in this episode, we’re addressing a question that many business owners with ADHD hesitate to ask themselves: Do you actually like the work that brings you your most reliable income? Not just the money, but the day-to-day tasks, the routine, and the clients you serve month after month. Understanding neurodiversity means recognizing that what works f...

Welcome back to ADHD-ish ! In this episode, I sit down with Paul Pape, a creative business coach who brings creativity and playfulness to entrepreneurship by turning business strategy into an adventure—literally. Together, we explore the starving artist myth, the difference between creatives and artists, and why traditional business advice often falls flat for "cloud thinkers" with ADHD. You'll he...

When many leave traditional employment to start their own business, they dream of freedom, creativity, and fulfillment. Yet the reality often looks eerily familiar. Even after making that bold leap, it’s easy to recreate the same patterns and pitfalls from corporate life—scope creep, burnout, and that ever-present sense of chasing moving goalposts. For today’s guest, Jabari Allen, a tech consultan...

‍From her unexpected rise as an ADHD comic creator to pouring over 3,000 hours into designing The Anti-Planner, a "productivity spell book," Dani Donovan is a force of nature. In this lively interview, Dani shares her unfiltered journey of building a tool for people tired of feeling like failures, dealing with the emotional roller coaster of intellectual property theft, and navigating impostors se...

‍Traditionally seen as a productivity flaw, time blindness is revealed here as a money problem, quietly undermining pricing, profits, and self-worth for solopreneurs with ADHD. This episode explores why common fixes like timers and time blocking miss the deeper issue, and instead, offers practical ways to design around the unique ADHD brain. Listeners can expect actionable tools—like range pricing...

Ever wondered how someone with a full plate—a thriving business, a family, a neurodiverse household, AND a stack of published books—still finds time to sleep? Or better yet… how they use their ADHD to power all of it? If you’ve ever felt overwhelmed by your own creativity or wondered if you’re “too much,” you’re going to love this interview with returning guest and my SEO consultant, Meg Casebolt....

Welcome back to ADHD-ish™, where we're kicking off a five-episode series reframing the most talked-about ADHD traits as tools for entrepreneurial success, starting with hyperfocus. Forget the myth that hyperfocus is a rare, unpredictable gift. ADHD-ish™ host, Diann Wingert, reveals that the most successful ADHD entrepreneurs create the conditions for hyperfocus rather than hoping it just shows up....

ADHD fundamentally impacts executive function—the mental skills for planning, prioritizing, delegating, and following through. So, when an entrepreneur hires a VA and is expected to onboard, direct, and give detailed instructions, they’re faced with a mismatch: the very skills they struggle with are those they now must use to instruct their assistant. Traditional VAs, trained to “do what they’re t...

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....