Diann Wingert

ADHD-ish™

Business EN ↓ 316 episodes

ADHD-ish is THE podcast for business owners who are driven and distracted, whether you have an “official” ADHD diagnosis or not. If you identify as an entrepreneur, small business owner, independent professional, or creative, and you color outside the lines and think outside the box, this podcast is for you. People with ADHD traits are far more likely to start a business because we love novelty and autonomy. But running a business can be lonely and exhausting. Having so many brilliant ideas means dozens of projects you’ve started and offers you’ve brainstormed, but few you’ve actually launched...

Be sure to visit the podcast's website and support the creator: www.diannwingertcoaching.com

Author

Diann Wingert

Category

Business

Latest episode

Oct 27, 2026

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Episodes

Is ADHD an Advantage in Business? It Depends Who You Are 27.10.2026

You’ve probably heard that the ADHD brain makes you a born entrepreneur. Fast, fearless, full of ideas. The research says it depends on who you are, which kind of ADHD you have, and whether you’re starting a business or trying to keep one running. Two years ago, Professor Johan Wiklund joined me to talk about what the research says about ADHD and entrepreneurship. At the end, I asked him about gen...

The Real Cost of ADHD Novelty Seeking in Your Business 20.10.2026

What if you treated every new idea, rebrand, or business pivot like a client change order? In this solo episode of ADHD-ish™, Diann explores the hidden costs of ADHD novelty-seeking and why those costs are often difficult to recognize in the moment. Tune in and learn how ADHD decision making affects business growth, why experience doesn't always prevent repeated patterns, and how to evaluate new o...

ADHD Founders: Stop Asking "Can I?" and Ask "How Can I?" 13.10.2026

In this episode, Diann Wingert and guest Phil Drinkwater dive deep into the intersection of the ADHD brain, neurodivergent shame, and business leadership. They explore how years of masking and internalized stigma impact founders, and why understanding these hidden layers is crucial for growth. The conversation highlights powerful mental shifts, focusing on moving away from self-limiting doubts and...

Beyond Motivation: Structuring Your Service Business for ADHD Highs and Lows 06.10.2026

Running a service business with ADHD means your energy and focus will fluctuate—and that’s not a character flaw, it’s a business model challenge. In this episode, Diann Wingert shares why resilience matters more than motivation. You’ll learn how to build a “floor, not a ceiling” across visibility, delivery, money, and strategy so your business keeps moving even during low‑capacity weeks. These ins...

ADHD, Anxiety and the 4 Drivers That Shape Sustainable Work 29.09.2026

Welcome to the ADHD-ish podcast, where we explore what it truly takes to build a thriving business when your brain is wired differently. In this episode, host Diann Wingert is joined by Morra Aarons-Mele to introduce the ATAMM framework; focusing on attention, time, agency, and motivation. Many business owners with ADHD faces intense burnout by relying on anxiety-driven habits instead of honoring...

Your Brand Needs Repetition, But Your ADHD Brain Needs Novelty: What's the Solution? 22.09.2026

Entrepreneurial ADHD brains crave novelty, often leading to constant rewrites of core messaging. Yet your audience has barely encountered your message, and reinvention blocks true recognition and authority. Diann Wingert reveals how to keep claims consistent while channeling creativity into fresh angles. By building new doors into the same room, you achieve sustainable repetition that connects wit...

The Impact of Emotional & Intellectual Intensity on Business, Relationships & Life 15.09.2026

What if the problem isn’t that you’re too much—but that you’ve spent years trying to fit into environments that don’t understand your intensity? Diann Wingert and Imi Lo explore what emotional and intellectual intensity can look like, and why it often gets confused with ADHD, autism, giftedness, or other labels. If you’ve ever felt misunderstood for feeling deeply, thinking intensely, asking too m...

ADHD-Friendly Marketing: Staying Visible Even When You Can’t Show Up 08.09.2026

“Just be consistent” is frustrating advice for entrepreneurs with ADHD because capacity is anything but consistent. This episode examines why traditional marketing expectations can lead to overwork, burnout, or abandoning visibility altogether. The Balanced Marketing Strategy introduces three complementary forms of marketing: algorithm-based, content-based, and relationship-based. Together, they c...

What Really Happens When Your Product Goes Viral 01.09.2026

What happens when explosive success turns your ADHD business strategy upside down? Dani Donovan returns to reveal the hidden reality of scaling a tool for neurodivergent communities and keeping up with sudden demand. For every ADHD entrepreneur, founder, or business owner with ADHD navigating rapid growth, delegation struggles, and high cognitive load, this conversation offers actionable clarity....

Redesigning Your Business With ADHD in Mind 25.08.2026

In this episode of the ADHD-ish™ Podcast, host Diann Wingert sits down with client Kim Van Lue, an executive development coach, to discuss relaunching a business with intention. Many neurodivergent leaders struggle with generalist burnout and unstructured workflows. Kim shares how aligning with an effective ADHD business strategy and building sustainable entrepreneur accountability systems allowed...

Your Overthinking ADHD Brain Is the Best Thing About Your Brand 18.08.2026

‍Kristina Flynn has had a psychiatrist since she was twelve, collected diagnoses like frequent flyer miles (anxiety, depression, OCD, bulimia, and more), and still didn't get an ADHD diagnosis until her thirties, after her daughter's birth blew up every workaround she'd been quietly running for two decades. ‍Now she runs Story EQ, where she helps people find the story underneath their work. Everyb...

Stop Confusing Options for Opportunities: A Practical Guide to Decision Making for ADHD Entrepreneurs 11.08.2026

Ever find yourself saying yes to a new collaboration, tool, or project—then months later wondering how you got there? If you run a business (especially with an ADHD-ish™ brain), you’re not alone. ‍In this episode, I break down why our brains confuse options for opportunities, how dopamine clouds our judgment at the moment of the ask, and share a practical “screen door” filter to make better decisi...

A Skeptic's View of Using an AI Coach 04.08.2026

Traditional business coaching falls short when late-night decision-making spirals hit, leaving many ADHD entrepreneurs feeling isolated and tired of generic productivity advice. As a stubbornly self-sufficient business owner, your urgent questions, pivot ideas, and friction points rarely line up with a pre-scheduled coaching call. In this episode, Diann Wingert shares how her digital clone, Di AI,...

Out of Sight, Out of Mind: How ADHD Object Permanence Leaks Money From Your Business 28.07.2026

‍Welcome back to ADHD-ish! For many ADHD entrepreneurs, "out of sight, out of mind" is a daily reality, whether that means active client projects, strategic goals, or vital admin tasks. When working memory struggles to keep priorities front and center, simple operational gaps quickly turn into overwhelming friction, trapping business owners in cycles of panic work and unnecessary stress. In this e...

Eliminating Friction & Fatigue as an ADHD Solopreneur: A Client Success Story with Kathryn Bird 21.07.2026

Standard productivity frameworks and hustle culture often sell a rigid, neatly divided version of work-life balance that rarely works for high-achieving neurodivergent brains. When you try to force hyperfocus into conventional schedules, attempting to balance intense professional drive with personal well-being frequently leads to emotional exhaustion and severe ADHD burnout in entrepreneurs. To br...

What Procrastination, Resistance & Avoidance Are Trying to Tell You About Your Business 14.07.2026

If you are a business owner with ADHD trapped in procrastination, resistance, and avoidance, stop fighting your nervous system. Standard productivity tips fail because running a business with ADHD requires a different approach. In this episode of the ADHD-ish™ Podcast, Diann Wingert reframes procrastination as essential diagnostic data signaling operational bottlenecks. Using the ADHD-ish™ Method,...

No Diagnosis? No Problem! Embracing Neurodivergence Without Labels 07.07.2026

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...

The Recurring Revenue Trap: The Hidden Cost of "Stable" Income for Business Owners with ADHD 30.06.2026

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...

You're a F*cking Wizard: Why Your Business Needs a Game Master, Not a Guru 23.06.2026

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...

The ADHD Expert's Trap: Performing Your Value Instead of Owning It: A Client Success Story 16.06.2026

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...

"Somebody Stole My Sh*t!" : Copycats, Counterfeiters, and How to Protect What You've Built 09.06.2026

‍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...

Time Blindness is a Pricing Problem, not Just a Productivity Problem 02.06.2026

‍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...

You Want to Be a Published Author, but You Have ADHD 26.05.2026

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....

How Successful ADHD Entrepreneurs Trigger Hyperfocus on Demand 19.05.2026

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....

Myths About Virtual Assistants That Prevent ADHD Entrepreneurs From Getting The Help They Need 12.05.2026

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...

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