1513039926
ADHD-ish

Advertise on podcast: ADHD-ish

Rating
★★★★★
5
from
99 reviews
This podcast has
300 episodes
Language
English
Publisher
Diann Wingert
Explicit
Yes
Date created
2020/05/12
Latest episode
2026/09/29
Average duration
38 min.
Release period
7 days

Description

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. Choosing what to say "yes" to and what to "catch and release" is even harder. This is exactly why I created ADHD-ish. Each episode offers practical strategies, personal stories, and expert insights to help you harness your active mind and turn potential distractions into business success. From productivity tools to mindset shifts, you’ll learn how to do business your way by embracing your neurodivergent edge and turning your passion and purpose into profit. If we haven't met, I'm your host, Diann Wingert, a psychotherapist-turned-business coach and serial business owner, who struggled for years with cookie-cutter advice meant for “normies” and superficial ADHD hacks that didn’t go the distance. In ADHD-ish, I’m sharing the best of what I’ve learned from running my businesses and working with coaching clients who are like-minded and like-brained. Note: ADHD-ish does have an explicit rating, not because of an abundance of “F-bombs” but because I embrace creative self-expression for my guests and myself. So, grab those headphones if you have littles around, and don’t forget to hit Follow/Subscribe so you don’t miss a single episode.

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ADHD, Anxiety and the 4 Drivers That Shape Sustainable Work
2026/09/29
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 personal needs. This conversation provides practical strategies for establishing radical self-acceptance, mapping your unique chronotype, and shaping a sustainable ADHD business strategy. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 – Entrepreneur anxiety and ADHD drivers 05:10 – Coaching strategies for resilience in business 11:25 – Smarter growth tactics and ADHD business strategy 17:40 – Small business owner challenges and solutions 23:55 – Leadership focus: guiding teams with clarity 30:20 – Accountability and delegation tips for founders 36:35 – Scaling strategies that play to your strengths 42:50 – Burnout prevention and sustainable success habits Morra shares insights from her ATAM framework, grounded in over two decades of research and thousands of interviews, which distills the struggles and success factors of neurodivergent professionals into four actionable domains: Attention: Understanding your personal style, harnessing focus, and protecting against distractions.Time: Navigating time blindness, building healthy schedules, and pacing to maximize presence and energy.Agency: Having the power to structure your environment and processes in ways that support wellbeing.Motivation: Identifying intrinsic and extrinsic motivators that actually work for you. One surprising truth: Gaining control of your calendar, environment, and workflows doesn’t guarantee balance or fulfillment if you don’t understand your own wiring. In fact, you're more vulnerable to burnout because you're paying the "passion tax" and your brain doesn't have an "enoughness" monitor. Fun Fact From the Episode: Did you know that delaying filling your gas tank (literally running on fumes) is an ADHD-ish trait? Not because of flakiness, but because life is more exciting when you turn everyday chores into a dopamine-driven game! Listen for this hilarious/ cringeworthy confession… About today’s guest: Morra Aarons-Mele helps leaders build strength by tuning into their inner lives. She teaches executive education at Harvard and advises global organizations on mentally healthy leadership. Recognized as a LinkedIn Top 10 Voice in Mental Health and honored with the Mental Health America Media Award, Morra hosts The Anxious Achiever podcast and is the author of The Anxious Achiever (HBR) and Hiding in the Bathroom (HarperCollins). Morra’s forthcoming HBR Press book, The Atypical Achiever: Leading and Thriving When Your Brain is Wired Differently, contains groundbreaking research on how neurodivergent professionals navigate leadership, and will be published in June of 2027. Connect with Morra: Linked In Website Podcast - The Anxious Achiever Books Neurostrength study Fast Company Article on Morra's framework Mentioned in this episode: Ellen Galinsky - Families & Work Institute - The PassionTax - The Canary Code Love Island - Dr Michael Gervais - Extra large wall size calendar (Amazon) Your ADHD-ish™ host, Diann Wingert Diann Wingert is a licensed psychotherapist turned business strategist and coach, speaker, and consultant who blends her expertise in entrepreneurship and neurodiversity to help others thrive. Host of the top-rated ADHD-ish™ podcast and creator of The ADHD-ish™ Method, Diann works with neurodivergent business owners who are ready to create stand-out, sought-after, profitable businesses based on their unique brilliance. Want to align your business with your ADHD-ish motivation, attention, agency and time? Book a free consultation with Diann and let’s talk about how I can help. © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
Your Brand Needs Repetition, But Your ADHD Brain Needs Novelty: What's the Solution?
2026/09/22
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 with your audience and grows your business. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - Why Your Brand Needs Repetition but Your ADHD Brain Craves Novelty 05:00 - Why You Get Bored With Your Own Messaging Too Soon 12:00 - What to Keep Fixed in Your Brand and Messaging 20:00 - How to Use Novelty Without Changing Your Core Brand 28:00 - The Core Claim, SEO, and Building New Doors Into the Same Room Key takeaways: Repetition is non-negotiable: Your audience hasn’t heard your core message nearly as many times as you have. Even the most engaged followers need 8+ exposures before it really sticks.Novelty needs better boundaries: Put your creative energy into new stories, formats, and examples—but keep your core claim, signature frameworks, and offer language consistent for years, not weeks.Build new doors, not new rooms: Use fresh angles to invite people in, but always lead them to the same core message. Changing your positioning too often kills your chance of becoming known, referred, and hired. If you’re tempted to reinvent your message this month, pause and write your core claim in one sentence. Then, brainstorm three fresh “doors” (stories, formats, hooks) that point right back to it. Don’t let novelty wreck your focus—make it work FOR you. Your ADHD-ish ™ host Diann Wingert, MSW is the host of the ADHD-ish Podcast, the creator of The ADHD-ish Method business strategy and coaching program and Di AI, her ADHD-informed business strategy and coaching digital clone. Drawing from her own experiences as a serial business owner, former psychotherapist and fellow ADHDer, Diann challenges conventional business thinking, like the typical marketing advice "just be consistent," Through her podcast, email newsletter, webinars and blog, Diann supports entrepreneurs with ADHD to create an ADHD-friendly business and avoid both boredom and burnout. Need Help to Implement? My digital coaching clone, Di AI, can walk you your core marketing message and whether it’s the Room you need to stick with. Di AI is still free in beta until October 31st, so don’t wait. Sign up now and start chatting! Want deeper support for implementing your core message and building your doors to that room in your business? Schedule a free consultation to explore 1:1 coaching with ADHD business strategist and coach, serial business owner, and former licensed psychotherapist, Diann Wingert, MSW. © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
The Impact of Emotional & Intellectual Intensity on Business, Relationships & Life
2026/09/15
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 many questions, or struggling inside conventional systems, this conversation offers a different lens. You’ll learn how self-awareness, skillful communication, radical self-acceptance, and finding the right environments can help you work with your intensity rather than constantly judging yourself for it. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - Introduction to Emotional and Intellectual Intensity in Business 05:52 - Navigating ADHD Entrepreneurship and High-Stakes Decisions 11:45 - The Role of ADHD Executive Function in Business Strategy 17:37 - Managing Cognitive Load and Avoiding ADHD Burnout 23:30 - Scaling a Business with ADHD and Team Leadership Dynamics 29:22 - How to Build a Sustainable Systems and ADHD Business Operations 35:15 - Fostering ADHD Self-Trust and Overcoming Imposter Syndrome 41:07 - Integrating Emotional Intensity for Long-Term ADHD Founder Success ‍ ‍ Key takeaways:‍ ‍ Intensity is multi-dimensional: Intensity can be emotional (feeling deeply and persistently), intellectual (a hunger for knowledge and depth), or moral (strong principles and sensitivity to injustice). These can be visible or invisible and are often misunderstood by others. Context matters more than labels: Before seeking a diagnosis or label, ask yourself if the real issue is a misfit with your environment. As Imi Lo shares, "Nothing is wrong with a plant that’s not growing in the wrong soil." Strength & struggle go hand in hand: Intensity can lead to profound levels of creativity, empathy, and insight—but also overwhelm, isolation, and shame if not recognized or managed. The solution isn’t to shrink yourself, but to find (or create) environments where intensity is seen as an asset. If you have internalized the message that you are "too much," consider this: Maybe your environment - not you - is the problem. Radical self acceptance, and the courage to stop apologizing for your intensity—could be your first step toward thriving. ‍ ‍ Mentioned during this episode: Imi’s article “The Compulsion to Correct” Emotional Labor Performative Humility Cognitive Behavioral Therapy Dialectical Behavior Therapy Stoicism Today’s guest, Imi Lo: With three master's degrees in Mental Health, Buddhist Studies, and Global Cultures., Imi Lo has over fifteen years of clinical experience as a psychotherapist and art therapist. She has published three books: “Emotional Sensitivity and Intensity” (translated into seven languages), “The Gift of Intensity,” and “The Gift of Empathy.” Connect with Imi: Visit Imi’s Website Contact Imi about working together ‍ ‍ Your ADHD-ish™ host, Diann Wingert Diann Wingert brings decades of experience as a psychotherapist and serial business owner and is now a sought-after coach to entrepreneurs with ADHD traits. Her style is direct and strategic, with a dash of humor, and filled with the insights of someone who lives and breathes the neurodivergent experience. Diann is the creator of the ADHD-ish™ Method and host of the top-rated ADHD-ish™ podcast. Want to align your business with your neurodivergent intensity? Book a free consultation with Diann and let’s talk about how I can help. ‍ ‍ © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
ADHD-Friendly Marketing: Staying Visible Even When You Can’t Show Up
2026/09/08
“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 create a more resilient visibility system that continues generating awareness, credibility, and opportunities during low-capacity weeks. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - Introduction: ADHD Business Strategy & Visibility Realities 04:30 - Breaking the Cycle: ADHD Burnout Prevention in Marketing 10:15 - Building Sustainable Business Systems for ADHD Entrepreneurs 15:45 - Executive Function in Business: Streamlining Content Creation 20:10 - Stepping Up as an ADHD CEO: Long-Term Growth & Self-Trust Here’s the ADHD-friendly reframe: Stop chasing consistency through effort—and start building consistency through structure. ‍It’s all about setting up a system that keeps your business visible even when you’re having a low-capacity week with the Balanced Marketing Strategy which utilizes three types of marketing efforts:‍ ‍ 1. Algorithm-Based Marketing: SEO, social media, and anything that’s discoverable through a machine. The beauty? Content you create once can keep working for you for months or even years. 2. Content-Based Marketing: Your podcast, newsletter, blog—this is where your voice and expertise shine. It’s the main way you build connection and trust, but it does require creativity and energy. ‍ 3. Relationship-Based Marketing: Networking, referral partnerships, collaborations, guest appearances—the power of other people’s momentum carrying your visibility when you can’t. ‍How does it work? These categories almost never all fail at once. If you're running low on capacity for content, your relationships or algorithmic assets can keep generating leads and visibility, and vice versa. Far too many business owners with ADHD find out the hard way that putting all their promotion eggs in one basket makes them vulnerable to complete visibility collapse during low-energy periods. ‍Your Redundant (Not Balanced) Safety Net Despite the name, the "Balanced" Marketing Strategy isn’t about splitting your effort evenly. It’s about building in redundancy, so your visibility never hinges on you always being ‘on’. It’s like having a backup generator for your business. ‍Try This Mini Audit‍ ‍ ● Look back at your last 90 days of marketing activities. ● Sort them into: algorithm-based, content-based, or relationship-based. ● Find your weak spot (the thinnest category) ‍ ● Start building out the thin one - just to a functional minimum. ‍What’s a “functional minimum?” One evergreen asset, three referral relationships, one quarterly guest appearance ‍ Your ADHD-ish ™ host ‍Diann Wingert, MSW is the host of the ADHD-ish Podcast which ranks in the top 1% of podcasts globally (Listen Notes.) ‍Drawing from her own experiences as a serial business owner, former psychotherapist and fellow ADHDer, Diann challenges conventional business thinking, like the typical marketing advice "just be consistent," ‍Through her podcast, email newsletter, webinars and blog, Diann supports entrepreneurs with ADHD to create an ADHD-friendly business and avoid both boredom and burnout using the framework she created -The ADHD-ish Method. ‍Need Help to Implement? ‍My digital coaching clone, Di AI, can walk you through this audit and help you create a plan to fill your gaps. It’s still free (in beta) but don’t wait. Sign up now and start chatting! ‍Want deeper support for implementing a balanced marketing strategy in your business? Schedule a free consultation to explore 1:1 coaching with ADHD business strategist and coach, serial business owner, and former licensed psychotherapist, Diann Wingert, MSW. ‍ ‍ © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
What Really Happens When Your Product Goes Viral
2026/09/01
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. Discover practical insights on ADHD business operations, accountability, and real-time decision-making when your business evolves faster than expected. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - How Viral Products Create Explosive Demand 06:00 - ADHD Product-Market Fit and Underserved Audiences 12:00 - Building and Launching a Viral Product 19:00 - Content Marketing, TikTok Virality and Storytelling 26:00 - Scaling Too Fast and Business Operations 33:00 - Perfectionism, Burnout and Entrepreneurial Growth 40:00 - Email Lists, Algorithms and Sustainable Business Growth 47:00 - Entrepreneurship, Autonomy and What Comes Next 3 Key Takeaways: Find—and serve—the underserved audience. When you truly solve a need for people who’ve been overlooked, you can create explosive demand. Building something specifically for the ADHD community, with real-life empathy and nuance, was the game-changerPrepare to adapt at warp speed. Virality can supercharge your business, but also breaks systems you thought could scale. Managing inventory, support, and planning for unpredictable spikes is a different beastDon’t skip the foundations—even if you’re “too busy.” Invest in core systems you own—like email lists—not just social media channels. Otherwise, you’re at the mercy of algorithms or outside platforms. About today’s guest, Dani Donovan: Dani Donovan is an award-winning designer and creator of the viral hit product, "The Anti-Planner: How to Get Sh*t Done When You Don't Feel Like It." Known for her relatable ADHD comics, tweets, and TikToks, she's been helping shape the online neurodiversity community since 2018, and her work has helped thousands of people seek an ADHD diagnosis and treatment. Connect with Dani: Website - Instagram - TikTok - X Dani's viral tweet: "Finding out you have ADHD as an adult feels like being told you suck at Mario Kart your entire life and then finding out your game generates 40 times more banana peels than it's supposed to" About the Anti-Planner: Tapping into her own frustrations and the lived experiences of ADHD peers, Dani Donovan spent over 3,000 hours creating The Anti-Planner, calling it a “productivity spellbook.” It is a lovingly designed, non-linear, highly personalized compendium of over 100 strategies for overcoming procrastination and building emotional resistance. Dani obsessed over every detail: the comforting size, playful illustrations, durable faux-leather binding, gold foil, thick paper, pen loop, and rounded corners. It is gorgeous, practical, and nothing like all the planners you’ve bought and abandoned two weeks later. Buy your copy of the Original Anti-Planner here. (Dani also has a Clean version if you are not so sweary…) P.S. If you missed my previous interview with Dani Donovan episode (and The Anti-Planner’s original “theft” story!), it’s a must-listen! Ep #318_ Somebody Stole My Sh*t: Copycats, Counterfeiters and How to Protect What You’ve Built Your ADHD-ish™ host, Diann Wingert Diann Wingert brings decades of experience as a psychotherapist and serial business owner and is now a sought-after coach to entrepreneurs with ADHD traits. Her style is direct and strategic, with a dash of humor, and filled with the insights of someone who lives and breathes the neurodivergent experience. Diann is a fierce advocate for self-acceptance and meaningful growth at the intersection of neurodivergence and entrepreneurship. She is the creator of the ADHD-ish™ Method and host of the top-rated ADHD-ish™ podcast. Want to grow your business AND survive your own success while doing so? Book a free consultation with me and let’s talk about how I can help. © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
Redesigning Your Business With ADHD in Mind
2026/08/25
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 her to transition from a generalist to a focused specialist. By honoring her natural energy rhythms and leveraging tailored ADHD business coaching, she created a thriving, multi-six-figure business model. Discover how custom ADHD business operations can bring lasting clarity, efficiency, and sustainable success to your venture. EPISODE HIGHLIGHTS & TIMESTAMPS: [00:00] Intro & Kim's Background: Executive Development Work [09:55] The Swiss Army Knife Problem: Why Generalists Can't Charge Premium Prices (The Niche Conversation) [11:15] Four Tendencies Obliger Wiring: Building Accountability Systems That Actually Work [16:05] Planned Pauses & Pivots: Restructuring Your Business Around Energetic Patterns (The 5th Pillar of the ADHD-ish Method) [20:25] The 10-Year Planning Conversation That Changed Everything [26:10] Moving Forward: Book, Speaking, Leadership Programs (Taking Steps Now) [30:45] Advice for Listeners Standing Where Kim Was ‍ ‍ ‍ THREE KEY TAKEAWAYS: ‍ 1. Niche Down, Even When It Feels Wrong: Kim went from offering many services to three core offers. It felt like leaving money on the table. Instead, it freed her to charge premium prices, attract better clients, and build a recognizable brand. ‍ 2. Accept Your Wiring, Don't Fight It: As an Obliger with ADHD traits and justice sensitivity, Kim needs external accountability and clear boundaries. She stopped wrestling with who she isn't and built systems for who she actually is. ‍ 3. Structure Your Business Around Energy Patterns, Not Just Targets Kim's energy dips in winter. Instead of pushing through, she restructured which offers she promotes seasonally. Result: a sustainable business that honors her natural rhythms. This is the 5th pillar of the ADHD-ish Method™—Planned Pauses & Pivots. ‍ ‍ ‍ MENTIONED DURING THIS EPISODE: ‍ ‍ Ep #267 ADHD & Justice Sensitivity: From Overwhelm to Advantage in Business The Four Tendencies Guide ‍ ‍ ‍ ABOUT TODAY’S GUEST, KIM VAN LUE ‍Executive development coach specializing in board/leadership diagnosis, executive transitions, and team development across higher ed and mid-sized organizations. Currently writing a book, building her speaking platform, and designing signature leadership programs. ‍ CONNECT WITH KIM: Website | LinkedIn ‍ ‍ YOUR ADHD-ish™ HOST, DIANN WINGERT ‍Diann Wingert, a former psychotherapist turned ADHD-informed business strategist, coach, works with neurodivergent entrepreneurs who want to build a stand-out, sought-after, profitable business based on their unique brilliance. ‍The 5th Pillar in The ADHD-ish™ Method coaching framework is: “Planned Pauses & Pivots” and it made all the difference in reimagining Kim’s business. Is it time to experience the ADHD-ish Method in YOUR business? The first step is scheduling a free consultation to see if we’re a fit. Click here to book yours now. ‍Kim's story is just one example of what's possible when you accept yourself unconditionally and redesign everything around that acceptance. Need other examples of what’s possible? Check out more Client Success Stories episodes. ‍ ‍ WANT TO TRY ADHD-INFORMED BUSINESS COACHING FOR FREE ? Check out my digital clone, Di AI —personalized ADHD-informed business guidance on-demand. If you love the show, please leave a comment on Spotify (I personally reply to each one) or leave a review so more ADHD-ish business owners can find THE podcast full of real talk and real solutions for neurodivergent business brains. ‍ ‍ © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
Your Overthinking ADHD Brain Is the Best Thing About Your Brand
2026/08/18
‍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. Everybody tells you to stop overthinking. Kristina Flynn built a company on it. ‍We talk about why doing your own branding is a fool's errand (spoiler: your brain isn't primed for reality, it's primed for your perception of reality). We talk about the Mensa-level geniuses who sit across from her and say "I'm not that interesting." ‍We talk about the specific, weirdly universal terror of what your old colleagues will think. And we talk about AI — not as a voice replicator, but as something that can understand your context if you feed it properly. ‍Fair warning: if you're sitting on an abandoned rebrand, three different mission statements you don't believe, and a nagging sense that you should be further along by now — you're going to feel a little called out. Stay with us anyway. ‍ WHAT’S INSIDE: ‍● Why Your Old Story Isn’t the Whole Story: How narrative identity, negativity bias, and corporate conditioning have shaped the way you show up ‍ ● The 4 Stories Framework (Stealable Worksheet): Start mapping your old story, bridge story, and how to shift from “it’s about me” to “it’s about them” ● Radical Self-Acceptance Checklist: 5 mindset shifts to finally move past shame, imposter feelings, and waiting for permission ‍ ● Overthinking as an Asset: Quick exercises to turn rumination into action, content, and connection (instead of procrastination) ‍ ● Your First Move Blueprint: Micro-steps to start building story-driven content — without oversharing or burnout FUN FACTS Kristina and Diann are both pretty sweary and swear by the research that concludes swearing is a sign of intelligence. You decide! ‍Kristina & Diann met through Coach Vox - the platform where they both built their digital clones. If you haven’t signed up for Di AI yet - what are you waiting for? Here is the link to sign up for free. ABOUT KRISTINA Kristina (with a 'k') Flynn is an Overthinking High-Achiever (OHA) helping other OHAs turn their wild careers and stories into personal brands that feel like them and make sh*tons of money. ‍For 18+ years and across 11 roles in 8 industries, she's built brands for NBA All-Stars, Olympians, venture capitalists, Youtubers, founders, and executives. The through-line across all of it: wildly capable people who are great at seeing other people's value, but can't see their own. In 2023, she built StoryEQ™ to close the gap. ‍ LINKS & RESOURCES ‍Kristina’s: ‍ WebsiteStory EQ Framework PDF LinkedIn ‍ The episode with Evan Sargent on branding ‍ 20 Feet From Stardom (2013) — the backup singer documentary I mentioned Brené Brown Simon Sinek ‍ ‍ YOUR ADHD-ish™ HOST ‍Diann Wingert is a former therapist turned coach, speaker, and consultant who blends her expertise in entrepreneurship and neurodiversity to help others thrive. ‍Host of the top-rated ADHD-ish™ podcast and creator of The ADHD-ish™ Method, Diann works with ADHD-ish™ business owners who are ready to create stand-out, sought-after, profitable businesses based on their unique brilliance. ‍ WORK WITH ME If this conversation hit a nerve — if you've been hiding behind your credentials and waiting to be discovered on the strength of good work alone — that's a strategy problem, not a character flaw. Let's fix the strategy problem together — schedule your call here. ADHD-ish is hosted by Diann Wingert. If you got something out of this one, the single most useful thing you can do is send it to one person who needs it. Second most useful: leave a review. © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
Stop Confusing Options for Opportunities: A Practical Guide to Decision Making for ADHD Entrepreneurs
2026/08/11
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 decisions going forward. ‍Dopamine is a talent scout, not a bookkeeper: That rush of excitement we feel with something new? It’s all about anticipation—not reality. The cost and maintenance of a new yes don’t hit until much later. The trick is to slow the yes. ‍Clever ways options pretend to be opportunities: ‍The Flattering Ask: feeling chosen and visible can feel like opportunity, but might be just an option that doesn’t fit your goals. ‍The Closing Door: artificial urgency and manufactured scarcity prey on impulsive decision-making. ‍The Adjacent Idea: our shiny new ideas often show up exactly when important work becomes tedious, tempting entrepreneurs to jump ship. ‍ Why is this so hard for ADHD brains?‍Because dopamine is LOUD and it fires at anticipation, not the actual result. That new offer or collab invitation? It’s pure possibility—no fatigue, no disappointment, no downside at first. The evaluation part comes much later, usually after you’re already committed. Story Time ‍Diann once bought a high ticket course to “launch a high-ticket course,” and not only never opened it, but kept paying a monthly subscription for three (!) years (ADHD dopamine at work, folks—don’t feel bad, you’re not alone! 😂 ‍Try this: The 4-Question "Screen Door" Filter ‍Before you say yes, ask yourself: 1. What existing goal does this serve?2. What does it leverage that I’ve already built?‍3. What are the terms of this commitment?‍4. Does it survive 72 hours? Nothing new gets a same-day yes. That 72-hour pause is where the real magic happens (and where many “opportunities” evaporate). ‍Start here: *Make an idea parking lot for every new ask or idea.*‍Practice the pause: “Let me check a couple things and get back to you.”‍*After 72 hours, run the 4-question test. Some asks will quietly disappear. Others will become real, intentional decisions. Give it a try and notice how different your “yes” feels and the discomfort of waiting. That’s data. ‍ Mantra for the week: Every yes is not a purchase—it’s a subscription. Read the terms before you sign. ‍ But what about all the past decisions you’ve made that have made your business messy and chaotic? ‍I’ve got you! Click here to read the companion blog post “How to Know When Your Business is Too Complicated: A Right-Sizing Guide for ADHD Entrepreneurs.” ‍ ‍ Your ADHD-ish ™ host ‍Diann Wingert, MSW is the insightful host of ADHD-ish™, where she helps entrepreneurs and professionals navigate the challenges of running a business with an ADHD brain. ‍Known for her practical wisdom, Diann regularly explores topics like decision-making, teaching her audience how to filter choices more effectively. ‍Through her relatable storytelling and expertise, Diann shares lessons gained from serial business ownership, a 20 year career as a psychotherapist and a lifetime with ADHD. ‍ Want deeper support untangling your yeses and rebuilding your decision-making? Schedule a free consultation to explore 1:1 ADHD entrepreneur coaching with ADHD business strategist and coach, serial business owner, and former licensed psychotherapist, Diann Wingert, MSW. ‍ New to ADHD-ish™? Subscribe/Follow ADHD-ish on Apple or Spotify for more ADHD-informed business strategy, inspiring guest expert interviews and client success stories. ‍ © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
A Skeptic's View of Using an AI Coach
2026/08/04
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, serves as a 24/7 thought partner to streamline your ADHD business strategy and lighten your daily cognitive load. Discover how on-demand support improves ADHD decision making, strengthens entrepreneur accountability, and optimizes ADHD business operations all without losing the essential human connection. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 — Introduction: AI Tools for the ADHD Entrepreneur 03:15 — Testing Digital Coaching and ADHD Decision Making 08:40 — Business Systems for ADHD Entrepreneurs 14:20 — Managing Cognitive Load in Business and Tech 19:50 — AI vs Human Entrepreneur Accountability 25:10 — ADHD Productivity for Entrepreneurs: Evaluating AI 31:05 — ADHD Executive Function in Business and Values 35:00 — Roadmap for Business Owners with ADHD The episode explores: How Elizabeth structured the experiment (including the infamous decision matrix and her “wildly unrealistic expectations”)Surprising (sometimes maddening) moments where AI reflected “stupid common sense” she’d never consideredWhat ghosting an AI tool taught her about the difference between digital and human accountabilityThe unexpected role of values alignment and motivation for us “rebels”Cautionary tales about outsourcing too much trust—or too much of ourselves—to technologyWhy critical thinking and intentionality are the only way these tools ever work for ADHD-ish brains Elizabeth and I share both the wins and the “facepalm” moments, plus an actionable tip sheet for anyone skeptical (or hopeful) about using AI for habit-building and organization. Her pro tip: Judge the tool by the quality of questions it asks you Don’t Miss: Elizabeth’s three-question framework (adapted from Naturalistic Decision-Making) for deciding when and how to engage with AI tools—so you never cede too much power to an algorithm If you’re tired of empty promises from productivity apps—or want a peek at what a scientifically-minded ADHD brain learns from kicking the tires on new tech—this episode is for you. Fun Fact Elizabeth shared a story about her 15-year-old niece who, when asked where they should go for dinner, responded: “I don’t know. Let me ask Chat.” The future is here and apparently it’s hungry for chatbot input Your turn! Make it practical: Use Di AI to help implement a tactic you picked up from the podcast, track specific goals, and follow up on progress. Know your “why”: Consider the reason you are looking for accountability and fit AI into your schedule where you need a champion (hello, bookkeeping!) If you haven’t signed up for Di AI yet - what are you waiting for? Here is the link to sign up for free. Grab Elizabeth’s Tip Sheet for making the most of Di AI (or any AI app) About today’s guest: Elizabeth Meyers is an informatics professor, consultant, and owner of Deep Dive Strategies, where she advises early-stage startups and small companies on strategy and product design. Driven by a fascination with how humans navigate complex environments, Elizabeth specializes in Naturalistic Decision Making (NDM), studying how experts make high-stakes choices in real-world settings. As an entrepreneur who respects both human expertise and technology, she blends her deep background in technology and information science to explore how experts interact with AI. Mentioned in this episode: Conditions for intuitive expertise: a failure to disagree. Kahneman D, Klein G. Am Psychol. 2009 Sep;64(6):515-26. doi: 10.1037/a0016755. PMID: 19739881.Naturalistic Decision Making Conference Michael Webb PresentationAdam Mastroianni - “Bag of Words” post on SubstackDALL- E AI image generator Ep #281: Find Your Flow: 3 Focus Days Models for ADHD Brains Ep #212: Get More Done: How to Focus with ADHD & Take Real ActionThe Four Tendencies - Elizabeth is a Rebel. What are YOU? Identifying Your Core Values - self assessment Jodie Cook, Founder of Coach Vox Your ADHD-ish™ host, Diann Wingert Diann Wingert is a former therapist turned coach, speaker, and consultant who blends her expertise in entrepreneurship and neurodiversity to help others thrive. Host of the top-rated ADHD-ish™ podcast and creator of The ADHD-ish™ Method, Diann works with ADHD-ish™ business owners who are ready to create stand-out, sought-after, profitable businesses based on their unique brilliance. Loved this episode? Leave a review and tell us why! © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
Out of Sight, Out of Mind: How ADHD Object Permanence Leaks Money From Your Business
2026/07/28
‍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 episode, Diann Wingert explores how ADHD object permanence uniquely impacts business operations and daily execution. You’ll discover practical strategies to build visible business systems for ADHD entrepreneurs, improve ADHD follow through, and protect your mental bandwidth—helping you maintain consistent momentum without adding to your cognitive load in business. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - Options vs Opportunities for the ADHD Entrepreneur 06:15 - Dopamine and ADHD Decision Making in Business 13:30 - Three Disguises that Overload Cognitive Load 20:45 - The Screen Door Filter for Entrepreneur Accountability 27:10 - Sustainable Systems for Business Owners with ADHD Where Are You Leaking Money? ‍ I break it down into three layers: 1. Past Clients: Amazing people who loved working with you, would buy again, and just need a nudge. But if they’re not in your calendar or inbox—they don’t exist to your brain. Your ADHD working memory isn't the problem; your system is. 2. Leads in the ‘Dark Pipeline’: Warm prospects you were this close to converting…now forgotten until you randomly find that old email weeks later (and then feel the shame spiral). ‍This is ADHD Object Permanence in action—out of sight, completely out of mind. 3. Your Own Offers: Courses, workshops, or services you actually could be selling—but forgot you even have. How many revenue streams are invisible because of ADHD Object Permanence? What’s the Fix? Structural Visibility ‍ Don’t go buying a new planner or promising to “try harder.” That’s not a strategy—it’s just more stress. Instead, build software (aka systems!) around your brain’s “hardware” constraints. This is how you turn ADHD strengths and struggles into actionable business strategy. Here’s How: ‍ ● Use a CRM to remember leads for you—don't let your ADHD working memory be your only sales tool! This is structural support for ADHD Object Permanence. ● Block off time every week to review offers, check in on clients, and nudge those dark leads back into the light. Regular visibility beats relying on memory. ● Pre-schedule re-engagement emails for past clients + warm leads. Automation handles what ADHD Object Permanence makes invisible. Where to start: ‍ Don’t overhaul everything at once. Pick one area—past clients, dark leads, or forgotten offers—and add a single piece of visibility this week. ‍ It could be as simple as pulling your last 20 clients into a spreadsheet or writing a list of every product you currently offer. The important part is making invisible opportunities visible again. This is how you leverage ADHD strengths and struggles for revenue growth. Mentioned in this episode: ‍ Laura Schulte - LinkedIn ‍ The Pipeline Compounder Kit email marketing platform (affiliate link) ‍ ‍ Other episodes in the Reframing ADHD Traits as Business Strategy series: ‍ Ep #315: How Successful ADHD Entrepreneurs Trigger Hyperfocus on Demand ‍ Ep #317: Time Blindness is a Pricing Problem, Not Just a Productivity Problem ‍ Ep #321: The Recurring Revenue Trap: The Hidden Cost of Stable Income Ep #323: What Procrastination, Resistance & Avoidance are Trying to Tell You About Your Business ‍ Your ADHD-ish ™ host, Diann Wingert Diann Wingert is a business strategist, coach, serial entrepreneur, former psychotherapist, and passionate thought leader at the intersection of ADHD and entrepreneurship. In addition to hosting the ADHD-ish ™ podcast, Diann is the creator of The ADHD-ish ™ Method, a practicing Buddhist, dog mom, and relentlessly curious human. ‍ Want help to reimagine business with your ADHD traits in mind? Schedule a free consultation to explore 1:1 ADHD entrepreneur coaching with ADHD business strategist and coach, serial business owner, and former licensed psychotherapist, Diann Wingert. For more ADHD-informed business strategies, follow ADHD-ish ™ for the rest of the Reframing Your ADHD Traits as Business Strategies, as well as inspiring guest interviews and real client success stories! Subscribe/Follow ADHD-ish ™ on Apple or Spotify ‍ ‍ © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
Eliminating Friction & Fatigue as an ADHD Solopreneur: A Client Success Story with Kathryn Bird
2026/07/21
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 break this cycle, Diann Wingert dismantles the myth of traditional balance to reveal an approach built for neurodivergent momentum. Learn how resetting your operational baseline, reducing cognitive load in business, and enforcing clear boundaries can optimize your ADHD business operations while protecting your energy for sustainable growth with ADHD. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - The Truth About ADHD Executive Function in Business 04:30 - Operational Bottlenecks Facing the ADHD Small Business Owner 09:15 - ADHD Decision Making Under Heavy Working Memory Load 15:40 - Streamlining ADHD Business Operations and Daily Systems 21:10 - Delegation for Entrepreneurs Managing Small Teams 26:35 - Overcoming Executive Dysfunction and ADHD Burnout Prevention 32:00 - Real-World Entrepreneur Accountability Strategies for Growth 36:45 - Sustainable Success Frameworks for the ADHD CEO Here are my top 3 takeaways for anyone feeling stuck in their own “success”: You don’t have a million problems—just a few powerful patterns. Identifying and naming them makes change possible.Your worth is not tied to your to-do list. Planning for realistic work hours, protected downtime, and recovery is the key to sanity and sustainability.You get to define your boundaries. Say no, let go of what drains you, and protect your energy—even when it means “hiding” some of your projects from yourself if deleting them feels too scary. If you find yourself working nonstop, feeling guilty about taking a break, or recreating old corporate patterns in your “dream job,” remember: nothing on your list is more important than your well-being. About today’s guest, Kathryn Bird Kat (she/her) is a former Royal Navy helicopter observer and London airspace air traffic controller turned travel blogger and entrepreneur. After leaving her high-pressure career to travel the world, Kat turned her passion into a thriving business, teaching and inspiring fellow adventurers through her content and memberships. Her journey has been marked by remarkable achievements—and the hidden struggle of managing ADHD, perfectionism, and the pressures of self-employment. Connect with Kat: Website: https://www.wandering-bird.com/ Instagram: @wanderingbird.adventures. YouTube: https://www.youtube.com/@WanderingBird Your ADHD-ish™ host, Diann Wingert Diann Wingert is a former therapist turned coach, speaker, and consultant who blends her expertise in entrepreneurship and neurodiversity to help others thrive. Host of the top-rated ADHD-ish™ podcast and creator of The ADHD-ish™ Method, Diann works with ADHD-ish™ business owners who are ready to create stand-out, sought-after, profitable businesses based on their unique brilliance, while eliminating the extremes of boredom and burnout. Inspired by Kat’s results & want to chat about what success can look like for YOUR business? Book a free consultation and let’s talk! Want to listen to other Client Success Story episodes before booking that consultation appointment? I’ve got you. Here is the playlist. Practical Takeaways Be honest about what’s really on your plate. Track your time and get real with your expectations“Nothing on this list cannot wait.” Borrow Kat’s mantra - perfect for ADHD overachieversRest is productive. Building in recovery weeks and being intentional about your workload makes all the differenceLet go (just a little). Not every idea, offering, or piece of content needs to be perfect or even used Not ready for my six-month, one to one coaching program, but want an ADHD-informed, business savvy coach on demand? My digital clone, Di AI is free in beta.Just click the link and start chatting now! © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops/ Outro music by Vladimir / Bobi Music / All rights reserved.
What Procrastination, Resistance & Avoidance Are Trying to Tell You About Your Business
2026/07/14
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, learn to diagnose friction instead of using brute force. Uncover five business signals inside your resistance, align your ADHD business strategy with your neurodivergence, and achieve sustainable business growth. Tune in to turn avoidance into your greatest strategic advantage as an ADHD entrepreneur. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - Procrastination Is Business Intelligence 03:30 - Procrastination Is A Nervous System Signal 06:50 - Five Signals Behind Business Resistance 09:40 - Delegation, Decision, And Sunset Signals 13:05 - Revenue And Pricing Resistance 15:45 - Clarity And ADHD Business Strategy 3 Key Takeaways: Procrastination is a signal, not a personal failing. Your nervous system might be telling you something important about your business, like a task you’ve outgrown or a decision you haven’t fully made. This is how ADHD neurodiversity communicates through resistance.Five “signals” behind resistance: Delegation (tasks you should hand off), Decision (incomplete choices), Sunset (offers you need to let go), Revenue (underpriced work), and Clarity (undefined scope/stakes). Most productivity tips miss these underlying issues entirely.Don’t override, diagnose first. Before pushing through with more discipline, ask “What is this resistance telling me?”—then act on the real issue behind your avoidance. This diagnostic approach honors ADHD neurodiversity. The Reframe: Procrastination is regulatory, NOT motivational. Your nervous system is sending a protective signal, not exposing a character flaw or lack of discipline. For ADHD neurodiversity, this shows up when something is off below the surface—even if you don't consciously know what it is. This is why traditional productivity tips often fail. Next time you find yourself stuck, don’t reach for another productivity hack. Instead, ask: “What is my resistance trying to tell me?” Then act on the message, not just the task. Your business, and your brain, will thank you. This is what working with ADHD neurodiversity—rather than against it—actually looks like. Other episodes in the series: Ep #315: How Successful ADHD Entrepreneurs Trigger Hyperfocus on Demand Ep #317: Time Blindness is a Pricing Problem, Not Just a Productivity Problem Ep #321: The Recurring Revenue Trap: The Hidden Cost of Stable Income Looking for an ADHD-informed business coach that is available on demand? Sign up for my digital clone, Di AI Beta access is still free and available now! Your ADHD-ish ™ host, Diann Wingert Diann Wingert is a business strategist, coach, serial entrepreneur, former psychotherapist, and passionate thought leader at the intersection of ADHD and entrepreneurship. Diann is the creator of The ADHD-ish ™ Method, a practicing Buddhist, dog mom, and relentlessly curious human. Want help to reimagine business with your ADHD traits in mind? Schedule a free consultation to explore 1:1 ADHD entrepreneur coaching with ADHD business strategist and coach, serial business owner, and former licensed psychotherapist, Diann Wingert. For more ADHD-informed business strategies, follow ADHD-ish for the rest of the Reframing Your ADHD Traits as Business Strategies, as well as inspiring guest interviews and real client success stories! Subscribe/Follow ADHD-ish on Apple or Spotify © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
No Diagnosis? No Problem! Embracing Neurodivergence Without Labels with Dr. Naketa Ren Thigpen
2026/07/07
If you suspect you have an ADHD-ish brain but lack a formal diagnosis, you might hesitate to step into neurodivergent leadership. Driven entrepreneurs often struggle with imposter syndrome without an official label. In this episode of the ADHD-ish™ Podcast, Diann Wingert and Dr. Naketa Ren Thigpen discuss embracing your neurodivergence without clinical validation. Running a business with ADHD requires systems that honor your cognitive strengths. Discover how high-achieving founders use intuitive workarounds to thrive. You will learn how to leverage hyperfocus, handle the relational aspects of managing a team with ADHD, and build confidence as an ADHD small business owner. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - Understanding Neurodivergence Without Diagnosis 05:55 - Recognizing Neurodivergent Traits In Yourself 11:40 - Neurodivergent Strengths In Entrepreneurship 17:35 - ADHD And The Power Of Hyperfocus 23:30 - Why Traditional Productivity Systems Fail 29:25 - Masking, Burnout, And Authenticity 35:40 - Building A Business Around Your Brain 42:15 - Embracing Neurodivergence As Your Advantage 3 Key Takeaways: Workplace Dynamics Are Deeply Human: So many organizational challenges stem from unresolved personal issues that show up at work. As Naketa says, bringing relational intelligence into organizations is the next frontier for trust, performance, and true inclusion.Diagnosis Isn’t Required for Legitimacy: You don’t need a formal diagnosis to embrace your neurodivergent identity. For some, building effective "workarounds" is enough to thrive—labels can be empowering for some and unnecessary for others, as powerfully shared.Hyperfocus Is a Super Tool—With Boundaries: Our ability to “hear the words and the music”—to focus deeply and be truly present—is a neurodivergent gift. Guarding these focus states with strong boundaries is key to making the most of them, both in business and personal growth. About today’s guest, Dr Naketa Ren Thigpen Dr. Naketa Ren Thigpen is the Architect of Intimacy in Innovation, the world's foremost Balance (and) Relationship Advisor, and Co-Founder and CEO of ThigPro Balance (and) Relationship Management Institute. Embodying her wild & rare nature, she moved beyond traditional therapy into something the industry hadn't seen. Double Board Certified and doctorate-trained in Relationship Dynamics, Dr. Naketa licenses Applied Relational Intelligence Systems to mid-market organizations, certifying their own leaders to reduce turnover, stabilize trust, and accelerate decisions from the inside. Her private advisory, BAR COTERIE, serves a select few bold enough to recalibrate success without regret. Named among 100 Women to Watch in 2026 and honored by the NAACP, she proves one thing: intimacy fuels innovation. Connect with Dr Naketa: Website: https://thigpro.com/LinkedIn: https://www.linkedin.com/in/naketathigpen/Instagram: https://www.instagram.com/asknaketaNaketa’s framework: Applied Relational Intelligence System (ARIS)Substack: https://thigproquo.substack.com/ Your ADHD-ish™ host, Diann Wingert Diann Wingert is a former therapist turned coach, speaker, and consultant who blends her expertise in entrepreneurship and neurodiversity to help others thrive. Host of the top-rated ADHD-ish™ podcast and creator of The ADHD-ish™ Method, Diann works with ADHD-ish™ business owners who are ready to create stand-out, sought-after, profitable businesses based on their unique brilliance. What’s the first step for turning the business you have into the business you want? Take the ADHD-ish™ Business Blindspot quiz Loved this episode? Leave a review and tell us why! © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
The Recurring Revenue Trap: The Hidden Cost of "Stable" Income for Business Owners with ADHD
2026/06/30
If you are a business owner with ADHD, mainstream advice says business growth requires recurring revenue. However, predictable retainers often cause burnout for neurodivergent entrepreneurs who thrive on novelty. In this episode of the ADHD-ish™ Podcast, Diann Wingert exposes the "recurring revenue trap" and the mismatch between traditional models and an ADHD brain. Instead of forcing rigid operations, learn to align your offers with your brain wiring. Discover how project sprints and a value-based ADHD business strategy generate predictable income without routine boredom. Tune in to eliminate scope creep and build aligned success on your own terms. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - ADHD Business Strategy: The Recurring Revenue Trap 05:00 - Neurodiversity and the Science of Recurring Revenue 07:30 - Avoiding ADHD Entrepreneur Burnout in Client Retainers 11:45 - Value Based Pricing Strategy for ADHD Entrepreneurs 18:20 - 6 Dopamine-Rich Business Strategy Alternatives 3 key takeaways for ADHD business owners: Predictability vs. Novelty: Recurring revenue models (like retainers and memberships) are built for brains that thrive on sameness and routine—not the dopamine-hungry ADHD brain, which craves novelty, challenge, and change. Understanding neurodiversity means designing around these realities, not fighting them.Structural Not Personal: Burning out on reliable income streams isn’t a failure—it’s a sign of structural mismatch. ADHD brains are wired to lose motivation with repetitive, predictable work. This is where value based pricing strategy becomes essential—charging for outcomes and transformation, not time.Design for Your Brain: You DON’T have to quit recurring revenue altogether. Instead, intentionally build novelty into your recurring offers—limited run cohorts, rotating scopes, themed “seasons,” and planned refreshes let you keep both financial stability and creative energy. A flexible retainer model can honor both your needs and your neurodiversity. 6 Dopamine-rich alternatives to boring recurring revenue models: Limited-run cohorts: Short sprints, not never-ending slogsRetainers with rotating scope: New focus each quarter keeps it freshMemberships by season/theme: Built-in breaks & changing contentQuarterly intensives: Ditch the monthly grind; go deep, then restPlanned sunsets: Don’t beat dead offers—set a clear end date!Built-in refreshes: Schedule reinventions before boredom strikes The offer you’re white-knuckling today is NOT the offer that’ll get you to the next level. Try, tweak, or sunset—but make it on YOUR terms. Mentioned during this episode: Episode #238_Creative Sprint Days: One Entrepreneur’s Solution for an ADHD-Friendly Business, with Evan Sargent Other episodes in the series: Ep #315: How Successful ADHD Entrepreneurs Trigger Hyperfocus on Demand Ep #317: Time Blindness is a Pricing Problem, Not Just a Productivity Problem Your ADHD-ish ™ host, Diann Wingert Diann Wingert is a business strategist, coach, serial entrepreneur, former psychotherapist, and passionate thought leader at the intersection of ADHD and entrepreneurship. In addition to hosting the ADHD-ish ™ podcast, Diann is the creator of The ADHD-ish ™ Method, a practicing Buddhist, dog mom, and relentlessly curious human. Want help to reimagine business with your ADHD traits in mind? Schedule a free consultation to explore 1:1 ADHD entrepreneur coaching with ADHD business strategist and coach, serial business owner, and former licensed psychotherapist, Diann Wingert. For more ADHD-informed business strategies, follow ADHD-ish for the rest of the Reframing Your ADHD Traits as Business Strategies, as well as inspiring guest interviews and real client success stories! Subscribe/Follow ADHD-ish on Apple or Spotify © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.
You're a F*cking Wizard: Why Your Business Needs a Game Master, Not a Guru, with Paul Pape
2026/06/23
Traditional business blueprints fail visionary ADHD entrepreneurs who think non-linearly. If you struggle with rigid strategies, this episode explores why standard methods fall short for neurodivergent minds. Diann Wingert and creative coach Paul Pape discuss using gamification and play to turn overwhelming operations into high-impact quests. Discover how a tailored ADHD business strategy unlocks your strengths and manages cognitive load. Learn how custom ADHD business coaching helps you build a profitable business without sacrificing your authentic creativity. Tune in to step out of burnout and build a business aligned with your unique brain wiring. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - The Game Master Approach to Business Strategy 05:00 - Overcoming the Starving Artist Myth in Business 11:20 - D&D Business Edition: Rescuing Million Dollar Brands 18:40 - Gamify Your ADHD Business Strategy for Growth 26:15 - Using Character Sheets for Personal Business Growth 34:50 - The Role of a Barkeep in Business Coaching 42:10 - Custom Business Models vs Mass Scale Programs 48:30 - Redefining ADHD Business Coaching and True Success Here are my top 3 takeaways for creative entrepreneurs and fellow neurodivergents: Gamify for Engagement: Turning business challenges into quests (not just tasks!) makes even the most daunting to-do list approachable and—dare I say—fun. Paul swears by quest structures with tangible rewards to help ADHD brains stay motivated and follow through. Identity Is Your Superpower: Creating a "character sheet" for yourself enables candid self-reflection, minus the ego panic. It’s a way to step outside traditional business coaching and unlock rapid personal growth—especially for those who hide or mask their real selves. Redefine Success on Your Terms: Not every creative business needs to scale. chooses bespoke, deeply connected work over group programs and mass-produced results. The real magic? Custom approaches lead to legacy-building impact for both coach and client. Ready to gamify your business? Take Paul’s personality quiz at www.gamifybusiness.com/quiz About today’s guest, Paul Pape: Despite the challenges of running an all-custom operation—a model many believe is doomed to fail—Paul Pape has been thriving, creating more than 3,000 original products for an impressive roster of clients, including Disney, Universal, and Nickelodeon, as well as individuals from around the globe. His unwavering dedication and inventive spirit have sustained his business for over 20 years, proving that passion and adaptability can defy the odds. In addition to his custom design work, Paul runs Gamify Business, where he is the barkeep in a tavern for creatives. Tapping into his neurodivergent nerdery, Paul takes boring business practices and translates them into gaming themes and terminology. Character classes instead of customer avatars, quest lines instead of project plans. Want to chat with Paul about your business quest? The barkeep is in, so pull up a stool. Paul’s Body of Work: Gamify Business TEDx Talk: Santa for Nerds Paul’s Books: Stop Selling Your Shit The Creative Player’s Handbook to Business Paul Pape Designs Your ADHD-ish™ host, Diann Wingert Diann Wingert brings decades of experience as a psychotherapist and serial business owner 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. Diann is a fierce advocate for self-acceptance and meaningful growth at the intersection of neurodivergence and entrepreneurship. She is the creator of the ADHD-ish Method and host of the top-rated ADHD-ish podcast. Diann is many things, but she is not a gamer. She is, however, learning to tap into her nerdy side. Mentioned during the episode: Dragons & Beasties‍ ‍ Breaking Bad‍ ‍Dungeons & Dragons‍ ‍World of Warcraft‍ ‍Joe Dispenza: Breaking the Habit of Being Yourself‍ ‍‍ ‍Vincent Van Gogh‍ ‍Jackson Pollock‍ ‍The Industrial Revolution‍ Target‍ ‍TJ Maxx‍ ‍Tim Burton‍ ‍Nightmare Before Christmas‍ ‍Danny Elfman‍ ‍Johnny Lam’s You Are Player 1 ‍ Loved this episode? Leave a review and tell us why! © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.

Podcast reviews

Read ADHD-ish podcast reviews


5 out of 5
99 reviews
★★★★★
FinancialTherapistJillian 2026/05/23
Value in EVERY Episode
This is the most valuable podcast I have listened to for entrepreneurs with ADHD. Diann validates, provides insight AND challenges you in every episod...
★★★★★
Wilsonography 2026/05/05
Incisive insights and a huge heart
Diann is an amazing host who always finds a way to bring the best out of her guests. Her experience as a psychotherapist shines through and gives real...
★★★★★
EB Ferdig 2026/03/21
Could cry (& might!) that I love this so much!!
I can’t stop listening & I’ve found so many helpful takeaways! Need to get back the this one re women, but had to hop over here to quickly say thank y...
★★★★★
Russjns 2026/02/06
Refreshing Honesty!
I absolutely love this podcast! Diann calls it like it is and provides great professional and unfiltered advice. She tells us what we need to hear, an...
★★★★★
JPMotto 2025/10/28
Hooked Instantly
I instantly fell head-over-heels for ADHD-ish because Diann when I started listening to the Momentum series. Her metaphors are so spot-on that it feel...
★★★★★
Miracle23 2025/08/21
Dropping gems every week!
I listen every week and take valuable notes as I play ch a biz and make major transitions in my life. The Lisa Lackey episode really struck home for m...
★★★★★
the fun😢😢😢 2025/05/09
love the show
Diann has such a knack for making big complicated things seem fun and easy! Love her show and all her guests who share helpful tools for ADHD folks li...
★★★★★
Brittany Herzberg 2025/02/18
So much to glean—even if you don’t have diagnosed ADHD!
Diann has the MOST interesting conversations with the MOST interesting humans! She really makes you think & consider things in a new/fresh way. It was...
★★★★★
Anne_Lev 2024/10/25
Clear,Honest,and fun!
I love Diann’s show for its honest and clear look at being a double D- both driven and distracted. 😀 She knows her topic well and shares valuable in...
★★★★★
EmileeKF 2024/08/07
reminded me that I am not broken.
If you’re struggling to believe that you can be a successful entrepreneur with ADHD, this podcast is for you! As a woman who was diagnosed FAR too lat...
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