ADHD-ish™ ADHD Business Strategy for Busy Brains

ADHD-ish™ ADHD Business Strategy for Busy Brains

By Diann Wingert | ADHD Business Strategist & CoachBusinessEntrepreneurshipHealth & FitnessMental HealthEducationSelf-Improvement
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ADHD-ish™ ADHD Business Strategy for Busy Brains episodes

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

    ‍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.

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

    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 overachievers
    • Rest is productive. Building in recovery weeks and being intentional about your workload makes all the difference
    • Let 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.

    44 min
  • What Procrastination, Resistance & Avoidance Are Trying to Tell You About Your Business

    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.

    22 min
  • No Diagnosis? No Problem! Embracing Neurodivergence Without Labels with Dr. Naketa Ren Thigpen

    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/asknaketa
    • Naketa’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.

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

    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 slogs
    • Retainers with rotating scope: New focus each quarter keeps it fresh
    • Memberships by season/theme: Built-in breaks & changing content
    • Quarterly intensives: Ditch the monthly grind; go deep, then rest
    • Planned 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.

    31 min
  • You're a F*cking Wizard: Why Your Business Needs a Game Master, Not a Guru, with Paul Pape

    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.

    55 min
  • The ADHD Expert's Trap: Performing Your Value Instead of Owning It: A Client Success Story with Jabari Allen

    Leaving corporate life promises freedom, yet many ADHD entrepreneurs recreate burnout through scope creep and people-pleasing. If you overwork to prove your value, setting clear business boundaries is essential for your strategy and well-being. In this client spotlight, Diann Wingert and tech consultant Jabari Allen discuss shifting from performing value to owning authority.

    Discover how an aligned ADHD business strategy helps neurodivergent founders overcome over-delivering, manage cognitive load, and set firm boundaries. Learn how to stop overworking and build a sustainable, highly profitable business without burnout. Tune in to step into true authority as an ADHD entrepreneur.

    EPISODE HIGHLIGHTS & TIMESTAMPS:

    00:00 - ADHD Business Strategy: The Expert Trap

    04:30 - Performing Your Value vs Owning Your Expertise

    12:15 - Overcoming ADHD Entrepreneur Burnout and Overdelivery

    21:40 - Value Based Pricing Strategy for ADHD Entrepreneurs

    29:00 - Redefining Authority in Your ADHD Business Strategy

    Here’s What You’ll Learn in This Episode

    • Trusting Your Intuition Matters: What it really means to listen to your gut in business, especially when everyone else seems to know better
    • People-Pleasing Isn’t Always Obvious: Discover the sneaky ways people-pleasing shows up for entrepreneurs—and why setting boundaries is actually better for you and your clients
    • Intersectionality & Self-Advocacy: Gain insight into what it’s like to navigate tech as a Black neurodivergent professional, and how those layers shape confidence and communication
    • Embracing Your Thought Leadership: Learning how to shift from “technician” to “expert”—and how the simplest offer can be both disruptive and profitable

    Fun Fact from the Episode

    There’s a term in the tech industry for endlessly fussing with tiny details called “yak shaving.” Turns out, it’s not just about perfecting code—but can be a major sign you’re avoiding a bigger decision. Jabari calls it circling the drain, and I refer to it as fluffing the pillows.

    Whether it's the obsessive nature of ADHD perfectionism, anxiety about feeling we need to prove ourselves, or keeping ourselves too busy with the small stuff to confront the big stuff, or a combination plate of all of the above, set a limit on this tendency to keep from holding yourself back while feeling productive.

    Connect with Jabari Allen: Website - Substack - LinkedIn

    Is it time to redefine your success as a business owner with ADHD, and shift from proving your value to owning your expertise?

    The first step is scheduling a free consultation where we talk about your goals and see if we are a good fit. Click here to book yours now.

    Click here for the custom playlist of more ADHD-ish™ Method Client Success Stories

    And, don’t forget to leave a comment on Spotify (I personally respond to every one) or leave a review so more ADHD-ish business owners can find THE podcast full of real talk and real solutions for neurodiverse business brains.

    © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.

    36 min
  • "Somebody Stole My Sh*t!" : Copycats, Counterfeiters, and How to Protect What You've Built, with Dani Donovan

    Building something unique takes time, energy, talent, and a whole lot of heart. For any business owner with ADHD, that can make it especially painful when someone copies your work, sells a counterfeit, or makes you question the value of what you created.

    In this episode of the ADHD-ish podcast, host Diann Wingert is joined by Dani Donovan to talk about what she learned after building The Anti-Planner and dealing head-on with copycats, counterfeiters, and intellectual property theft.

    ‍EPISODE HIGHLIGHTS & TIMESTAMPS:

    03:10 - The Anti-Planner and Dealing With Copycats

    07:00 - How the Anti-Planner Became a Viral Product

    14:00 - The Reality of Intellectual Property Theft

    21:00 - Counterfeiters and Protecting Your Business

    28:00 - Copyrights, Trademarks, and Creative Work

    35:00 - Why Successful Brands Target Counterfeiters

    42:00 - Perfectionism and Valuing Your Creative Work

    49:00 - Lessons on Building and Protecting a Unique Brand

    Key takeaways for fellow creators and founders:

    ‍Protect Your IP Early - Dani Donovan’s story underscores the importance of copyrighting your content and considering trademarks before you reach mass awareness—even an overseas copyright or trademark if necessary.

    Counterfeiting Can Happen to You - Whether you’re just starting out or have a viral hit, don’t assume your business is “too small” to be targeted. Copycats watch for what’s trending, and success makes you a target.

    ‍Community & Transparency Matter - Sharing the messy, challenging parts (like publicly addressing counterfeiting) can activate support from customers and fellow entrepreneurs—and may even lead to further growth and visibility.

    ‍Fun Fact From The Episode

    ‍When the first shipment of the Anti-Planner arrived, people (including myself) literally hugged it to their chest—and it wasn’t by accident! Dani intentionally made it “therapy pillow-sized” based on how she wanted users to feel about it.

    ‍

    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.

    Dani was the closing keynote speaker at the 2021 International ADHD Conference, and her work has helped thousands of people seek an ADHD diagnosis and treatment.

    Mentioned during the episode:

    ‍Alibaba ‍ - Steve Peha - Copyscape Plagarism Checker ‍- MarqVision Brand Protection Agency

    ‍

    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, a “productivity spellbook”—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. I absolutely love mine!

    ‍Buy your copy of the Original Anti-Planner here. (Dani also has a Clean version if you are not so sweary…)

    ‍ ‍

    Your ADHD-ish™ host, Diann Wingert

    ‍Diann Wingert brings decades of experience as a psychotherapist and serial business owner to coaching 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 ADHD-ish™ experience. Diann is the creator of the ADHD-ish™ Method, host of the top-rated ADHD-ish™ podcast and proud mom of three neurodivergent adults.

    ‍ ‍‍ ‍

    Should I have Dani back again?

    Want Dani Donovan to return to ADHD-ish™ to talk about what actually happens when your business scales way faster than you expected? Let us know by leaving a voice message here or sending an email here. Thanks!

    ‍ ‍

    © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.

    57 min
  • Time Blindness is a Pricing Problem, not Just a Productivity Problem

    For any ADHD entrepreneur, time blindness can affect far more than productivity. It frequently leads to underpricing, missed revenue, scope creep, and hours of unpaid work—leaving you questioning why your business feels harder than it should.

    In this episode of the ADHD-ish podcast, host Diann Wingert reframes ADHD time blindness as a pricing problem rather than a personal failure. We break down practical ADHD business operations and pricing shifts that actually work with your brain, including range pricing, value-based pricing, project pricing, multipliers, revision limits, and communication caps.

    EPISODE HIGHLIGHTS & TIMESTAMPS:

    00:00 - Time Blindness and ADHD Pricing Problems

    04:20 - How Underpricing Leads to Lost Profits

    08:30 - Hidden Money Leaks and Unpaid Labor

    13:00 - ADHD-Friendly Value-Based Pricing Strategies

    17:30 - Designing Pricing Around Your Brain

    Key Takeaways:

    1. Why time blindness is more of a money issue than a productivity problem

    Missed deadlines are visible, but it’s the underpriced projects and unseen labor that are draining your profits.

    2. How the ADHD brain’s sense of time impacts your pricing (and sends you into the red)

    3. Why accurate estimation is a myth—and what to do instead

    Spoiler: The strategic move is to build pricing that works with your brain

    The Three Places You’re Losing Money

    The invisible cost of time blindness shows up in three big ways in most service-based businesses—and maybe in yours too:

    ● Quoting New Work: Saying “yes” to projects we’ve never done, referencing a project that only looks similar, and then confidently (but cluelessly) assigning a price. Inevitably, unknowns explode, and you end up working for free

    ● Scoping Familiar Work: Every project you think you know by heart, but memory only shows you the highlight reel.

    ● Hidden Labor: The worst offender. All the little admin tasks, endless revisions, back-and-forth emails, and extra meetings never get included in my quote. They don’t feel like “billable” work, but they devour hours and energy in unpaid work.

    Six Pricing Strategies that Correct The Effects of Time Blindness:

    ● Range Pricing: Quote within a range, not a fixed number.

    ● Value-Based Pricing: Charge for outcomes, not hours.

    ● Multipliers & Buffers: Take your default quote and multiply it (1.5x, 2x, even 2.5x if you’re feeling brave).

    ● Project vs. Hourly Pricing: Bill by project, not hours, so you’re aren’t penalized for hyperfocus sprints

    ● Built-In Revision Rounds & Communication Caps: Set clear boundaries on extra work and comms, and make it official.

    Time blindness isn’t going away—but by meeting your brain where it is, you can transform ADHD traits from liabilities into business assets. Design your pricing not despite your ADHD, but in partnership with it—and start keeping your hard-earned money where it belongs: in your business.

    Try The Multiplier Experiment on your next proposal:

    1. Write down the number you want to send.

    2. Multiply it by 1.5x (or higher—it should feel just a bit stretchy).

    3. Send that quote. Notice the resistance, the stories, the “what ifs.”

    4. Collect the data: Did the client say yes? No? What did you learn?

    Every proposal is a data point for better pricing decisions. Stop leaving money on the table!

    Research on ADHD & time blindness

    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.

    Diann explains neuroscience in a relatable way. Through her accessible storytelling, Diann empowers others to understand their brains, manage their energy, and show compassion to themselves as they navigate the demands of being a business owner and in their everyday lives.

    Resources Mentioned in This Episode:

    Sign up for Di AI, my ADHD business coach digital clone, for free: https://bit.ly/di-ai-access

    Make sure you don’t miss the next episodes in this “Reframing Your ADHD Traits as Business Strategies” series. Subscribe/Follow ADHD-ish on Apple or Spotify

    Want my help to build your business with your ADHD traits in mind? Schedule a free consultation to explore 1:1 ADHD entrepreneur coaching.

    ‍ ‍

    © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.

    22 min
  • You Want to Be a Published Author, but You Have ADHD

    Want to become a published author with ADHD? Meg Casebolt shares how she went from publishing books while running a business. In this episode of the ADHD-ish podcast, host Diann Wingert and Meg explore writing in small pockets of time, managing ADHD executive function in business, and avoiding burnout.

    Discover practical strategies for ADHD productivity for entrepreneurs, improving ADHD follow through, and leveraging SEO to drive ADHD business growth. If you want to finish what you start, this conversation offers a grounded roadmap for every ADHD entrepreneur.

    EPISODE HIGHLIGHTS & TIMESTAMPS:

    01:05 - How to Become a Published Author With ADHD

    05:30 - Creative Writing Tips and Finding Joy

    11:00 - Writing a Book Without Uninterrupted Time

    16:30 - Common Author Mistakes and Pitfalls

    22:00 - Turning Podcasts Into a Finished Manuscript

    28:00 - Book Marketing and Promotion Strategies

    34:30 - Managing Multiple Creative Projects

    40:00 - Self-Publishing, SEO, and Business Strategy

    Ever felt like your nervous system is on overdrive? You’re not alone—turns out writing romance novels was exactly what Meg needed to dial down anxiety and reclaim hope. This is neurodiversity in business at its most authentic.

    Here are my top 3 takeaways from our chat:

    • Creativity Needs Structure:

    Meg breaks big projects like writing novels and business books into manageable, bite-sized sessions—30 minutes a day can add up to published work and reduced overwhelm.

    • Curate Your Input to Cultivate Your Output:

    Both of us have found that reducing media consumption and focusing on our unique perspectives boosts creativity and clarity—whether you’re writing, building, or rebranding.

    • Honor Your Brain (and Your Needs):

    It’s not about doing it all—it's about doing what fuels you. Speaker B balances left- and right-brain work, has learned to say no to platforms that drain her energy, and finds flow by following her interests and intrinsic motivations.

    About today’s guest, Meg Casebolt:

    Meg Casebolt helps experienced founders, consultants, and creators become findable in AI-powered search—not through keyword tactics, but through strategic authority positioning.

    As founder of Love At First Search, she works with experts who don’t need more SEO advice but do need a new way to be understood by modern search systems.

    Her approach focuses on helping people become quotable and recommendable: teaching them to claim specific expertise territory and build the signals AI uses to evaluate credibility.

    Diann’s Note: After I lost 10k followers on social media accounts overnight due to hackers, I was determined to learn SEO and started working with Meg. Within 1 year, I rank at the top of all search engines in my niche, and 50% of my clients now find me through online search.

    Meg’s Body of Work:

    Love at First Search / Signal - SEO membership program (affiliate)

    Aggressively Human podcast with Jessica Lackey

    Social Slowdown Meg’s podcast and book

    Happily Ever Indie - for self-published romance authors

    Meg’s romance novels under her pseudonym Bailey Seaborn

    Recommended by Meg during the episode:

    Lacy Boggs, The Content Direction Agency

    Joanna Wiebe - 12 Books That Will Make You Insanely Smart

    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.

    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.

    Connect with Diann

    Ready to work with an ADHD-informed business strategist and coach? Book a free consultation with me.

    © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved.

    46 min

About ADHD-ish™ ADHD Business Strategy for Busy Brains

From the publisher's feed

Discover ADHD success stories, ADHD entrepreneurship, and ADHD energy management on ADHD ish™, the podcast redefining business strategy for ADHD founders. Hosted by Diann Wingert, a seasoned business coach and former psychotherapist, this show is built for entrepreneurs who are tired of chasing hacks, rigid routines, or “one size fits all” advice that never sticks.

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