The rise of ADHD-focused business coaching has opened new doors for entrepreneurs who think differently—but it’s also created a marketplace full of confusion and false promises. With no regulation or licensing standards, anyone can call themselves an ADHD business coach, leaving neurodivergent entrepreneurs vulnerable to generic strategies disguised as specialized help. A true ADHD business coach understands both the lived experience of ADHD and the mechanics of running a sustainable business that works with your brain, not against it. They’ll teach you how to simplify systems, amplify your natural strengths, and turn traits like hyperfocus and innovation into genuine assets. In this blog, you’ll learn what red flags to avoid, what questions to ask before hiring a coach, and how to recognize the “green lights” that signal real ADHD-aligned support. Because when it comes to your business and your brain, you deserve expertise that’s as unique as you are.

When you’re running three family businesses, balance sounds impossible—especially with an ADHD brain. But for entrepreneur and therapist CherylAnn Crego, what might look like chaos from the outside has become a masterclass in adaptability, creativity, and self-trust. With the guidance of coach Diann Wingert, CherylAnn transformed her ADHD traits—like rapid task-switching and intuitive problem-solving—into genuine superpowers. Through intentional coaching, affirmations, and the courage to let go of what no longer served her, she built a renewed sense of ADHD self-confidence and leadership. Her journey proves that late diagnosis isn’t a setback—it’s a chance to rewrite your narrative, embrace your strengths, and build a business that reflects who you truly are. For ADHD entrepreneurs juggling countless roles, CherylAnn’s story is a reminder that confidence isn’t found in control—it’s found in self-acceptance and the courage to grow through discomfort.

Entrepreneurs with ADHD often walk a fine line between passion that propels their business forward and emotional dysregulation that can derail it. In this insightful piece, Diann Wingert explores how understanding the difference—and building the right emotional scaffolding—can turn intensity into a competitive advantage. From recognizing early warning signs to creating structures that protect your decision-making, she offers actionable strategies for thriving in business without sacrificing mental well-being. By embracing neurodiversity and mastering emotional regulation, you can transform your most intense feelings into sustainable success drivers.

In a world where perfection is often praised, entrepreneur Mikey Schumacher is building a brand that finds power in the opposite. As the creator of But Cute, Mikey designs plush toys that celebrate anxiety, quirks, and emotional complexity—transforming insecurities into symbols of connection. On the ADHD-ish Podcast, he shares how his own struggles with anxiety, failed ventures, and creative detours led him to create a community where vulnerability is the foundation, not the flaw. With designs like the Anxious Moon Bunny and the Grumpy Croissant Crab, Mikey's message is clear: small business ownership doesn’t have to be perfect to be impactful. His journey reminds us that embracing our flaws might just be the most effective strategy for growth, belonging, and sustainable success.

ADHD entrepreneurs face more than just the challenge of starting or finishing tasks—the real energy drain lies in switching between them. In this episode of the ADHD-ish Podcast, Diann Wingert explores the hidden productivity cost of task switching and how it wreaks havoc on momentum, focus, and mental energy. Through relatable stories and practical solutions, she introduces the Transition Bridge System, a method designed to help you move between tasks with more ease and intention. By using simple but powerful tools like breadcrumbs and transition rituals, ADHD minds can finally protect their flow, reduce overwhelm, and rebuild confidence in their workday. If you’ve ever ended your day feeling drained—but unsure why—this is your call to stop context chaos and start shifting smoothly.

ADHD entrepreneurs know how to start things with passion and intensity—but finishing them? That’s another story. If you find yourself trapped in endless tweaks, consumed by research, or held back by fear of judgment, you might be stuck in what Diann Wingert calls the "Stopping Problem." In this episode of the ADHD-ish Podcast, Diann unpacks the perfectionism, hyperfocus, and rejection sensitivity that keep brilliant ideas stuck at 85% done. You’ll meet three archetypes—Lenor the Tweaker, David the Protector, and Marta the Researcher—and learn how to break free using the “Completion Compass.” It’s time to redefine “done,” embrace real-world feedback, and start finishing what matters. Because done is not just better—it’s better for you.

If you’re an ADHD entrepreneur stuck in either over-researching or reckless launching, you’re not lazy or broken—you’re caught in the ADHD starting paradox. In this episode of the ADHD-ish Podcast, Diann Wingert introduces the “Messy Start Method,” a refreshingly doable approach to beat analysis paralysis, manage performance anxiety, and build momentum with less burnout. Tune in to learn how 2% effort and 20% planning can help you stop spinning your wheels and finally move forward.

In this compelling episode of the ADHD-ish Podcast, Diann Wingert dives into justice sensitivity—a trait many ADHD entrepreneurs carry quietly and intensely. Learn how to turn your fierce sense of fairness into a values-driven brand, connect with aligned clients, and avoid the emotional burnout that comes with caring a lot. With Diann’s 3-part framework, you’ll discover how to channel your passion without draining your power—and why neurodiverse businesses that give a damn are exactly what the world needs.

Entrepreneurship is rarely a straight path, and for those of us with ADHD, it often feels like a winding road full of detours, dead ends, and unexpected scenic routes. Yet, it’s on these unconventional paths that our unique strengths shine brightest. Early in my journey, I struggled to fit into standard business practices—long meetings, linear plans, and rigid expectations left me restless and frustrated. It wasn’t until I embraced my ADHD that I realized my brain’s natural tendencies could become powerful business assets.

ADHD gives us the ability to see possibilities where others see obstacles. My mind thrives on novelty, spontaneity, and creative problem-solving, which has allowed me to craft innovative solutions and build systems that align with my natural workflow. Facilitated sprint sessions, a technique I learned from Evan Sargent, became a game-changer. Structuring work in quick, focused bursts with intentional breaks allows ADHD entrepreneurs to channel restlessness into productivity without burning out.

Being part of a community of like-minded, neurodivergent entrepreneurs has been equally transformative. Sharing strategies, celebrating wins, and navigating setbacks together fosters camaraderie and reinforces the value of our ADHD strengths. The biggest revelation? “Weird” is not a liability—it’s a competitive edge. By leaning into our differences and designing systems that honor our neurodivergent wiring, we can redefine success on our own terms and turn challenges into opportunities for creativity, innovation, and growth.In this episode of the ADHD-ish Podcast, I explore why embracing your so-called “weirdness” is the secret to thriving as a neurodivergent entrepreneur. Joined by Evan Sargent, we dive into strategies like facilitated sprints, self-acceptance, and building systems that amplify your creativity instead of fighting against it. If you’ve ever felt like you didn’t fit the traditional business mold, this episode is for you.

Small business ownership is challenging enough—but for entrepreneurs with ADHD, the traditional 9-to-5 structure often feels stifling. I recently spoke with Evan Sargent, a remarkable entrepreneur who has built a business model around her ADHD strengths rather than in spite of them. Through hyperfocused sprint days, Evan has turned what many consider ADHD challenges into powerful advantages, creating both efficiency and creativity in her work.

Evan’s journey from a fast-paced agency environment to founding Leap_Year Branding illustrates how embracing your neurodivergence can transform your business. By structuring work in short, high-energy bursts, she maximizes her hyperfocus, allowing complex projects to be completed more quickly and with greater innovation. This approach also eliminates the inefficiencies and burnout often associated with traditional work schedules, particularly for ADHD brains.

Beyond productivity, sprint days support balance. Evan combines her work with family responsibilities and personal growth, demonstrating that ADHD-friendly structures can harmonize professional and personal life. She leverages processes, support systems, and coaching to ensure her strengths are optimized and her challenges managed.

For ADHD entrepreneurs seeking a roadmap, Evan’s methods offer a blueprint: honor your unique brain, design workflows that leverage your strengths, and embrace flexible yet structured systems. Sprint days are not just a productivity hack—they are a transformative tool for building sustainable, creative, and thriving businesses.

If you're a solopreneur with ADHD, you know the hidden costs all too well. The ADHD tax shows up as late fees, missed deadlines, impulse spending, and missed opportunities—but it doesn’t stop there. It silently drains your energy, strains relationships, and impacts your health. Early in my entrepreneurial journey, I felt like no matter how hard I tried, I was constantly paying extra for tasks that should have been simple. Task initiation, in particular, became a recurring pain point.

The turning point came when I realized these challenges weren’t character flaws—they were neurological realities. By building ADHD-friendly systems and rituals, I started reducing these hidden costs. Tools like Goblin.tools Magic To Do, ChatGPT, Claude, and Time Timer became extensions of my brain, helping me break down tasks, stay on track, and recover lost focus. I also learned to protect my well-being through hydration, scheduled breaks, and connection, inspired by experts like Ned Hallowell, MD.

Small, intentional strategies—rituals for task initiation, visual timers, and reminder apps like Voxer—made a significant difference. Even simple shifts, like using water bottles to prevent ADHD brain “jerky moments,” improved focus and consistency. Over time, these practices lowered the ADHD tax, freeing energy and resources for meaningful work.

Whether you’re protecting your health, nurturing relationships, or simply aiming to be a more effective entrepreneur, paying less ADHD tax is possible with intentional strategies and practical tools. With the right support and systems, your ADHD strengths—creativity, energy, and hyperfocus—become assets instead of hidden liabilities.

Disappointment hits differently when you’re an ADHD entrepreneur—it’s louder, heavier, and often tangled up in time blindness and perfectionism. This blog explores why that happens and how to bounce back faster. From the emotional amplifier effect and the time blindness tax to the hyperfocus paradox, understanding these patterns is the first step toward resilience. Learn how to build scaffolding systems, automate tasks, and design visual workflows that anchor your focus. Discover how energy management and the “Minimum Viable Day” approach can keep your business moving even on low-focus days. And most importantly, explore how self-compassion, time buffering, and proactive communication can turn disappointment into a growth strategy. Managing ADHD in business isn’t about avoiding failure—it’s about designing supports that make success sustainable.

Traditional advice tells us to niche down and stay in our lane, but what if curiosity is actually our biggest business asset? Brittany’s entrepreneurial journey—from massage therapist to SEO strategist—proves that following curiosity can lead to unexpected opportunities. Instead of resisting change, she leaned into her evolving interests, allowing them to shape her business in ways she never anticipated. Her story is a reminder that success doesn’t have to be linear. By embracing curiosity, female entrepreneurs can build businesses that are both fulfilling and uniquely their own.

For entrepreneurs with ADHD, decision-making can feel like swinging between two extremes—acting on impulse or overanalyzing to the point of exhaustion. I’ve experienced both, and over time, I developed a traffic light system to help balance these tendencies. Green light decisions? Trust your gut and act fast. Yellow light decisions? Set clear boundaries and a time limit. Red light decisions? Take your time but avoid getting stuck in analysis paralysis. By tracking decisions and seeing them as experiments rather than definitive successes or failures, we can build confidence, make smarter choices, and keep moving forward in business.

ADHD isn’t just about challenges—it comes with powerful strengths that can be game-changers in business. From heightened emotional intelligence to intuitive problem-solving, ADHD entrepreneurs often excel in areas that others struggle with. Whether it’s the ability to spot patterns before they emerge, break down complex ideas into digestible concepts, or stay cool under pressure, these gifts can set you apart in your field. By recognizing and harnessing these strengths, you can transform the way you work, connect, and innovate. It’s time to stop seeing ADHD as a limitation and start embracing it as your business superpower.