Reactive to Regulated: Managing Emotions as a Business Owner with ADHD
Ever had one of those days where your emotions run the show? This episode introduces the SPACE Framework: a simple, ADHD-friendly tool to help you navigate emotional chaos with clarity, control, and zero shame.
Neurodiversity in Business: Masking, Passing & Authenticity
For many ADHD and neurodivergent professionals, success in business often comes with an invisible cost: the effort of masking. What’s often misunderstood as a conscious choice to “fit in” is, for most, a deeply ingrained survival mechanism—learned early and performed instinctively. In this blog, we explore what it means to live and work authentically in a world designed around neurotypical expectations. Through my conversation with ADHD coach and entrepreneur Ron Sosa, we delve into the realities of unmasking, intersectionality, and redefining productivity on your own terms. Ron’s story—spanning early misdiagnosis, identity discovery, burnout, and resilience—reveals how authenticity is rarely linear, but always powerful. From the tension between “superpower” narratives and real lived struggle to the importance of self-acceptance in neurodiversity in business, this piece invites readers to reflect on what standing tall in one’s truth truly means. Because for many of us, authenticity isn’t rebellion—it’s survival.
Daily Habits That Make Your ADHD Worse
Stop letting ADHD sabotage your life! Get practical, science-backed habits to make ADHD easier to manage. Learn to conquer screen time, sugar cravings, and poor sleep, discovering why movement and consistent sleep hygiene are essential for better focus and mental clarity.
Hiring an ADHD Business Coach: Red Flags, Green Lights
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 Less is More: The Case for a Single Offer in Your Business
This episode challenges the myth that more offers mean more success. Discover why simplifying your business to one powerful offer can boost clarity, profit, and impact. Tune in to learn the Single Offer Solution.
ADHD Self-Confidence Boost: A Client Success Story
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.
Neurodiversity, Intersectionality & Authenticity
Host Diann Wingert and neurodivergent leadership coach Ron Sosa unpack neurodiversity, intersectionality, and authenticity. Discover how identity shapes self-expression and empowerment. Tune in for real talk, raw insights, and reclaiming your voice—listen now on Spotify & Apple Podcasts.
ADHD Productivity Strategy: The Focus Day Schedule That Changed My Business
For ADHD entrepreneurs, traditional productivity hacks often create more frustration than focus. Our brains don’t switch tasks like TV channels—they reset like vinyl records, losing momentum with every change. That’s why the Focus Day model is such a game-changer. By structuring your week around task batching, you reduce context switching and give your brain the space to hit its flow. Whether it’s the Single Focus Scheduling model, the Essential Three, or the Split Screen approach, each option allows you to match your energy to your work instead of forcing yourself into a neurotypical system. Protecting your focus days with clear boundaries not only boosts productivity but also builds confidence and sustainability in your business. The beauty of this strategy is that it’s not about perfection—it’s about progress and creating a system that works with you, not against you.
What is an ADHD Business Coach?
Business owners with ADHD deserve more than hype. This episode exposes the myths, shares proven strategies, and helps you navigate the chaotic coaching industry so you can grow your business with focus, clarity, and confidence.
ADHD Isn’t Just Distractibility, The Truth About Emotional Dysregulation
ADHD is often misunderstood as mere distraction or restlessness, yet for women it frequently shows up in more invisible ways: emotional overwhelm, chronic masking, and a lingering sense of being misunderstood. Emotional dysregulation—the quick shifts between joy, frustration, and sadness—can complicate relationships and fuel rejection sensitivity, often leading to misdiagnosis as anxiety or mood disorders. But alongside these struggles lie remarkable strengths: curiosity, creativity, and a playful perspective that drives innovation and resilience. By naming and validating these experiences, we not only rewrite the ADHD narrative for women but also highlight the strengths that make neurodivergent minds essential in work, life, and leadership.
Developing Confidence as a Business Owner
Ready to build a business that works with your brain? Therapist CherylAnn Crego leveraged a midlife ADHD diagnosis to cultivate confidence, embrace her inner boss, and prove that you don’t need a perfect schedule to make progress.
ADHD Rejection Sensitivity: How to Handle It When Prospects Ghost You
Ghosting can feel crushing for ADHD entrepreneurs, triggering rejection sensitivity and endless mental “open loops.” But most of the time, it’s not personal—it’s about the prospect’s circumstances, not your skills. The key is reframing ghosting as data, setting clear expectations, and closing loops for yourself with professional follow-ups and boundaries. By strengthening your pipeline, limiting rumination, and leaning on systems, you protect your energy while staying focused on what you can control. Ghosting doesn’t diminish your value; it’s just part of the process of finding the right clients.
Find Your Flow: Three Focus Day Models for ADHD Brains
This week on ADHD-ish, Diann Wingert unpacks context switching and introduces “focus days” with three practical models to help ADHD entrepreneurs protect time, boost productivity, and work with their brain, not against it.
AI, Automation & Apprentices: Business Growth Without the Hustle
Entrepreneurs often dream of cloning themselves to keep up with growth, but real scaling comes from pairing opposites and leveraging automation. ADHD founder Will Christiansen learned that exact “clones” only multiplied chaos, while hiring complementary talent brought balance and sustainability. His approach combines finding integrators—apprentices who thrive under visionaries—with automation that removes repetitive work, freeing up space for creativity and strategy. By letting go of what doesn’t serve and embracing systems, entrepreneurs can scale without losing their spark.
Feeling Chronically Misunderstood as a Woman with ADHD
ADHD-ish guest Dr. Gilly Kahn joins Diann Wingert to uncover women’s hidden struggles—emotional dysregulation, rejection sensitivity, and late ADHD diagnoses. Expect raw stories, clinical insights, and humor that validate your quirks while offering hope and practical strategies.
ADHD and Dopamine: Why Every New Business Idea Feels Like “The One"
For ADHD entrepreneurs, every new business idea can feel like “the one,” igniting a rush of passion and possibility. Fueled by dopamine, this cycle of attraction, infatuation, honeymoon, and reality often leads to shiny object syndrome—abandoning projects once the excitement fades. But this isn’t a flaw; it’s how ADHD brains are wired. The key is learning when to channel that creative burst into meaningful progress and when to commit for the long haul. By “dating” your ideas, testing them as side projects, and integrating them into your existing work, you can capture the thrill of novelty while building sustainable, long-term success.
When A Prospect Ghosts You (and Your ADHD Brain Won't Let It Go)
Ever had a discovery call that felt perfect—then … silence? No reply, no closure. Let’s talk about ghosting, ADHD spirals, and what really happens when our brains demand answers that never come.
ADHD and Adult Diagnosis: Why Smart, Successful Women Get Missed Until Midlife
High-achieving women are often missed when it comes to ADHD diagnosis, only discovering it in adulthood or midlife when the weight of hidden struggles becomes undeniable. Therapists Diann Wingert and Lisa Lackey share their personal journeys of realizing they had ADHD after years of helping others, revealing how intelligence and adaptability can mask symptoms for decades. Their stories highlight how menopause and midlife often intensify ADHD challenges but also open the door to what Lisa calls the “second knowing”—a return to self, authenticity, and purpose.
This awakening is not just about diagnosis; it’s about transformation. By shedding perfectionism, embracing self-acceptance, and building community, women are redefining success on their own terms. As Lisa says, “You’re not unraveling or falling apart, you’re actually coming together.”
How to Clone Yourself as an ADHD Entrepreneur with Automation, AI & Apprentices
Entrepreneurship demands many hats. Join me and Will Christiansen, “The Tony Stark of Software,” as we explore how AI, automation, and top-tier talent streamline growth, solve clunky systems, and fuel sustainable business scaling.
Minimalist ADHD Business Plan: 4 Steps to Sustainable Success
For many entrepreneurs with ADHD, the word “business plan” brings up memories of 40-page documents, rigid structures, and endless details that feel more like homework than help. But building a business plan doesn’t have to be exhausting or overwhelming. In this episode of ADHD-ish, Diann Wingert introduces the Minimalist ADHD Business Plan, a flexible four-step framework designed to align with the way ADHD brains naturally work. Instead of long-term forecasting and jargon, this approach emphasizes clarity, focus, and sustainability, helping you move forward without burning out.
The plan rests on four simple pillars: your North Star (your guiding “why”), a Revenue Reality Check (understanding the numbers that actually matter), your Zone of Genius (focusing on strengths while minimizing energy drains), and your Next Three Moves (actionable steps that keep momentum going without overwhelming you). By making your plan visual, flexible, and imperfect, you create a living tool that supports your creativity while giving you enough structure to stay on track.
Diann also emphasizes the importance of working with your brain instead of against it: short planning sprints, visual dashboards, and regular reviews make the process doable and even energizing. This is planning reimagined—not about controlling your every move, but about creating a compass to guide your decisions. For ADHD entrepreneurs, this means less burnout, more intentional growth, and the confidence that comes from knowing you’re moving toward your goals with clarity.