ADHD Self-Confidence Boost: A Client Success Story

ADHD-ish blog, CherylAnn Crego stands outdoors surrounded by green trees and sunlight, ADHD Self-Confidence Boost: A Client Success Story, business strategist coaching, client success story, adhd self confidence

How embracing ADHD traits helped one entrepreneur thrive across three businesses and find unshakable confidence

She's become a master at working with the "nooks and crannies of time"—completing tasks in short spurts, moving seamlessly between projects, and avoiding the pitfalls of over-planning and under-doing.

How One Entrepreneur and Her Coach Harnessed the Power of ADHD Traits to Juggle Three Family Businesses, Personal Growth, and a Major Boost in Self-Confidence 

Embracing the Chaos: Running Three Family Businesses

When most people think about entrepreneurship, they imagine long hours, difficulty balancing personal and professional life, and relentless responsibility. Now imagine three businesses, all touched by family dynamics, and navigating it all as someone with ADHD. That's the reality for CherylAnn Crego, featured recently on the ADHD-ish podcast with coach and host Diann Wingert in this compelling client success story about transformation through business strategist coaching.

CherylAnn's world consists of a consulting company—founded with her husband Chef Kent Getzen, focused on teaching schools scratch cooking and local sourcing—a salt product business originally created as a holiday gift, and her private counseling practice. Each venture comes with its own purpose, impact, and set of challenges, such as family involvement, shifting priorities, and maintaining boundaries.

Diann observed, "[M]ost people would hear that thinking, wait a minute, you're a therapist in private practice. You have a product based business in the food industry, and you have a consulting business… By the way, you also have a family, right? And friends and hobbies… That's a lot going on."

ADHD as a Superpower for Multitasking and "Fitting It In"

Conventional wisdom tells us to single-task and clear our schedules for "deep work." But CherylAnn flips that on its head, using her ADHD as an asset. She's become a master at working with the "nooks and crannies of time"—completing tasks in short spurts, moving seamlessly between projects, and avoiding the pitfalls of over-planning and under-doing.

CherylAnn credits her ability to compartmentalize and switch gears to her ADHD: "I love being able to just fit things into the cracks of my day and get this task done and marked off my list and then move on to the next thing." While many with ADHD struggle with time management, CherylAnn finds strength in her adaptability—her system built out of necessity, especially during times when a lack of diagnosis required her to create workarounds. This approach became a focal point of their business strategist coaching work together.

Delayed Diagnosis: A Blessing in Disguise

One of the most poignant discussions in the episode was around CherylAnn's late-in-life ADHD diagnosis. While one might assume early diagnosis always leads to better results, CherylAnn's experience challenges this. By the time she was diagnosed, she'd already developed resilience and a toolkit of coping strategies on her own.

"If I just have to answer off the top of my head, I would say I'm grateful for the way things unraveled," she shared. Diann notes that this mindset—of valuing lessons learned rather than seeing herself as a victim—is a powerful part of what makes CherylAnn an effective leader and coachable learner. This perspective shift became foundational to building her adhd self confidence.

Personal Growth Tools: Affirmations, Support, and Letting Go

Throughout her business strategist coaching journey, CherylAnn embraced tools like affirmations—not just reciting them, but living them out loud. Creating and repeating tailored affirmations ("I embrace discomfort in service to growth") helped her build confidence as a "boss," not just a "helper" or "back-of-house" partner. These practices now live on her office walls and continue guiding her actions, demonstrating the power of intentional work on adhd self confidence.

Additionally, letting go of the family's salt product business was a major milestone—one that took courage, leadership, and a willingness to face disappointment, both her own and her loved ones'. CherylAnn describes the process with candor: "There was grief involved… The affirmation you helped me write, 'I embrace discomfort in service to growth,' I say that all day long, every day, and I think it's been really helpful."

The Power of the Right Partnership

Central to CherylAnn's ability to juggle so much was the strong partnership she and Kent nurture, as well as the trust and rapport built with Diann through coaching. Diann highlights the importance of a coach-client "goodness of fit"—not just skill or reputation, but how you feel in their presence, especially for those who've had to mask as neurodivergent individuals. This client success story emphasizes how effective business strategist coaching depends on finding the right match.

Building Toward Confidence and the Next Chapter

Arguably the most profound change for CherylAnn was gaining genuine adhd self confidence in herself as a business leader and creator. This new confidence is fueling her next big project: co-authoring a book with her husband—a dream that's now a daily, actionable priority.

For any entrepreneur (especially those with ADHD or managing multiple commitments), CherylAnn's journey is a testament to the power of adaptability, self-compassion, and supportive business strategist coaching. Sometimes, success isn't about having the perfect plan; it's about learning to dance gracefully with the chaos.

Takeaways

  • ADHD can be a strategic advantage in multi-project, fast-paced entrepreneurial environments.

  • Delayed diagnosis isn't always negative; "making it work" can build resourcefulness.

  • Affirmations and targeted support foster the confidence to lead and let go, even when it's painful, building adhd self confidence.

  • Partnership and coach-client rapport are crucial for transformation and growth in business strategist coaching.

  • With the right approach, even the busiest, most multifaceted lives can be deeply fulfilling—and fun.

This client success story demonstrates that with the right business strategist coaching approach, ADHD entrepreneurs can not only manage complexity but thrive within it.

Feel free to DM me on LinkedIn or send me an email at diann@diannwingertcoaching.com. I'd love to hear your thoughts! If you'd like to hear the full episode on the ADHD-ish Podcast, you can do that here.

Diann Wingert

Former psychotherapist and serial business owner turned business coach for ADHD-ish creatives, entrepreneurs and small business owners.

https://www.diannwingertcoaching.com
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