Diann Wingert
Business Coach for Ambitious Outliers
My jam is helping neurodivergent entrepreneurs, creatives & independent professionals create a profitable, sought-after business in their zone of genius
How business coaching helps neurodivergent entrepreneurs
Why I made the change from psychotherapist to business strategy &coaching
Most gifted, creative, and brilliant individuals struggle to reach their true potential.
It’s frustrating and painful to know you’re capable of so much more, but you may not understand what’s holding you back. It’s not because of your diagnosis or whether or not you’re on meds. It’s often because you aren’t working with the right kind of professional for where you are in your journey.
When you’ve reached the tipping point where it’s too damn hard to stay where you are and you’re sick of watching others less brilliant pass you by… you’ll want to partner with someone who gets you, really gets you.
I help those who are ready to close the gap between where they are and where they truly want to be.
What’s different about working with me?
When you are an entrepreneur, small business owner, creative or independent professional, it can be hard to determine where the business ends and you begin.
My background as a therapist and serial business owner means your business will grow and so will you. I won’t be your therapist, but you will definitely benefit from my having been one.
You can think of me as a business strategist, coach, mentor, and trusted advisor, who is like-minded and like-brained. It’s a powerful combination.
I have also owned several businesses, both with my current and previous partners and on my own. And, most importantly, I know how to help ambitious outliers (my term for driven, neurodivergent, entrepreneurial people, because I am one too.
My goal is to shave years, if not decades off your learning curve, so you get farther, faster without burning out.
Even though I was a successful psychotherapist in private practice, I struggled with unidentified ADHD and a specific learning disability, in spite of being in gifted classes.
Three kids, two divorces, and a lot of failed attempts to figure it out, I finally got a late-in-life diagnosis of ADHD and began to understand why I was not thriving in spite of all the help I had received.
Therapy has helped me heal from past trauma. but was not helping me reach personal or business goals. I tried different business coaches, but they didn’t “get” my neurodivergent brain or why I needed to do things differently. I wanted to shift the conversation from problems to possibilities and work with entrepreneurial people who wanted to leverage their strengths and manage their struggles.
I have also owned several businesses, both with my current and previous partners and on my own. And, most importantly, I know how to help “ambitious outliers” (my term for driven, neurodivergent, entrepreneurial people) because I AM ONE, TOO.
My goal is to shave years, if not decades off your learning curve, so you get farther, faster without burning out.
Business coaching can be powerful, but if you’re neurodivergent, not just any coach will do.
Let's connect and see if we’re the right fit.
It's like a first date without the awkwardness, I promise.
What some of my clients have to say about me
"Diann is a great business coach who will kick your butt when needed, and help you see why you are not achieving what you are wanting to achieve. She will help you develop your idea, not hers or some popular trending business plan."
~Jancina Dyer
"Diann combines the insight of a therapist with the skillset of a business strategist.
Her ability to read between the lines and uncover what was behind my procrastination and indecision was spot-on.
You'll walk away with actionable steps. The time spent is focused and not a minute is wasted. Well worth it!
Our VIP Day was like a gateway drug...I will be back!"
~Heather Frechette-Crowley
"I was able to focus on my most profitable service vs chasing too many revenue streams at once. I hired a CRO and let go of two people who were not moving the company forward. I started facing conflict instead of dodging it and throwing money at the situation. I negotiated an exit strategy and then turned down the offer because it was not right for me.
