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 I became a business coach
I left a successful career as a psychotherapist because I wanted to shift the conversation from problems to possibilities, from focusing on healing to focusing on growth.
I specialize in coaching and mentoring neurodivergent & entrepreneurial individuals who are ready to move beyond their current level of success. They know that their past therapy has helped them get ready to do so, but staying in therapy is not the answer.
Think of me as a business strategist, coach, mentor, and trusted advisor, all rolled into one. It’s a powerful combination.
How coaching helps neurodivergent entrepreneurs
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.
When you reach a tipping point when it’s too hard to stay put (and you’re sick of watching others less brilliant pass you by…) you’ll want to partner with someone who gets it, and you.
I help those who are ready to close the gap between where they are and where they truly want to be.
Why I left my successful psychotherapy practice
I struggled with unidentified ADHD and a specific learning disability, in spite of being in gifted classes, leading to decades of masking, perfectionism, false starts and confusion.
Three kids, two divorces, and a few rounds of therapy later, I got a late in life diagnosis of ADHD, started working with a business coach. Therapy has helped me heal from past trauma. but was not helping me reach personal or business goals.
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.
What You Can Expect From Working With Me
NO BULLSHIT
One of my favorite clients called me "The Speaker of Uncomfortable Truths." Here's why: I am very direct, intuitive and insightful & value honesty above being liked. It’s also why I screen my clients before inviting them to work with me, because not everyone is comfortable with this approach.
PLAYFUL
One of the ways I balance my intensity is with humor. My core concepts are full of analogies and metaphors, sarcasm and colorful language. Taking action with uncertainty and doubt is work, but I make it fun.
Uncovering and highlighting our best work takes courage and I help dial the fear factor down.
WALK MY TALK
I'm not only a coach and former therapist, I'm a serial business owner myself, so I've not only got killer credentials, but lots of lived experience. I'll never ask you to do something I'm not doing myself and love knowing I can shave years off your learning curve, so you get further, faster.
Business coaching can be powerful when you find the right fit.
Let's connect and find out.
Schedule a no-cost, no- obligation consultation. It's like a first date without the awkwardness, I promise.
I will only invite you to work with me if I am 100% confident I can help and you're ready to make it work.
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.
