
ADHD-ish
ADHD-ish is THE podcast for business owners with big ideas and busy brains, whether you have an “official” ADHD diagnosis, or not.
We have expanded our focus so regardless of your gender or whether you identify as an entrepreneur, soloist, small business owner, creative, independent professional, freelancer, etc) if you are driven and distracted, color outside the lines and think outside the box, this podcast is for you.
People with these traits are far more likely to start a business because we love novelty and autonomy. But, running a business can be lonely and exhausting.
Having so many brilliant ideas means dozens of projects you’ve started and offers you’ve brainstormed, but few you’ve actually launched. Choosing what to say "yes" to and what to catch and release is even harder. This is exactly why I created ADHD-ish.
Each episode offers practical strategies, personal stories, and expert insights to help you harness your active mind and turn potential distractions into business success.
From productivity tools to mindset shifts, you’ll learn how to do business your way by
embracing your neurodivergent edge and turning passion and purpose into profit.
If you're new here, I’m your host, Diann Wingert, a psychotherapist-turned-business coach and ADHD-ish serial business owner, who struggled for years with cookie-cutter advice meant for “normies” and superficial ADHD hacks that didn’t go the distance.
In ADHD-ish, I’m sharing the best of what I’ve learned from running my own businesses and working with clients who are like-minded and like-brained.
Note: ADHD-ish does have an explicit rating, not because of an abundance of “F-bombs” but because I embrace creative self-expression for my guests and myself.
So, grab those headphones if you have littles around, and don’t forget to hit Follow/Subscribe so you don’t miss a single episode. Oh, and if you love the show, reviews are appreciated and so is sharing ADHD-ish with others!
Latest episodes

Jan 11, 2022 • 49min
Lean Out to Level Up with Crista Grasso
I am excited to introduce you to today’s guest on The Driven Woman Podcast; Business Strategist for online entrepreneurs, Crista Grasso. Crista and I met at the She Podcasts Live conference and I totally fell in love with her brilliance. Her genius is helping other entrepreneurs remove the unnecessary complexity in their business so they become more profitable as they grow.Crista’s system, The Lean Out Method is designed to create simple, sustainable, strategic systems that scale. She is known as The Business Optimizer and her superpower is helping entrepreneurs cut through the noise and see their business with clarity, so they can maximize both value and profitability. What I saw her scratch out on the back of a notepad over lunch convinced me that I need her to help me take MY business to the next level, so I decided to hire her. I am actually attending her two-day Lean Out & Level Up retreat this very week! Here is a sneak peek of what you are going to learn in this value-packed interview:Crista’s CHUK system which stands for Cut, Hold, Change, Keep Having a killer client fulfillment system prevents buyers’ remorse When you’re ready to scale (and when you are NOT ready) How to scale and still serve clients 1:1 Quotables to listen for in this interview: Systematize what you want to repeat Scaling amplifies what you already have Also mentioned, Crista’s favorite project management system: www.monday.com So, I bet you can’t wait to know more about today’s fabulous guest, Crista Grasso, right? Website: www.leanoutmethod.com Podcast: Lean Out Your Business Facebook group: http://facebook.com/groups/LeanOutCircleInstagram: @cristagrasso And, here’s are a couple of ways to connect with Diann: The Driven Woman Facebook Group:https://www.facebook.com/groups/thedrivenwoman/Instagram: https://www.instagram.com/coachdiannwingert/ Are you ready to take things to the next level and work with Diann? If you need the focused attention on your business & life that is only available through 1:1 coaching, click here to schedule a free 30-minute consultation with Diann to see if her 12-week private coaching program is right for you. Free Consultation for 1:1 Coaching Before you bounce, don’t forget to leave a review of The Driven Woman Podcast, I’d love to read it on a future episode! Apple: https://apple.co/2BZDFzcAndroid: https://www.podchaser.com/podcasts/the-driven-woman-1194485

Jan 4, 2022 • 37min
Mastering the Power of "No"
Two weeks ago we talked about boundaries and if you haven’t listened to that episode yet, I suggest you do. Boundaries and knowing when to say “no” go together like PB & J. In this companion episode, I will be talking about not the mechanics of saying no (although I do give you a simple strategy for what to do when you’re put on the spot, near the end…) but more of the strategy behind the no. If you are a solopreneur, creative freelancer, or indie professional, you are probably faced with a million requests a day. Knowing when to say “no” and why is crucial to having a profitable business and avoiding burnout. The focus of today’s solo episode is on service-based businesses, but the principles apply to most businesses, and to our personal lives as well. Here are just a few of the highlights: Are you prepared to respond to requests for:DiscountsBarteringPayment PlansGuaranteed Results Extra Time & AttentionAny kind of scope creep We are going to discuss the fears that keep us from saying no when we want to:Fear of losing a clientFear of negative reviewsFear that unhappy clients mean we really aren’t good enoughAnd don’t forget to stay with me to the end where I will share a simple strategy for how to get yourself off the hot seat when you are ambushed with an unexpected request. Shout outs in this episode:Copywriter Juliet Peay, creator of Killer Copy Week: https://www.yeahthatwriter.com/Book: The Four Tendencies: https://gretchenrubin.com/books/the-four-tendencies/intro/Quote from my marketing coach, Claudia Schalkx https://bridge2more.com/ Could you use some serious help with saying no to whatever isn’t working in your business and life?With 20+ years of experience as a psychotherapist and 5+ years as a coach, I’ve never met a solopreneur, coach, or consultant who couldn’t use a boundary boost. Click here to schedule a free 30-minute consultation to see if my signature 12-week 1:1 coaching program is right for you. https://bit.ly/calendly-free-consultationLet’s connect on Instagram: Instagram: https://bit.ly/DWC-InstagramSo, that’s all for now, Driven Woman! See you next week, when my guest Annie P. Ruggles of the Too Legitimate to Quit Podcast joins me to dig into the juicy topic of sleaze-free selling for creative service business owners.

Dec 28, 2021 • 1h 3min
Ethical Sales Strategies: Boosting Revenue Without the Sleaze
I am excited to introduce you to today’s guest on The Driven Woman; fellow podcaster, non-sleazy sales consultant, and all-around genius-for-brains, my biz buddy, Annie P Ruggles. We met online, hit it off automagically because of our mutual interest in the intersection of feminism, mental health, and entrepreneurship. Annie is a magician in helping female entrepreneurs, coaches, consultants, and service business owners be more successful on their own terms by teaching them how to sell with integrity. If you have ever struggled to ask for the business, ask for the money, or raise your prices, you are definitely going to want to listen to this one. Anniepreneur is an open book when it comes to talking about mental health, being an empath, and the fact that being self-employed is an amazing lifestyle, but it’s also just plain hard. Most women have a hard time asking for what they want, need, and deserve and I love talking with other coaches and consultants who are as committed as I am to helping other women get paid. This episode is a bit more conversational because Annie and I have an ongoing friendship and have even shared a room at the recent She Podcasts Live conference for female and nonbinary podcasters. She is super smart, very generous with her expertise and her network, and is truly one of the most original and brilliant people I know. We cover a lot of territory, and you definitely want to listen for these mic drop moments:Overdelivering is not a victimless crime.Assholes don’t get imposter syndrome. The difference between affordable and accessible. And, the juicy topic of #ambitionshaming So, I bet you can’t wait to know more about today’s fabulous guest, and my “conference wife” Annie P Ruggles, am I right? Well, let me count the ways….. Her FREE sleaze-free selling mini-masterclass (how’s that for a no-brainer?) Her membership program: The Non Sleazy Sales Academy Her binge-worthy podcast Too Legitimate to Quit Be sure to follow her on IG: https://www.instagram.com/anniepreneur/ And, here’s are a couple of ways to connect with Diann: Instagram: https://bit.ly/DWC-Instagram Have you been thinking about working with Diann “soon?”If getting back into momentum & moving the needle in your business is how you want to start your 2022, Click here to schedule a free 30-minute consultation to see if her signature 12-week 1:1 coaching program is right for you. https://bit.ly/calendly-free-consultation If you are loving our free content and want to say ‘thanks,” don’t forget to leave a review of The Driven Woman Podcast, I’d love to read it on a future episode! Apple: https://apple.co/2BZDFzcAndroid: https://bit.ly/TDWE-podchaser

Dec 21, 2021 • 28min
Leading with Limits: How to Set Boundaries and Succeed
One of the topics I am asked to speak about the most, whether it is as a speaker, podcast guest, or with my own coaching clients is boundaries. The subject of boundaries comes up so often because it might seem simple, but is actually quite complicated. There is no cookie-cutter, one size fits all situations solution. Boundaries are culturally determined, affected by our personalities, temperaments, stage of life, mental health, personal preferences, and whether or not we have a trauma history. See what I mean about being complicated? In this week’s solo episode, I am going to open up the topic of boundaries (we will have a few more episodes where we will dig deeper into various aspects of the subject…) by reflecting on the differences I observed visiting the homes of various friends as I was growing up in S. California from the families whose kids didn’t even have bedroom doors to those where the parents could not enter without the child’s permission and everything in between. Here are the episode’s highlights: What healthy boundaries look and feel like How to set boundaries like a boss if you don’t own a business The emotion that signals a boundary violation Boundaries while working from homeBoundaries are about access and expectationsHow to move the boundary needle from uncomfortable to comfortable Could you use some serious help with boundaries in your business and life?With 20+ years experience as a psychotherapist and 5+ years as a coach, I’ve never met a solopreneur, coach or consultant who couldn’t use a boundary boost. Click here to schedule a free 30-minute consultation to see if my signature 12-week 1:1 coaching program is right for you. https://bit.ly/calendly-free-consultation Let’s connect on Instagram: Instagram: https://bit.ly/DWC-Instagram So, that’s all for now, Driven Woman! See you next week, when my guest Annie P. Ruggles of the Too Legitimate to Quit Podcast joins me to dig into the juicy topic of sleaze-free selling for creative service business owners.

Dec 14, 2021 • 54min
Balancing Passion & Profit with Heather Zeitzwolfe
Many of us start out with one goal in mind when we become an entrepreneur- creating a business around something we are passionate about. In fact “Follow your passion and build a business you love” is probably the most popular headline for a huge number of online business coaches nowadays. It’s a very seductive promise and a glamorous fantasy, but it is simply not enough to keep your business boat afloat. Now, don’t get me wrong, passion is important, and maybe even necessary, especially in the beginning when you are scared shitless and have no clue, but unless you also keep your eye on the bottom line and balance your passion with profit, your business just might sink instead of sail. That’s why I invited my Portland pal and host of the Get the Balance Right Podcast, Heather Zeitzwolfe to chat with me today. Heather is a certified public accountant, financial coach, and profit advisor who works with creative entrepreneurs and small agencies. We both have a sweet spot for first-time female entrepreneurs in their 50s because of our own personal histories. Her website lists her attributes as Rebel, Nerd, Activist, Entrepreneur, Goofball, Cult Film Afficianado, Vegan, and when I saw her name on the list of attendees for the She Podcasts Live conference I attended in October, I was determined to meet her. What you can look forward to hearing in this episode: Heather’s non-traditional path to becoming a CPA in her 40s & starting her first business in her 50sWhy she works with creative solopreneurs and small agencies Our lively discussion on money blocks and why so many women have them How she makes it safe for her clients to be honest about their numbers, dispelling money shame Connect with our amazing guest, Heather Zeitzwolfe! Free Workshop in January 2022 on Money Mindset: https://www.getthebalancerightpodcast.com/workshopGet Your Business Ready for Tax Time Group Coaching Program:https://www.getthebalancerightpodcast.com/taxtimegroupHeather’s FREE Facebook Group for female entrepreneurs: https://www.facebook.com/groups/getthebalanceright/Website: https://www.zeitzwolfeaccounting.com/Podcast: https://www.zeitzwolfeaccounting.com/podcastAND here’s how to connect with Diann: Are you ready to take things to the next level and work with Diann? If you need the focused attention on your business & life that is only available through 1:1 coaching, click here to schedule a free 30-minute consultation with Diann to see if her 12-week private coaching program is right for you. Free Consultation for 1:1 Coaching Before you bounce, don’t forget to leave a review of The Driven Woman Podcast, so I can read it on a future episode! Apple: https://apple.co/2BZDFzcAndroid: https://www.podchaser.com/podcasts/the-driven-woman-1194485

Dec 7, 2021 • 35min
Stop People Pleasing to Boost Your Profits
I think it's really important as women and business owners that we understand how our culture has conditioned us to have certain beliefs, expectations, habits, and behaviors that interfere with our ability to achieve our goals and be successful. Most of us don't even realize all the things that we are doing that are killing our profits. So I'm willing to offend, to annoy, and even risk being a trigger because I think for those of you that are ready to hear the unvarnished truth and do something about it, you are going to be able to maximize your profits in your business without even having to hire me. You are welcome. We will cover a handful of obvious (and not so obvious) ways we leave money on the table, limit our income, impose our own internal glass ceiling, and take a pay cut in our business. We are going to dig into money mindset, imposter complex, avoiding the ask, pricing, discounts, bartering, raising your fees, and avoiding dealing with employees and contractors that are messing up your bottom line. We also confront some of the more insidious (aka sneaky unconscious beliefs so many of us have, such as beliefs about money and greed, getting paid for our talents, and whether or not it’s selfish to make money for something you enjoy doing, Like all of my solo episodes, this one is a cross between a kick in the ass and a warm hug. Hey, you don’t need me to flatter you, blow smoke up your skirt or polish your pinkies. My specialty is being the Speaker of Uncomfortable Truths because I want you to succeed. If you are serious about making a living while making a difference, you need to pay attention to the unconscious habits that get in your way, and most of all, what you can do instead. I am here to give you the straight talk, with a dash of sass! Ready to Make a Serious Upgrade?If getting back into momentum & moving the needle in your business and life is how you want to start your 2022, Click here to schedule a free 30-minute consultation to see if my signature 12-week 1:1 coaching program is right for you. https://bit.ly/calendly-free-consultation Let’s connect on Instagram: Instagram: https://bit.ly/DWC-Instagram So, that’s all for now, Driven Woman! See you next week, when my guest Heather Zeitzwolfe, CPA, and I continue the conversation with an episode I am very excited to share, called Balancing Passion & Profit.

Nov 30, 2021 • 38min
The Multipassionate Creative Career with Sarah Mac
Growing up singing and dancing in the UK, Sarah Mac fell in love with the theater and decided that a career in the performing arts was the one for her. A believer in manifesting opportunities in alignment with her desires, Sarah found herself taking advantage of one exciting experience after another. In a matter of years, her “say yes to everything” motto not only didn't result in the successful career she was seeking, it actually lead her to the edge of burnout. Realizing she needed to find another way, Sarah reinvented herself as a creative business coach who works with coaches, healers, and artist-entrepreneurs to create sustainable income, freedom, and fun in life and business. She supports other creatives to sell their coaching offers and digital courses, attract their dream clients and share their authentic stories. Sarah is now based in Montreal and New York. In addition to her creative business coaching, she's also a rapper, video artist, and host of the Creative Magic Club podcast. Want to connect with our guest, Sarah Mac?Instagram Free Facebook Group YoutubeCreative Magic Club PodcastFree Training: Tips to End Imposter SyndromeTell Stories That SellHere’s how to connect with Diann: The Driven Woman Facebook Group:https://www.facebook.com/groups/thedrivenwoman/Instagram: https://www.instagram.com/coachdiannwingert/ Are you ready to take things to the next level and work with Diann? If you need the focused attention on your business & life that is only available through 1:1 coaching, click here to schedule a free 30-minute consultation with Diann to see if her 12-week private coaching program is right for you. Free Consultation for 1:1 Coaching Before you bounce, don’t forget to leave a review of The Driven Woman Podcast, so I can read it on a future episode! Apple: https://apple.co/2BZDFzcAndroid: https://www.podchaser.com/podcasts/the-driven-woman-1194485

Nov 23, 2021 • 25min
Changing Your Mind, One Thought at a Time
I often say that human beings only have two problems: We are always thinking and we always believe ourselves. While this may sound sarcastic (and it probably is) the underlying truth is that for many of us, our thoughts are just as much the source of our suffering as our actual circumstances. That’s not to say our circumstances might not need some changing, but plenty of us have everything we need to be healthy, happy, successful, and fulfilled and we aren’t, because of our stinking thinking. Over the course of the last few solo episodes, I have been talking about confidence, negative self-talk, and questioning your fear. Today’s solo episode is the next topic in the mindset series, how to actually begin to change your brain by changing your mind. I have been doing this mindset work for a number of years, starting with taking classes in meditation and mindfulness center, where I initially went seeking help from chronic pain. What I discovered over time is that mindfulness, meditation, cognitive therapy, and personal growth work all create transformation at the level of the mind and that unless we change our minds, we won’t find lasting results from changing other aspects of our lives (jobs, relationships, hair color….) What we will cover in this episode:The pressure to conform to the normThe nature of what we call ‘reality” Sleepwalking through life And, the three levels we progress through that allow us to transform our minds, one thought at a timeFreebie AlertIn order to transform the unconscious, habitual thoughts into ones that serve us, grab your copy of the handout that accompanies this episode:Change Your Mind One Thought at a TimeReady to Make a Serious Upgrade?If getting back into momentum & moving the needle in your business and life is how you want to start your 2022, Click here to schedule a free 30-minute consultation to see if my signature 12-week 1:1 coaching program is right for you. https://calendly.com/diannwingert/free-consultation/If you are the kind of entrepreneur who learns as much from others as you do when you and your business are the sole focus, my group coaching program is starting again soon and the first step is to get on the waitlist! Click here to be notified of all the details: Group Coaching Waitlist Let’s connect on Instagram: Instagram: https://www.instagram.com/coachdiannwingert/ Join The Driven Woman Facebook GroupThe place to be for entrepreneurial women who are ready to go from driven and distracted to focused, fired up, and flame retardant (https://www.facebook.com/groups/thedrivenwoman) So, that’s all for now, Driven Woman! See you next week, when my guest Sarah Mac joins me to discuss how to find your path as a multi-passionate creative. If you have so many interests, ideas, and projects going that you don’t quite know where to focus, you won’t want to miss it!

Nov 16, 2021 • 49min
Building Confidence: From Self-Doubt to Self-Assured
Today’s guest, Nicole Kalil is a speaker, trainer, and host of the This is Woman’s Work Podcast. She left a successful corporate career in the male-dominated industry of financial services and is now an executive coach for women in leadership positions in a variety of industries. As you will hear in this interview, Nicole is just as passionate about helping women to reach greater levels of confidence and success as I am. Nicole shares her favorite definition of confidence, the 5 limiting beliefs that derail our confidence, and the 5 beliefs we can replace them with that are confidence boosters. We also talk about our thoughts on the advice to ‘fake it til you make it,” whether she believes any woman can develop confidence and whether you can actually have too much confidence. This convo will not only motivate and inspire you, but you can put Nicole’s advice into practice today. One of the most heartfelt moments in the interview is Nicole sharing her mantra for when times are hard, in which she reminds herself that she is her young daughter’s role model. I must admit I teared up just a bit, right along with her. Where to find Nicole Kalil online:Website: https://nicolekalil.com/Podcast: https://nicolekalil.com/podcastIG: https://www.instagram.com/nicolemkalil/Online Course: https://nicolekalil.com/this-is-confidenceAre you ready to take things to the next level and work with Diann? If you need the focused attention on your business & life that is only available through 1:1 coaching, click here to schedule a free 30-minute consultation with Diann to see if her 12-week private coaching program is right for you. Free Consultation for 1:1 Coaching Before you bounce, don’t forget to leave a review of The Driven Woman Podcast, so I can read it on a future episode! Apple: https://apple.co/2BZDFzcAndroid: https://bit.ly/TDWE-podchaser Connect with Diann Online: Instagram: https://bit.ly/DWC-InstagramLinkedIn: https://bit.ly/DWC-LinkedIn

Nov 9, 2021 • 25min
Question Your Fear
In the years I’ve been coaching bold, brilliant, badass female entrepreneurs, I have never once encountered one that was not capable of more than she was experiencing in her business success. Sometimes the issue was skill, occasionally it was will, but nine times out of ten, it came down to fear. Fear of failure, fear of criticism, fear of being envied, fear of embarrassment, fear of proving someone right, even fear of betraying their roots are just some of the possibilities. Fear is something we need to learn how to manage if we want to move to a higher level of influence, impact, or income in business. Until we do so, we will stay right where we are, and with the world moving forward at an ever-increasing pace, staying in place is falling behind. The lowdown on fear we will cover in this episode:What we are actually afraid of The 85% error factor Worst case scenario thinking & why we resort to it Fear and secondary gain The alternative to letting fear hold us back Freebie AlertIn order to transform our relationship with fear, we need to re-train our thoughts and reactions. If you have decided to start working on your fear, so you can uplevel your game, grab your copy of the handout that accompanies this episode:Question Your Fear Worksheet Ready to Make a Serious Upgrade?If getting back into momentum & moving the needle in your business and life is how you want to start your 2022, Click here to schedule a free 30-minute consultation to see if my signature 12-week 1:1 coaching program is right for you. https://calendly.com/diannwingert/free-consultation/If you are the kind of entrepreneur who learns as much from others as you do when you and your business are the sole focus, my group coaching program is starting again soon and the first step is to get on the waitlist! Click here to be notified of all the details: Group Coaching Waitlist Let’s connect on Instagram: Instagram: https://www.instagram.com/coachdiannwingert/ Join The Driven Woman Facebook GroupThe place to be for entrepreneurial women who are ready to go from driven and distracted to focused, fired up, and flame retardant (https://www.facebook.com/groups/thedrivenwoman) So, that’s all for now, Driven Woman! See you next week, when my guest Nicole Kalil, leadership coach, speaker, and host of the “This is Women’s Work” Podcast joins us for a lively conversation about women and confidence, one of my favorite subjects!