Most podcasts for female solopreneurs focus on the more fun aspects of being your own boss, like flexibility, creativity, and building a business based on passion and purpose.  But, we really limit our success and sustainability if we neglect the “back end” of our business, the unsexy stuff like tax election, business finances and accounting.  So, my research lead me to a company that specializes in being the all in one financial solution for businesses of one, while addressing the loneliness problem of solopreneurship at the same time.Today I’m joined by the VP of People at Collective,  Claudia Nerio, for a lively conversation about not only the risks of ignoring or bootstrapping our business finances, but more importantly the rewards of delegating them to a team of experts, and becoming part of a vibrant solopreneur community, all at once.   We talk about everything from our own experience transitioning to working from home to client success stories to our mutual love of true crime podcasts and shows.   🎙️Highlights of this conversation: **Embracing Delegation**: Even as a solopreneur, recognize the power of focusing on your strengths. Delegating certain tasks frees up time for you to excel in your zone of genius. **Solopreneurship & Community**: Combat the loneliness of going solo by joining a community like The Collective, which offers essential back-office support and a network of like-minded individuals. **Navigating Finances & Tax Structure**: Understand that robust financial and legal knowledge is vital. Tapping into the collective wisdom and experience of experts at an affordable price means avoiding costly pitfalls and ensuring your solo venture thrives. Mic Drop Moment: "The desire to venture out on your own and to be your own boss has always been there, right? Now I think with the rise of working from home has created businesses like Collective that have found a high demand space in the market to be able to make it easier for people to go out and be a business of one just and pursue their dream."— Claudia Nerio  Who would be a perfect fit for The Collective?Coaches, Consultants, Creatives, Independent ProfessionalsSingle member LLCs and one person businesses making $60-80K+ profit Want financial & legal services in one stop shopLooking for a community of like minded solopreneurs Find out more:  https://www.collective.com/ If you are a solopreneur who is ready to get off the struggle bus and love your business again, this might be the perfect time to work with me. My Boss Up Breakthrough framework has just been updated to put more emphasis on implementation, so we make sure you get, and stay in momentum.  I’lll help you Boss Up your boundaries, your offers, your pricing, and your marketing strategy and remove anything that keeps you a best kept secret.  We will also make sure you are including mental wellness in your business plan so that you’re not just successful on the outside, but aligned with your values, and priorities on the inside.  Want to know more?  Schedule a free consultation here: https://bit.ly/calendly-free-consultation Not quite ready to work with me, but wonder what it would be like? Grab my private podcast,  “Show Up Like a Boss”.  It’s free, and you listen to it in the same podcast player where you hear this show.  It’s kind of like a backstage pass of 10 clips of me coaching and tips for how to apply the strategies to your own business and life.  Check it out:  https://bit.ly/show-up-like-a-boss

There are six common patterns of beliefs and behaviors that tend to hold female entrepreneurs back, particularly those with ADHD tendencies, and in this straight-talking solo episode, I am going to discuss what to watch for, why they happen and most importantly, what to do about it. Some of us are lucky to just have one of them, but these patterns tend to travel in packs, so it's likely that you're dealing with a couple, several or even all of them. No matter how smart, strong, skillful, and savvy you are, these patterns are really really common and very effective at holding you back from the success you're striving for and deserve.If you are struggling with distractibility, perfectionism, procrastination, people-pleasing, impulsivity, or time blindness, it is harder to reach your entrepreneurial goals and fulfill your business’s potential.  This episode is full of insights gained from managing my own tendencies and from working with clients just like you.  And, before you listen, remember this: none of these obstacles will prevent you from being successful as an entrepreneur, but they do make things take longer and be more strenuous. So, let’s get them under control so you can have more success and a lot less stress. Mic Drop Moment 🎙️"You do not need to be available and accessible at all times. We've been conditioned to think we always have to be responsive to others, but you can change your mindset on this."— Diann Wingert  Take the "What's Holding You Back" Quiz and get your customized series of emails designed to support your entrepreneurial journey. Don't keep these insights all to yourself - Share this episode with someone who's ready to get out of her own way and fulfill her business dreams! 

Did you know that despite the pressure to scale and grow indefinitely, the majority of businesses are small, and that most female entrepreneurs do not reach six figures? We discuss this and much more in this eye-opening episode with BS-free business consultant, Maggie Patterson!  Maggie and I dig into the myths and hype that lead small business owners to invest in things that do not move the needle,  cause them unnecessary stress and anxiety and shrinking their bottom line.  If you are one of the many female solopreneurs who is questioning whether she wants to grow an online empire or simply stay small and sustainable, this episode is a must listen!  Key Takeaways from the Episode:🎙️ The importance of critical thinking and questioning in decision-making🎙️ Challenges of making hasty decisions in purchasing courses and other products🎙️ Marketing tactics and survivorship bias in the online business ecosystem🎙️ Impact of societal expectations on entrepreneurship and mental health🎙️ Distinguishing between mindset issues and reasonable concerns in business Mic Drop Moment: "I want to create a community and environment where we can grapple with, 'How do I pay myself more? How do I sell strategy? How do I plan in a way that actually works for me?'"   Maggie Patterson Want more of Maggie?  The BS-free Service Business Podcast: https://apple.co/4bcJMwl Staying Solo Squad: https://bsfreebusiness.com/squad/Maggie on IG: https://www.instagram.com/bsfreebusiness/ Also mentioned in this episode:  Duped Podcast - co hosted by Maggie & Michelle Mazur - https://duped.online/ If you are a solopreneur who is ready to uncomplicate your business and maximize your purpose and profit, this is a perfect time to work with me. My Boss Up Breakthrough framework has just been updated to put more emphasis on implementation, so we make sure you get, and stay in momentum.  I’lll help you Boss Up your boundaries, your offers, your pricing, and your marketing strategy and remove anything that keeps you a best kept secret.  We will also make sure you are including mental wellness in your business plan so that you’re not just successful on the outside, but aligned with your values, and priorities on the inside.  Want to know more?  Schedule a free consultation here: https://bit.ly/calendly-free-consultation Not quite ready to work with me, but wonder what it would be like? Grab my private podcast,  “Show Up Like a Boss”.  It’s free, and you listen to it in the same podcast player where you hear this show.  It’s kind of like a backstage pass to working with me, includes 10 clips of me coaching and tips for how to apply the strategies to your own business and life.  Check it out:  https://bit.ly/show-up-like-a-bossIf you found this episode insightful, please share it with someone who could benefit from a fresh perspective on entrepreneurship, mental well-being, and the pursuit of authentic success!

The Driven Woman Entrepreneur Podcast is coming up on 200 episodes, it is time for a rebrand and I need your help. In this behind-the-scenes solo episode, I share where I am in the process of rebranding the podcast, as well as how I recognized that it is time, and some helpful advice for avoiding boredom and staying consistent. If you're an aspiring or emerging podcaster, an entrepreneur, or a person with ADHD who tends to get stuck in the messy middle of long-term projects, this episode is for you!I've recently received some feedback that there might be a disconnect between what I'm talking about on the podcast and either the name of the podcast, the show art, the description, the categories, the episode titles, the guest interviews, or all of the above.  So, instead of being stubbornly self-sufficient and trying to figure it out on my own, I’m turning to you.In this episode, you'll hear:The importance of facing discomfort and making decisionsThe power of asking for feedback and not making assumptions.The journey of the podcast and how it has evolved over time.My personal experience with starting something new, overcoming challenges, and staying committed.Mic Drop Moment 🎙️"Isn't it perfectly obvious that the people I should be asking for help from to determine the future direction of the podcast are the ones who are actually listening to it?" Thank you in advance for sharing your feedback with me! Here are your options:Google Form (Preferred)  https://bit.ly/47AFdJ3Email me: diann@diannwingertcoaching.com Leave a voice message: https://bit.ly/3we0Kri  (90-second limit) DM me on Linked In: https://www.linkedin.com/in/diannwingertcoaching/ or Instagram: https://www.instagram.com/coachdiannwingert/We're excited about the future, and we can't wait to hear from you!

The number of entrepreneurs talking about burnout, saying they have a love-hate relationship with social media or wishing they could just opt out altogether, but worry about possible negative consequences just keeps growing, but it’s undeniable that social media is a part of our lives, and the marketing of our small businesses.  I have certainly been struggling in my relationship with social media and so have a number of my female solopreneur clients, so I dedicated it was time to chat with an expert whose insights I value. Today’s guest, Andrea Jones is a social media strategist who's been navigating the digital landscape for over a decade. Her perspective has evolved beyond the traditional focus on audience growth to prioritizing meaningful connections and community building. With a passion for creating genuine relationships, Andrea brings a unique perspective to this conversation about the role of social media in entrepreneurship.If you’re feeling the weight of a “complicated” relationship with social media, this episode is a must-listen. It’s time to reclaim our power and transform our social media presence into one that feels satisfying, sustainable, and aligned with our personal and professional values, and this thoughtful conversation just may help you take the first step. Key Takeaways from the Episode:🎙️The difference between engagement and connection in social media, and why genuine connections cannot be manufactured.🎙️ How to navigate social media as a business owner by creating tangible, real, and response-style content that resonates with consumers.🎙️The negative impact of overexposure to social media and how to alleviate social media burnout by prioritizing non-scalable actions 🎙️The importance of recognizing your own goals and values, separate from the social media platform's goals.Mic Drop Moment: “And, for me, personally, the things that bring me joy are not the ones that  I can scale.” Andrea JonesMentioned by our guest in this episode:Travis Brown:  https://www.instagram.com/travisbrown/Want more of Andrea?  Here’s literally everything: https://onlinedrea.com/everything/If you are ready to transform your relationship with your business, from “complicated” to clarity, this is a perfect time to work with me through my Boss Up Breakthrough framework.  My framework has just been updated to put more emphasis on implementation, so we make sure you get, and stay in momentum. I’lll help you Boss Up your boundaries, your offers, your pricing, and your marketing strategy and remove anything that keeps you a best kept secret.  We will also make sure you are including mental wellness in your business plan so that you’re not just successful on the outside, but aligned with your values, and priorities on the inside.  Want to know more?  Schedule a free consultation here: https://bit.ly/calendly-free-consultationNot quite ready to work with me, but wonder what it would be like? Grab my private podcast,  “Show Up Like a Boss”.  It’s free, and you listen to it in the same podcast player where you hear this show.  It’s kind of like a backstage pass to working with me, includes 10 clips of me coaching and tips for how to apply the strategies to your own business and life.  Check it out:  https://bit.ly/show-up-like-a-bossTo put these insights to work in your relationship with social media, ask yourself this question:How do you choose to address the challenges posed by the pressure for continual growth and scaling in business? 

Drawing from my background as a cognitive behavioral psychotherapist who embraced the principles and practices of Buddhism about twenty years ago, in this rather personal solo episode, I share how mindfulness can be applied to business, emphasizing the importance of reducing unnecessary suffering and approaching business challenges with self-awareness and empathy. Despite not fitting the stereotypical image of a Buddhist, I have found these practices absolutely transformational and decided to record and share this episode because I find that many people want to know more about it.  I have undergone a Buddhist ceremony and consider Buddhism my religion of record, I tend to view it more as a philosophy that influences the way I approach my life, relationships and business.  Maybe there is something in this ancient wisdom tradition for you too. If you are Buddhism-curious, have heard about mindfulness practice or are just looking for ways to manage your well being and mental health, and lower the emotional stress load of solopreneurship, this episode offers insights into how to incorporate Buddhist principles into business, such as non-attachment, right action, and the neutral nature of money. Throughout the episode, I’ll discuss the following key points:- Shifting our mindset about effort to feel more grace and ease in its flow in business and life- Managing emotions and thoughts when faced with disappointment or unwanted outcomes in business- Exploring the concepts of right action, non-attachment, and reducing unnecessary suffering in our work with others - Embracing a mindful approach to business decisions and changing our perception of money as a toolMic Drop Moment 🎙️“If I allow myself to get too focused on how fast someone else is growing, or how big their audience is, or how much more successful they appear to be with fewer years in business than me, I have brought upon myself a level of unnecessary suffering that does nothing for my well-being or my mental health, and it does nothing for my business."  Diann Wingert Mentioned in this episode: The Four Noble Truths: https://bit.ly/48QaNDTMake the decision now to start 2024 off right.  I have been revising my signature program, The Boss Up Breakthrough 🔥 to put more focus on implementation and accountability and can’t wait to start helping my clients get results even faster. Let me help you right size your business,  avoid burnout, establish sustainable boundaries, and uncover the profit potential that is hidden because you have too many ideas, offers and ways to work with you.  If you have ADHD and/ or are gifted, I am your ideal mentor. It’s hard to identify and implement what’s truly necessary on your own, so if you’ve been thinking about making changes for a while, let’s work together so you can actually move the needle.  At this time,  I am only accepting 1:1 clients and the first step is to schedule a free 30-minute consultation right here:  https://bit.ly/3qrJ9YQ 🌟If this episode has given you some insights and you are ready to take the first step toward implementing them,  won’t you share your “ah ha” moments with me?  Here are 3 ways to do so:Email me: diann@diannwingertcoaching.com Voice message: https://bit.ly/3we0KriDM me on Linked In: https://www.linkedin.com/in/diannwingertcoaching/

Even though the pandemic is now over, society and culture have adapted to detachment.  We interact through social media and Zoom screens, we DoorDash, Amazon and chat bot so well that social skills are becoming a past time of previous generations. Many of us feel pretty awkward around others these days, and some avoid it as much as possible through technology.  But, human beings are built for connection, even the introverts and though social relatedness is called a soft skill, it’s getting harder all the time. Today’s guest, Henna Pryor, is an author and TEDx speaker known for her work on embracing awkwardness in the modern age. She is passionate about empowering individuals to navigate social interactions and build resilience in the digital era. Henna's expertise in addressing the impact of technology on human connections makes her the perfect guest for this discussion.Key Takeaways from the Episode:1. Embracing "Good Awkward": Henna concept challenges the idea of awkwardness as a weakness and emphasizes its potential as a valuable asset for personal growth 2. Prioritizing Soft Skills: In a world increasingly reliant on technology, our discussion highlighted the importance of cultivating soft skills to navigate social dynamics 3. Facing Discomfort for Growth: We explored the significance of embracing moments of awkwardness and discomfort as essential opportunities for building social musculature.Henna’s Book: https://pryoritygroup.com/book/Henna’s TedX talk: https://bit.ly/3TNCQPNMentioned by our guest: Pico Iyer: https://picoiyerjourneys.com/Mitch Joel: https://www.mitchjoel.com/If you are ready to stop feeling awkward about getting help with your business, this is a perfect time to work with me through my Boss Up Breakthrough framework.  We’ll uncover your unique brilliance,  how to stand out and be sought after and become the no brainer choice for your perfect fit clients.  I’lll help you Boss Up your boundaries, your offers, your pricing, and your marketing strategy and remove anything that keeps you a best kept secret.  We will also make sure you are including mental wellness in your business plan so that you’re not just successful on the outside, but aligned with your values, and priorities on the inside.  Want to know more?  Schedule a free consultation here: https://bit.ly/calendly-free-consultationNot quite ready to work with me, but wonder what it would be like? Grab my private podcast,  “Show Up Like a Boss”.  It’s free, and you listen to it in the same podcast player where you hear this show.  It’s kind of like a backstage pass to working with me, includes 10 clips of me coaching and tips for how to apply the strategies to your own business and life.  Check it out:  https://bit.ly/show-up-like-a-bossTo put these insights to work in your life, ask yourself these questions:1. In what ways have you experienced avoiding awkwardness or uncomfortable situations in your career or personal life? What were the trade-offs and risks involved in these situations?2. How do you balance the use of technology in your business with the need for face-to-face interactions and social connections for both personal and professional growth?3. Do you encourage seeking and embracing awkward moments in your personal and professional life, and how have these moments contributed to your personal growth as an entrepreneur?

From the pitfalls of overcommitting to the false allure of doing everything yourself, I’m sharing some valuable insights from the uncomfortable truths and painful realities I experienced this past year. 2023 was a rough year for many solopreneurs, who learned the hard way that it was anything but business as usual.  Potential clients were fewer, sales cycles were longer and the status quo just wasn’t cutting it.  It's hard to wear so many hats., but we can also go from insight to action faster than with any other business model.  Join me as I unpack the importance of strategic planning, discerning options from opportunities, recognizing that more is not always better, and focusing on spending more time in your zone of genius. Learn from my experiences so you can start this year off focused, fired up, and flame retardant. Here are 3 key takeaways from the episode:✏️  Less is better: Trying to do everything ourselves isn't sustainable. Instead, embracing the idea that others can do certain tasks better and faster can be a game-changer for our businesses.✏️ Discerning opportunities from options: Aligning opportunities with our values and goals was a wake-up call to carefully evaluate where we invest time and energy. Don't overestimate the value of options or let FOMO dictate decision-making. ✏️ The power of planning: It's not just about being strategic and sustainable, but about reducing the risk of burnout in our businesses and lives. These uncomfortable truths pave the way for growth and transformation in the new year and point me in the direction of right-sizing, boundaries, and burnout-proofing my business.  Mic Drop Moment 🎙️"Being a Jill of all trades is not a flex, even if your ego freaking loves it."Mentioned in this episode: Capsho: https://www.capsho.com/. and Cast Magic: https://www.castmagic.io/ Make the decision now to start 2024 off right.  You heard me talk about revising my signature program, The Boss Up Breakthrough 🔥 to put more focus on implementation and accountability in this episode,  and I can’t wait to start helping more clients get further faster through working with me.  Let me help you right-size your business,  avoid burnout, establish sustainable boundaries, and uncover the profit potential in your coaching or consulting business. If you are gifted or 2e, I am your ideal mentor. If you’ve been thinking about making changes for a while, let’s work together so you can actually move the needle.  At this time,  I am accepting 1:1 clients. Schedule a free 30-minute consultation right here:  https://bit.ly/3qrJ9YQ 🌟Won’t you share your “ah ha” moments with a podcast review, with an incentive? I will read your review on a future episode!  Click here: https://ReviewThisPodcast.com/5-uncomfortable-truths-i-needed-to-learn-again-in-202

As we wrap up this year of embracing visibility, authenticity and incorporate our values and priorities into our businesses and lives,  I was inspired by the story of Ruth Rathblott, an inspiring woman who spent 25 years hiding a physical difference.  She joins me on today’s episode to share her journey of unmasking her true self and how that decision has transformed her life and her mission. Ruth Rathblott is a DEI speaker, consultant and author who is obsessed with the topic of unhiding.  She is committed to helping others understand the impact of hiding on the individuals, companies  and on our culture at large.  While Ruth’s difference is physical and mine are in the area of neurodivergence,  I really resonated with her story of hiding and unhiding,  and the impact of self acceptance on not only our mental health and wellbeing, but that of countless others who feel more seen, understood and experience a sense of belonging, some for the very first time because of our example.  Key Takeaways from the Episode:The Toll of Hiding: Ruth opens up about the emotional toll of hiding her physical difference and the impact it had on her mental and physical health. Her story sheds light on the cost of inauthenticity.Creating Safe Conversations: Ruth emphasizes the importance of creating safe spaces for conversations around differences, especially during the teenage years when individuals may feel the pressure to fit in and hide their true selves.Unhiding in the Modern Workforce: The discussion covers the challenges of the modern workforce and the need for a shift in leadership principles to foster a culture where individuals can be authentic and feel supported.Changing the Cultural Message: The conversation touches on the need to change the cultural message regarding disability, focusing on promoting open conversation and fostering a proud and strong identity around differences of all kinds.Ruth’s Book,  “Singlehandedly: Learning to Unhide and Embrace Connection”  https://bit.ly/3tdbM1PRuth’s TedX Talk:  “ When I Stopped Hiding, I Found Freedom” https://bit.ly/3vbHNaTRuth on social media:https://www.linkedin.com/in/ruth-rathblott/https://www.instagram.com/ruthrath/Also mentioned in this episode: The Big Leap by Gay Hendricks (book)  https://amzn.to/3BcPldhIf you are ready to stop hiding your business from being found by the clients you are most excited to work with, my Boss Up Breakthrough framework is a great place to start.  We’ll uncover your unique brilliance,  how to stand out and be sought after and become the no brainer choice for your perfect fit clients.  I’lll help you Boss Up your boundaries, your offers, your pricing, and your marketing strategy and remove anything that keeps you a best kept secret.  We will also make sure you are including mental wellness in your business plan so that you’re not just successful on the outside, but aligned with your values, and priorities on the inside.  Want to know more?  Schedule a free consultation here: https://bit.ly/calendly-free-consultationNot quite ready to work with me, but wonder what it would be like? Grab my free private podcast,  “Show Up Like a Boss”, 10 clips of my coaching, and tips for how to apply the strategies to your own business and life.  Check it out:  https://bit.ly/show-up-like-a-boss

Many of my entrepreneurial clients have ADHD and a growing number of them are women identified as gifted in childhood.  While they are exceptionally bright, creative and original thinkers, gifted entrepreneurs struggle with perfectionism, imposter syndrome and overcomplicating their business.  In this episode,  we will highlight the nuances and commonalities between these two facets of identity and delve into the 7 areas of overlap between ADHD and giftedness in entrepreneurial women.   What you’ll learn from this episode:👩‍💻Understand the challenges of gifted women entrepreneurs, including lack of support, feeling misunderstood, and social dynamics👩‍💻Exploring the impact of giftedness and ADHD on career decisions and workplace experiences👩‍💻Examining the overlap and distinctions between ADHD and giftedness in entrepreneurial women👩‍💻Recognizing the individual differences and varying factors that affect the experiences of gifted women and those with ADHD Mic Drop Moment 🎙️"I also think that our culture needs to do a much better job of actually valuing diversity of thought, recognizing unique contributions and providing resources for both personal and professional development for the people who choose to work for them." Mentioned in this episode: Why Smart People Hurt by Eric Maisel https://bit.ly/3RDnYCk The year is almost over, but you can make the decision now to start 2024 off right. My signature program, The Boss Up Breakthrough 🔥 can help you right-size your business so that you can avoid burnout, establish sustainable boundaries, and uncover the profit potential in your coaching or consulting business.  Many of my clients are gifted and/or 2e, and so am I,  so I am both like minded, and like brained.  I work in 3 month engagements and help you clarify what’s working, what isn’t and what your options are for bringing the joy back to your business. It’s hard to identify and implement what’s truly necessary on your own, so if you’ve been thinking about making these changes for a while, let me help you actually move the needle.  Since the holidays are upon us,  we will be starting in January.  At this time,  I am only accepting 1:1 clients and the first step is to schedule a free 30-minute consultation right here: https://bit.ly/calendly-free-consultation 🌟 Want to put Insight from this episode into action?  Here are some thinking questions:🔍 What strategies have you found effective in managing the pressure and expectations that come with being gifted and driven?🔍 How can individuals with ADHD and traits associated with giftedness leverage their unique perspectives and abilities to succeed as entrepreneurs?🔍 What are some practical strategies for managing challenges related to sensory sensitivity and emotional attunement that are common in both ADHD and gifted individuals? Want to let me know what you thought about this episode or make a suggestion for a future one?  Here are the options:Email: diann@diannwingertcoaching.comVoice message:  https://bit.ly/3we0KriDM me on Linked In or IG:LinkedIn: https://bit.ly/DWC-LinkedInInstagram: https://bit.ly/DWC-Instagram