203 episodes

Hey driven woman entrepreneur! You love owning your own business, but staying focused, managing your mindset, and making all the decisions on your own can be a challenge. Join business strategist, mentor, coach, and former psychotherapist Diann Wingert, for your weekly dose of no-BS straight talk that cuts through the hype and false promises and delivers both insights and actionable advice every week. The Driven Woman Entrepreneur Podcast alternates between straight-shooting solo episodes, guest interviews with other successful female solopreneurs, and client success stories of women who have worked with Diann to transform their businesses and mindset. Diann works with established female solopreneurs: coaches, consultants, creatives, and independent professionals who are ready to lean into what truly makes them different so they can stand out from the crowd and create a profitable, sought-after solopreneur business. Her signature framework, The Boss Up Breakthrough, was designed to address the specific problems that hold us back once we are a few years into solopreneurship: struggling to ask for and get the price we want and the clients we want, clearly and confidently communicating what makes us different and creating the kind of boundaries that protect our time, energy and talent. Oh, and because this question gets asked a lot, Diann does work with clients of all genders, even though her marketing is directed toward women. Her website is https://www.diannwingertcoaching.com The podcast has an E rating, not because there is an excess of F-bombs in every episode (there aren’t) but because some listeners prefer to avoid learning from those who include colorful language in their self-expression. CAUTION: Regular consumption of this podcast is likely to be detrimental to your limiting beliefs and may result in the enlargement of your perspective, profits, and potential for success. If you are ready to go from driven but distracted to focused, fired up and flame retardant, you're in the right place. Check it out and decide for yourself!

The Driven Woman Entrepreneur Diann Wingert

    • Business
    • 5.0 • 80 Ratings

Hey driven woman entrepreneur! You love owning your own business, but staying focused, managing your mindset, and making all the decisions on your own can be a challenge. Join business strategist, mentor, coach, and former psychotherapist Diann Wingert, for your weekly dose of no-BS straight talk that cuts through the hype and false promises and delivers both insights and actionable advice every week. The Driven Woman Entrepreneur Podcast alternates between straight-shooting solo episodes, guest interviews with other successful female solopreneurs, and client success stories of women who have worked with Diann to transform their businesses and mindset. Diann works with established female solopreneurs: coaches, consultants, creatives, and independent professionals who are ready to lean into what truly makes them different so they can stand out from the crowd and create a profitable, sought-after solopreneur business. Her signature framework, The Boss Up Breakthrough, was designed to address the specific problems that hold us back once we are a few years into solopreneurship: struggling to ask for and get the price we want and the clients we want, clearly and confidently communicating what makes us different and creating the kind of boundaries that protect our time, energy and talent. Oh, and because this question gets asked a lot, Diann does work with clients of all genders, even though her marketing is directed toward women. Her website is https://www.diannwingertcoaching.com The podcast has an E rating, not because there is an excess of F-bombs in every episode (there aren’t) but because some listeners prefer to avoid learning from those who include colorful language in their self-expression. CAUTION: Regular consumption of this podcast is likely to be detrimental to your limiting beliefs and may result in the enlargement of your perspective, profits, and potential for success. If you are ready to go from driven but distracted to focused, fired up and flame retardant, you're in the right place. Check it out and decide for yourself!

    The Impact of Sleep on Women's Wellness with Morgan Adams, MSW

    The Impact of Sleep on Women's Wellness with Morgan Adams, MSW

    It used to be considered a flex to talk about busy you were, and humble bragging about how much you got done on so little sleep.  Now that hustle culture and toxic productivity are as unpopular as smoking,  and burnout is at an all time high, savvy solopreneurs are paying attention to honoring their body’s needs and striving to make self care a priority.  
    It’s no secret that most small business owners struggle to get enough sleep,  as do those of us with ADHD, and the majority of women over 40 have trouble sleeping due to hormonal changes and the complexity of their lives.  But getting enough sleep is not just the key to fewer dark circles and less coffee consumption.  Adequate amounts of quality sleep are actually necessary for mental and physical health and wellbeing and even longevity.
    I invited Morgan Adams, MSW to join me to set the record straight on how much sleep we actually need according to the research,  the most effective strategies for improving sleep quality and straight talk about sleep medications like Ambien. Morgan has a masters degree in social work and two certifications in sleep science coaching.   She calls herself “Your sleep soulmate” and is a former insomniac, with an 8 year dependency on prescription sleep medication. 
    I really enjoyed this conversation and riffing on our shared wisdom about the connection between sleep, stress and success.  Here are some of the highlights: 
    🌙 Quality sleep is crucial for success and wellbeing. Consistency is more important than the number of hours, and exposure to morning sunlight (without sunglasses) can improve sleep quality and regulate circadian rhythms.
    🌟 The impact of mindset on sleep improvement cannot be overstated. Shifting negative self-talk and reframing our beliefs about sleep can lead to significant changes in our rest patterns.
    🔄 Establishing intentional morning and evening routines are worthwhile establishing. By drawing firm boundaries on work time and allowing for decompression before bedtime, we can set ourselves up for restful nights and productive days

    Mic Drop Moment: 
    “They actually, did a study recently of thousands and thousands of people. There was a higher life expectancy when people had 6 hours of consistent sleep versus 8 hours of inconsistent and interrupted sleep."
    Want more sleep strategy from Morgan?
    Linked In: https://www.linkedin.com/in/morganadamswellness/
    Morgan’s mini course: https://www.morganadamswellness.com/sleepresetsolution
    MidLife Sleep School: https://www.morganadamswellness.com/midlife-sleep-school

    Mentioned in this episode:
    Professor Matt Walker, PhD: https://www.sleepdiplomat.com/
    National Sleep Foundation: https://www.thensf.org/

    If you are a solopreneur who can’t sleep because your business is not living up to it’s potential, this might be the perfect time to work with me.  

    As announced during the episode,  I am opening up opportunities to work with me 1:1 for different lengths of time.  Until now, the only option was my 12 week Boss Up Breakthrough, but not everyone needs or wants that level of intensity. 

    It starts with a free consultation where we discuss your needs, goals, strengths and obstacles. Then we explore how much time you need and the type of guidance and...

    • 45 min
    Reverse Energetic Drain by Closing Open Loops in Your Client Service Business

    Reverse Energetic Drain by Closing Open Loops in Your Client Service Business

    In today’s competitive market, many small business owners, especially those engaged in professional services, are experiencing burnout.
    The overwhelm and exhaustion can stem from a multitude of reasons, including working with clients who don't meet expectations, struggling to maintain a healthy balance between work and personal life, and feeling that their businesses aren't reaching their full potential. 
    In this straight-shooting episode, I cover the high cost of energetic loops in professional services businesses, and provide strategic tips for managing 1 on 1 client work, so you can streamline and simplify your processes, reduce stress and avoid leaving money on the table, all in one. 
    The reality of a sole proprietor business,  while it can be simple to start and easy to run, can present challenges in managing open loops due to the nature of client service work.
    These open loops encompass various stages of the client service journey, from consultations to onboarding, and from drafting and review to concluding the engagement.
    The inability to address these open loops can lead to mental and emotional strain and negatively impact the overall success of the business.
    Let’s break down what you will learn in this episode:
    Understanding the impact of burnout in client service businessesIdentifying open loops in professional servicesStrategies to close open loops and boost energy and productivityThe importance of fostering client satisfaction and feedbackPractical tips for entrepreneurs to prevent burnout and sustain business success
    Mic Drop Moment 🎙️
    “These energetic drains contribute to burnout in a serious way, but they also do some other damage. They make us worry about our competency. They cause us to create negative comparisons in our mind between us and our competitors, and they drive fear that we aren't doing enough."
    Mentioned in this episode:
    Episode #198: Entrepreneurial Evolution: a Client Success Story with Andrea Klunder https://bit.ly/3UKWYmp

    It’s hard to identify exactly how to implement what’s truly necessary to close all the open loops in your client services processes 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. 
    I created a special offer for this very purpose because I know how much energy and confidence you gain when you close these loops.  Click here to book a free consult to see if we’re a fit.  

    Don’t forget to share this episode with a friend who needs to close some loops in their business.  Here’s a link to make it easy: https://bit.ly/episode-blog-201

    • 23 min
    Small Business Success Tips with Our Special Guests

    Small Business Success Tips with Our Special Guests

    Can you believe it? We're celebrating the monumental 200th episode of *The Driven Woman Entrepreneur* podcast! I’m your host, Diann Wingert, and I want to take a moment to express my heartfelt gratitude to you as a listener for being on this incredible journey with us. Your support, reviews, and shares have helped us grow this listening community into something truly extraordinary.
    This is an episode you simply can't miss. We brought together a powerhouse panel of entrepreneurial experts who have walked the walk and are here to talk the talk. Here are just a few golden nuggets they shared:
    **The Importance of a Solid Foundation**: Michelle Mazur shared why nailing your offer and learning how to sell before you market can set you up for long-term success.
    **Embracing Authentic Work**: Nicole Kalil advised on channeling energy into creating real value through authentic work, learning from attempts, whether they hit the mark or not.
    **Starting Sooner, Growing Stronger**: Shulamit Ber Levtov reflected on the wish to have embarked on her self-employment journey earlier, but without dwelling in regret.
    **Celebrating Milestones**: We paused to appreciate reaching 200 episodes and encouraged everyone to help us grow.
    **Personal and Professional Growth**: Our guests unanimously agreed that their businesses have been vehicles for incredible growth in all aspects of their lives.
     
    And that's just the start. Here's what else we unwrapped in this celebration episode:
    **Mindset is Everything**: Discover how confidence can fundamentally shift your path to success.
    **The Value in a Do-Over**: Guests discussed what they would've done differently at the start, offering you a chance to learn without the trial and error.
    **Risky Business**: Elise Enriquez shares her strategies for taking risks and embracing a 'go for it' attitude towards success.
    **Perfectionism Unpacked**: Erin Ollila sheds light on overcoming the pursuit of perfection to improve efficiency and satisfaction.
    **The Persistence Pay-off**: Learn from Shulamit Ber Levtov about why steadfast persistence is a key driver of entrepreneurial success.
     
    We also covered resilience, self-awareness, behavior shifts, and the surprising yet profound impacts of a simple newsletter as shared by Bev Feldman. Not to mention, we dove into cross-cultural understandings in business with Claudia Schalkx's deep insights.
    You'll gain insights on everything from mastering sales to understanding the true impact of mindset shifts, all from the lips of experienced entrepreneurs who've faced the same challenges you deal with daily.
    Remember, these lessons are not just stories – they’re actionable insights. So, tune in, take notes, and prepare to implement what resonates with you. After all, success isn't a one-size-fits-all, it's about defining and achieving what it means personally to you.
    If you’re ready for a dose of inspiration, strategy, and perhaps a reshaping of how you view your own journey, this is the episode you've been waiting for. Listen now, and let the collective wisdom of these incredible women propel you forward.
    Here's to another 200 episodes and the success of every driven woman entrepreneur listening!
     
    If you enjoyed listening to this podcast as much as we enjoyed creating it and sharing it with you, would you help us make the most of this milestone celebration and leave us a rating & review? I would appreciate it now, more that ever. 
    Here’s the link to make it easy-peasy: https://kite.link/small-business-success-tips-with-our-special-guests
     And, can I ask you one more thing… will you share this with one biz bestie? You know the one who will benefit the most.   
     
    If hearing this episode made you curious what ELSE these incredible women have to say, here are links to...

    • 32 min
    Entrepreneurial Evolution: A Client Success Story with Andrea Klunder

    Entrepreneurial Evolution: A Client Success Story with Andrea Klunder

    This client success story episode features Andrea Klunder, an award-winning podcast agency owner and creative entrepreneur. 
    Andrea was a regular, but casual listener of this podcast until she realized she was on the brink of burnout, and knew she needed help to turn things around. 
    Her agency was growing, she had a rockstar team, but she was exhausted, overwhelmed and increasingly resentful.  
    This is a client success story, but one with a twist, a cliff hanger and genuine nail-biting moments that most business coaches wouldn’t share. 
    It’s a story of facing fears and embracing the unknown, discovering the true meaning of “mindset work”, and the value of mentorship.
    Andrea recounts the pitfalls of overcommitment, the strain of unfulfilling tasks, and the bold steps she took to reshape her business– decisions that, while initially painful, carved a path to a more focused and profitable business. 
    This transformation depended in part on uncovering Andrea’s “zone of genius” and recognizing where her true talents lie.  This awareness and it’s connection to her experience of burnout led to a turning point in her business journey.  
    If you are working way too hard in your creative services business and inching toward burnout yourself,  this episode is a must-listen.  
    🎙️Here are 3 key takeaways:
     **Embrace Fear for Growth**: Taking new steps in business can be daunting, but it's through such actions that we open doors to new opportunities and growth.
     **Evolving Our Identity**: Recognizing our unique abilities—our "zone of genius" enables us to release our full creative and business potential.
     **Sustainable Transformation**: Andrea's experience illustrates the value of patience and strategy in transforming a business, and the importance of cultivating a balance between operations and creative genius.

    Want to know where to find Andrea and her work?

    Website: https://www.thecreativeimposter.com/
    Podcast: https://www.podcastenvy.com
    Linked In: https://www.linkedin.com/in/andreaklunder/


    I work with established solopreneurs and small business owners (coaches, consultants, creatives and professional service providers - basically personal brands) who know they are working too hard, but don’t know where to start to do things differently. 

    I’lll help you Boss Up your boundaries, your offers, your pricing, and your marketing strategy and remove anything that keeps you exhausted and feeling stuck. Maybe, like Andrea, you need help uncovering your Zone of Genius work.  

    As a former psychotherapist, I also make sure we build 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.  We don’t want you to burn out, now do we?


    Want to know more? Schedule a free consultation here: https://bit.ly/3qrJ9YQ
    I’d love to meet you and see how I can help. 


    Not quite ready?  That’s cool.  You can keep listening to the podcast and sign up for my weekly newsletter on Linked In here: https://bit.ly/TDWE-Newsletter

    • 57 min
    Making Business Finances Less Daunting and Less Lonely with Claudia Nerio

    Making Business Finances Less Daunting and Less Lonely with Claudia Nerio

    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. 
    Unfortunately, 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. 
    My guest today is Claudia Nerio, VP of People at Collective, for a lively conversation about the risks of ignoring or bootstrapping our business finances, and the rewards of delegating them to a team of experts, while becoming part of a vibrant solopreneur community.
    We talk about everything from our own experiences transitioning to working from home to client success stories and our mutual love of true crime podcasts.  
    🎙️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.
    Business finance & tax Structure: 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’ll 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/3qrJ9YQ

    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/3ZOD3CK

    • 44 min
    What's Holding You Back?

    What's Holding You Back?

    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! 

    • 29 min

Customer Reviews

5.0 out of 5
80 Ratings

80 Ratings

ncramer34 ,

What an eye opener!

This episode with Nicole Kalil was so helpful for reframing my mindset around fully embracing ME and who I am authentically. Thank you for providing such value and hosting such wonderful guests Diann!

cassiejo2711 ,

So helpful and insightful!

Thank you for this show! The topics help me move through those stuck places and get back into my flow!

Jessie Bouton ,

Always makes me want to shut up and drive!

I love Diann’s candidness and tangible real life advice on how to get out of your own way and use your power (get in the drivers seat) to move forward towards goals.

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