DiscoverI Don't Give a Should with Jennifer Sherwood
I Don't Give a Should with Jennifer Sherwood
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I Don't Give a Should with Jennifer Sherwood

Author: Jennifer Sherwood

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YOU'RE SO OVER IT.

The over-thinking, over-doing, over-worrying, & over-efforting.

I’m your host Jen Sherwood and I’ve been there.

A long-time people pleaser and good girl who felt like everyone and everything had to come first – usually leaving nothing for me except exhaustion and the feeling that I wasn’t making anyone happy – most of all myself!

It doesn’t have to be that way. You can live a life you LOVE on your own TERMS.

You’ll hear how lots of others have stopped shoulding all over themselves and started saying yes to what works.

Join me and the other amazing women and create a life that works for you, filled with fun and joy without the guilt and stress.

It may sound like a dream, but I promise it’s possible. Let me show you how. 

27 Episodes
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Meet Vanessa Cariba, a guiding light for business moms seeking to transition from overwhelm to organization by building profit and creating sales pillars. Vanessa's path wasn't always clear-cut. Like many, she found herself trapped in the corporate box, following the herd without questioning if it truly aligned with her soul's calling. As the weight of conformity pressed down, Vanessa yearned for a deeper purpose—a life where she could be present for her children without sacrificing her dreams. But it was the relentless grind of 12 years in the same cycle that finally pushed Vanessa to her breaking point—a place of despair and burnout. Yet, in that darkness, a spark of hope flickered—a belief that there must be another way to live, to thrive. With unwavering courage, Vanessa took a leap of faith, resigning from her corporate role despite the uncertainties that lay ahead. Supported by her husband's unwavering belief, she embarked on a journey to rediscover her true self and build a life rooted in authenticity. Tune in to Vanessa's inspiring journey as she shares her path from burnout to breakthrough. To connect with Vanessa, visit her LinkedIn Learn more about your ad choices. Visit megaphone.fm/adchoices
Meet Jo Ann Kobuke, a certified hypnotist and life coach specializing in empowering women aged 40 and above to achieve weight loss success. Her approach focuses on hypnosis and coaching, guiding women to identify and eliminate limiting beliefs that hinder their success. Beyond weight loss, she unveils the power of this work to catalyze positive changes in all facets of life. Jo Ann's story is a testament to the beauty of reinvention. After a successful 35-year career as a certified public accountant in the nonprofit sector, she embraced change as an empty nester. Fueled by a lifelong interest in personal development and hypnosis, she embarked on a second career, now dedicated to helping others transform their lives. Today, Jo Ann stands as a beacon of authenticity, ready to guide others to shed societal expectations and embrace their true selves. To connect with Jo Ann, visit her website https://joannkobukehypnosis.com/ Learn more about your ad choices. Visit megaphone.fm/adchoices
Meet Alice G. Patterson, a captivating soul whose lens paints stories of creative women entrepreneurs. Founder of Loving My Company, LLC, and cover photographer for Syracuse Women Magazine. With a BA in commercial photography and nearly three decades of experience, Alice's artistic footprint graces books, magazines, and prestigious blogs. Yet, her story takes a poignant turn. Embarking on a new chapter a decade ago, Alice dove into brand photography, crafting a fresh narrative for herself and her clients. Her most recent feat was resigning a revolutionary business model. However, life's twists aren't always expected. In a challenging moment, Alice found herself in a new city, her arm broken, and her dreams were temporarily on hold. Yet, from this adversity emerged an inspiring tale of rebuilding—physically, emotionally, and professionally. Reflecting on her free-spirited youth contrasted with the pressure to "adult at the hardest level," Alice's story resonates with anyone navigating unexpected challenges. Join us in celebrating Alice's story—one of reinvention, triumph, and the indomitable spirit to create against all odds. To connect with Alice, visit her website https://www.lovingmycompany.com/ Learn more about your ad choices. Visit megaphone.fm/adchoices
Meet Dr. Jerrica Dodd, a remarkable pharmacist and entrepreneur with 24 years of experience. She's the visionary behind Your Pharmacy Advocate LLC, pioneering advocacy-focused care for patients' better health outcomes. As a sought-after speaker, Dr. Dodd shares her wisdom on stages, guiding women in pharmacy to build impactful businesses. Moreover, she's the proud Executive Editor of PharmaSis Magazine: Celebrating Women in Pharmacy which recognizes the brilliance of women in pharmacy. As Dr. Dodd phrased it, before she was living her truth, she was the "valedictorian of Should University." Her personality was to be respectful of authority, and as a pharmacist, she was very risk averse - fitting nice and neat into whatever box society approved of. That changed when she hit a wall and was confronted with severe burnout. She had to make the choice of leaving her job - regardless of what others had to say and make her life work for HER, not for what others expected her to do. Join us in celebrating her incredible journey of leaving expectation behind and dedication to advocating for patient care and empowering women in pharmacy. To connect with Jerrica, visit her LinkedIn linkedin.com/in/drjdodd Learn more about your ad choices. Visit megaphone.fm/adchoices
Meet the phenomenal force that is Dr. Melissa Bird—a life coach, author, and electrifying public speaker whose wisdom has touched countless lives across the globe. Audiences hail her as fierce, life-changing, and a testament to Dr. Bird's unique blend of education, real-life experiences, and actionable advice. She is the creator of a new brand of leadership—a graceful revolution that ignites purpose and taps into the magic within. Her unique life purpose is to use her talents as a healer to help others tap into their intuition so that they can harness their magic. Her words awaken revolutionaries, trailblazers and powerful innovators in the quest for justice. Join us as we explore Dr. Bird's empowering journey and discover ways to break free from the 'shoulds,' embracing our authentic selves in the process. To connect with Melissa, visit her website https://www.drmelissabird.com/ Learn more about your ad choices. Visit megaphone.fm/adchoices
Let's dive into the incredible world of Kristina Crooks, a humanistic ontologist deeply devoted to love, transformation, and building internal foundations that keep us aligned with our values. Her passion is palpable—just describing her role feels like a breath of fresh air! At Empowered Human, Kristina fosters bold conversations that ignite bigger possibilities, witnessing the beauty of inspired action leading to a life designed by choice. Kristina's story is a testament to the evolution of life, especially navigating the stifling grip of "shoulds." She understands the stress and challenges tied to these societal pressures, yet finds the strength within to rise beyond these expectations, inspiring us all to overcome them, one day at a time. To connect with Kristina, visit her website https://www.kristinacrooks.com/ Learn more about your ad choices. Visit megaphone.fm/adchoices
Meet Jen Liddy, a seasoned entrepreneur who discovered the ins and outs of business through her own trials. Now, as a business development coach, she guides women entrepreneurs away from the pitfalls, helping them thrive without a one-size-fits-all strategy. In this episode, we reflect on Jen's past as she discusses waking up unhappy with her body, fixated on a specific size. Those "shoulds" consumed energy, from body image to post-meeting self-critique. Despite projecting confidence, she too grappled with self-doubt and second-guessing - a constant companion in our decisions. Although those nagging doubts persist today, Jen has found them to be quieter. The journey isn't about eradicating "shoulds" entirely but learning to soften their noise as we navigate this path to self-acceptance. Join me as we listen to Jen's journey, discussing entrepreneurship, self-assurance, and embracing our evolving selves. To connect with Jen, visit her website https://www.jenliddy.com/ Learn more about your ad choices. Visit megaphone.fm/adchoices
Meet Pati Hoyt, a Strategic Coach on a mission to guide business owners in uncovering and conquering what holds them back from the extraordinary success they deserve. Pati's passion is illuminating the inner light within each of us. She believes that by recognizing this brilliance, we gain the empowerment to chase our dreams and cultivate happiness from the inside out. As the host of the "The Art of Being Podcast”, Pati shares wisdom that's sure to inspire and uplift. Pati's own journey beautifully illustrates the power of embracing our feelings. Like many, she learned to tuck her emotions away, leading to a struggle with chronic physical pain. Through her experience, she discovered the importance of acknowledging and processing emotions. Join us in this powerful conversation as we delve into the profound impact of embracing your true self and unleashing your inner light. To connect with Pati, visit her website https://www.patihoyt.com/ Learn more about your ad choices. Visit megaphone.fm/adchoices
Meet Phyllis Nichols. Phyllis is the founder of Sound Advice Strategies, a podcast production company that crafts unique audio experiences for authors, small business owners, and creatives. She's a maestro in making voices resonate, handling all the tech intricacies while her clients shine, including yours truly. From humble beginnings, Phyllis evolved from a spirited salesperson into a podcasting maven, thanks to a dare, her one-person production team, her husband, and her business partner. Like so many of us, Phyllis absorbed the BS narrative of being 'too aggressive' or 'too loud.' It's a tale many women know well. Yet, fate led her to a tech sales job that unveiled an audacious side, one that reveled in pushing boundaries and was met with applause. Join us today in listening as Phyllis shares her journey from being told she was too much to founding a podcast production company that amplifies voices. To connect with Phyllis, visit her website https://www.soundadvicestrategies.com/ ************************************************ If you recognize yourself in these stories and don't want to should on yourself any longer reach out to Jen for a conversation. You can find her on IG @jennifersherwood.com or message her through the website www.jennifersherwood.com Learn more about your ad choices. Visit megaphone.fm/adchoices
Meet Havelee Johnson. Havelee is not just a pharmacist; she's a heart-centered force of nature with a passion for service and advocacy. From Jamaica to Canada, she's walked a path of self-discovery and growth, choosing to amplify her voice and impact the lives of others. Through her venture, Immigrant Pharmacist, Havalee opens doors for individuals seeking to transition into the Canadian healthcare system, bridging dreams with reality. Havalee's journey echoes a universal struggle – living under the weight of 'shoulds.' Society hands us a script: go to school, follow a certain career, check certain life boxes. For years, she carried the echoes of 'shoulds.' Be quiet, be seen but not heard, be invisible, and these words etched deep, but Havalee refused to let them define her. With time and resilience, she reclaimed her voice. Now, Havelee stands tall, her voice a powerful instrument for change. She's not only discovered her gift but she's also learned to wield it with grace and purpose. Her journey is a testament to the strength that lies within us when we shed the 'shoulds' and embrace our true selves. Let's celebrate her journey and the courage it takes to rediscover and amplify your voice. To connect with Havelee, find her on Facebook, LinkedIn, and Instagram (@havalee_89) Learn more about your ad choices. Visit megaphone.fm/adchoices
Meet Sarah Liller, a fashion designer and personal stylist hailing from the picturesque Marin County, California. Although her parents envisioned a medical career for her, her love affair with fashion and sewing began at just 13. After a detour into the world of biochemistry, she bravely chose to pursue her passion and attended the renowned Parsons design school in the heart of New York. Today, Sarah offers personal styling services, both in the Bay Area and virtually worldwide, guiding individuals to discover their unique style and step into their most empowered selves. Join us as we delve into Sarah's inspiring journey and glean insights on how style can be a powerful tool for self-expression and empowerment. Sarah's journey is a testament to the power of following one's heart. You can find Sarah on Instagram @sarahlillerstyling Learn more about your ad choices. Visit megaphone.fm/adchoices
Meet Arliss Dudley Cash. Arliss is not just an international best-selling author, business consultant, and inspirational speaker but also a self-love movement leader! Her unique background in business, neuroscience, and forensics gives her a perspective that's truly one-of-a-kind. Her story is a testament to the power of resilience, having triumphed over a terminal diagnosis. Arliss believes in the magic of our individual stories and how they can bring about positive change in the world. Her award-winning presentations on self-love, mindful business practices, and body positivity are a true inspiration. In 2021, she co-founded the Body Positivity Podcast, spreading love and positivity alongside her colleague Diana. Arliss is on a mission to help her clients not just succeed in business but to find joy, authenticity, and freedom in their journey. In our conversation, Arliss shares her personal struggle with the pressure to fit into predefined roles but reminding us that we have the power to define our own paths. Join us as we explore the beautiful intersection of self-love and business success. Arliss' vision for each of us to become the loves of our own lives is nothing short of extraordinary. To connect with Arliss, visit her website: www.soullutions.com ****************** To connect with Jen's community The GC go to www.jennifersherwood.com/thegc Learn more about your ad choices. Visit megaphone.fm/adchoices
Meet Lori McDaniel, her career spans 20+ years in tech consulting, project management, and global training. She is a multi-passionate individual who also delved into transformational coaching. She's dedicated over 10,000 hours to empower women, people of color, and organizations in leadership, diversity, equity, inclusion, and mental fitness coaching. Including founding the Center for Transformational Equity and Leadership, providing career acceleration for women, women of color, and first-generation women, along with DEI coaching for organizations. Join us in listening as Lori reveals just how she went from surviving to releasing her inner barriers to become the woman she is today. To connect with Lori, visit her website http://ctrtransformationalequity.com/ Learn more about your ad choices. Visit megaphone.fm/adchoices
Join me in meeting our extraordinary guest, Dr. Ashley Walker, to the spotlight. Ashley is a deaf pharmacist, an entrepreneur, and a strong advocate for the deaf and hard of hearing community. Ashley believes that deafness shouldn’t be viewed as a disability - but rather a unique ability. Her brainchild, Med Max Consulting, is a shining example where she helps provide medication and counseling in American Sign Language to the community. Moreover, Ashley's commitment goes beyond the surface. Med Max Consulting is on a mission to bridge the communication gap, ensuring healthcare providers and business owners interact effectively with the deaf and hard of hearing community. As someone who once worked closely with this incredible community, Ashley's story is near and dear to me. The dedication she brings to her pursuits is truly inspiring. From achieving a doctorate in pharmacy while navigating technology and lip reading to being a nurturing mother of three, Ashley embodies resilience and brilliance. To connect with Ashley, check her out on LinkedIn: linkedin.com/in/drawalker Learn more about your ad choices. Visit megaphone.fm/adchoices
Mary Kay Kemper is a top-ranking executive director who is passionate about guiding people to create purposeful lives. She has over eight years of experience mentoring and coaching over 23,000+ men and women and is driven to help people step into their greatness by adopting and maintaining a positive, abundant mindset. In this episode, we dive right into her journey of twists and challenges of living under a tsunami of shoulds and waking up every day trying to fulfill someone else's expectations to a serious business badass. Her journey began when she experienced a huge loss on 9/11 and that road allowed her to start questioning what she truly wanted. When she got quiet, she was able to start hearing the inner voice that has guided her to where she is now. Join us on this incredible episode on how a former Wall Streeter now heads a massive team in the beauty industry where her focus is on helping women see themselves as limitless. To connect with Mary Kay, check her out on her website http://marykaykemper.com/. Learn more about your ad choices. Visit megaphone.fm/adchoices
Meet Thu Nguyen, a pharmacist living and working in Arizona, but originally from Vietnam. Growing up in an immigrant household didn't leave a lot of room to take risks. She had to squash her innate creativity and entrepreneurial spirit for a more stable and secure life. In this process, through lost track of her true self, doing what was expected of her, she found herself at a crossroads of either accepting her uniqueness or following the crowd. In this episode, we discuss just how she decided to reclaim the passions she set aside. With newfound appreciation for her career and the lessons learned along the way, she embarks on a journey to reintegrate her creativity and pursue her dreams once more. Get inspired to reflect on the choices you've made and the parts of yourself you may have set aside. It's a reminder to honor yourself, embrace your passions, and navigate your own challenges to a more fulfilling and authentic life. Join us on this insightful episode as we delve into her story and uncover the transformative power of embracing your true self. To connect with Thu, check her out on Instagram @ndoodles Curious about Jen's community The GC? Go to www.jennifersherwood.com/thegc for more information. Learn more about your ad choices. Visit megaphone.fm/adchoices
Get ready to meet Gina Wong, an incredible Living Benefits Specialist who found her true purpose in helping families protect their financial well-being. Raised in the San Francisco Bay Area and having ventured to New York City, Gina's journey led her to a career that deeply resonates with her values. In this enlightening episode, Gina shares her inspiring story of leaving behind a 13-year career in advertising and marketing to pursue a path that aligns with her purpose. Discover how she became a passionate advocate for living benefits, ensuring families are shielded from financial hardship during critical illness, disability, or loss. Join us in listening to Gina as she reveals the challenges she faced growing up in an Asian American family and the expectations that came with it. Gina's story will ignite your own desire to find purpose and contribute to the well-being of others. To connect with Gina, check her out on Instagram @livinglifewithgina Curious about Jen's community The GC? Head on over to jennifersherwood.com/thegc for information and to register. Learn more about your ad choices. Visit megaphone.fm/adchoices
Michelle Spalding is a business alchemist - passionately working with entrepreneurs, helping them to identify and transform obstacles, allowing them to create the life and business of their dreams. In this episode, we step into the inspiring world of Michelle Spalding, a feisty redhead who turned her childhood dreams into reality. Michelle shares her personal journey of leaving behind a 40 year long career, only to discover her true calling as a business owner. Through a heartfelt moment of realization and an ugly cry session, she found the courage to make transformative changes. Join us as Michelle uncovers the magical twists and turns that led her to create a successful business and redefine her path. Discover how she embraced the power of writing down her desires and seized the opportunity to break free from the confines of a traditional office. To connect with Michelle, visit the website https://michellespalding.com/ Curious about Jen's community The GC? Go to www.jennifersherwood.com/thegc for information and to register. Learn more about your ad choices. Visit megaphone.fm/adchoices
Stacy Weber is the founder of Tru You Training and an inspiring and passionate speaker, sales trainer, and high-performance coach. She is also the creator of Unleash Your Sales Potential, as well as a certified life coach and personal fitness trainer. She specializes in helping you create an unstoppable mindset to get out of overwhelm and into inspiration and flow. In this episode, Stacy discusses how she spent a long time trying to fit in and found herself apologizing a LOT to make sure no one was upset with her. Not speaking up, trying to do and say the right thing, and keeping the peace led to losing her playful spirit and becoming a shell of her former self. Join us in listening to how Stacy transformed her life and set goals to create the best life after a life-altering event led her to finally embrace and accept the real Stacy - including her gorgeous, curly locks. To connect with Stacy, visit the website https://truyoutraining.com/. Learn more about your ad choices. Visit megaphone.fm/adchoices
Tonya Montella turns ambitious women into confident career changers, and fulfilled professionals through career coaching services, she has set out to enable women to maximize their potential and truly thrive, landing jobs that they love and receiving pay that they deserve. She is an author, public speaker, podcaster and CEO of Tonya Empowers LLC. In this episode, Tonya shares her journey from conformity to self-discovery. From her college years to working in prestigious companies, she realized that true success is about more than impressive titles. Reflecting on growing up in a military background and the pursuit of perfection, Tonya unveils the pivotal moment that made her question everything. As a high performer, she found herself supporting others' dreams while putting her own on the back burner. That all changed when a realization struck her: It was time to step out from behind the scenes and embrace her own potential. If you're ready to shatter expectations and unleash your true self, this episode is a must-listen. Join us as we explore the power of self-discovery, pursuing your passions, and creating a life that truly reflects who you are. To connect with Tonya, visit website https://www.tonyaempowers.com/. If you're curious about Jen's community the GC go to www.jennifersherwood.com/thegc Learn more about your ad choices. Visit megaphone.fm/adchoices
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