Episodes

  • From Misfits to Milestones with Casey Openshaw

    From Misfits to Milestones with Casey Openshaw
    Nov 12 2024
    In this episode of Your Next Business Bestie, I chat with my friend Casey Openshaw, an occupational therapist and business owner. We met back in college, living in the same dorm, but it wasn’t until years later, after reconnecting in Colorado, that we became close friends. We laugh about our “House of Misfits” days, a time when we were figuring out life and supporting each other through rough patches. Fast forward to today, and we’ve both built thriving businesses that serve our communities in unique ways. Casey shares her journey from starting her OT practice out of her mom’s house to expanding into two brick-and-mortar locations in rural Maine. She talks about the challenges of building a business in a small town, managing a growing team, and the lessons she’s learned about leadership and boundaries. We also discuss her upcoming course, “COPEN,” aimed at helping parents and educators with emotional regulation strategies for kids. Casey’s story is one of resilience, growth, and the power of friendship, making this episode a meaningful listen for anyone navigating their own entrepreneurial path. Connect with Jenn: jenn@jennsway.com www.jennsway.com www.instagram.com/lifejennsway Find out more about Jenn's readers' retreat!: www.jennswayva.com/kismet-retreat Jenn's referral link for Diana's community, Recess!: https://recess-for-creatives.circle.so/checkout/recess-for-creatives-dollar55?affiliate_code=9c98bf Connect with Casey: www.theopenshawspot.com https://www.instagram.com/theopenshawspot/
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    37 mins
  • Turning Burnout Into Business with Magali Mathieu

    Turning Burnout Into Business with Magali Mathieu
    Nov 5 2024
    In this episode, I chat with Magali, a vitality coach with an incredible entrepreneurial journey shaped by her unique life experiences. We dive into her story, from co-founding a tech startup to facing burnout and ultimately choosing a more holistic, balanced path. Magali shares how navigating her journey as an entrepreneur meant finding a way to align her mind, body, and soul, transforming her burnout into a life where she feels more connected to herself and her purpose. We also explore the power of listening to our intuition and creating space in our lives, even when that means letting go of things we once poured ourselves into. For Magali, embracing her calling as a coach and mentor for women has been about tuning out the noise and rediscovering what genuinely fuels her energy. If you’re an entrepreneur or just someone navigating big life changes, this episode is packed with insights on the importance of honoring your journey and trusting yourself along the way. Connect with Jenn: jenn@jennsway.com www.jennsway.com www.instagram.com/lifejennsway Find out more about Jenn's readers' retreat!: www.jennswayva.com/kismet-retreat Jenn's referral link for Diana's community, Recess!: https://recess-for-creatives.circle.so/checkout/recess-for-creatives-dollar55?affiliate_code=9c98bf Connect with Magali: https://www.instagram.com/magalionajourney/ https://www.magalionajourney.com/
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    43 mins
  • Figure It Out Moments with Elise Holmes

    Figure It Out Moments with Elise Holmes
    Oct 29 2024
    In this episode, Figure It Out Moments, I sit down with artist and designer Elise Holmes, founder of Ketsol. Elise’s work first crossed my path at a retreat in May—before we’d even met! Her brand celebrates the “everyday badass” through whimsical, nature-inspired designs that reflect her love for adventure and the outdoors. Elise shares the highs and lows of her journey, including how COVID unexpectedly boosted her puzzle sales and her recent pivot to on-demand apparel printing, which has reignited her creativity without the pressure of big inventory. Her story is all about resilience, adaptability, and trusting those “figure it out” moments. For anyone looking to be inspired by a journey of passion and perseverance, tune in! You can find Elise’s work at Ketsol.com—mention the podcast, and she’ll add a few extra stickers to your order. Thanks for joining me on Your Next Business Bestie—see you next week! Connect with Jenn: jenn@jennsway.com www.jennsway.com www.instagram.com/lifejennsway Find out more about Jenn's readers' retreat!: www.jennswayva.com/kismet-retreat Jenn's referral link for Diana's community, Recess!: https://recess-for-creatives.circle.so/checkout/recess-for-creatives-dollar55?affiliate_code=9c98bf Connect with Elise: https://ketsol.com/ https://www.instagram.com/ketsolco/
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    55 mins
  • Building Community, Staying Human with Diana Davis

    Building Community, Staying Human with Diana Davis
    Oct 22 2024
    In this episode of Your Next Business Bestie, I’m sitting down with my friend and business coach, Diana Davis. Diana has been a huge influence in my business journey, and today we’re talking about her evolution from photographer and graphic designer to business coach for creative entrepreneurs, and how she’s built an incredible community with her Recess platform. We dive into her journey, from her early days shooting photos in New York City to helping entrepreneurs like me embrace their creativity and run businesses that align with who they are as humans. Diana shares what it’s like to step back from parts of her business that no longer serve her, and we chat about the challenges of being a creative entrepreneur in a world where social media can be both a blessing and a burden. We also discuss the power of her Recess community, a space for creative entrepreneurs to be fully themselves, connect with like-minded people, and navigate the ups and downs of entrepreneurship together. Diana reminds us how important it is to stay true to our human side, even when our businesses evolve. So grab a cup of coffee (or matcha!) and listen in as Diana and I chat about business, creativity, and how to embrace the messiness of being human in this entrepreneurial journey. Connect with Jenn: jenn@jennsway.com www.jennsway.com www.instagram.com/lifejennsway Find out more about Jenn's readers' retreat!: www.jennswayva.com/kismet-retreat Jenn's referral link for Diana's community, Recess!: https://recess-for-creatives.circle.so/checkout/recess-for-creatives-dollar55?affiliate_code=9c98bf Connect with Diana: https://www.instagram.com/dianadaviscreative/
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    49 mins
  • A Sweet Entrepreneurial Journey with Krystina Fisher

    A Sweet Entrepreneurial Journey with Krystina Fisher
    Oct 15 2024
    In this episode of Your Next Business Bestie, I sit down with one of my longest friends, Krystina, to talk about her incredible journey through entrepreneurship. We've known each other for a decade, and it's been amazing to watch her evolve from a graphic designer and wine consultant to the owner of The Messy Cookie. Krystina shares how she started out in the corporate world, working for ad agencies, and then pivoted to running her own design business after being laid off. She talks about her foray into direct sales with WineShop at Home, which helped her build confidence in public speaking and sales, and how eventually, she found her true passion in cookie decorating. What started as a hobby in 2018 quickly grew into The Messy Cookie, a full-blown business where she creates custom cookies and hosts cookie decorating parties. We dive into how the pandemic forced her to pivot again, this time to virtual team-building events with clients like Wayfair and other big companies. She also shares how she’s continued to evolve her business, from branded cookie designs to opening her own space in Portland, Maine, where she hosts pop-up events. This episode is full of inspiration, insight, and a lot of laughs as Krystina reflects on her messy, magical entrepreneurial journey—from corporate life to crafting sweet treats. Connect with Jenn: jenn@jennsway.com www.jennsway.com www.instagram.com/lifejennsway Find out more about Jenn's readers' retreat!: www.jennswayva.com/kismet-retreat Connect with Krystina: https://themessycookie.com/ https://www.tiktok.com/@themessycookie https://www.instagram.com/the.messy.cookie
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    1 hr and 6 mins
  • Small Shifts, Big Impact with Megs Crawford

    Small Shifts, Big Impact with Megs Crawford
    Oct 8 2024
    In this episode, I chat with my friend Megs, who’s a professional organizer specializing in working with women who have ADHD. We dive into how she helps clients declutter and organize their spaces in a way that makes sense for their brain and lifestyle. Megs shares how she’s passionate about helping people create their own version of "organized," especially for those of us with ADHD. She helped me rework my entire kitchen and office space, which has completely transformed how I function day-to-day. We talk about small, simple changes that can make a big impact, like labeling things and setting up systems that reduce stress and make life easier. Megs also shares her journey from the corporate world to running her own organizing business, her love for empowering others, and how her own experience with ADHD fuels her work. We touch on everything from the emotional side of decluttering to practical tips like setting rules for yourself and using what you have rather than relying on fancy products. If you’ve ever felt overwhelmed by clutter or struggled with staying organized, this episode will leave you feeling inspired and ready to tackle your space in a way that works for you. Connect with Jenn: jenn@jennsway.com www.jennsway.com www.instagram.com/lifejennsway Find out more about Jenn's readers' retreat!: www.jennswayva.com/kismet-retreat Connect with Megs: www.mindfulmegs.com www.instagram.com/organizing.an.adhd.brain https://www.patreon.com/OrganizinganADHDBrain
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    54 mins
  • Grit and Grind with Chelle Johnson

    Grit and Grind with Chelle Johnson
    Oct 1 2024
    In this episode, I sit down with my friend Chelle Johnson, the CEO of Best You Talent Advisors. Chelle shares her journey from the corporate world to becoming a successful entrepreneur, helping high-achieving professionals break through limiting beliefs and thrive in their careers. We dive into the challenges and rewards of fractional recruitment, executive coaching, and the importance of finding alignment between work and personal values. We also reminisce about our time hiking the Camino de Santiago together, a transformative journey that taught us about grit, growth, and letting go of what no longer serves us. Chelle’s passion for helping others level up, both in their careers and personal lives, shines through as we discuss how she empowers her clients to find more joy and balance in their work. Connect with Jenn: jenn@jennsway.com www.jennsway.com www.instagram.com/lifejennsway Connect with Chelle: https://bestyoutalentadvisors.com/ https://www.linkedin.com/in/chellemjohnson/ https://www.instagram.com/bestyoutalentadvisors/
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    36 mins
  • The Colors of Growth with Krishna Kayastha

    The Colors of Growth with Krishna Kayastha
    Sep 24 2024
    In this episode, I sat down with Krishna, a talented artist who explores the depth of human experience through her art, focusing on themes like grief, growth, and connection. We talked about how her journey as an artist began and how she now creates beautiful, functional pieces, like journals that help others through their own mental health journeys. We also dove into some of her personal projects, including a journal for tracking hormonal cycles and another for strengthening relationships through deeper communication. Krishna shared her thoughts on balancing life, art, and personal growth, while also touching on how grief has played a significant role in her creative process. It was an inspiring conversation about using art to heal, grow, and connect on a deeper level with both ourselves and the world around us. Connect with Jenn: jenn@jennsway.com www.jennsway.com www.instagram.com/lifejennsway Connect with Krishna: www.serenademysoul.com https://www.instagram.com/serenademysoul/
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    44 mins