The Playful Wise Woman Show

Cait Finn
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Welcome to The Playful Wise Woman Show: Multi-passionate musings for business owners and leaders. This is the podcast where we cover ALL THE THINGS: owning multiple businesses, being creative, being a mom, having a homestead, I really mean all the things. This is a space for the business owners and leaders ready to give yourself permission to be all of you.

Episodes

  1. 05/27/2025

    012. How I Finally Saw Educators As My Ideal Clients

    On this episode of The Playful Wise Woman Show, Cait shares her journey as the “queen of multi passionateness” and how she’s embracing more clarity around who she supports in her business—specifically, educators and caregivers ready to build bigger, better businesses without burnout. She discusses: Her evolution from resisting “niching down” to realizing a core thread among her clients: most are educators or caregivers, seeking impact and freedom outside traditional institutions.The different phases of her career, from hiding her multipassionate nature for 15 years, fully embracing it for five, and now blending multipassionateness with greater clarity around her audience.Key realizations about the confusion that can come from broad messaging and the power of clear language when describing who she helps and what she offers.Her personal history with education—from early ambitions to be a teacher to roles in social work, behavior specialization, college coaching, and higher ed—highlighting her lifelong calling to educate.How she now empowers educators who’ve stepped out of institutions but feel paralyzed or overwhelmed to create their own path, structure, and impact—without recreating the same old burnout cycles.The importance of defining who your people are (even if it’s not a “niche”) and always starting with your “why.”An invitation to listeners: share who your people are and what impact you want to make, and grab her free training to help move beyond survival mode into joy. Follow Cait on Instagram - https://www.instagram.com/thecaitfinn/ Cait’s website - https://www.caitfinn.com/

    21 min

  2. 04/22/2025

    011. From Burnout to Balance: How TriState Barbell Owner Doubled Athletes and Regained Family Time

    On this episode of The Playful Wise Woman Show, Cait Finn welcomes Daniel Dodd, owner of TriState Barbell, to discuss the journey of entrepreneurship, growth, and keeping life in balance as a business owner and coach. They discuss: Dan’s background as an educator, competitive weightlifter, and founder of TriState Barbell How TriState Barbell evolved from a small weightlifting program into a company with 5 coaches and over 50 athletes, working with high schools and explosive sport athletes The difference between Olympic weightlifting and training for “explosive sports” like football, track, and volleyball Dan’s commitment to mentoring coaches and supporting overall athlete and coach development The challenges of balancing business growth with family, a full-time teaching career, and personal passions Candid insights into the overwhelm of running a business and how working with Cait as a coach helped Dan clarify his priorities and reclaim time for what matters most Practical changes Dan made, including building a team, setting boundaries, and hiring a virtual assistant, leading to greater sustainability and business growth The importance of community, strong values, and letting coaching and business decisions align with a bigger “why” Wisdom on navigating partner dynamics, redefining roles, and learning to ask for help as a business owner This episode is perfect for anyone juggling family, entrepreneurship, and a love for sport—or anyone who needs inspiration to redefine success on their own terms! Follow Cait on Instagram - https://www.instagram.com/thecaitfinn Cait’s website - https://www.caitfinn.com/

    41 min

  3. 03/19/2025

    010. How Taking a Social Media Break Shifted My Energy and Perspective

    On this episode of The Playful Wise Woman Show, Cait dives into her personal journey of taking a break from social media and the insights she gained as a business owner. She discusses: The experience of disconnecting from social media appsObservations and realizations from this social media hiatusThe impact of social media on energy and nervous systemThe importance of setting boundaries with digital platformsThe balance between creation and consumptionExpanding community connections through in-person networking Sign up for The Power of Play + Creativity: A Free Guided Experience for Busy Business Owners Here Follow Cait on Instagram - https://www.instagram.com/thecaitfinn Cait’s website - https://www.caitfinn.com/

    19 min

  4. 02/24/2025

    009. How Self-Care and Leadership Drive Business Success

    On this episode of The Playful Wise Woman Show, Cait delves into the importance of prioritizing oneself as a leader to foster business growth. She discusses: The concept of leadership and its broader definitionWhy self-prioritization is essential and not a luxuryThe impact of leader's well-being on team dynamics and business resultsHow to identify personal needs and practice self-careSetting and communicating boundaries effectivelyPractical ways to incorporate self-awareness into daily routinesThe significance of leading by example and its ripple effect on othersEncouragement for listeners to assess their self-sacrificing habits and make shifts for personal and professional growth Cait emphasizes the battle that slowing down and prioritizing personal needs can lead to greater productivity and fulfillment in business, since those things feel like they are contradicting each other. She invites listeners to reflect and take actionable steps toward leadership from the inside out. Resources Mentioned in this episode: The Playful Wisewoman Episode 6, Embrace the Seasons of Your Business for Success - Apple / Spotify Sign up for The Power of Play + Creativity: A Free Guided Experience for Busy Business Owners Here Follow Cait on Instagram - https://www.instagram.com/thecaitfinn/ Cait’s website - https://www.caitfinn.com/

    19 min

  5. 01/16/2025

    008. Prioritize Play and Creativity for Sustainable Business Growth

    On this episode of The Playful Wise Woman, Cait dives into the power of play, creativity, and leadership for business owners and leaders. She discusses: Introduction to a free 7-day training experience focusing on creativity and playThe pressures and overwhelming feelings that business owners faceThe concept of "both/and" instead of extreme thinking in leadershipImportance of integrating rest and active recovery for avoiding burnoutThe scientifically-backed concept of periodization from weightlifting, and how it applies to businessThe significance of understanding personal needs for better leadershipSteps to self-regulate and manage emotions for improved leadership capabilitiesThe role of play and creativity as active recovery and how it fosters innovationImplementation strategies through daily exercises and prompts Tune in to embrace the playful side of your business and discover how joy can lead to sustainable success! Resources Mentioned in this episode: The Playful Wisewoman Episode 7, Embrace the Seasons of Your Business for Success - Apple / Spotify Sign up for The Power of Play + Creativity: A Free Guided Experience for Busy Business Owners Here Follow Cait on Instagram - https://www.instagram.com/thecaitfinn/https://www.instagram.com/thecaitfinn/ Cait’s website - https://www.caitfinn.com/

    21 min

  6. 12/20/2024

    007. Embrace the Seasons of Your Business for Success

    On this episode of The Playful Wise Woman Show, Cait delves into the importance of understanding the different seasons of business and how they align with our personal lives. She discusses: The concept of business seasons and how they impact our approach to work.The pitfalls new business owners face, like getting caught up in shiny distractions.The importance of clarity on your ‘why’ and how it serves as your business’s anchor.How established business owners can manage shifts in energy and focus to balance growth and personal time.The delicate balance between action-oriented (masculine) and flow-based (feminine) energies.Personal insights from Cait’s own experience as a seasoned business owner re-evaluating priorities.Tips for recognizing and navigating different business and personal life seasons.A free downloadable Year-End Growth Blueprint to help business owners reflect on the past year and set clear goals for 2025. Follow Cait on Instagram - https://www.instagram.com/thecaitfinn/ Cait’s website - https://www.caitfinn.com/

    22 min

  7. 11/13/2024

    006. Business Success through Smart Scheduling: Theme Days Explained

    Welcome to The Playful Wise Woman Show! Cait Finn, helps multi-passionate business owners prioritize their joy through play, fine tune their leadership, hone their marketing and grow successful businesses. On this episode of The Playful Wise Woman Show, Cait Finn dives into the concept of theme days and creating a CEO schedule for the week to help business owners avoid burnout and align their work-life balance. She discusses: Importance of stepping away from business for creativity and restConcept of theme days and creating a CEO scheduleLetting go of the 9 to 5 mindset and customizing your work scheduleMapping out annual goals and working backward to build daily themesIdentifying key variables such as family schedules and personal desiresThe strategic use of different days for different tasksImportance of being flexible with schedules and adjusting for outliersPersonal examples of Cait's current theme daysA client's example of balancing multiple responsibilities with themed timesThe need for structure without creating undue constriction Episode 5, Embracing Freedom: How Business Owners Can Balance Vacations and Work - Apple / Spotify Free strategy calls for November - book time here. Follow Cait on Instagram - https://www.instagram.com/thecaitfinn/ Cait’s website - https://www.caitfinn.com/

    23 min

  8. 10/14/2024

    005. Embracing Freedom: How Business Owners Can Balance Vacations and Work

    Welcome to The Playful Wise Woman Show! Cait Finn, helps multi-passionate business owners prioritize their joy through play, fine tune their leadership, hone their marketing and grow successful businesses On this episode of The Playful Wise Woman Show, Cait Finn dives into balancing work and rest for business owners. She discusses: The importance of rest and play in business to avoid burnoutPersonal experiences with old habits impacting her businessStrategies for taking time off, including a recent spontaneous trip Balancing working remotely while enjoying the tripSetting boundaries and intentional time off during tripsDelegating, delaying, and deleting tasks to manage workloadCreating themed days and structured weeks for stability and flexibilityModeling rest and play for clients to encourage their well-beingThe use of dedicated CEO days for reflection and strategic planningCait emphasizes the necessity of aligning with your "why" in business to lead a fulfilling, flexible, and successful entrepreneurial life. Follow Cait on Instagram - https://www.instagram.com/thecaitfinn/https://www.instagram.com/thecaitfinn/ Cait’s website - https://www.caitfinn.com/

    18 min

  9. 09/12/2024

    004. From Scarcity to Success: How to Overcome Money Fears

    Welcome to The Playful Wise Woman Show! Cait Finn, helps multi-passionate business owners prioritize their joy through play, fine tune their leadership, hone their marketing and grow successful businesses. In Episode 4 of The Playful Wise Woman Show, host Cait Finn dives into the often-taboo topic of money, particularly from the perspective of a woman entrepreneur. She discusses: The societal taboos around money, particularly for womenHer personal milestones, including building a multisix-figure businessThe emotional struggles and mindset shifts necessary to achieve financial successThe impact of inherited money stories on one's financial mindsetThe importance of recognizing and celebrating financial winsThe limitations imposed by ingrained beliefs such as the "broke healer mentality"The crucial moment of realizing and addressing negative money storiesEncouragement for listeners to confront and document their own money storiesThe power of investing in oneself and how it energetically invites financial opportunitiesReal-life experiences illustrating the correlation between investment and incomeThe importance of having a support system and hiring mentors or coaches Cait emphasizes that addressing money stories and mentality can significantly contribute to personal and business growth. She encourages listeners to find joy, invest in themselves, and celebrate their financial achievements. Follow Cait on Instagram - https://www.instagram.com/thecaitfinn/ Cait’s website - https://www.caitfinn.com/

    24 min

  10. 07/31/2024

    003. Transform Your Business with the Sacred Pause and Order of Priorities

    Welcome to The Playful Wise Woman Show! Cait Finn, helps multi-passionate business owners prioritize their joy through play, fine tune their leadership, hone their marketing and grow successful businesses In this episode Cait discusses:  the importance of prioritizing oneself before checking in on others and business mattersher personal struggle with burnout, task switching, and task fatiguewhat is the sacred pause and how to implement itThe order of operations in which to check in with yourself, family, and businessexamples of small, everyday actions that can improve work-life balancethe need to check-in with oneself regularly and listen to internal needshow to trust yourself and take action accordinglyher insights on avoiding the all-or-nothing mentality in self-care Follow Cait on Instagram - https://www.instagram.com/thecaitfinn/ Cait’s website - https://www.caitfinn.com/

    17 min

  11. 07/16/2024

    002. Finding Meaning and Joy in Life’s Little Moments

    Welcome to The Playful Wise Woman Show! Cait Finn, helps multi-passionate business owners prioritize their joy through play, fine tune their leadership, hone their marketing and grow successful businesses In this episode Cait discusses:  ⁃The Importance of Joy and Play ⁃Joy as a coping mechanism ⁃Personal and professional stories of joy and play ⁃Using joy as a tool ⁃Finding joy in difficult moments Follow Cait on Instagram - https://www.instagram.com/thecaitfinn/ Cait’s website - https://www.caitfinn.com/

    21 min

  12. 07/16/2024

    001. From Overwhelm to Joy: Prioritizing Happiness as a Business Owner

    Welcome to the very first episode of The Playful Wise Woman Show! Cait Finn, helps multi-passionate business owners prioritize their joy through play, fine tune their leadership, hone their marketing and grow successful businesses In this episode Cait discusses:  Her multi-passionate life, from owning multiple businesses to homesteading and motherhood.The philosophy of being a play-based leadership, marketing, and business mentor.The importance of finding joy, setting boundaries, and defining your ‘why’ in business and life.Personal stories about overcoming burnout and old patterns of overwork.The transformative power of prioritizing yourself and your joy. How embracing one's multifaceted identity can lead to greater success and fulfillment. Follow Cait on Instagram - https://www.instagram.com/thecaitfinn/ Cait’s website - https://www.caitfinn.com/

    16 min
  • 12 Episodes

5
out of 5
6 Ratings

About

Welcome to The Playful Wise Woman Show: Multi-passionate musings for business owners and leaders. This is the podcast where we cover ALL THE THINGS: owning multiple businesses, being creative, being a mom, having a homestead, I really mean all the things. This is a space for the business owners and leaders ready to give yourself permission to be all of you.

Information

  • Creator
    Cait Finn
  • Years Active
    2024 - 2025
  • Episodes
    12
  • Rating
    Clean
  • Copyright
    © 2025 The Playful Wise Woman Show
  • Show Website
    The Playful Wise Woman Show