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PODCAST

Why Not Today? with Leslie Kane

Why Not Today? with Leslie Kane is the go-to podcast for women entrepreneurs who are ready to start a business, get unstuck, or grow with more clarity, confidence, and courage.Hosted by Courage Coach and business mentor Leslie Kane, this show blends heartfelt storytelling with actionable business coaching to help you take that next brave step—without the chaos. Each week, you’ll hear either a solo episode packed with tools and systems you can use right away, or an inspiring guest interview that

business

All Episodes

14:38

Why Not Today? Podcast - Season 4, Episode 37: Leslie...

Why Not Today? with Leslie Kane ·

2025/11/07

Why Not Today? Podcast - Season 4, Episode 37: Leslie on the Why Not Today Journey: From One Courageous Step to Providing a Space for Entrepreneurs through the Inner CircleIn this episode of the Why Not Today Podcast, host and founder Leslie Kane opens up about her journey from taking one courageous step to building a community where entrepreneurs can grow together. What began as a spontaneous idea on a walk around the lake became a podcast that celebrates courage, connection, and the willingness to

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37:56

Why Not Today? Podcast - Season 4, Episode 36: Fight...

Why Not Today? with Leslie Kane ·

2025/10/30

Why Not Today? Podcast - Season 4, Episode 36: Fight Fear with Failure: Finding Courage in the Messy Middle with Janet CountsIn this episode of the Why Not Today? podcast, host Leslie Kane sits down with entrepreneur and community advocate Janet Counts for a real conversation about courage, connection, and rebuilding from chaos. Janet shares her personal journey from the IT world to small business ownership, navigating the ups and downs of running a family business, and rediscovering her passion for

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37:37

Why Not Today? Podcast - Building the Life is Good...

Why Not Today? with Leslie Kane ·

2025/10/24

Why Not Today? Podcast - Building the Life is Good Brand with Roy HeffernanIn this inspiring conversation, Leslie Kane sits down with Roy Heffernan, retired Chief Operating Optimist and partner at Life is Good. Roy shares the story behind one of America’s most beloved lifestyle brands and how a simple mission, to spread the power of optimism, became a movement that impacts millions.Together, Leslie and Roy explore how optimism, structure, and purpose can transform both business and life. Roy also

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12:59

Why Not Today? Podcast - Season 4, Episode 34: The...

Why Not Today? with Leslie Kane ·

2025/10/16

Why Not Today? Podcast - Season 4, Episode 34: The Power of Community with Leslie KaneIn this solo episode, host Leslie Kane dives into one of her favorite topics, community, and why it’s more vital than ever in a world that often feels disconnected. Leslie shares research, personal stories, and practical ways to build real, lasting connections that support your courage and growth.She explores how community shapes our health, happiness, and success, and reminds listeners that courage doesn’t always

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31:42

Why Not Today? Podcast - Season 4, Episode 33:...

Why Not Today? with Leslie Kane ·

2025/10/10

Why Not Today? Podcast - Season 4, Episode 33: Betting on Yourself and Building with Courage with Michael RiveroIn this episode of the Why Not Today? podcast, host Leslie Kane talks with Michael Rivero, a purpose-driven marketer, entrepreneur, and founder of TPOS.ai. Michael shares how his journey from sneaker collector to successful business owner taught him to take bold steps, trust himself, and keep moving forward even when things get messy.This inspiring conversation explores what it looks like

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28:45

Why Not Today? Podcast - Season 4, Episode 32:...

Why Not Today? with Leslie Kane ·

2025/10/03

Why Not Today? Podcast - Season 4, Episode 32: Standing in Your Worth with Marissa LevinIn this episode of the Why Not Today? Podcast, Leslie welcomes back Marissa Levin for an inspiring conversation on courage, transformation, and what it means to stand fully in your worth. Marissa shares her recent journey of stepping into a corporate leadership role after decades of entrepreneurship, the lessons she’s learned along the way, and the importance of creating psychological safety in every space she

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31:09

Why Not Today? Podcast - Season 4, Episode 31:...

Why Not Today? with Leslie Kane ·

2025/09/26

Why Not Today? Podcast - Season 4, Episode 31: Clarity, Courage, and the Changing World of Sales with Brian SheaIn this episode of the Why Not Today? Podcast, Leslie Kane talks with Brian Shea, founder of Lucrum Partners and CEO of Lemonade Global. Brian shares his journey from launching XM Satellite Radio to building businesses that help others scale with clarity and courage. They dive into how the sales landscape has shifted since COVID, the importance of authentic connections, and what courage

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43:56

Why Not Today? Podcast - Season 4, Episode 30: Living...

Why Not Today? with Leslie Kane ·

2025/09/19

Why Not Today? Podcast - Season 4, Episode 30: Living with Courage and Purpose After a Near-Death Experience with Jacob CooperIn this episode of the Why Not Today? Podcast, Leslie Kane sits down with Jacob Cooper, LCSW, to explore how a childhood near-death experience shaped his life’s mission. Jacob shares how that moment of profound awareness set him on a path to inspire others to live with courage, authenticity, and purpose.What You’ll Hear:- Jacob’s story of his near-death experience at age

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28:37

Why Not Today? Podcast - Season 4, Episode 29:...

Why Not Today? with Leslie Kane ·

2025/09/12

Why Not Today? Podcast - Season 4, Episode 29: Building Community and Living with Courage with Karen ClevelandIn this episode of the Why Not Today? Podcast, host Leslie Kane is joined by returning guest Karen Cleveland, leadership coach, trainer, and longtime community builder. Karen opens up about her journey in leadership, her belief in the power of community, and how living with intention can change the course of both business and life.What You’ll Hear:• Why community and culture are at the

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25:52

Why Not Today? Podcast - Season 4, Episode 28 –...

Why Not Today? with Leslie Kane ·

2025/09/05

Why Not Today? Podcast - Season 4, Episode 28 – Systems Are My Superpower with LeslieIn this solo episode, Leslie explores one of her greatest strengths, building systems. She shares why systems are the secret to staying consistent and why, as James Clear reminds us in Atomic Habits, “You do not rise to the level of your goals, you fall to the level of your systems.” Leslie also walks through some of her favorite systems that she uses every day in business and life.Highlights- Systems create

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43:41

Why Not Today? Podcast - Season 4, Episode 27:...

Why Not Today? with Leslie Kane ·

2025/08/28

Why Not Today? Podcast - Season 4, Episode 27: Courage, Entrepreneurship, and a Runaway Peacock with Brian TinsmanWhat does it really take to step out of the corporate world and build something of your own? In this episode of the Why Not Today? Podcast, Leslie talks with Brian Tinsman, founder of Pounce Solutions, about the twists, turns, and bold choices that shaped his journey into entrepreneurship.Brian’s story is full of surprises including a career with the Washington Redskins, two heart

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12:59

Why Not Today? Podcast - Season 4, Episode 26: The...

Why Not Today? with Leslie Kane ·

2025/08/22

Why Not Today? Podcast - Season 4, Episode 26: The Power of Community in Entrepreneurship with LeslieIn this solo episode of the Why Not Today? Podcast, Leslie Kane, Courage Coach and founder of the Why Not Today Movement, shares the truth about entrepreneurship that often goes unspoken, it can feel lonely. Drawing from personal experience and the stories of women entrepreneurs at every stage, Leslie explores the magic of community, the importance of connection, and how accountability and

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37:03

Why Not Today? Podcast - Season 4, Episode 25: AI,...

Why Not Today? with Leslie Kane ·

2025/08/15

Why Not Today? Podcast - Season 4, Episode 25: AI, Marketing, and Courage in Business with Madeline McMahonIn this episode of the Why Not Today? Podcast, I welcome back Madeline McMahon, marketing strategist, fractional business development expert, and AI enthusiast. Madeline brings a wealth of practical insights for small business owners who want to make smarter decisions about their marketing, budgets, and technology tools. From using AI to vet vendors to finding your real bandwidth for consistent

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26:40

Why Not Today? Podcast - Season 4, Episode 24: How to...

Why Not Today? with Leslie Kane ·

2025/08/08

Why Not Today? Podcast - Season 4, Episode 24: How to Suck as a Leader with Travis DalrympleIn this episode, Leslie welcomes back Travis Dalrymple, a coach, entrepreneur, and author of How to Suck as a Leader. Travis dives deep into the importance of self-improvement for business owners and shares how his journey of personal growth led him to write this insightful book. If you're looking to level up your leadership skills and avoid the common mistakes many leaders make, this episode is a

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27:51

Season 4, Episode 23: When to Pivot and Persevere:...

Why Not Today? with Leslie Kane ·

2025/07/31

Season 4, Episode 23: When to Pivot and Persevere: Lessons from Rebekah MurrayIn this episode, Leslie Kane talks with entrepreneur Rebekah Murray, co-owner of Dare Gift Boxes, about her journey from destination wedding photography to launching a clothing line and ultimately pivoting into a thriving gift box business. Rebekah shares how courage, perseverance, and a willingness to embrace change can lead to unexpected success.Highlights include:• How a “why not today” moment led Rebekah to start her

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40:21

Season 4, Episode 22: Choosing Alignment Over...

Why Not Today? with Leslie Kane ·

2025/07/25

Season 4, Episode 22: Choosing Alignment Over Expectation with Alice ChenIn this inspiring episode, Leslie welcomes Alice Chen, educator, artist, and founder of Wayfinding Wisdom. Alice shares how a life-changing conversation with her father encouraged her to stop splitting her energy and fully commit to a business and lifestyle aligned with her true self.From her journey of leaving a traditional career to embrace her creative and entrepreneurial spirit, to her lessons learned through knitting,

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15:33

Season 4, Episode 21: The Power of Connection,...

Why Not Today? with Leslie Kane ·

2025/07/18

Season 4, Episode 21: The Power of Connection, Community and Finding Your People with LeslieIn this solo episode, host Leslie Kane explores why we are not meant to do business or life alone. She shares her personal journey and insights from over 30 years as an entrepreneur and why she believes that courage grows in community, confidence grows in consistency, and clarity grows when you connect.Leslie reflects on the moments, conversations and small nudges that lead to meaningful relationships and

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32:29

Season 4, Episode 20 - Finding Purpose and Hidden...

Why Not Today? with Leslie Kane ·

2025/07/11

Season 4, Episode 20: Finding Purpose and Hidden Mentors with Debbie HeiserIn this episode, Leslie Kane talks with Deborah Heiser, an applied developmental psychologist and founder of The Mentor Project. Together they explore how courage, mentorship and generativity shape our lives and legacies.Highlights:- How The Mentor Project connects world-class mentors with eager mentees- Why generativity and giving back matter so much in midlife and beyond- Hidden mentors and the unexpected ways we influence

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35:11

Season 4, Episode 19: Trust, Courage and Turning...

Why Not Today? with Leslie Kane ·

2025/07/02

Season 4, Episode 19: Trust, Courage and Turning Passion into Profit with KiKi L’ItalienIn this episode, Leslie Kane sits down with KiKi L’Italien, entrepreneur, speaker and founder of Association Chat, to explore how passion projects can grow into thriving businesses. KiKi shares honest lessons about starting scared, building trust and navigating the roller coaster of entrepreneurship.Highlights:- How Association Chat grew from a hobby on early Twitter to a community and acquired brand- The real

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40:34

Season 4, Episode 18: Non Obvious Thinking and...

Why Not Today? with Leslie Kane ·

2025/06/27

In this episode, Leslie sits down with Rohit Bhargava, bestselling author, keynote speaker, and founder of The Non Obvious Company and IdeaPress Publishing. They dive into how Rohit’s non obvious thinking perfectly aligns with Leslie’s dad’s legacy of always seeing possibilities others missed and having the courage to act on them.Together they explore real stories about taking risks, finding unexpected solutions, and creating a business and life that stand out.Highlights:- Why Rohit left a steady

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147 results

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