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 teaches real strategies behind the courage. Whether you're launching something new, navigating a pivot, or trying to find focus in the middle of the overwhelm, you’ll find encouragement, clarity, and simple steps to move forward. If you’re ready to stop waiting and start building a business and life you love—this podcast is for you. Because the only question that matters is: Why not today?
Episodes
Why Not Today? Podcast - Season 4, Episode 26: The Power of Community in Entrepreneurship with Leslie
In 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...
Why Not Today? Podcast - Season 4, Episode 25: AI, Marketing, and Courage in Business with Madeline McMahon
In 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 ...
Why Not Today? Podcast - Season 4, Episode 24: How to Suck as a Leader with Travis Dalrymple
In 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...
Season 4, Episode 23: When to Pivot and Persevere: Lessons from Rebekah Murray
In 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.
Highlig...
Season 4, Episode 22: Choosing Alignment Over Expectation with Alice Chen
In 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 ...
Season 4, Episode 21: The Power of Connection, Community and Finding Your People with Leslie
In 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, convers...
Season 4, Episode 20: Finding Purpose and Hidden Mentors with Debbie Heiser
In 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 mid...
Season 4, Episode 19: Trust, Courage and Turning Passion into Profit with KiKi L’Italien
In 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 ...
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 bus...
Season 4, Episode 17: Do the Next New Thing with Pam Lamp
In this inspiring episode, Leslie Kane talks with author Pam Lamp about courage, creativity, and discovering purpose in a new season of life. Pam shares her story of moving to a new city at age 57, how a simple idea led to a powerful transformation, and what it really takes to write and release a book later in life. Her book Do the Next New Thing is a call to action for anyon...
The Why Not Today? Podcast - Season 4 Episode 16, The Business of Connection: Courage, Community, and Collaboration with Robyn McClure
In this heartfelt and fun conversation, Leslie welcomes long-time friend and business collaborator Robyn McClure, also known as “Fun Robyn.” From launching community events together to navigating business through the pandemic, Robyn shares candid stories of courage, entrepreneurship, and the power of...
Season 4 Episode 15: Leslie Kane - Why Not Today and How to FUND It
In this solo episode, Leslie shares the heart behind the Why Not Today message and the legacy of her father, Patrick Kane, who inspired the belief that it’s never too late to start. She introduces a powerful shift in the podcast and her coaching work, centered on a new framework called FUND: Finances, Unique Proposition, Networking, and Discipline.
You’ll hear how th...
The Why Not Today? Podcast - Season 4 Episode 14, Powerful Players, Courageous Conversations, and Growing Together with Freddi Donner
In this episode of the Why Not Today? podcast, Leslie Kane welcomes back executive and leadership coach Freddi Donner for a deep and honest conversation about entrepreneurship, courage, and the power of surrounding yourself with others on a similar journey.
Freddi opens up about the real experiences of...
Season 4 Episode 13: Leslie Kane - Start Before You're Ready: Take Action Even When You're Not Sure
Do you have a business idea but feel nervous to start? Maybe you’ve already started something but feel stuck or unsure what to do next. In this episode, Leslie Kane shares why you don’t need to feel ready to begin. You just need to take one small step.
This episode is also the start of a new version of the Why Not Today? podcast. From ...
In this inspiring episode, Leslie is joined by Aprelle Duany, founder of AI Equity Ventures, a company focused on making AI more accessible, inclusive, and empowering, especially for women and underrepresented communities. Aprelle shares her journey from engineering and international work to becoming a sought-after voice in the world of AI and innovation.
She opens up about her Why Not Today moments, how the pandemic prompted deep s...
Season 4, Episode 11: Courage, Loss, and the Power of Action with Ginny Atwood
In this powerful episode, Leslie sits down with Ginny Atwood Lovitt, Executive Director of the Christopher Atwood Foundation. Ginny shares her deeply personal story of loss, resilience, and the bold decision to start a nonprofit just days after her brother Christopher passed away from a heroin overdose at age 21.
They discuss the realities of addiction in...
Season 4, Episode 10: Choosing Courage Over Comfort with Tasha Smith
In this episode of the Why Not Today? Podcast, Leslie sits down with Tasha Smith, Founder of Emerge for an honest, insightful conversation about what it means to lead with courage in life and business.
Tasha shares her personal and professional journey from successful corporate career to launching a multi-million dollar coaching business, all rooted in the belief th...
Season 4, Episode 9: Facing the Worry Bug and Finding Courage with Dr. Amanda Skowron Romano
In this inspiring episode of the Why Not Today? podcast, host Leslie Kane welcomes Clinical Psychologist, Owner of Peace of Mindfulness and Author Dr. Amanda Skowron Romano. Amanda shares her journey from being the youngest of five siblings in a small town to becoming a clinical psychologist and children’s book author. She opens up about her...
Season 4, Episode 8: Find a Way, Not a Reason Why You Can’t – with Elise Woodworth
In this episode of the Why Not Today? Podcast, host Leslie Kane talks with Elise Woodworth, Nonprofit Board Relations Coach and author of Business Not Battle. Elise shares her inspiring journey from military service to corporate life to entrepreneurship, all while navigating motherhood and staying committed to service and leadership.
She shares how one...
Why Not Today? Podcast – Season 4, Episode 7: Finding Clarity and Courage with Sam Horn
In this powerful and practical episode, host Leslie Kane welcomes back author and keynote speaker Sam Horn for her second appearance on the podcast. Together they dive into the importance of clarity in both life and business, and how identifying our values, interests and purpose can light the path toward a meaningful and impactful life.
Sam shares...
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