In 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 shares his journey from cable television executive to helping scale Life is Good from a small van-based start-up to a global brand known for spreading joy and meaning.
Highlights:
• The origins of Life is Good and how Bert and John Jacobs turned optimism into a business model
• Why “to spread the power of optimism” is more than a tagline, it’s a cultural foundation
• The importance of balancing creativity and systems for sustainable growth
• How Life is Good pivoted its business model before COVID to stay resilient and relevant
• Roy’s reflections on courage, patience, and using your gifts to make an impact
• His ongoing mentorship work with SCORE and how entrepreneurs can find support
Listen and be reminded that courage and optimism go hand in hand. Remember, you don’t need to have it all figured out. You just need to take one brave step and ask, Why not today?
Leslie supports women in many ways. Join the Why Not Today Inner Circle for weekly group coaching and accountability. And if you want personal support, Courage Coaching gives you one-on-one guidance to help you take bold steps toward your goals.
Contact Roy –
– Royheffernan@gmail.com
– LinkedIn – https://www.linkedin.com/in/roy-heffernan-27a3621/
Explore the Why Not Today? Movement: www.whynottodaymovement.com
Connect with Leslie at leslie@whynottodaymovement.com
– Facebook – www.facebook.com/groups/courageouswomenentrepreneurs
– Instagram – www.instagram.com/whynottodaymovement
– LinkedIn – www.linkedin.com/in/leslie-kane-3825222
– YouTube – www.youtube.com/@whynottodaymovement
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