
The Cost of Success: Why Walking Away Isn’t Failure with Jesse Schewchuk
The Cost of Success: Why Walking Away Isn’t Failure with Jesse Schewchuk After speaking on a TED stage about the cost of burnout, Jesse Schewchuk realized she needed to act on her own message. She had spent nearly a decade building Modern Muse Media, but the demands of keeping the business running were pulling her away from the work and life she wanted. When a longtime colleague posted a marketing opportunity, she approached him with a different proposal: hire her. Within a week, she had accepted an offer. The grief of letting go of her business was matched by the relief of choosing a different future. In Episode 372 of The Business Development Podcast, Kelly Kennedy welcomes back award-winning producer, media strategist and founder of The Menopause Mission, Jesse Schewchuk, for an honest conversation about ambition, identity and knowing when to change direction. Jesse shares how losing her mother at 24 sent her into years of achievement as a way to avoid processing grief, why public recognition often concealed private struggles, and what led her to step into a chief marketing officer role at Capital Planning. They discuss the guilt of resting, the pressure of supporting a family through entrepreneurship, and why leaving a business does not erase what you have accomplished. Jesse also shares the personal experience behind The Menopause Mission and why she wants more women to feel heard, supported and able to speak openly. Content note: This episode includes discussions of bereavement, burnout, mental health struggles and suicidal thoughts. What You’ll Learn How the need to prove yourself can shape your ambition and your definition of success. Why rest can feel uncomfortable when your identity is tied to achievement. How financial pressure can affect the way you connect with people and experience your work. Why grief and relief can coexist when you leave a business you built. What an intrapreneur role can offer entrepreneurs who want autonomy, meaningful work and fewer ownership responsibilities. How Jesse’s menopause experience changed her priorities and inspired her advocacy. Why choosing a different direction requires your own acceptance, even when others support the decision. Chapters 00:00 Where is the line? 01:09 Introducing Jesse Schewchuk 05:29 Who Jesse is today 07:09 The need to prove yourself through success 08:06 Burnout and the question that changed everything 10:37 Why it is so difficult to just be 11:30 Learning to rest without guilt 13:11 Being drawn to purpose instead of driven by achievement 14:22 Losing her mother and throwing herself into work 16:17 Public recognition and private struggles 17:27 What legacy means beyond your career 19:35 When business pressure changes how you show up 21:30 Deciding to close Modern Muse Media 22:14 The conversation that became a new career opportunity 23:40 Experiencing grief and relief together 25:17 The work entrepreneurs never signed up for 25:52 Recognizing the personal cost of achievement 27:06 Making room for meaningful work 29:30 Why the right decision can still hurt 30:30 Considering a different entrepreneurial path 32:27 Why nobody else can give you permission 34:11 Finding your own answer 36:12 Being open to a different future 37:27 Entrepreneurship, employment and autonomy 39:44 Introducing The Menopause Mission 40:17 The personal experience behind the mission 44:52 Breaking the silence around women’s health 46:18 A message of support for listeners 47:39 Your business is not your identity 48:17 Connecting with Jesse Connect with Jesse Schewchuk Jesse is an award-winning producer, media strategist, speaker and founder of The Menopause Mission. In this conversation, she shares her transition from running Modern Muse Media to a chief marketing officer role at Capital Planning, alongside her continued work in storytelling, speaking and women’s wellness advocacy. LinkedIn: https://www.linkedin.com/in/jesse-schewchuk-4470b47/ The Menopause Mission: https://www.themenopausemission.org/ Support Foxx and Our Family Our one year old son Foxx is currently fighting cancer. If you are able to donate or share our GoFundMe, our family would be incredibly grateful. https://www.gofundme.com/f/support-shelby-kelly-during-foxxs-fight-against-cancer Thank You to Our Sponsors Thank you to Colin Harms and our title sponsor, Hypervac Technologies, for your steadfast support of The Business Development Podcast. We are also grateful to Hyperfab for helping us continue to bring these conversations to listeners. Hypervac Technologies builds professional duct cleaning equipment, including duct trucks, portable vacuums and tools for contractors in the field. https://hypervac.com/ Hyperfab provides custom fabrication and specialized solutions for industrial applications. https://hyperfab.ca/ Join The Catalyst Club Community The Catalyst Club brings business development leaders, entrepreneurs, executives and senior professionals together for live sessions, recorded conversations and practical support. https://www.kellykennedyofficial.com/thecatalystclub If you know someone questioning whether the business they built still supports the life they want, share this episode with them. Follow The Business Development Podcast for more honest conversations about what it takes to build and lead. Mentioned in this episode: Hypervac - Revolution Vacuums











