It's a Wrap! Why Sometimes You Have To Kill What You Love
Thu Sep 04 2025
After hundreds of episodes and countless conversations, Jess and Cindy are making one of the hardest business decisions: ending Confessions (for now). But this isn't just a goodbye episode - it's a masterclass in strategic decision-making and knowing when to let go of something you love for the sake of your business.
In this candid conversation, they pull back the curtain on how they made this decision, why "it's fun" isn't always enough of a business reason, and how regular business evaluations led them to this crossroads. From Cindy's pivot to fractional work to the reality that successful consultants still face doubt and struggle, this episode is packed with real talk about business evolution.
Whether you're holding onto something in your business that's no longer serving you or wondering how to make tough strategic decisions, this conversation will give you permission to choose growth over comfort.
Highlights:
Regular business audits are non-negotiable. What worked 12 months ago might not align with where your business is headed today."It's fun" isn't always enough. If something doesn't serve your business goals, it might be time to let it go - even if you love it.Your business should evolve with you. Cindy's shift from general nonprofit consulting to fractional specialization shows how niching down can clarify everything.Everyone struggles, even the "successful" people. Comparison truly is the thief of joy, and behind every confident consultant is someone who still has moments of doubt.Thanks for being part of this journey with us. Keep doing the important work - the sector needs you. ❤️
🎧 What's next? Connect with Jess at Building Better Together (buildingbettertogether.co) and follow Cindy's fractional work at nonprofitfractionals.com/fracture
Connect with Cindy:
Cindy Wagman Coaching: cindywagman.comFractional Work: nonprofitfractionals.com/fractureLinkedIn: ca.linkedin.com/in/cindywagmanConnect with Jess:
Out In the Boons: outintheboons.meBuilding Better Together buildingbettertogether.co LinkedIn: linkedin.com/in/jesscampbelloutntiheboons/
More
After hundreds of episodes and countless conversations, Jess and Cindy are making one of the hardest business decisions: ending Confessions (for now). But this isn't just a goodbye episode - it's a masterclass in strategic decision-making and knowing when to let go of something you love for the sake of your business. In this candid conversation, they pull back the curtain on how they made this decision, why "it's fun" isn't always enough of a business reason, and how regular business evaluations led them to this crossroads. From Cindy's pivot to fractional work to the reality that successful consultants still face doubt and struggle, this episode is packed with real talk about business evolution. Whether you're holding onto something in your business that's no longer serving you or wondering how to make tough strategic decisions, this conversation will give you permission to choose growth over comfort. Highlights: Regular business audits are non-negotiable. What worked 12 months ago might not align with where your business is headed today."It's fun" isn't always enough. If something doesn't serve your business goals, it might be time to let it go - even if you love it.Your business should evolve with you. Cindy's shift from general nonprofit consulting to fractional specialization shows how niching down can clarify everything.Everyone struggles, even the "successful" people. Comparison truly is the thief of joy, and behind every confident consultant is someone who still has moments of doubt.Thanks for being part of this journey with us. Keep doing the important work - the sector needs you. ❤️ 🎧 What's next? Connect with Jess at Building Better Together (buildingbettertogether.co) and follow Cindy's fractional work at nonprofitfractionals.com/fracture Connect with Cindy: Cindy Wagman Coaching: cindywagman.comFractional Work: nonprofitfractionals.com/fractureLinkedIn: ca.linkedin.com/in/cindywagmanConnect with Jess: Out In the Boons: outintheboons.meBuilding Better Together buildingbettertogether.co LinkedIn: linkedin.com/in/jesscampbelloutntiheboons/