The Messy Middle: Why You Stopped Loving Work and How to Get It Back episode artwork

EPISODE · Jun 3, 2026 · 1H 8M

The Messy Middle: Why You Stopped Loving Work and How to Get It Back

from Pain to Performance · host Bradlee Morgan

You used to love your job. You remember what that felt like. The energy, the purpose, the feeling that what you were building actually mattered. And then somewhere along the way, it all changed. The meetings got heavier, the people got harder, and one day you realized you were surviving work, not enjoying it.In this episode of Pain to Performance, host Bradlee Morgan sits down with Jenn Whitmer, keynote speaker, TEDx presenter, and author of "Joyosity." Jenn is not someone who studied joy from a distance. She lost it. She was a music teacher and school administrator who genuinely loved her work, had her kids at the same school, and felt lucky every single day. Then a leadership change turned her workplace toxic. Her body started breaking down with unexplained pain. She stopped being present at home. She kept telling herself "it's not that bad" while everything eroded around her. It took a colleague sitting her down and naming it before Jenn could see the damage clearly enough to leave. She resigned on a Tuesday and received a consulting offer at four times her salary by Friday.That experience launched a deep dive into why joy disappears from work and what it actually takes to get it back. Jenn breaks down the joy ratio: 35% of your time spent doing work that brings you joy, 10% or less in toil, and the remaining 55% managed in what she calls the messy middle. She walks through the three markers of joy (feeling lucky, a sense of belonging, and purpose that impacts others), explains why teams in the joy ratio are 25% higher performing and 30% more productive, and shares one of the most powerful lines from the entire conversation: when you avoid conflict, you manufacture fake peace. And fake peace is exhausting to maintain.Brad and Jenn also dig into hustle culture, why tying your worth to your productivity is a trap, how emotions are energy in motion that maps into the body, the "it's not that bad" trap that keeps people stuck in toxic situations for years, and why joy is not the reward for getting through the hard part. Joy is the reason you get through it.The episode ends with a five-minute exercise anyone can do tonight: grab a piece of paper, make two columns, joy and toil, and write down what fills you up and what drains you. That is the first stop on the Joyosity Explorer Map, and it changes how you see your entire week.Topics covered: workplace culture, toxic workplace, leadership, joy at work, conflict resolution, conflict avoidance, fake peace, joy ratio, Joyosity, keynote speaker, burnout, hustle culture, employee engagement, team performance, productivity, emotional health, mind-body connection, workplace toxicity, career change, quitting your job, purpose at work, work-life balance, TEDx, leadership development, organizational culture, messy middle, toil, self-awareness, corporate culture, team buildingTo connect with Jenn Whitmer: jennwhitmer.com | Instagram and LinkedIn: @jennwhitmer | Joyosity Explorer Map: jennwhitmer.com/explorer-map | Waitlist for new leadership program: jennwhitmer.com/waitlistListen to Pain to Performance on Apple Podcasts, Spotify, and YouTube.Website: paintoperformancepodcast.comFollow, subscribe, and leave a review. If this episode made you feel something, send it to the person in your life who is manufacturing fake peace right now. They need to hear this. Pain is rarely a solo experience and a good conversation is better shared.

You used to love your job. You remember what that felt like. The energy, the purpose, the feeling that what you were building actually mattered. And then somewhere along the way, it all changed. The meetings got heavier, the people got harder, and one day you realized you were surviving work, not enjoying it.In this episode of Pain to Performance, host Bradlee Morgan sits down with Jenn Whitmer, keynote speaker, TEDx presenter, and author of "Joyosity." Jenn is not someone who studied joy from a distance. She lost it. She was a music teacher and school administrator who genuinely loved her work, had her kids at the same school, and felt lucky every single day. Then a leadership change turned her workplace toxic. Her body started breaking down with unexplained pain. She stopped being present at home. She kept telling herself "it's not that bad" while everything eroded around her. It took a colleague sitting her down and naming it before Jenn could see the damage clearly enough to leave. She resigned on a Tuesday and received a consulting offer at four times her salary by Friday.That experience launched a deep dive into why joy disappears from work and what it actually takes to get it back. Jenn breaks down the joy ratio: 35% of your time spent doing work that brings you joy, 10% or less in toil, and the remaining 55% managed in what she calls the messy middle. She walks through the three markers of joy (feeling lucky, a sense of belonging, and purpose that impacts others), explains why teams in the joy ratio are 25% higher performing and 30% more productive, and shares one of the most powerful lines from the entire conversation: when you avoid conflict, you manufacture fake peace. And fake peace is exhausting to maintain.Brad and Jenn also dig into hustle culture, why tying your worth to your productivity is a trap, how emotions are energy in motion that maps into the body, the "it's not that bad" trap that keeps people stuck in toxic situations for years, and why joy is not the reward for getting through the hard part. Joy is the reason you get through it.The episode ends with a five-minute exercise anyone can do tonight: grab a piece of paper, make two columns, joy and toil, and write down what fills you up and what drains you. That is the first stop on the Joyosity Explorer Map, and it changes how you see your entire week.Topics covered: workplace culture, toxic workplace, leadership, joy at work, conflict resolution, conflict avoidance, fake peace, joy ratio, Joyosity, keynote speaker, burnout, hustle culture, employee engagement, team performance, productivity, emotional health, mind-body connection, workplace toxicity, career change, quitting your job, purpose at work, work-life balance, TEDx, leadership development, organizational culture, messy middle, toil, self-awareness, corporate culture, team buildingTo connect with Jenn Whitmer: jennwhitmer.com | Instagram and LinkedIn: @jennwhitmer | Joyosity Explorer Map: jennwhitmer.com/explorer-map | Waitlist for new leadership program: jennwhitmer.com/waitlistListen to Pain to Performance on Apple Podcasts, Spotify, and YouTube.Website: paintoperformancepodcast.comFollow, subscribe, and leave a review. If this episode made you feel something, send it to the person in your life who is manufacturing fake peace right now. They need to hear this. Pain is rarely a solo experience and a good conversation is better shared.

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You used to love your job. You remember what that felt like. The energy, the purpose, the feeling that what you were building actually mattered. And then somewhere along the way, it all changed. The meetings got heavier, the people got harder, and...

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