ENCORE: The Cost of Leaving Teaching episode artwork

EPISODE · Jun 24, 2026 · 24 MIN

ENCORE: The Cost of Leaving Teaching

from Teachers in Transition: Career Change and Real Talk for Burned-Out Teachers · host Vanessa Jackson

Send us Fan MailThis week’s encore episode covers three very different—but deeply connected—parts of surviving and transitioning out of teaching: finding laughter where you can, helping people understand invisible learning differences, and getting honest about the financial realities of leaving the classroom.First, Vanessa makes the case for laughter as more than a pleasant distraction. A real laugh can ease stress, improve mood, strengthen relationships, relax the body, and help us regain enough perspective to keep going. She shares a few favorite comedians, books, movies, and comic-strip memories—and invites listeners to share what reliably makes them laugh.Then, in this week’s Teacher Hack, Vanessa introduces Hot Words, a fast-paced clue-giving game with increasingly ridiculous communication restrictions. It is fun for game night, but it could also make an excellent professional-development activity. Trying to communicate without certain words, word lengths, or verbal habits offers a small but meaningful window into what it can feel like to navigate dyslexia, dyspraxia, processing differences, or other communication barriers.Finally, Vanessa digs into a question many burned-out teachers wrestle with: What will it really cost to leave teaching? The answer is not as simple as losing a paycheck. Depending on your state, district, contract, benefits, pension, leave balance, and timing in the school year, there may be penalties, payout issues, insurance gaps, or money you are owed. But there are also expenses teachers may finally get to stop carrying: classroom supplies, fundraiser guilt, endless spirit shirts, emergency takeout after a 12-hour day, gas, tires, and the invisible cost of constantly propping up an underfunded system.In This EpisodeWhy laughter can support stress relief, resilience, connection, and physical relaxation Favorite comedy recommendations, including Robin Williams, Iliza Shlesinger, Karen Morgan, Ben Brainerd, Wanda Sykes, Lewis Black, and more The Snoopy Waterbed Fiasco and The Alto Wore Tweed How the game Hot Words can build empathy and enliven teacher in-service The often-overlooked financial details of leaving a teaching contract Why timing, earned leave, summer pay, benefits, and pension rules matter The value of union or professional-organization legal support What teachers may spend less on after leaving the classroom A reminder that “the best time to start working on your transition plan was about six months ago. The next best time is now.” This episode includes general discussion based on personal experience. Employment contracts, leave, benefits, pension rules, and labor laws vary by state and employer. Check your own contract and consult an appropriate professional before making a decision.LINKS FROM THE SHOW!·         National Institute of Health Article: Humor and Laughter May Influence Health ·         The Snoopy Waterbed Fiasco: Start on January 14, 1975 and go to January 29, 1975.·         IMDB.com links – learn about where you can stream these, check out the trivia, the quotes, and more!·         Legally BlondeThe Court Jester (1955!) ·         Free Guy ·         The Alto Wore Tweed by Mark Schweizer ( the Kindle Edition is $2.99!)If this podcast supports you, encourages you, or helps you feel a little less alone in the transition process, please follow or subscribe, leave a review, or share the episode with a teacher friend who needs perspective, hope, and laughterLearn more about Vanessa’s programs, workshops, and coaching options at https://TeachersinTransition.com  Support the PodcastIf you enjoy this scrappy little indie podcast, please consider:sharing the episode with a teacher friendleaving a review on Apple Podcasts or Spotifysupporting the show financially starting at just $3/month Support Teachers in Transition  Connect with Vanessa Jackson💌 Email: [email protected]📱 Call or Text: 512-640-9099📅 Book a Free Discovery Call: teachersintransition.com/calendar🧭 LinkedIn: 🔗 Bluesky: @beyondteaching.bsky.social📸 Instagram & Threads: @teachers.in.transition👍 Facebook: Teachers in Transition🐦 X (Twitter): @EduExitStrategyBottom of FormTop of FormBottom of FormThe transcript to this podcast is found on the episode’s homepage at Buzzsprout Support the show

Send us Fan Mail This week’s encore episode covers three very different—but deeply connected—parts of surviving and transitioning out of teaching: finding laughter where you can, helping people understand invisible learning differences, and getting honest about the financial realities of leaving the classroom. First, Vanessa makes the case for laughter as more than a pleasant distraction. A real laugh can ease stress, improve mood, strengthen relationships, relax the body, and help us regain ...

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ENCORE: The Cost of Leaving Teaching

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How long is this episode of Teachers in Transition: Career Change and Real Talk for Burned-Out Teachers?

This episode is 24 minutes long.

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This episode was published on June 24, 2026.

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Send us Fan MailThis week’s encore episode covers three very different—but deeply connected—parts of surviving and transitioning out of teaching: finding laughter where you can, helping people understand invisible learning differences, and getting...

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