Season 2 Episode 14 with Jon Emery
- Author
- Daryl Dittmer
- Published
- Wed 16 Jul 2025
- Episode Link
- None
Loss | Despair | Uncertainty | Motivation | Support | Mission | Success | New Paths | Connection
In this episode of "When I Stop Fighting – The Podcast," I welcome Jonathan Emery, who shares his transformative journey following the loss of a two-decade job and a painful divorce.
This experience propelled Jon into self-discovery, leading him to embrace authenticity and strengthen his connections with his children. Motivated by his journey, he launched his own podcast, "Life's Checkmark," where he creates a supportive platform for individuals feeling lost or isolated. He also provides guidance for aspiring podcasters, helping them overcome self-doubt and find their voices.
During the discussion, Jon reflects on the societal expectations he followed, such as marriage, parenthood, and stable employment, which he thought defined a successful life. However, when his workplace closed down unexpectedly, he faced an opportunity for change.
Initially uncertain about his future, John reframed this experience as a chance to pursue new paths. He transitioned into the life insurance industry, leveraging a connection he had from his previous job. Though he initially struggled to make sales, he utilized platforms like YouTube to educate himself about the insurance policies he could offer, sharing his knowledge with others. Through this journey, Jon emphasizes the importance of storytelling, both for personal growth and helping others navigate their own challenges, ultimately creating a space for value and connection in difficult times.
Find Jon here:
Life’s Checkmark Podcast https://lifescheckmark.libsyn.com
Become part of the HUB - Podcaster’s Hub where other podcasters and aspiring podcaster connect and grow. https://www.lifescheckmark.com/podcastershub
