TLP391: Bet On Yourself with Lon Stroschein

Lon Stroschein, a bestselling author, spearheads the "normal 40" movement, guiding individuals to reclaim life control. His journey from the corporate world to a more fulfilling existence addresses challenges of midlife change, focusing on financial security and self-image. Lon advocates introspection before career shifts, emphasizing courage in starting anew rather than quitting. He urges exploration of passions, even those seeming destined to fail, as they might hold true passion. Lon's trajectory, from executive coaching certification to discovering his love for coaching, signifies his transition. He highlights external triggers for life changes, financial concerns, marital agreements, and the importance of communication and guidance. Additionally, his own experience stresses the significance of attending to loved ones amidst corporate demands.

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Key Takeaways:

[03:00] Lon shares the biggest fear a man can have before dying. It is when you have everything materially but do not have fulfillment in life. He stated that he started to discover what road he wanted to take when he realized what life he can have to fulfill his passion. You might have things that you are doing, but are not sure if that's the thing you really want to do for a lifetime. Lon also shares that discovering your path comes from your gut but at some point, it won't be easy to do. By doing what you want, you might also need to leave something behind and become someone else and bet on your new career, defining it as a trade because you don't know what amount you will receive after giving something.  

[08:56] He is a successful professional, but he shares that he found himself questioning the meaning of his well-established life. Despite a great job and accomplishments, he felt a lingering emptiness during his daily routine. As he drives to his office in his car, he often wonders if this was all there was to his next 15 years. Lon also discusses that he retreated into self-reflection, wrestling with gratitude for his achievements and the yearning for something more because of his urge to passion. The story unfolds as he navigates this internal journey, seeking meaning beyond the checkboxes of success.

[12:55] In sharing his experience, Lon highlights two major hurdles in making the tough decision to leave a stable job. First, there's the financial challenge, where individuals have to consider risking the income they've come to depend on, often feeling a responsibility to their family. The second hurdle revolves around the carefully crafted professional image, encompassing business cards, office titles, and social media presence. He also shares that transitioning from a well-defined role to uncertainty means not just risking financial stability, but also challenging the identity built over the years. Making this leap involves trading the security of income and a familiar image for the uncertainties of the unknown.

[19:46] He emphasizes on commencing with clarity and engaging in profound conversations with oneself, family, and friends to understand personal identity and potential. He stated that starting something aligned with your envisioned future before quitting is the optimal strategy, although he acknowledges that his journey involved quitting first. Lon shares the trigger for change often surfaces when the Sunday evening pit in your gut becomes a persistent indicator that there might be a better path forward. He advises slowing down, earnestly exploring potential futures, and identifying endeavors worth investing time in.

[27:44] Lon shares that he conducts weekly "ramble" sessions on their website, engaging in one-hour conversations with people who sign up. They ask a set series of questions, particularly focusing on the emotions participants are exp