
00:00 Jared's Journey: From Military to Technology Leadership 03:18 Jared's Intro and Entrance into the Military 05:08 Transitioning from Military to Corporate Culture 05:52 Impact of Military on Jared's Leadership Style 08:41 Modern Corporate America: The Antithesis of Military Authoritarian Leadership 10:13 Jared's Love of Learning & Pursuit of Professional MBA 14:53 Conclusion and Reflections on Leadership 15:24 The Importance of Continuous Learning & Being Uncomfortable 20:00 Self Care VS Militant Loyalty 25:49 Non-Traditional Routes to Technology Leadership In this episode of Cupalo Conversations, host Lauren Hannon sits down with Jared Olhoft, a former U.S. Marine turned technology leader, to discuss his journey from military service to the tech industry. Jared shares how his experience in the Marines has profoundly shaped his leadership style, emphasizing the importance of self-discipline, continuous learning and the evolution of leadership from authoritarian approaches to more adaptive methods in the corporate world. The conversation covers key lessons from Jared's transition to civilian life, including the need to balance self-care with loyalty, the power of networking, and the value of stepping outside comfort zones. Listeners will gain insights into how diverse experiences, like Jared’s, enrich leadership perspectives in technology, as well as the challenges and advantages veterans bring to the corporate environment. Jared's story highlights the importance of understanding the varied experiences of veterans, the significance of peer learning, and how a commitment to personal and professional growth can lead to success in any industry. Key Takeaways: Jared's military background taught him the importance of learning. Leadership in the military can be authoritarian but evolves in corporate settings. Transitioning to civilian life requires adapting leadership styles. Continuous learning is crucial for both personal and professional development. Self-care practices are vital and can be learned over time. Loyalty in the military differs from corporate loyalty. Diverse experiences broaden a leader's perspective in the tech industry. Networking and peer learning are essential for growth. Understanding veterans involves recognizing their varied experiences. Stepping outside comfort zones fosters growth and adaptability. This episode offers valuable lessons for anyone interested in leadership, personal growth, and the unique perspectives veterans bring to the tech industry. Connect with Lauren Hannon Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/ Follow Lauren on LinkedIn: / hannonlauren Check out Cupalo's website: https://cupalo.io