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Deep Work: Rethinking Life After Service with Bobby Land

Season #1

Episode Summary:
In this episode of the Vector Accelerator Podcast, host Joe Lara sits down with Bobby Land, a Special Operations veteran and executive leader, to discuss the challenges of military-to-civilian transition. Bobby shares his personal journey from a 30-year career in the Army to finding fulfillment in the private sector. He opens up about the doubts, struggles, and ultimately, the clarity that led him to his current role at Carrington Mortgage Holdings. They dive deep into the importance of self-awareness, intentional career exploration, and how veterans can apply their skills in meaningful ways post-service.

Guest Bio:
Bobby Land is a retired U.S. Army Green Beret with a distinguished 30-year career in Special Operations. He served on operational deployments throughout South and Central America, as well as multiple combat tours in Afghanistan and Northeast Syria. Following his military retirement, Bobby joined Carrington Mortgage Holdings, where he currently serves as a Product Innovation Manager. Through The Honor Foundation (THF) and Carrington Cares Foundation, he discovered a renewed sense of purpose, transitioning his leadership and problem-solving skills into the corporate world. A servant leader, mentor, and hotrod enthusiast, Bobby is passionate about helping veterans navigate their post-military careers with confidence.

Chapters & Timestamps:
[00:00] - Introduction to the Episode, Meet Bobby Land
[02:15] - Why Bobby Joined the Military & His Early Career
[08:45] - Transitioning from Special Forces to Civilian Life
[14:30] - The Emotional Toll of Leaving the Military & Family Support
[19:10] - Discovering The Honor Foundation & the Power of Self-Reflection
[25:55] - Lessons Learned in Transition & the Importance of Asking โ€œWhat If?โ€
[30:40] - How Bobby Land Found a New Mission at Carrington
[37:20] - The Overlap Between Military Skills & Corporate Leadership
[42:10] - Why Culture & Environment Matter in Career Choices
[47:35] - The Value of Networking & the โ€œ50 Cups of Coffeeโ€ Strategy
[53:00] - Final Advice for Veterans Transitioning to Civilian Life

Key Takeaways:
โœ”๏ธ Self-awareness is the foundation of a successful transition โ€“ Veterans must understand their strengths, values, and motivations before jumping into a new career.
โœ”๏ธ Itโ€™s not just about the job, but about the environment โ€“ Finding the right culture and leadership style is crucial for long-term fulfillment.
โœ”๏ธ Leverage your military experience in new ways โ€“ Problem-solving, leadership, and mission execution apply in every industry.
โœ”๏ธ Networking is everything โ€“ The more people you talk to, the more opportunities open up.
โœ”๏ธ Youโ€™re not alone in this process โ€“ Resources like The Honor Foundation and Vector Accelerator exist to support veterans in making confident career choices.

Connect with Bobby Land:
๐Ÿ“Œ LinkedIn: Bobby Land
๐Ÿ“Œ Carrington Cares Foundation: Learn More

๐ŸŽ™๏ธ Enjoyed this episode? Subscribe to the Vector Accelerator Podcast and leave a review! ๐Ÿš€