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Lieutenant in the US Navy and Skillbridge Fellow at the CyberWire, Brandon Karpf, knew he wanted to join the military at a young age. He achieved that through the US Naval Academy where he was a member of the men's heavyweight rowing team. Commissioning into the cryptologic field as a naval cryptologic warfare officer, Brandon was sent to MIT for a graduate degree where he experienced the exact opposite end of the spectrum from USNA's structured life. Brandon's work with both NSA and US Cyber Command helped him gain experience and cyber operations skills. As he is transitions from active duty to civilian life, Brandon shares the difficulties that process brings about. Through Skillbridge Fellowship program, Brandon's transition has him sharing his skills with the CyberWire. We thank Brandon for sharing his skills and his story with us.