100 Applications — with Keith Dupont II

Keith Dupont left the Army after a strong run as a top-rated company commander and battalion operations officer. What followed was a compressed transition, 100 job applications, and... silence. 

We talk through what that actually felt like, where the process broke down, and what ultimately helped Keith find traction. This is a grounded look at transition from someone who went through it in real time. 

A Rompus Media production. 
© 2026 Rompus LLC. All rights reserved. 
100 Applications — with Keith Dupont II
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