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Military-to-Civilian Career Transition: Land the Right Role

Kyle K.
By Kyle K.5.0· 3 reviewsI've helped hundreds leave the military. Now let's build your plan

Transitioning from the military can be overwhelming, especially when it comes to figuring out which civilian roles fit your experience and how to communicate your value to employers. In this package, we’ll build a personalized transition strategy based on your background, interests, location, compensation goals, and priorities. We can work through career and industry targeting, resume and LinkedIn positioning, networking and recruiter outreach, job-search strategy, interview preparation, and practical ways to use AI throughout the process. I’ve helped hundreds of service members, including those navigating the medical separation and retirement process, successfully prepare for their transition into civilian life and careers. The goal is simple: leave with a clear understanding of what roles to target, how to position your military experience, and a concrete plan for moving your job search forward.

What's included

3h of coaching$71.67/hr · Live Sessions$215
Total$215

I take a practical, hands-on approach. We’ll use live sessions to work through your actual resume, LinkedIn profile, target roles, job postings, outreach, and interview strategy rather than just discussing career transition in the abstract. I’ll share tools, AI workflows, and lessons learned from helping hundreds of service members transition, and we’ll finish each session with clear next steps.

  • An updated civilian-ready resume that translates your military experience into clear, compelling language for recruiters and hiring managers
  • An optimized LinkedIn profile with stronger positioning, headline, About section, skills, and experience descriptions
  • A targeted career search strategy including roles, industries, and companies that align with your background, interests, location, and compensation goals
  • A practical networking and outreach plan for connecting with recruiters, veterans, hiring managers, and other relevant professionals
  • AI tools, prompts, and workflows to help research roles, tailor resumes, prepare outreach, analyze job descriptions, and practice for interviews
  • A clear personal career narrative so you can confidently explain your military experience, transition, strengths, and value in interviews
  • A personalized next-step action plan so you know exactly what to focus on after the package ends

Meet your expert

Kyle K.

Kyle K.

I've helped hundreds leave the military. Now let's build your plan

I spent nearly ten years as a Navy pilot and officer, most of it based in Europe. I helped stand up the Navy's first new helicopter squadron there in about twenty years, grew it from 2 aircraft and 50 people to 7 and 300, and later ran flight operations, scheduling, and readiness for a 350-person ship. I hold a B.S. in Economics from the Naval Academy and an MBA from USC Marshall. My most recent role was with the Navy Wounded Warrior Program, where I was the senior case manager on a seven-person team supporting 50+ sailors of my own and their families, many of them heading toward separation. The part I found most rewarding was sitting with someone at the moment their original plan fell apart and helping them build a new one: what roles to target, whether school actually made sense, how to use their VA benefits, and how to tell their story to an employer who has never worn a uniform. That's what I coach now. Positioning and resumes, getting found by recruiters instead of disappearing into application portals, running a search that produces conversations, and using AI tools well at every step so you move faster than the people you're competing with. I work with transitioning service members, veterans, and career changers. Based in San Diego