Your Military Transition Timeline: Start 12-18 Months Out
A month-by-month transition checklist — benefits, healthcare, résumé, finances — so you don't fall off the cliff at separation.
- Start 12-18 months out — the people who struggle most are the ones who start at terminal leave.
- File your VA disability claim before you separate (BDD) so benefits don't lag your last paycheck.
- Line up healthcare: know your TRICARE transition options and gaps before they hit.
- Use your 365-day window of continued access — but don't rely on it as the plan.
Transition Assistance (official, free) — Military OneSource access continues for 365 days after separation. Call 800-342-9647.
Frequently asked
When should I start preparing to leave the military?
12-18 months before separation. Start your VA claim (BDD) before you get out, sort healthcare continuity, and translate your résumé early.
Tools that help
Military-to-Civilian Resume Translator
Enter your MOS/AFSC/rating and rank — get civilian job titles, ATS keywords, translated bullet points, suggested certifications and a professional summary. Built for real translation, not generic 'use action verbs' advice.
Open toolPersonalized Benefit Finder
Tell us your role and situation; get a tailored, prioritized list of the benefits and programs that actually apply to you — with the exact next step for each.
Open toolBenefits Eligibility Checker
Answer 4 questions and get an instant, honest read on what you qualify for right now — including the 365-day veteran window and Guard/Reserve status rules the official sites make confusing.
Open toolVA Disability Combined Rating Calculator
VA math isn't normal math — 50% + 30% isn't 80%. Enter your individual ratings and get the real combined rating the VA actually uses, instantly.
Open toolMore on Transition to Civilian Life
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