Military Transition Resources

Expert guides and actionable checklists for service members navigating the separation process

Latest Articles

📅 Dec 1, 2025 ⏱️ 8 min read

The Complete Military Separation Checklist: 160+ Tasks You Can't Afford to Miss

Transitioning from military to civilian life involves 160+ essential tasks across 14 categories. Here's your complete roadmap from 24 months out to civilian integration.

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📅 Dec 8, 2025 ⏱️ 6 min read

Military to Civilian Transition Timeline: 18 Months Out to Final Out

A clear look at what usually happens from about 18 months before separation through final out so you can see the big picture instead of guessing what comes next.

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📅 Dec 15, 2025 ⏱️ 7 min read

VA Disability Preparation Checklist: What to Do Before You Separate

A practical VA disability preparation checklist for service members before separation. Learn what to document, when to start, and how to avoid common mistakes.

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📅 Dec 30, 2025 Updated Jun 2026 ⏱️ 12 min read

SkillBridge Explained: How It Works and How to Prepare Before Separation

Everything you need to know about the DoD SkillBridge program - eligibility, application process, and the new 2026 rank-tiered time limits for Air Force and Space Force.

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📅 Jan 5, 2026 Updated Jun 2026 ⏱️ 12 min read

Terminal Leave vs SkillBridge vs PTDY: Planning Your Final 180 Days

Understanding how terminal leave, SkillBridge, and permissive TDY compete for the same timeline window. Includes branch-specific PTDY entitlements, concrete examples, and the critical mistakes that waste your final months.

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📅 Jan 12, 2026 Updated Jun 2026 ⏱️ 12 min read

What to Do If Your SkillBridge Is Denied (or Falls Through)

A practical plan for what to do if your SkillBridge is denied or delayed. Realistic options, timeline pivots, and common mistakes to avoid during your final months.

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📅 Jan 19, 2026 ⏱️ 11 min read

The Military Separation Physical Preparation Guide

A comprehensive guide to preparing for your military separation physical. Learn what to expect, how to document your health, and tips for a smooth process.

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📅 Jan 26, 2026 ⏱️ 13 min read

Pay, Benefits, and Healthcare After Military Separation: What to Expect

A detailed overview of what to expect regarding pay, benefits, and healthcare after separating from the military. Learn about timelines, eligibility, and how to navigate the transition smoothly.

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📅 Feb 17, 2026 Updated Jun 2026 ⏱️ 10 min read

VA's Medication Rating Rule Was Rescinded — What's Actually in Effect (38 CFR 4.10)

VA's new medication rating rule lasted exactly ten days before being rescinded. Here's the full timeline, what standard applies now, and what's still unresolved at the Federal Circuit.

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📅 Jun 17, 2026 ⏱️ ~9 min read

I Wrote These Transition Guides While Still in the Air Force. Here's What I Actually Got Right (and Wrong.)

Four months past my own retirement, I checked my pre-separation advice against what actually happened: SkillBridge, the VA medication rule rescission, final pay, and a VA compensation gap I didn't see coming.

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