Timeline Overview

Your Step-by-Step Guide to Military Separation & Retirement

Transitioning out of the military can feel overwhelming — but it doesn’t have to.

This page outlines a simple, proven path to help you retire from the military with clarity and confidence. Whether you're 12 months out or already in the final stretch, here's what to expect — and what to do — at each stage.

18

Months Outs

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Start shopping to replace your SGLI
(Life insurance). This is crucial at this time, prior to any VA appointments, and before getting your rating.

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Budget and assess financial readiness

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Review TRICARE, TSP, and SBP basics

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Start informal VA BDD claim prep

12

Months Outs

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Obtain a new Life Insurance policy for yourself and family. Ask about what an IUL is.

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Choose Skillbridge company.

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Route Skillbridge request.

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Make sure you have ID.me/DS logins and Login to TSP.

6

Months Outs

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Start Skillbridge.

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If you chose Military Retirement Solutions as your skillbridge, obtain your license.

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During the next 180 days, you will need to use your remaining terminal leave, unless you plan to sell it back.

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Start VA BDD claim!

3

Months Outs

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Have all VA appts completed.

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Verify all documents are Complete for your Retirement Paperwork. Double check with Admin. 

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Review TRICARE, TSP, and SBP basics

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Again...ALL VA Claim appts should be completed!

retirement date - celebration!

Immediately following
Retirement or Separation.

Have your DD214 in hand! This is your golden ticket.

1-3 Months

Begin your TSP rollover process with MRS Agent.

Register at your local VA with your DD214 in hand.

Obtain new ID Card once DEERS is updated.

Call TRICARE, choose which plan you would like to move to; SELECT or PRIME. Make sure you select a plan for Medical, Dental, and Vision.

Already Retired / Separated?

Here’s what you need to do:

Book a call and plan out your ACTUAL retirement (age 65).

Book a call to talk about your TSP rollover.

Book a call to get protection and replace your SGLI for you and your family.

Book a call and brainstorm "what s next"

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