For Military Families | When I Croak
Could your family find everything in 48 hours?  Take the free 2-minute test
For Military Families

Deployment-ready in one evening.

When I Croak for military families is a map of every account, policy, benefit, document and contact a spouse would need during a deployment or after a loss — built in one evening, updated in minutes, and accessible with two-factor authentication from anywhere.

The pre-deployment checklist covers the POA and the SGLI form. It does not cover the credit union account you opened at your last duty station, the storage unit in Texas, or who your spouse should call first. This does.

Take the 48-Hour Test See pricing →
See how it works for military families
Military spouse walkthrough video placeholder
2 minutes · FreeTake the 48-Hour TestEight questions. See exactly what your family couldn't find. 3 minutesHear what your family will hearTry The Guide — the part no one else has. One eveningBuild your map$77 to build, from $3.99 a month. Cancel the monthly anytime.
A map, not a vault.We record where things are and who to call. We never store account numbers, passwords, or Social Security numbers.
Bank-grade security.AES-256 encryption, mandatory two-factor for every family member, SOC 2 infrastructure, cyber-liability insured.
Cancel the monthly anytime.Your map drops to The Map. It never disappears, and your rate never goes up while you stay.
Beyond The Checklist

What the checklist misses.

Accounts across four duty stations

Every PCS leaves something behind. A map lists all of it in one place, with who to call.

Benefits with deadlines

SGLI, DEERS, TSP, VA. Your spouse needs the names, the numbers, and the order — not a folder to dig through.

A spouse alone at 3 AM

The Guide speaks first. What matters today, what to say, and permission to stop.

Built To Move With You

Built for the family that moves every three years.

The Living Map keeps it current with an annual audit — and a five-minute update after every PCS.

One evening before you go

The Guide interviews you. Most service members finish the essentials in a single sitting.

Access from anywhere

Two-factor authentication, real-time login alerts, nothing stored that could be used to access an account.

The Guide for the spouse at home

Included on every plan. It knows every account and contact in your map and walks your spouse through the first days.

Jason Caras
The people who most need a map are the ones who least have time to build one. That's who I built The Guide for. Jason Caras, founder — built When I Croak after spending months reconstructing his best friend Frank's financial life by hand. Author of My Rose-Colored Glasses.
For Those Who Serve

Military pricing

A permanent discount for active duty, reserve, veterans and spouses — applied at checkout with ID.me. [CONFIRM discount amount and verification method]

The Map

For one person who wants the essentials done.

$77 to build

$3.99 /month

Rate locked for life

  • The Guide included at activation
  • Complete guided life map
  • Every asset and liability category
  • Key contacts directory
  • Printable survivor checklist
  • Edit anytime
Get The Map
Most families choose this

The Living Map

For couples and families who want it kept current.

$77 to build

$6.99 /month

Rate locked for life

  • Everything in The Map
  • Unlimited family logins
  • Annual life and beneficiary audit
  • Subscription killer and coverage-gap detector
  • Executor onboarding and First-48 Playbook
  • Digital legacy and crypto wallet locations
  • Pet care and incapacitation plans
Build my Living Map

The Legacy

For people who want to leave more than a list.

$77 to build

$9.99 /month

Rate locked for life

  • Everything in The Living Map
  • Time-capsule letters and videos for milestones
  • Public memorial page
  • Photo timeline and life book
  • Final wishes and funeral preferences
  • Heirloom inventory with photos
  • Business succession plan · 25 GB
Build my Legacy

One $77 setup on every plan. Your monthly rate is locked for life. Stop paying and your map drops to The Map — it never disappears.

Questions, Answered

Questions military families ask.

Is there a military discount?
Yes — a permanent discount for active duty, reserve, veterans and spouses, verified at checkout. [CONFIRM]
Can my spouse access it during deployment, not just after?
Yes. You choose who has access and when. Many couples give the spouse full access from day one.
Does it replace my POA or SGLI paperwork?
No. It records where those documents are and who to contact about them. It is a map, not a legal instrument.

One evening
before you go.

Take the test. Then leave them a map, not a folder.

Take the free 48-Hour Test or see pricing → No card to take the test. Cancel the monthly anytime.
Could they find it in 48 hours? Take the test
Scroll to Top