LookBack Readyby ElderlyDaily
30-day money-back guarantee Private · no subscription Buy now · $49
Desktop app · Works offline

Medicaid Look‑Back & POA Money Organizer

Turn five years of a parent’s bank records into a clear, explained, printable record — for the Medicaid caseworker, the elder law attorney, and your family.

Get LookBack Ready · $49
Windows & MacWorks offlineOne-time price30-day money-back guarantee
The LookBack Ready dashboard showing look-back readiness, next steps and money in and out
60month statement grid
7kinds of automatic flags
18ready-made explanations
12printable reports
0uploads — fully private
Sound familiar?

“They want five years of bank statements. Where do I even start?”

When a parent applies for nursing-home Medicaid, most states review 60 months of their money. Families are handed a list of requests — and no tool to organize the answers.

Hundreds of pages

Every statement, every account — including the CD that closed three years ago.

“Explain this withdrawal”

Cash, checks and transfers from years back that someone now has to account for.

Sibling questions

The person holding power of attorney gets asked where the money went — with no records kept.

Paying a family caregiver

Payments to family can look like gifts unless there’s an agreement and a record of hours.

How it works

A checklist instead of a pile of paper

1

See every missing statement

Each account gets a month-by-month grid for the whole look-back window. Mark what you have, what you’ve asked the bank for, and what’s still missing — then print a ready-to-sign request letter for the gaps.

  • Closed accounts: record the closing balance and where the money went
  • Click or drag across months to mark them fast
The statements grid showing which months are on hand for each account
2

Import the bank’s download files

Download CSV or Quicken files from online banking and import them. Columns are matched automatically, you see a preview first, and importing the same file twice is safe.

  • CSV, QFX, OFX and QIF
  • Paste rows from a web page, or type paper statements in
  • Transfers between their own accounts matched automatically
The import window matching bank file columns with a preview
3

Explain what a caseworker will ask about

Large withdrawals, cash, checks, app transfers and payments to family are flagged. Go through them one at a time — biggest first: choose what it was for, the proof you have, and where it’s kept.

  • 18 ready-made reasons, number-key shortcuts
  • Explain repeated payments in one go
  • “Proof to find” and “Ask someone” lists so nothing slips
The review screen with a flagged withdrawal and reasons to choose from
4

Print clean, professional reports

Every report opens in a preview with simple options. Print it, or save it as a PDF to email to the caseworker, an attorney or your family.

  • Look-Back Explanation Schedule with a signed statement
  • Family Money Update — you choose the level of detail
  • Export everything to Excel for an accountant
A printable Look-Back Explanation Schedule report preview
For the power of attorney

Keep honest records as you go

Not applying yet? As power of attorney you’re expected to keep records. LookBack Ready makes the everyday kind easy — so there’s nothing to reconstruct later.

Paying family back page with balances owed to each family member

Paying family back

Log receipts for things a family member bought; mark them repaid and link the bank payment.

Paid family caregiver page with agreement details and weekly hours

Paid family caregiver

The written agreement, a weekly timesheet by task, mileage and every payment — earned vs. paid at a glance.

Everything included

One app for the whole job

Statement tracker

A 60-month grid for every account. Have it, requested, missing — click or drag.

Bank file import

CSV, QFX, OFX and QIF. Columns matched for you; duplicates skipped.

Smart flags

Large withdrawals, cash, checks, app transfers, payments to family, large deposits.

Transfer matching

Money moved between their own accounts is matched — not counted as a problem.

Paying family back

Receipts for things family bought, repayments, and who is owed what.

Paid family caregiver

The written agreement, a weekly timesheet by task, mileage and every payment.

Cash log

What each cash withdrawal was spent on — and what’s still unaccounted for.

Gifts & transfers

Every gift in the look-back window, totals by person, from bank records and by hand.

Property & policies

Home, car, life insurance, burial plans — and anything sold or given away.

Documents checklist

The papers most Medicaid long-term care applications ask for, with status.

Decision diary

Big decisions in your own words: what, why, and who you talked to.

Readiness dashboard

A readiness score and the next most useful steps, every time you open it.

12 reports

The right report for every person who asks

Look-Back Explanation ScheduleEvery flagged item, explained, with proof
Caseworker
Statement CoverageWhich statements you have — and closed accounts
Caseworker
Gifts & TransfersGifts in the window and other payments to family
Attorney
Family Money UpdateTotals only — or with large or all payments
Siblings
Annual AccountingOpening + in − out = closing, per account
Attorney
Caregiver Hours & PayTimesheet, mileage, payments, signature lines
Caseworker
Reimbursement StatementReceipts a family member paid, and what was repaid
Family
Cash LogCash withdrawn each month and what it bought
Caseworker
Statement Request LetterReady-to-sign letter listing the missing months
The bank
Documents Checklist · Decision Diary · Full LedgerPlus “Export everything to Excel”
Anyone
Private by design

Their bank data never leaves your computer

LookBack Ready has no account and no tracking. After a one-time activation it runs in your own browser — even with the internet off. Save your ledger as a file you own, with optional password protection.

  • No subscription — pay once
  • Password-protect saved files
  • Light and dark mode
LookBack Ready dashboard in dark mode
In your download
  • LookBack Ready — the app (one file, double-click to open)
  • Quick-Start Guide — 11 illustrated pages
  • Paper Forms — 8 fillable, printable forms, including a bank request letter
  • Sample ledger built in — explore before you start
Made for
  • Adult children preparing a parent’s Medicaid application
  • Agents under a power of attorney
  • Guardians and conservators keeping accounts
  • Family members paid to provide care
WindowsMacChromeEdgeWorks offline
Questions

Good to know

Is this a website I have to log in to?

No. It’s an app file you download and double-click. It opens in your web browser but runs entirely on your computer — no account, nothing uploaded. You need the internet just once, to activate it with the license key from your receipt.

Will it work with my parent’s bank?

It reads the standard download formats banks offer from online banking: CSV, QFX, OFX and QIF. You can also paste rows copied from a web page, or type in items from paper or PDF statements.

Can it read PDF statements?

No — PDFs can’t be read automatically. Download a CSV or QFX file where the bank offers one, and type the important items from older paper or PDF statements (big withdrawals, checks, cash, transfers and deposits).

What computer do I need?

A Windows or Mac computer with Google Chrome or Microsoft Edge (both free). Phones and tablets aren’t supported.

Does it tell me whether my parent qualifies for Medicaid?

No. LookBack Ready organizes and explains your records. It does not give legal advice or decide eligibility — rules differ by state. Use the reports with your caseworker or an elder law attorney.

We’re not applying for Medicaid yet. Is it still useful?

Yes. As power of attorney you’re expected to keep records. Logging receipts, repayments, cash, caregiver hours and gifts as you go means there’s nothing to reconstruct later — and nothing for siblings to argue about.

Can my brother or sister see the records?

Print the Family Money Update (choose how much detail to share), or share your saved ledger file. Only one person should edit at a time.

Is my data safe?

Your records stay on your computer and are never uploaded. You can save your ledger as a file and password-protect it. The only thing the app ever sends is your license key, to Gumroad, to confirm your purchase.

What if it doesn’t work for me?

You’re covered by a 30-day money-back guarantee. Email sk@elderlydaily.com within 30 days of purchase for a full refund.

LookBack Ready is an organizing tool from ElderlyDaily. It does not give legal, tax or financial advice and does not decide Medicaid eligibility. Look-back rules differ by state and program and change over time — confirm anything important with your state Medicaid office or an elder law attorney.

Five years of records. Organized. Explained.

Start tonight with the built-in sample, then set up your own ledger in about five minutes.

Get LookBack Ready · $49
Windows & MacWorks offlineOne-time price30-day money-back guarantee