Caregiver Checklist Tool

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Key takeaway: Helping a loved one with Medicare takes more than good intentions — this checklist shows you exactly what's in place and what still needs attention before you make any coverage decisions together.

What this helps you decide

  • Whether you have the legal authority to make or help make Medicare decisions on your loved one's behalf
  • Whether their current doctors and medications are covered — or will be covered — under their plan
  • Whether their financial picture is clear enough to evaluate plan options accurately
  • How ready you both are to act when an enrollment window opens or closes

Who this is for

  • Adult children helping a parent transition from employer insurance to Medicare for the first time
  • Spouses or partners managing Medicare plan changes during the Annual Enrollment Period (October 15 – December 7)
  • Caregivers supporting someone with a cognitive condition like dementia who can no longer manage their own coverage
  • Anyone who stepped into a caregiving role suddenly and needs to catch up fast on what documents exist and what decisions are pending

Example results

Example 1: Daughter helping her 68-year-old mother move from employer coverage to Medicare. After running through the checklist, the readiness score comes back 4 out of 10. The daughter has a general sense of her mother's health situation, but several critical pieces are missing. There's no copy of the Medicare card on file, no written medication list with dosages, no documented list of preferred doctors, and no conversation yet about how much her mother can comfortably spend on premiums each month. Most importantly, there's no healthcare power of attorney in place — meaning if her mother became incapacitated before enrollment was complete, the daughter would have no legal standing to make decisions. The checklist flags these five gaps and suggests addressing the legal document first, since it takes time to execute and nothing else can move forward without it.

Example 2: Son helping his 72-year-old father switch Medicare Advantage plans during AEP. This family is in much better shape — readiness score of 7 out of 10. The son has a copy of his father's Medicare card, knows his income, and has the current MA plan card. The gaps are more subtle but still matter a lot: he hasn't checked whether his father's three specialists are in-network under the new plan, and he hasn't pulled up the formulary to confirm his father's two brand-name medications are covered at a reasonable tier. These omissions could mean surprise bills after January 1. The checklist flags both as high-priority before the December 7 deadline.

Example 3: Caregiver for an 80-year-old parent with dementia. Readiness score: 3 out of 10. This situation requires the most attention. The parent can no longer participate in coverage decisions, but no legal documents exist to authorize the caregiver to act on their behalf. There's no durable power of attorney, no healthcare proxy or healthcare proxy declaration, and no advance directive on file. On top of that, the medication list is incomplete — the parent sees a neurologist, a cardiologist, and a primary care physician, and the medications from each haven't been reconciled into one master list. The checklist recommends starting with an elder law attorney to establish legal authority, then scheduling a care coordination meeting with the primary care doctor to create a full medication and diagnosis record before any coverage decisions are made.

Sample scenarios

Scenario Input Result
New to caregiving, loved one turning 65 No legal docs, no medication list, no Medicare card yet Readiness score: 2–4/10. Priority: POA, medication list, Medicare card copy
AEP plan switch, most documents in hand Has Medicare card, income info, current plan card; missing formulary check Readiness score: 6–7/10. Priority: verify doctors and drugs in new plan before Dec 7
Loved one with cognitive decline No POA, incomplete medication list, multiple specialists Readiness score: 2–3/10. Priority: legal authority first, then care coordination
Experienced caregiver, annual review All docs current, POA in place, medications verified Readiness score: 9–10/10. Ready to compare plans confidently

What to do next

  1. Address legal documents first. If there's no healthcare power of attorney or healthcare proxy in place, that needs to happen before anything else. Contact an elder law attorney or your state's legal aid office. Many states have free or low-cost options for seniors. This document gives you the authority to communicate with providers and insurers on your loved one's behalf.
  2. Build a complete medication list. Write down every medication — prescription and over-the-counter — with the drug name, dosage, frequency, and the doctor who prescribed it. This list is essential for checking plan formularies during AEP or any plan change. Ask the pharmacist for a printout if you're not sure what's current.
  3. Gather key identification and coverage documents. Find (or request) the Medicare card, any current insurance cards, and the most recent Social Security statement. If your loved one is still working or on employer coverage, get that card too. Keep copies in a secure but accessible place — and consider a digital backup.
  4. Have the money conversation. Before comparing plans, you need to know what your loved one can afford. That means understanding their monthly income (Social Security, pension, any other sources), their current premium costs, and how much they're spending out of pocket. You may also want to check whether they qualify for a Medicare Savings Program, which could reduce or eliminate their Part B premium of $202.90 per month.

Key facts

  • Nearly 1 in 5 Medicare beneficiaries relies on a caregiver to help navigate coverage decisions. That means the caregiver's preparation matters just as much as the beneficiary's.
  • The most common caregiver oversight is not verifying whether a loved one's doctors and medications are covered by a new plan before enrollment. This can result in unexpected out-of-pocket costs starting January 1.
  • Having a healthcare power of attorney is essential before making Medicare decisions for someone who may not be able to make decisions independently. Without it, you have no legal standing to speak with insurers or providers on their behalf, even as a close family member.

Related decisions

Decision area Tool What it answers
Enrollment Initial Enrollment Period Calculator When your 7-month Medicare eligibility window begins and ends based on your 65th birthday
Enrollment When Should I Sign Up for Medicare? The best time to enroll based on your work status, other coverage, and age
Enrollment Special Enrollment Period Checker Whether a life event qualifies you for enrollment outside the standard windows
Enrollment Late Enrollment Penalty Checker How much extra you'll pay monthly if you missed your enrollment window
Enrollment Part B Penalty Calculator The exact 10%-per-year premium increase for delayed Part B enrollment
Enrollment Part D Penalty Calculator The 1%-per-month premium increase for gaps in creditable drug coverage
Costs Cost Scenario Planner Estimated annual spending across plan types at different health utilization levels
Costs Advantage vs. Medigap Cost Comparison True cost difference between Medicare Advantage and Original Medicare with Medigap
Costs IRMAA Calculator Whether your income triggers higher Part B and Part D premiums
Costs Part A Premium Estimator Your monthly Part A premium based on work history and quarters of coverage
Costs M3P Calculator How the Medicare Prescription Payment Plan smooths your drug costs into monthly payments
Coverage Doctor & Drug Assessment Whether your providers and prescriptions are covered by a specific plan
Coverage Part D Shopping Tool Which Part D plan has the lowest total annual cost for your specific medications
Coverage Travel & Network Risk Assessment How your coverage works outside your home area and which plan types travel best
Employer/COBRA COBRA vs. Medicare Why COBRA can trigger permanent Medicare penalties and how costs compare
Employer/COBRA Employer Coverage vs. Medicare Whether your employer plan or Medicare is primary and when to transition
Employer/COBRA HSA & Medicare Compatibility How Medicare enrollment affects HSA eligibility and what to do before enrolling
Planning Caregiver Readiness Checklist Whether you have everything in place to help a loved one with Medicare decisions
Planning Document Gatherer Which documents you need to have ready before enrolling or changing plans
Planning Medigap Fit Assessment Whether Medigap or Medicare Advantage is the better fit for how you use healthcare
Planning Medigap Open Enrollment Window Whether you're inside your one-time guaranteed issue window for Medigap
Planning Medicare Savings Program Eligibility Whether your income qualifies you for help paying Medicare premiums and cost-sharing

Not sure which plan is right for you?

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