Today’s tipRead the fine print before you sign.

The Insuroot.Letters to the editorAsk a question

Insurance is weird. Let’s unpack it.

Honest education with a dash of sarcasm. Plain answers on life insurance, retirement, taxes and estate planning.

Conceptual illustration of an oversized DENIED stamp above policy documents, with a miniature ladder and magnifying glass.
Life Insurance · The big read

Why Life Insurance Claims Get Denied—and What You Can Do

Your policy has fine print. Your family deserves fewer surprises. Learn common reasons for denials and what to do next.

2 min read

Dates that matter

A small white metal sign reading Hippies use side door, with arrows, mounted on a teal-painted lattice fence beside a building.
Same idea, except HealthCare.gov wants proof you're a hippie.Taxes

Missed Open Enrollment? ACA Special Enrollment Periods Are the Health Insurance Side Door, and in 2027 the Bouncer Wants to See Your Paperwork

Nov 10, 2026 · 7 min read
A red take-a-number ticket dispenser mounted on a yellow wall next to a wooden door frame, with an orange paper ticket sticking out of its slot.
The claims department's entire customer service philosophy, in one red plastic shell.Life Insurance

How to File a Life Insurance Claim: Take a Number, Bring a Death Certificate, and Make the Insurer Pay Interest for Dawdling

Nov 10, 2026 · 7 min read
An empty airport baggage claim hall with a red-trimmed luggage carousel along the wall, a tiled floor and rows of seats
The account has landed. Nobody's picked it up yet.Money News

Your Kid May Already Have a Trump Account. It's Waiting at Baggage Claim.

Nov 9, 2026 · 5 min read

Still useful

More evergreen
Close-up of the Rosetta Stone at the British Museum, its dark granite face covered in carved lines of hieroglyphic, Demotic and Greek text.
The original jargon decoder. Took scholars about 20 years. This page takes five minutes.Taxes

26 Financial Terms Explained: Your No-Nonsense Guide to Money Matters

Jan 8, 2025 · 3 min read
An open treasure chest overflowing with gold coins and jewelry, with a skull beside it.
The inheritance. The skull is what happens when nobody reads the trust.Retirement

The Ultimate Guide to Not Blowing Your Inheritance: Combining Annuities and Spendthrift Trusts Like a Financial Ninja

Jan 8, 2025 · 3 min read
Close-up of a cream wool blanket with a brown plaid pattern.
The security blanket. Moth holes sold separately, fine print included.Retirement

Annuities: Your Financial Security Blanket (Without the Moth Holes)

Jan 6, 2025 · 3 min read

The sections

Browse everything

Life Insurance

the “just in case” department
How to File a Life Insurance Claim: Take a Number, Bring a Death Certificate, and Make the Insurer Pay Interest for DawdlingHow Much Life Insurance Do You Need? More Than Your Funeral, Less Than Your Lottery Fantasy10, 20 or 30 Years: Picking a Term Length Is Basically Predicting When Your Kids Stop Eating Your Food More in Life Insurance

Retirement

don’t outlive your money
401(k) Rollovers Explained: Direct vs. Indirect, the 60-Day Clock and the 20% Toll Booth Nobody Mentioned at Your Exit InterviewAnnuity Surrender Charges, Explained: The Gym-Membership Cancellation Fee of Retirement Money (Now With Math)Medigap vs Medicare Advantage: Pay Now or Pay Later, Pick Your Pain (and Pick Carefully, Because U-Turns Cost Extra) More in Retirement

Taxes

keep the IRS calm
Missed Open Enrollment? ACA Special Enrollment Periods Are the Health Insurance Side Door, and in 2027 the Bouncer Wants to See Your PaperworkHSA Contribution Limits 2026: Uncle Sam Built You a Medical Vault — Here's How Much Fits (Plus the 2027 Upgrade)Bronze, Silver, Gold or Platinum? Picking an ACA Health Plan Is the Only Medal Ceremony Where You Pay for the Medal More in Taxes

Estate Planning

no family feud
When Death Do Us Part Meets Debt Do Us Start: A Guide to Not Inheriting Your Spouse's Financial BaggageWhy You Need to Name Beneficiaries (Unless You Love Family Drama) More in Estate Planning

Letters to the editor

Got a question about your policy, your 401(k), or that letter from the IRS? Send it in. A licensed human reads every one, and the good ones become articles, with your name left out.

Home Delivery

The week's most useful reads in one email. No spam. We're too lazy for spam.