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

Dec 7 · Medicare switch Medicare Open Enrollment ends. Your plan has to get your change by Dec. 7.
Dec 31 · RMD deadline Required minimum distributions are due, except your very first one.
Jan 15 · ACA enrollment HealthCare.gov Open Enrollment ends. Pick by Dec. 15 for coverage that starts Jan. 1.

What are you trying to figure out?

I’m reading my policyWhat the fine print in a life policy actually means.My claim got deniedCommon reasons claims get denied, and what to do next.I’m planning retirementAnnuities, 401(k)s, RMDs and the dates that matter.I want a smaller tax billDeductions, accounts and rules, in plain English.

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A large illuminated capital letter G with a wooden frame standing on a wooden deck, next to a potted cactus.

The most famous letter in retirement, posing for its fans.Retirement

Medigap Plan G: The Letter Retirees Gush About Like a Celebrity Crush (and the One Bill It Still Hands You)

Nov 3, 2026 · 7 min read

A yellow banana peel lying on a paved path while two people walk away in the background.

The only kind of exit AD&D wants to hear about.Life Insurance

AD&D vs. Life Insurance: The Policy That Pays If You Die Dramatically (But Not If You Die Normally)

Nov 3, 2026 · 7 min read

Raindrops falling on an open blue umbrella, seen from underneath

Life insurance is the umbrella you buy before the rain. Photo: “Rain on a blue umbrella” by CorraleH, via Wikimedia Commons, CC0Life Insurance

Life Insurance With an ITIN: Your Questions, Your Worries and Your Options, Explained Plainly

Nov 2, 2026 · 8 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

Browse the archive

The sections

Browse everything

Life Insurance

the “just in case” department

AD&D vs. Life Insurance: The Policy That Pays If You Die Dramatically (But Not If You Die Normally)Life Insurance With an ITIN: Your Questions, Your Worries and Your Options, Explained Plainly IUL Myths vs. Facts: Cost, Commissions, Funding and Risk, Explained in Plain English More in Life Insurance

Retirement

don’t outlive your money

Medigap Plan G: The Letter Retirees Gush About Like a Celebrity Crush (and the One Bill It Still Hands You)Uncle Sam's Year-End Retirement Calendar: 2026 401(k), IRA, Catch-Up and RMD Deadlines Before the Ball Drops Breaking Up With Medicare Advantage? Medigap Doesn’t Have to Take You Back (Read the Fine Print Before Dec. 7) More in Retirement

Taxes

keep the IRS calm

Bronze, Silver, Gold or Platinum? Picking an ACA Health Plan Is the Only Medal Ceremony Where You Pay for the Medal The Subsidy Cliff Is Back (and It Didn’t Even Send a Postcard): Your ACA Open Enrollment 2027 Survival Guide HSA vs FSA in 2026: The Alphabet Soup Your Benefits Packet Forgot to Translate 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 Baggage Why 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.