Cover of The Social Security & Medicare Workbook by Carolyn Tate Brennan
Social Security & Medicare · Updated for 2027

The Social Security & Medicare Workbook

Run Your Own Numbers on When to Claim, How to Enroll, What Is Taxable, and What Each Decision Costs

By Carolyn Tate Brennan · Clear Table Press

$12.99paperback$0.99Kindle

Sold and shipped by Amazon. The Kindle edition reads on any phone or tablet with the free Kindle app.

  • FormatPaperback and Kindle on Amazon
  • Trim8.5 × 11 inches
  • Length91 pages
  • Type13-point type, 15-point worksheet labels
  • Inside13 worksheets and 2 one-page decision sheets
  • EditionUpdated for 2027

Would you sign a $12,960-a-year contract without reading it? That is the size of the gap between claiming Social Security at 62 and at 70 on a $2,000 benefit. Medicare has gaps of its own: one dollar of income over a line, one night in the wrong hospital bed, one contribution to a health savings account after the wrong date. Each one is a rule you can look up. Almost nobody does.

This is a fill-in workbook at full letter size, in 13-point type, with a pencil in mind. Every page states one rule, shows the arithmetic done once for a made-up person, cites the government page the rule comes from, and hands you the blanks.

You do not need a financial background. You need your Social Security statement, your birth year, and about an hour. If you are helping a parent or a spouse, there is a page on how to fill it in for someone else.

What the worksheets cover

  • 1
    Your staircase from 62 to 70, and the three flip ages that decide whether waiting pays
  • 2
    The five honest reasons to claim early, and the one situation that quietly erases most of your check
  • 3
    The survivor check set before anyone dies, and the order a couple should claim in
  • 4
    How much of your check is taxable and the new senior deduction, worked line by line
  • 5
    The six-month countdown to 65 with the two tracks for people still working
  • 6
    The HSA look-back that surprises people who sign up late, and the one date that avoids it
  • 7
    Plan G against Plan N over ten years, and the choice Medicare Advantage takes away
  • 8
    The one-dollar cliff in Medicare's income surcharge, with the form that can erase it
  • 9
    Admitted or under observation the question that decides who pays for rehab

Who it is for

  • Anyone between 60 and 70 who has not yet claimed Social Security, or is about to.
  • Anyone turning 65 in the next year, especially if still working or holding a health savings account.
  • A spouse or adult child helping someone else make these decisions.

About this edition

This is the 2027 Edition. The rules in it change rarely. The dollar amounts change every year. Social Security publishes its figures each October and Medicare in October or November. Every amount in this book carries its year, and every one is updated in the free worksheet set as soon as the new figures are public. The next edition follows in January.

This workbook is educational. It is not financial, legal, or tax advice, and it is not affiliated with the Social Security Administration or Medicare.

Look inside

A rule, the arithmetic once, then your blanks.

Interior page 4 of The Social Security & Medicare Workbook
How to use this workbook (tap to enlarge)
Interior page 28 of The Social Security & Medicare Workbook
Worksheet 4: the couple's planner (tap to enlarge)
Interior page 29 of The Social Security & Medicare Workbook
The survivor check, set before anyone dies (tap to enlarge)
Before it went to print

How this book was checked.

  • Every 2027 dollar figure was checked against the government document it comes from, and that source is printed on the page that uses it.
  • The manuscript went through two full editorial audits and a read-through by a reader in the 60-to-70 age group before it was typeset.
  • The figures that publish in October and November are labeled, and the free worksheet set is updated the week they appear.
Read the first chapter free

The first 17 pages as a PDF: how to use the workbook, the people in it, where to start for your situation, and all of Chapter 1 with Worksheet 1. 17 pages, 0.1 MB, opens in your browser.

Open the sample (PDF)
Free with the book, free without it

The printable worksheets

All 13 worksheets and 2 one-page decision sheets as one letter-size PDF. Print them as many times as you like, for a second try or for a parent. The address printed in the book is cleartablepress.com/medicare.

From the workbook

Read three of the chapters.

Questions

Questions readers ask before they buy.

Is this connected to Social Security or Medicare?

No. Clear Table Press is an independent publisher. The workbook is not affiliated with the Social Security Administration, Medicare, or any government agency, and nobody from the press will call you or sell you anything.

Will the numbers be out of date by the time I use it?

Every dollar amount in the book carries its year. Social Security publishes next year's figures in mid-October and Medicare in October or November. The free printable worksheets are updated the week those figures appear, and a new edition follows each January, so the copy you buy in the fall is right in January.

Do I need a computer to use it?

No. The paperback is a fill-in workbook with a pencil in mind. You need your Social Security statement and your birth year. The free worksheets on this site are for printing extra copies; the book stands on its own.

Is the Kindle edition the same book?

Same text, same worked examples. Because a screen cannot be written on, the Kindle edition points you to the free printable worksheet set at cleartablepress.com/medicare for the fill-in pages.

Is the type large enough?

The body text is 13-point and the worksheet labels are 15-point, on 8.5 by 11 inch pages. That is larger than most paperbacks, though Amazon reserves the label "large print" for 16-point and above.

Can I print the worksheets more than once?

Yes. Print as many copies as you like, for a second try or for a parent or spouse. No email address is required to download them.

Who wrote it?

Carolyn Tate Brennan writes plain-language guides to Social Security and Medicare for Clear Table Press. Her method is on every page: state the rule, cite the government source, show the arithmetic once for a made-up person, then hand you the blanks.

What if you got something wrong?

Write to [email protected] with the page and the rule. Corrections go into the free worksheet set immediately, into the next printing, and are noted on this page.

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