Holy Schmidt!® Unfiltered: High Impact Solutions You Won’t Find on Social Media → Read More
RECOMMENDED READING

Articles to help your retirement

The BEST AGE to File for Social Security

This video discusses the things to think about when deciding on when to take social security. It compares breakeven analysis against real life situations where that might not be the best choice for someone who want ...

How Is Medicare Funded? Who Pays for Part A and Part B?

Most people know Medicare comes out of their paycheck long before it ever pays a doctor’s bill. But how is Medicare funded, exactly, and does that answer change once you’re actually enrolled? It turns out Part ...

Spousal Benefits When Both Spouses Worked

If you’re asking how does Social Security spousal benefit work once both spouses have their own earnings record, here’s the short answer. Social Security pays your own retirement benefit first, then adds a spousal benefit if ...

When Can I Sign Up for Medicare? A First-Timer’s Guide

Turning 65 comes with a lot of paperwork, and Medicare has its own calendar that does not match your birthday exactly. Missing the right window can mean a gap in coverage or a penalty that could ...

Roth Conversions After RMD Age: The Rule You Must Follow First

If you’re old enough to take required minimum distributions, there’s a strict order you have to follow before you convert any money to a Roth IRA. Once you reach the age when the IRS requires withdrawals ...

Sequence of Returns Risk: Why the Early Retirement Years Matter

Two people can retire the same year, with the same savings, and earn the same average return over time. One runs low on money. The other is fine. The difference often comes down to one thing: ...

The 2027 Social Security COLA: What We Know Today

No one knows the exact number yet. But the early estimates for the 2027 Social Security cost-of-living adjustment point to a raise somewhere between 3.8% and 4.7%, and the official figure arrives in October. Here is ...

Issue-Age vs Attained-Age Medigap: Which Costs Less?

Choosing your Medigap pricing method is a lot like choosing how efficient your new central air conditioner will be. If you have replaced central air recently, you know what I mean. If you have not had ...

Retirement Financial Planning: The 6 Key Areas

You spent decades earning and saving. Retirement financial planning is how you turn those savings into a steady paycheck, protect yourself from costly mistakes, and make confident choices about the years ahead. Many people think planning ...

5 Tax Deductions Every Retiree Should Know in 2026

Taxes do not stop when your paycheck does. The good news is that the tax code gives retirees several breaks that can lower what you owe each year. Some apply the moment you turn 65. Others ...

Your RMD Isn’t Just a Tax Bill. It Raises Your Medicare Premium.

Most people know a required minimum distribution adds to their tax bill. Fewer know it can also raise their Medicare premium. The money you pull from a traditional IRA or 401(k) counts as income, and if ...

How Capital Gains Are Taxed in Retirement

You’ve spent decades saving. Now you’re starting to spend, and a new question shows up: when you sell an investment, what does the tax bill look like? This article walks through capital gains in retirement, the ...

How to Choose Between Medicare Advantage and a Medicare Supplement (Medigap)

The choice between Medicare Advantage and a Medicare Supplement comes down to one honest question: how healthy will you stay for the rest of your life? No one knows the answer, and that is exactly what ...