If you're approaching retirement with a large taxable investment portfolio, you may be wondering: should I sell investments before or after retirement to reduce capital gains taxes?

A $10 million portfolio should generate $400,000, $500,000, or even $600,000 a year, right? Well…maybe.

"If I move to Florida, do I avoid paying capital gains taxes?" The answer is both simpler and more complicated than most people expect.

One of the biggest misconceptions I hear is that retirement is all about saving enough money. While this side is certainly true, that’s the easy part in retirement planning. The more important side is during retirement making sure you don’t end up paying taxes that you didn’t need to. This is called a tax-efficient income strategy and is an important component of a tax-efficient retirement.

After spending decades saving, investing, and preparing for retirement, the last thing you want is to pay more taxes than necessary.

What if I told you that even rich people can go broke in retirement? Yes, I’ve seen it before, and in this blog I’m going to tell you the major derailers that could take you down.

It may seem like an insignificant detail, but the month you retire plays a big role in your success. What’s the best month to retire? There are pros and cons to each option – December, January, or any of the other times of year. Let’s talk about it. But first – hello! I’m Charlie. I help people retire in Chicagoland and across the country in a tax-efficient way. You may want to earmark these other blogs about financial planning for people in Illinois and other places in the U

As a CPA and financial advisor in Chicagoland, one of the questions I hear quite often is: “Is it a good idea to retire in Illinois?” In this blog, we’ll cover three major reasons it might make sense to consider retiring here. But first – hello! I’m Charlie. I help people retire in Chicagoland and across the country in a tax-efficient way. You may want to check out these other blogs about financial planning for people in Illinois and other places in the United States: Moving

The Big Beautiful Bill offers retirees the opportunity over the next three years (through 2028) to be more savvy when it comes to staying in the lower tax brackets.

Thinking about getting into the market but nervous that we are due for a pull back or crash? Let me say it to you plainly…we are. Here is...

Recently I had breakfast with a friend. The conversation turned to 401ks. He told me that he had a 401k but didn’t know what to do with...