02.29.16
Tech Cocktail networking event in Chicago

Good Investing Goes Beyond the Stock Market

When people talk about investing, they almost always talk about the stock market. Heck, if you check out my archives here at The Simple Dollar,

uncle sam in a parade

Loan Money to Family? Sure, If It’s Uncle Sam

You’ve gathered all the paperwork, and you’ve gone through all the TurboTax prompts (not to mention three cups of coffee). With one final click, here comes

tourist taking selfie in London

The Power of Social Indifference

Yesterday, as I was doing a bit of research into my article about the traits of a typical millionaire, I came across a fascinating article

02.20.16
Ins and Outs of Self Employment

The Ins and Outs of Self-Employment and Working from Home

In Monday’s reader mailbag, I answered a question from Tammy on the drawbacks of self-employment. In my answer, I said that this could honestly be

02.16.16
dollars in flower pots - best time to start investing

Simple Preparation, Big Savings: 14 Ways to Spend a Bit of Time and Money Now to Save More Money and Time Later

On the back page of my pocket notebook for the last several months, I’ve been jotting down the little things that I’ve noticed or done

meditating

How to Handle This (or Any) Stock Market Slump

It’s been a rough year for investors so far. As I write this, the U.S. stock market is down more than 10% since Jan. 1. That’s a

Reader Mailbag

Questions About Freeloaders, Disability Benefits, Self Employment and More!

What’s inside? Here are the questions answered in today’s reader mailbag, boiled down to five word summaries. Click on the number to jump straight down

02.10.16
smiling barista at starbucks

The Value of Proving Yourself

A few days ago, I found myself reading an older article from The Atlantic by Joseph Williams, entitled My Life as a Retail Worker: Nasty,

02.10.16
dog driving car

Five Monthly Bills You Could Live Without

When people finally decide they want to get ahead financially, most choose one of two strategies: They either look for ways to earn more money, or they

02.07.16
frugal and spendthrift

When Thrifty Met Spendy: Love, Money, and Financial Compatibility

If you’re fighting with your sweetie, there’s a good chance it’s about money. A study by SunTrust found that more than a third of couples

cut spending

The Secret Behind Financial and Entrepreneurial Classes and Seminars

I can’t tell you how often I see pitches for personal finance and entrepreneur and career seminars and classes of all kinds. They all follow

woman in office with too much work to do

Managing a Never-Ending Pile of Things to Do

In Monday’s reader mailbag, I answered a question from Marcus about how I manage my time these days. Here’s the question from Marcus, as well

kitchen stuff

The Challenge of Getting Rid of Stuff

I have more things than I need. Over the last several years, I’ve made a conscious effort to pare down my possessions. Most of the

02.02.16
snowed in house

11 Ways I Entertain Myself for Free

As you read this article, my town is facing the brunt of an enormous winter storm. We’re anticipating between one and two feet of snow

01.30.16
disconnect: marty mcfly

How to Avoid Feeling Disconnected from the Numbers

I’ve been saving for retirement in some fashion or another since I was 22 years old. That means I’ve been accumulating money in various retirement

books in a window

Seven Books for Building a Whole-Life Perspective Regarding Your Money

Several days ago, I wrote an article entitled Why I’m Ignoring the Stock Market Downturn that generated some interesting discussion, but I wanted to highlight

engaged couple in Boston

Seven Cheap Romantic Getaways

With the thick of winter upon us and Valentine’s Day around the corner — smack in the middle of Presidents Day weekend, no less —

up and down road

Why I’m Ignoring the Stock Market Downturn

I can’t even tell you how many emails and Facebook messages I’ve received over the last few weeks talking about the downturn in the stock