ultimate freelancers guide

The Ultimate Freelancer’s Guide: Everything You Need to Know About Getting Jobs, Getting Paid, and Getting Ahead

Freelancers, listen up. How many of you know how to legally establish a business, set a fair rate for yourself, get your taxes right, and

how to find affordable child care?

Deep Work and Deep Learning for Your Career and Your Life

Recently, I had the opportunity to read the wonderful book Deep Work: Rules for Focused Success in a Distracted World by Cal Newport. This book

waitress and cook at restaurant kitchen window

Eight Reasons Everyone Should Work in Food Service at Least Once

When my husband and I got married in 2005, we made a pact that certain things would (or wouldn’t ever) happen again. None of it

John Belushi college cost

Two-Sided Coin: Is College Worth the Cost?

This is the first in a series of posts called the “Two-Sided Coin,” where TSD’s Jon Gorey and Holly Johnson take opposing viewpoints on a number of personal

feeling trapped at work

‘My Job Is Killing Me’

When I was in the process of deciding whether or not to walk away from my previous career, I made a balance sheet of “pros”

pro wrestler wearing crown

How to Turn Your Passion Into an Income Stream

Today, I’m going to talk about professional wrestling. In truth, professional wrestling is just a substitute for anything a person might be passionate about, but

man and woman working at table

Working Through the ‘Two-Body Problem’

During my previous career, I had the opportunity to get to know a large variety of working professionals, some in academia and some in private

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,

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Outdated Financial Advice

By now, you may have heard about the famed “Good Wife’s Guide” – a list of 10 steps that 1950’s women could embrace to become the

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

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,

office meeting

You Already Have All The Skills You Need to Succeed

At my first job after college, I wound up working on a data organization project. Originally, this was to be at least a three-person project,

woman working

Spare Time: Higher Earnings or Lower Spending?

Sarah (no, not my wife) wrote in with a really good question: Let’s say I have a free weekend. Am I better off spending that

401k jar - 401k contribution limits

What to Do With Your 401(k) When You Change Jobs

What happens to the money in your company retirement account when you leave your job? Does it have to stay there? Do you lose any

work sucks pin

Finding Meaning Within Your Job – Even If You Don’t Like It

Most people don’t like their jobs. Believe it or not, only 13% of people worldwide actually like going to work. That means seven out of

kid jumping into lake


A few days ago, I had the pleasure of watching an excellent speech by Steve Harvey. Harvey gave this speech on the set of Family

Cash in wallet

Nine Strategies to Earn More Money in the Coming Year

I’ve always thought that all of the key parts of personal finance were bound up in the single phrase, “Spend less than you earn.” In

writer with will write for food sign

The Working-Class Reality of Your Superstar Dreams

Whenever I’d meet new people during my three-year tenure as a professional basketball player in Israel, they’d be skeptical. They’d look me up and down

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