How to Cope With a Declining Career

Your career is probably going to peak 10-20 years before you retire. After that, you’re likely to reach the unhappiest point in your adult life. If you’re not ready for it, the late-career decline can unsettle you and make it much harder to transition into retirement, or even retire at the age you planned to. To deal…

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What’s a Medallion Signature Guarantee?

I was completing the soothing and never-stressful process of rolling my previous employer’s 401(k) into an IRA this spring when I encountered a requirement I hadn’t seen before: A Medallion signature guarantee.

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The Sane Person’s Guide to FIRE Savings

The concept of FIRE—Financial Independence, Retire Early— is pretty straightforward. If you can save up enough money when you’re young(er), you can have a ton more flexibility later in life. You might choose to quit your job and start a business, or unload your house to travel the world. If you can save, you can…

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Get Bigger Social Security Checks by Delaying Your Payout

If you can put off claiming Social Security money for a few years, you can get higher monthly checks for the rest of your life.

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Crayola Has Retired Dandelion—Here’s What Crayon Artists Suggest for Coping With the Loss

Farewell, Dandelion. Crayola has decided to retire that particular shade of yellow, even sending “Dan D.” on a month-long farewell tour around the country. For some of us, this is not a big deal—in my kids’ 128-pack of crayons, there at least five other yellows and oranges; and if the sun now has a little more…

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April’s Money Challenge: Finally Open a 401(k)

Learning to be good with money isn’t just about saving it. You want to grow it, too. If you have an employer-sponsored 401(k) and they match your savings, this month’s challenge is to finally jump on that.

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Would You Rather Get $1 Million or $5000 a Month for Retirement?

 One million dollars sounds like a hell of a lot of money, but when it comes to retirement, it might not take you as far as you think. The Wall Street Journal refers to this perspective as “the illusion of wealth.” Here’s what it means.

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This Video Explains Why Your Financial Planner Should Be a Fiduciary

You might have heard the “Fiduciary Rule” in headlines lately. The Obama Administration made plans to implement it this year, but the Trump Administration recently delayed it. So what exactly is a fiduciary and why should you care? This video breaks it down.

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Three Key Principles of ‘Future Self’ Thinking

One of the most powerful concepts I’ve ever come across in my years of studying and thinking about personal finance issues is the concept of the “future self.” “Future self” is pretty much exactly what you think it is: It’s you at some point in the future. It’s not an optimistic version of your future or a pessimistic…

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Early Retirement Is Not for Everyone

I had a great lunch today with an old friend of mine. We used to work together and he was a couple of decades older than I was, so today he’s actually starting to see retirement on the short term horizon. He was interested in what my life was like as a self-employed person who made a living on a mix of side gigs and…

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