WELCOME TO HumbleDollar’s new financial life planner, which is designed to complement the portfolio builder we unveiled earlier this year.
The life planner’s goal: Guide you through 13 financial steps that’ll help you navigate the journey from your 20s to your 60s and beyond. Below, you’ll find the first of the life planner’s 13 steps—plus links to the other 12.
Step No. 1: Prep for Success. All too many Americans lead shaky financial lives.

FAMILY MEMBERS OFTEN look to me to “sort out” their financial problems. That’s no great surprise: I’m a fee-only financial planner. But I’ve resisted the “financial fixer” role.
Instead, I try to act more as an educator—by reframing the issue at hand and encouraging family members to take an active role in solving their problem. Consider three examples:
1. I have a relative who graduated from an expensive university. He was understandably concerned about his high level of student debt.

THREE YEARS AGO, I decided to write a book about money for my children, then ages 9 and 11. Raising Your Child’s Financial IQ: The Most Important Things is now finished. Here are six things I learned along the way—which apply not just to writing a book, but also to life more generally:
1. Yes, you can find the time
I’m a physician, working 50 to 60 hours a week.

WHEN I WAS 10 YEARS old, my dad got a job offer in California. It was the early 1960s, we were living in Ohio and the local economy wasn’t doing very well. At the time, California was so desperate for factory workers that employers would run help wanted ads in local newspapers across the country.
My dad, who was a machinist, answered one of the ads by simply placing a phone call to the employer.

FROM THE LOFTY PERCH of old age, and after a lifetime of thrift, I declare that I am qualified to comment on how not to waste money.
We’ve all heard the reports: Most Americans live paycheck to paycheck, a large number can’t come up with $400 for an emergency, and there’s no money to save for retirement and other goals.
Most of that data comes from surveys where people are, in effect, saying they don’t have enough income.

IF YOU ASK MY WIFE what my favorite food is, she won’t hesitate to answer: It’s avocados. I make a large bowl of guacamole almost every week. Maybe that’s why I take offense when I read articles saying avocado toast is the reason millennials aren’t saving for retirement.
Avocado toast has a bad reputation with personal finance writers, because it’s an expensive and favorite brunch choice, especially among my generation, those born in the 1980s and ’90s.

A FEW WEEKS AGO, life changed for 24-year-old Manuel Franco of West Allis, Wisconsin. The winner of a recent Powerball lottery, Franco took home $326 million—and that’s after taxes. With a sum that large, it shouldn’t be hard for Franco to make his winnings last a lifetime.
And yet, more often than not, such windfalls deliver heartache rather than happiness. Consider Lara and Roger Griffiths, an English couple who, in 2005, won the equivalent of $3.2 million from their local lottery.

HOW WE CHOOSE TO spend our time and money is a declaration of what we deem important. A modest example: We might enjoy watching a wide array of cable channels, while caring little about the clothes we wear, and that’s reflected in our costly cable bill and minimal spending on clothing. And there’s nothing wrong with a choice like that—if it is indeed what we want.
But is it? Often, the things we consider important—and hence how we lead our lives and how we spend our money—aren’t the product of our own careful contemplation.

I FIRST BEGAN tracking my net worth in 2013. Back then, I was newly divorced, in my mid-40s and struggling to figure out what my financial future would look like. I painstakingly logged into my various bank, retirement and investment accounts, and entered their values into an Excel spreadsheet.
As a result of my divorce, I’d lost 50% of my state pension. I did, however, receive half the equity from the sale of our home.

WHEN I LAUNCHED this site at year-end 2016, my main goal was to take my money guide—which I’d previously published as an annually updated book—and make it freely available. I also planned to keep blogging once a week and run occasional articles by other folks. Beyond that, my plans were vague: I viewed HumbleDollar as a part-time venture—one of many I was then involved with.
Since then, the site has exploded. Traffic has tripled over the past two years,

WHILE FINANCES ARE critically important to retirement, it wasn’t the biggest challenge that my wife and I faced. Instead, when I quit the workforce two years ago, a stranger moved into our house.
It was me.
For the prior two years, I had worked in Texas, while my family remained in Maryland, so my son could complete high school there. Even before my temporary Texas move, I worked longish hours, traveled overseas regularly and had lengthy daily commutes.

ON APRIL 3, MY HUSBAND Jim and I were among 262 pilgrims who made our way into Santiago de Compostela to receive an official pilgrim’s certificate for completing the required distance along one of the famous El Camino’s several routes—the most popular of which is some 500 miles. We were now certified peregrinos, or pilgrims.
Because it was early in the season, ours was one of the slow days for Camino completion.

MOST AMERICAN families are living paycheck to paycheck. This was highlighted by the recent government shutdown. Many federal workers quickly found themselves in financial trouble, when they didn’t receive their regular pay. In fact, a Federal Reserve survey found that four out of 10 Americans either couldn’t cover a $400 emergency or, to do so, would need to borrow or sell something.
That brings us to a question I’m often asked: Why do financial advisors insist clients establish an emergency fund?

ON DEC. 7, 2005, a curious thing happened in a Harvard classroom. Prof. Michael D. Smith stood in front of a group of computer science students to introduce a guest speaker: entrepreneur and former Harvard student Mark Zuckerberg. What was curious was that the room was nearly empty. The class met in a huge lecture hall, but there were barely a dozen people in the room.
How could that be? Why was there so little interest in Zuckerberg’s presentation?

IF YOU ASK AN insurance agent how much coverage you should have, the answer invariably is “more.” What if you show too much interest? Next thing you know, you could find yourself the unhappy owner of a high-cost variable annuity.
Consumers, meanwhile, take what might be politely described as a barbell approach. Sometimes, they’re acutely aware of a particular risk and buy more coverage than they need—a frequent occurrence with auto and health insurance.