How Will You Measure Your Life? The Art of Managing Yourself

This morning I was fortunate enough to wake up at 5:06am, an hour before my baby wakes up, and I had a rare hour to myself to read, write, and meditate. I picked up an HBR series called “On Managing Yourself” and meandered through Clayton Christensen’s essay, “How Will You Measure Your Life?” These are some of his insights that stuck with me, from how to spend your time, to why management is such a critical art in both your personal and professional life.

For me, mornings have been different for the last two years, first because of the fatigue of pregnancy (where waking up early was a rarity) and then because of the newness and immediacy of motherhood. I haven’t had time to write like I used to.

Instead, my mornings now look like this: my little one and I rise around 6am, and we spend the first two hours of the day feeding, changing, playing, nursing, getting dressed, getting food prepped, and walking to daycare. It’s a shift of no small measure. It’s time for me to be present with my kid, and moreover: it’s a time when he needs me to be there, continuously, in service to his needs.

So waking up before he did was a pleasant surprise, and I can’t express the gratitude I have for being able to read slowly and uninterrupted. Here’s what I learned this morning about creating your life and managing yourself:

1. Create a strategy for your life.

We create strategies for our businesses and our work, but we rarely create strategies for our own lives. As a result, our personal relationships and overall happiness suffer, because we forget to invest in things like relationships, spending time with family, cultivating a strong connection with our spouse, and enjoying our children or side projects. Managing yourself and your time is as valuable as the work that you do in your career.
“Keep the purpose of your life front and center as you decide how to spent your time, talents, and energy.” — Clayton Christensen

2. We consistently allocate resources ineffectively. First, by over-allocating time and resources to our careers, and second, by under-allocating to our other pursuits.

“When people who have a high need for achievement have an extra half-hour of time or an extra ounce of energy, they’ll unconsciously allocate it to activities that yield the most tangible accomplishments,” he writes. And because our careers are the easiest place to measure our output, it’s easy to spend most of our time, effort, and energy on our careers. But is this wise, and is this truly what we want? “Raising a great kid,” doesn’t have an easy metric, and probably never will. But it might be something that you want to spend time on. Knowing that it’s harder to allocate time to things that aren’t as easy to measure output-wise can help us re-center our attention across all of the things that matter to us.

3. Management is the most noble of professions if it’s practiced well.

If you’re managing other people, or even yourself, your job is extremely important. You don’t just manage the time people spend at work, you also shape the way people leave work at the end of the day, and how they are when they head home.

If you’ve been a shitty manager, you may have people leave work frustrated, disappointed, or discouraged, and that’s who they are when they head home to their families. What if you could manage to leave people inspired, accomplished, and satisfied, and they went home feeling full, grounded, and creative?

In my own business, it reminds me that I’m not just hiring someone to “get things done.” I’m hiring for relationships, for deeply satisfying work, and for joy. The people I’m working with now on Startup Pregnant are deeply intuitive, thoughtful, and mindful. They bring me joy to work with them, and, it’s my hope that I inspire them as well.

And in your own life, if you treat it like a business, reflect: how are you managing yourself and your time? Are you treating your life like the valuable asset and creation it is?

4. Consulting and coaching aren’t about providing specific solutions; they’re about guiding people through a process that helps them find the solution on their own.

“When people ask what I think they should do, I rarely answer their question directly,” Christensen writes. “Instead, I run the question aloud through one of my models […] and they’ll answer their own question more insightfully than I could have.”

The most profound leaders all share this wise insight: that coaching and providing insight to others isn’t about telling them what to do. It’s about cultivating deep listening practices and guiding people towards a way to access insights within their own wisdom. What I’ve been reading lately — Krista Tippet’s On Being Wise, to Michael Bungay Stanier’s The Coaching Habit, and to the deep listening practices from Thich Naht Hanh — are all influencing the models I’ve built in my private Mastermind accelerator. In our small group, where confidentiality and conversation are paramount, our monthly Deep Dive practices  are not about giving advice to each other, but about constructive, effective deep listening practices to guide people into better understanding themselves and the puzzles they’re working on.

5. “Just this once” is the most dangerous justification, and is probably why people end up cheating, being dishonest, and going to jail.

The simplest justification to yourself is that you’ll only do something once. If you follow this to it’s logical end, you’ll regret where you end up.

6. Humility comes from high self-esteem, not low self-esteem.

Having a high sense of self-esteem and a high regard for others were the traits that Christensen found were most in line with the most humble people they knew. “They knew who they were, and they felt good about who they were.” People who feel good about themselves are not boastful or self-deprecating. They are satisfied and eager to connect with others, and to help others grow as well.

In his work with the highest achievers at places like Harvard, he found that people could develop and grow to a point where they felt they no longer had mentors or people to look up to. This, however, was important to learn from. “If your attitude is that only smarter people have something to teach you, your learning opportunities will be very limited,” he writes. Instead, stay humble, stay eager, and remember that you can learn from everyone.

7. Know how you measure your life

“Don’t worry about the level of individual prominence you’ve achieve; worry about the individuals you’ve helped to become better people.” — Christensen

As he gets older, Christensen says that his projects or accomplishments matter less and less, but the individual lives he’s touched are what matters most. I’m inspired to bring this into my life, and remember that now, the only thing I have is the people in front of me in this moment, and the attention and love I can bring into today.

And as I finish typing this, my baby is knocking on the crib, reminding me that it’s time to put my book down, set my phone aside, and go help him up out of the crib and into his day. Spending time with him might not get more writing done, and it might not help me check off more from my To-Do list for work, but it will be part of the whole life that I’m living, and I’m grateful to spend time with him. And I’m grateful that this morning, I woke up early enough to write again. In reflecting on my self-management, I wonder, is it time to start rising early again to make more space for writing?

Does money make you crazy? The Money Toolbox: leave debt behind, build your savings, and grow your wealth.

Want money?

Money advice often boils down to some basic tenets: spend less than you make, or conversely, make more than you spend. Increase your earnings, then maximize your returns.

Sounds simple—in theory. But the difficulty lies in the application. How do you actually do it so that it changes? What do you do when change is so incremental that it seems barely noticeable? Is the snowball effect worth it?

Enter, stage left: J.D. Roth

JD Roth 2

I met JD Roth at the inaugural World Domination Summit. He was the popular blogger of Get Rich Slowly, although, to be honest, I didn’t know that at the time.

Instead, I danced with Adam Baker’s lovely daughter on a concrete barrier, did cartwheels with a goofy lady named Laura, and laughed with J.D. about how inordinately excited we were to be in Portland at this new conference series. At some point we eventually got to talking about our professions and careers, and once we did, we geeked out over books like Ramit’s I Will Teach You To Be Rich, The Millionaire Next Door, and ways to be frugal, savvy, and more importantly—happy.

Over the years, we became good friends, sharing tips on savings, wondering whether or not I should sell my car and go car-free (ps, J.D., I don’t know if I told you, but I sold it! And I used the cash to help start my own business). We’ve crashed in each other’s houses (because when you want to be a millionaire, who springs for a hotel?), and giggled about how we each own jackets that are more than 10 years old.

J.D. has been both a friend and a mentor, and when he told me he was working on a master series called the “Money Toolbox,” I knew it would be full of good stuff.

The Money Toolbox: leave debt behind + grow rich.

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“By following a few guidelines and completing one small step each week, you can master your money and build wealth for the future.” —J.D. Roth

J.D.’s story is familiar to many: a decade ago, he had more than $35,000 in consumer debt—credit-card balances, personal loans, car payments—and was living paycheck to paycheck. In a world where we’re taught that debt is fine, J.D. wondered: what processes actually work to make change with regards to money? And how can I become rich?

Today, he’s debt-free and has more than a million dollars in the bank.

My own story is similar—minus the million dollars part, at least at the moment—I started my twenties with piles of student-loan debt and promptly did the next smart thing all 20-somethings do: I bought a car, because someone told me it was an “investment.” Instead, my car loan was barely approved because I had already acquired so much debt. I began my first job nearly $100,000 in the red with a job that barely paid my rent—let alone the massive student loan payments that were due. I worked nights and weekends as a tutor and swim coach to bring in enough money to afford to buy groceries (My food budget was directly linked to whether or not I taught that week—some weeks were rice and beans).

And yet by the time I turned 30, I was in the black—and it wasn’t because of a miraculous scheme or a magical job. It was through small habits and the power of time.

Just like J.D., I didn’t turn straw into gold, and the process of changing my life didn’t happen right away.

Get the guide and toolkit, here: The Master Your Money Toolkit.

In his guide, J.D. documents the time-tested principles of putting his money to work.

What he learned surprised him: getting out of debt and building wealth wasn’t just about pinching pennies. He focused on reducing expenses and increasing income. For the first time in his life, he began to accumulate savings and invest wisely.

“Getting out of debt and building wealth isn’t just about pinching pennies—wise strategies for spending, saving, earning and investing can add up over time.”

Over the past eight years, J.D. spent much of his time writing and sharing these lessons on GetRichSlowly.org, a popular blog he initially founded to share his own quest for self-improvement. With over three thousand articles and more than a million words, this work still exists as a public archive.

From the mastermind behind the blog Get Rich Slowly comes his latest project: Get Rich Slowly: the year-long course, a money-makeover toolbox designed to help people leave debt behind, master their money, and achieve financial independence. Featuring a “Money Mondays,” email series, 18 audio interviews with money experts, and a comprehensive “Be Your Own CFO” guidebook, this course collects wisdom from financial gurus Ramit Sethi, Pam Slim, Adam Baker, and more.

With a 52-lesson guide to help people master their money, he created a road map to financial freedom, developed for anyone seeking to ‘master their money’ by getting out of debt and building independent wealth.

The Master Your Money Toolkit.

What’s your money story?

As important as J.D’s story is, the new Get Rich Slowly guide isn’t really about him. It’s about you. It’s a road map for your financial freedom, and it includes a 120-page “Be Your Own CFO” guide, 18 interviews with experts who offer specific advice on important topics, and plenty of additional resources. To ensure you don’t get overwhelmed (as I sometimes do!), you’ll also receive a different lesson with simple actions every week for an entire year. I’ve just started reading my own CFO guide, and I think the “Money Monday” emails are brilliant.

If you want a copy, JD is —naturally— offering budget-friendly options, and the three different scales of the program are all discounted for the launch (meaning you can get a copy without breaking your own bank)—because what good is a money guide that sets you back even further?

Get your copy here: Get Rich Slowly: The Money Toolbox.

Congrats, J.D.