What skill have you developed in the last five years?

For most of us, I’d bet it’s something like this:

“In the last five years, I’ve gotten really good at reading and sending emails and instant messages. But also, I’m really good at going to meetings.”

Not exactly skills you can sell when you’re looking for your next gig, are they?

For those of us who don’t make or sell tangible products for a living, skills are all we have to trade for money. But the nature of knowledge work means more of us are developing fewer skills the longer we’re in our careers.

We’re spending more and more of our time talking about work rather than doing work. We’re building fewer things and completing fewer projects.

AI is only exacerbating the problem, as we outsource more of our making and thinking to AI chatbots (and getting worse outcomes as a result).

Without projects that we do ourselves—without making things that challenge us to learn—we’re deskilling ourselves. And as a result, we’re making ourselves less marketable in the workforce.

The best time to develop a new skill was five years ago. The next best time is today.

How to get a job in cybersecurity

I went to pick up a friend for lunch a while back, and while I was waiting, I struck up a conversation with one of his coworkers. The young man asked me about my job, and when I told him I worked for a cybersecurity company, he got excited!

“That’s what I’m studying in school,” he said. “Would you mind telling me how you broke into the cyber job market? It would really help me out.”

Here’s what I told him, tongue-in-cheek the entire time:

Step 1: Decide you want to be a physical therapist and spend the first couple of years of college studying biology, human anatomy, chemistry, and exercise science while working in the university’s gym.

Step 2: Realize how much you hate chemistry and biology, then switch your major to jazz studies because you’ve been a musician all your life and want to make a go of it as a drummer.

Step 3: Spend the next 3 years questioning every decision you ever made about becoming a musician and changing your major between history and music every semester until your wife-to-be says, “Why don’t you just double major?!”

Step 4: Graduate with a double major in history and music, then take a job working as an ophthalmic technician for two eye doctors because it’s the first job someone offered you that didn’t pay minimum wage.

Step 5: Become a banker after your wife graduates college because you have to move, and your boss’s daughter just happens to be hiring, and you’ve got a recommendation.

Step 6: Demote yourself to teller (seriously, I willingly took a demotion) because you hate putting people in debt and cold-calling people over dinner to sell them credit cards.

Step 7: Get recruited by Apple on the recommendation of a friend, and learn how awesome you are at teaching. Then spend the next two and a half years honing that craft.

Step 8: Go to work for a child support agency to develop your writing and marketing skills… Because yeah, that tracks.

Step 9: Watch the world go to hell during a global pandemic, lose your job, flounder in unemployment for 8 months, and nearly die from COVID at 30 years old.

Step 10: Find a way to combine your teaching and marketing skills by becoming a content developer for an online business education company

Step 11: Get laid off from that company for no reason at all, only to have a conversation with a former coworker from said company who gets you an interview with your future boss at the cybersecurity company.

There you have it: in just 11 easy steps, you, too, can get a great job in cybersecurity!

He got the joke, and he knew I was trying to be helpful even though I really had no idea how it happened.

But I ended my advice with an offer: if he wanted a job at my company, or any other company where I knew someone, I would give him a recommendation and make an introduction.

Because that’s how I got every single job I’ve ever had. I knew someone (or someone knew me and my work); that led to a conversation where we genuinely connected. That connection often led to a job offer.

I’ve (most likely) applied to more than 1,000 jobs since I started working at age 16. And the only way I ever got an interview was because someone treated me like a human being, had a conversation with me, and made a connection I needed to get my foot in the door.


Speaking of helping other people get their foot in the door, two of the best people I’ve ever worked with (Joe Charman and Rebeca Leininger) are looking for their next roles.

If you need hardworking, technically savvy, AI-fluent, customer-focused, cybersecurity and threat intelligence experts, you’d be extraordinarily LUCKY to have them on your team.

Reach out and connect with them on LinkedIn.

We’re disconnected from work because work is disconnected from life

One reason I think so many of us are feeling disconnected from work is that work itself is disconnected from our lives.

For most of human history, work was literally and directly tied to living our lives. We hunted and gathered to feed ourselves, our families, and our tribes.

After the Agricultural Revolution, we worked the fields and raised animals to directly support how we lived. At the same time, the idea of markets developed, and we began selling the surplus and byproducts of our work. But the selling itself was still directly tied to the work we’d done previously.

Then the Industrial Revolution hit, and humans went to work in factories. And for the first time in our history, our work was separate in every way from our lives.

We left our farms and our cottage industries (aptly named). We stood at assembly lines for 10 or 12 hours a day, away from our “tribe,” moving or assembling widgets that had nothing to do with our day-to-day.1 We didn’t make the parts, build the factory, or come up with the ideas for what we were making.

But it was also physically separate from the rest of our lives. No longer did we work fields on or near our homes or in little shops in the town square.

Instead, we commuted away from home to work in an alien environment in the most anti-human way possible, literally putting our lives on hold for our shift. And the only things we had to show for it were little bits of paper or metal at the end of the week.

And once the Information Age hit, the disconnect became absolute. Now, most of us are completely disconnected from production altogether. We often don’t “make” things anymore. We administer, we meet, we talk about work through digital (no longer tangible) communication methods. And occasionally, we do something like sort of feels like actual work.

Few of us are close enough to the end product of what’s made, sold, and consumed to actually feel what it is we’re doing.

And now we have generative AI, and we’re steadily offloading what’s left of our work to a little homunculus that does everything for us.

So where does this leave us?

We’re heading toward another revolution, but I think it’s different from what all the AI pundits predict.

I think this disconnect is going to become so severe that we’ll push back and seek to return to the roots of human production.

More of us will step out on our own, or join together in small groups to make things that matter for people who care.

I think this AI revolution will end up becoming a revolution of meaning.


  1. Sure, Ford made sure that every American eventually had an automobile of their own. But it’s highly unlikely that you would have made the very same car that you, yourself, were driving. ↩︎

Leaders must let workers work

The most beneficial thing a leader can do in 21st-century knowledge work is to allow employees to spend most of their working hours applying the high-value, high-return skills for which they were hired.

They should be allowed to do this without being encumbered or distracted by the “busy work” of modern knowledge work, such as email, Slack messages, and administrative overhead.

Imagine if it had been necessary for Charles Darwin to respond to 40 letters a day. How long would it have taken him to publish On the Origin of Species?

Or what if Mozart had to deal with five unplanned visits from other musicians every hour? Would he have become the musical genius we now know him to be?

Yet, between instant messaging software, email, and open-office pop-ins (for those not working remotely), these hypothetical scenarios are everyday occurrences for most of us.

It’s no wonder we feel overwhelmed, overworked, and chronically unproductive, even with all the stuff we’re doing.

The solution, then, is to build workflows and processes so that your teams can spend less time discussing tasks that need to be done and actually complete those tasks (while also having the slack necessary to think and rest).

The ladder is gone

Many of the greatest business and self-help books of all time are woefully outdated.

And I don’t mean the examples used in the books. The working world has changed so much that the underlying assumptions on which the books are based no long apply.

Work hard and get promoted. You’ll make more money.

Move up the ladder for more responsibility, greater impact, and a nicer life.

Specialize in a certain field or department. That’s how you win.

The problem is the ladder is gone. There’s nothing to climb anymore.

Middle managers on are the way out. You’re either a doer or a leader (and often both at the same time).

Specialists are getting replaced by AI. We don’t need as many of them anymore.

Hard work doesn’t really matter much anymore. A computer can work harder, faster, and cheaper than you.

What matters now are remarkable results, unforgettable impact, and connection with other people. And being able to use AI and all the other technology available to us as tools to achieve those three things.

It’s the rare person who stays with one company and gets promoted over and over, making more money each time.

More likely, you’ll bounce around to 15 different companies over your working life, becoming a generalist that can synthesize tons of different fields.

And before you know it, you’re making your own field, your own specialty job that combines everything you’ve learned into something new.

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Making a GOOD living

Most of us read that phrase and think it means “earning a lot of money so we can buy nice things, go to fun places, and have a life of ease.”

But what if we took it literally?

Maybe it means making good things to make others’ lives better. Or perhaps making “good” (the concept) part of your life and modeling that to others. 

Maybe it just means making the world a good place. After all, we do live here.

Work is how we express our gifts, our skills, our selves. It’s how we contribute to society. Hopefully doing well at our work will let us be compensated well (while also allowing us to both enjoy our time here and be generous blessings to others). 

But I don’t really think money has much to do with good living. At least not after a certain point.

That’s my definition. What does “making a good living” mean to you?

Getting paid for what’s easy

It doesn’t happen. At least, not in the ways or amounts we want it to.

People don’t want to have to think for a living. They want to make money for easy work…

And thinking, making decisions, being creative—none of that is easy.

But those are precisely the things that people get paid the most for. They’re the only things that’ll help us survive in the modern economy.

The easy work is disappearing… We must embrace the hard work—the work that isn’t easy to measure.

Your day begins at sunset

In traditional Jewish & Orthodox Christian cultures, the new day begins at sunset, not sunrise.

Even God, in the book of Genesis, began his work days building the universe in the evening.

Yet we base all our work, plans, and decision-making around what time we wake up. And we end the day with (often inadequate) rest and sleep.

What if we flipped this idea on its head?

I’ve been listening to Michael Hyatt’s latest book, Win at Work & Succeed at Life. In it, he has an entire section dedicated to this topic and its importance.

But what interested me the most was the inverted way he looks at work and rest.

He made me realize that rest isn’t a reward for hard work…

In fact, rest is the vital precursor to doing excellent work day after day.

Think about it: in the ancient world, everyone worked long, hard days building, crafting, and farming. Without adequate rest, their bodies would have broken down, and their work would have suffered.

The crop might have failed, the buildings might have crumbled… Their creations would have worn out and broken. So their days began at sunset, which means they started their days with rest, relaxation, and sleep.

Most of us do knowledge work these days, but the same principle applies. We have to prioritize rest if we hope to succeed at work.

Can you change your mindset and start your days with rest?

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Feeling stuck making your dreams a reality?

It’s okay to feel a little stuck sometimes… Stuck not knowing what to do or how to do it to make a change in your life.

Maybe you’re dreaming of a job that you actually enjoy… A job you wake up excited about doing.

Maybe you’re dreaming of time to spend with your family instead of working all that overtime just to make ends meet.

Or maybe you’re dreaming of work that puts your skills and talents to good use doing something that really matters.

But you don’t have a clue where to start or you’re just scared of letting go of the J.O.B. you have now

It’s okay to feel stuck. 

But it’s not okay to stay stuck.

My friend Dan Miller has helped thousands of people take their dreams and develop a plan and act on them with resources like his New York Times Bestseller 48 Days To the Work (and Life) You Love and No More Dreaded Mondays.

He’s going to be hosting a FREE Masterclass that I think you should check out on Thursday, July 15th with two times to choose from — 1 PM CT and 7 PM CT.

“5 Reasons Big Dreamers Get Stuck And How To Blast Through Them To Success”

You can sign up here.

He’ll walk you through those 5 reasons. Chances are one (or some) of them are what’s holding you back from your dreams as well.

He’ll also help you with some immediate action points and some real-life examples of people who have used them so you can start blasting through those stuck points to the success you’ve been dreaming of.

So take action NOW and save your seat for this FREE masterclass.

Click here to sign up.

Life lessons from the last 18 months

Cherish your loved ones – they’ll be taken from you when you least expect it.

I’ve lost three close family members in 18 months. My father-in-law dropped dead of heart failure in December 2019. He was in perfect health.

My uncle died of cancer 6 months later. I had just seen him at Thanksgiving the previous year, and he seemed to be doing just fine.

Then my dad died in May. I had just spoken with him on the phone a month before… He sounded just like his old self. By the time I got to see him, he couldn’t speak or see me. I was able to say goodbye, but I’ll never know if he heard me.

And I might be losing someone else soon.

Tell your family you love them after you finish reading this. Then do it every day from now on.

Serious illness—or even death—can strike you down no matter your age or health.

My wife and I took the COVID-19 pandemic seriously. We quarantined, wore masks, and did all we were advised to do by the CDC. And both of us still managed to catch it.

My wife had a fever for eight days. I ended up in the ICU on forced oxygen for eight days gasping for breath. Wondering if this was what it felt like to die. The doctors told me had I not come in the night that I did, I would have died in my sleep.

I spent Christmas and New Year’s in a hospital room isolated and alone—except for the occasional nurse or technician. Eight days. And there were people around me even worse off than I was.

I was 30 years old and in perfect health. And I’m still recovering.

Never chase money – you’ll always end up miserable.

I was in my sweet spot at a job I enjoyed—teaching classes all day and putting my creative skills to use on a daily basis. But I felt I wasn’t making enough money, so I took a promotion.

The money wasn’t as good as I thought it would be. And I wound up in a miserable role that stressed me out more than I could have ever imagined.

Then another offer came my way, a chance to escape that misery, and it came with a decent bump in pay. But I had an uneasy feeling about it during the interviews.

I took it anyway, and it left me just as miserable as I was before, but for different reasons.

It might be a cliche, but find something that makes you happy. Then find a way to make a living doing it. Don’t take jobs you know don’t fit you simply because they offer you more money.

Take any or all of these lessons to heart. Let them guide your actions for the last half of 2021 and beyond.

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