Why I Talk People Out of Having Jobs

I’m going to tell you straight up right now, if you’re comfortable with your job, then this post isn’t for you.

In other words, if you don’t mind having a boss and doing the same thing every single day, then don’t read this.

Save yourself some time.

On the other hand, if you’re someone who’s looking for freedom and happiness, then read on amigo!


DONT LIVE THE SAME LIFE FOR 75 YEARS AND CALL IT A LIFEYou already know all of the downsides to having a job but in case you don’t, here’s a refresher:

  • You have a boss – someone that tells you where to be, when to be there, what you do for the big part of your day, and so on
  • You have zero control of your income – sure, you might get to negotiate your salary when you first start but after that, you cross your fingers that your annual performance review scores you a big 2% raise!
  • It’s the most limited way to make money and the most heavily taxed – as an employee you have very little say in how you pay your taxes
  • You know that your job is not truly “secure” – it all depends on how happy your boss is with you
  • Your life is dictated to you – when to take breaks, how long those breaks are, what your hair can look like, even what you wear!
  • You see the same people every single day – and it gets bad when you don’t like those people!
  • You have relatively little time with your family – you get to see them on weekends and get to take a week’s vacation in the summer and maybe a day here or there during the holidays!

I’ll just stop there because that last one really irks me. Why would anyone settle for letting a boss tell them when they can hang out with their family?

Back in my job days, I even quit a job on Christmas Eve just to be able to spend it with my family!

A new friend of mine from London told me once in an email:

I cannot imagine spending (wasting?) the majority of my life-energy for the next 20 – 30 years on work and work related activities. It’s madness. Life is too short for that! It’s not even an option for me anymore. I don’t understand why people settle for this.



Taylor PearsonBesides the fact that jobs generally suck, there’s another reason why I talk people out of having them.

Whether you want to act on it or not, we all know that jobs are no longer what they used to be. In fact, the term job security has already become an oxymoron.

This applies to the lowliest hourly employee to the highest, most prestigious professional. It doesn’t matter. If you have a boss, your job is always at-risk.

Combine this with the fact that many jobs are literally being taken over by apps or robots. I’m not kidding.

Think fast food restaurants will want to pay people more money to take orders? Not when a self-help kiosk could do it!

Think people will take a smelly taxi at 4x the price when they can pull up an app and get a nice car and driver almost instantly?

This stuff isn’t in the future, it’s already here!


If you spend any time on this website, you’ll see that I’m not too shy in my dislike for jobs.

Why? I’ve just never met anyone who absolutely, positively loves every aspect about their job. It’s almost impossible.

Ask me if I love what I do…

“Sean, do you love what you do?”

Yep! Absolutely, positively, 100%. I have zero downsides to how I spend my time.

When I urge people to look at doing something on their own, it’s because I’ve personally seen it work in my life. I’ve seen it in my friend’s lives. I want you to have your own business so you can do whatever you want to do.

I’ll just dive a bit deeper here. There are 4 big, juicy fat reasons to do your own thing.



Running your own business is actually about control. When you work at a job, you have very little control. There is someone else telling you what to do all the time.

When you run your own business, you control everything. You control how much you’ll work – what days and how many hours. You control how much you charge for your services or products.

Most of all, you control your own income. Want to give yourself a raise? Make some more sales. It’s as easy as that!


When you have your own business, you have all the choices you can handle!

Want to go swimming with your wife (or husband) in the middle of the day? Done!

Want to work all day in your pajamas? Done!

Want to take December off to hang out with family and pig-out on sugar cookies? Done!

Really. When you have your own business, you can systematize everything with processes and a team, scale up your income to whatever you want, and then do whatever you want.


Like I’ve said before, I’m not anti-job, I’m pro-freedom. I get that people have jobs. I get that some people even like their jobs. There will always be those people.

But let’s be clear – a job is NOT freedom. Try and tell your boss that you’re going to take the summer off. Just see what they say.

When you have your own business, you work hard (probably harder than you would at your job) but you have your own freedom.

There is absolutely no better feeling than waking up and knowing the entire day yours.


You know what happens when you wake up and realize the day is all yours? You become the happiest person on the planet!

And you get to live it everyday. This is not fluff. I live it. My friends live it. Most of the coolest people on this planet live it.

Do you take your happiness seriously? If so, then why are you at a job?

We live in one of the most exciting times in history! There’s so much opportunity!

What I do myself wasn’t even an option just a short time ago. And because I do what I do for income, I can do whatever else I want to whenever I want to do it.

Currently, that means living on an island in the Mexican Caribbean. In two weeks, we leave for Europe for the summer. And I thought I was cool when I got to vacation for 8 days in Europe back when I had a job!

But that’s just me.

What do YOU want to do? What aren’t you able to do because you have a job?

What are you willing to do about it?

Like, today?

Are you starting to see why I preach this stuff? It’s about control and choice and freedom and happiness. I just don’t understand why anyone wouldn’t want to work hard for this.

All of the info is out there. You just have to apply yourself. Get rid of fear. Get rid of any doubts that you don’t deserve it or that “people just aren’t supposed to live that way”.

Make it happen. Get started today!


Quitting Your Job, Family Rocketship

Quitting Your Job: How to Know When to Make the Jump

Check out a text I got from a good friend of mine this week:

Well, I officially had my “OK, I’m done with work moment” today. I still have my job, but the understanding that I can have a job today but not tomorrow is more apparent than ever.

I’m fed up with the corporate politics and feeling I’m not good enough when I’m giving 150%. I’m just going to give my 150% a different home, mentally, starting today. Physically, as soon as possible.

Maybe what happened was suppose to happen to finally motivate us to actually do what it takes to get us to be self sufficient.

To my friend and to anyone who’s felt the same I say, I feel your pain. I understand you completely.

To put things into perspective, next month my wife and I will have been married for 12 years. In the first 6 years of our marriage, I had 5 jobs. Five!

In the last 6 years of our marriage, I’ve had one business. One!

It’s no secret what I’m happiest doing.

And, just like when you eat some delicious gelato, you naturally want to share it with everyone around you. That’s why I even created Family Rocketship in the first place! It’s for you mi amigo.

Read more

Why Your Family Wants You To Quit Your Job

Why Your Family Wants You To Quit Your Job

First things first. Every now and then, we need to center ourselves and think about what’s really the most important to us.

What’s most important to you?

Saying Family RocketshipAs the saying goes, “when you’re lying on your deathbed, you’re not going to wish you’d just spent more time at the office.”

I’m willing to bet that family will be the most important thing to you.

In fact, family is kind of the whole point of it all.

So in today’s busy world, how can you build your life around your family?

It seems many people are caught working so hard to make ends meet that they spend their best waking hours away from their families.

In fact, most people only spend nights and weekends with their loved ones and maybe a tiny vacation once a year.

When you think about what’s truly most important to you, you see how backwards that is.

There’s a better way. You can build a family-centered life.

But what about money?

Read more

Stop Hating Sunday Nights

How to Stop Hating Sunday Nights

“This is my last job” a good friend of mine said as he stirred the ice in his lemonade.

We were sitting in his backyard relaxing and discussing his situation. He was recently “downsized” from the company where he worked for 2 years.

“I’m so tired of hating Sunday nights and dreading going in on Monday mornings. Another job will just be the same.”

He paused and then said, “This was the last job I’ll ever have. I’ve got a bunch of ideas for my own thing. I just need to get started and do the work now.”

Based on the past experience of my friend, I know he’ll be successful. I think he’ll figure it out, do the work, and make it happen.

I know his distaste for a job finally pushed him into doing something he’s always wanted to do and to take control of his income.

And this is really the key to it all.

Read more

Why a Job

What Could You Possibly Want with a Job?

“Oh, H.I., you’re young and you got your health. What you want with a job?

Warning: If you love your job, this message isn’t for you.

BUT, if you’ve ever looked out your office window longing to be playing outside, this message is for you.

If you’ve ever imagined yourself at the tropical location of your computer screensaver, this message is for you.

If you’ve ever sat in traffic wishing you were home already, this message is for you.

If you’ve ever realized that you spend your best waking hours (and a lot of them) away from the people you care about the most, this message is most definitely for you!

We All Need Money

No doubt about that. Money buys freedom. But how we obtain that money is totally different for everyone.

The default way for most people is to get a job. It’s almost a knee-jerk reaction in fact. People think, “I need money, guess I better get a job”.

Yeah, sure. This is the easy way. But an easy path almost always leads downhill.

When you get a job, you’re guaranteed a paycheck (if you show up and kind of work). So that’s great.

But what’s the cost? Read more

Lifestyle Design for Families

How Important is Lifestyle Design to You?

What is lifestyle design and why should it be important to you? So let’s first ask the obvious question, what is lifestyle design?

Here’s an analogy that might help…

Think back to high school. Imagine the crummy cafeteria food that you stand in long lines for everyday. You get your food just in time to eat it and then head back to class.

Then one day one of your friends decides that she is fed up with old pizza and tasteless burgers and decides to drive over to the health food store just a block from the school. She comes back from lunch and seems energized by her new found freedom in choice of food.

The next day, your friend spends her morning telling people to join her and go out in search of a quality lunch. Some people say they don’t have the time – they’ll never make it back before class starts again. Others say they don’t have enough money to afford anything but cafeteria food. Still others say they shouldn’t do it because the principal will get mad.

But your friend doesn’t give up and she comes to you. She persuades you to join her. After a very satisfying meal, you realize that this is what you had been looking for the whole time but you just didn’t know it.

Then it dawns on you that your new delicious meal cost less than the day old, crusty burrito you were so used to eating and it was much more nutritious. You had plenty of time and enjoyed a meaningful discussion with your friend. You even had the opportunity to share some of your food with a person in need. You came back to school with a new sense of purpose. It’s amazing what rethinking your lunch does for you.

Ok, so maybe this illustration is a bit silly but I hope it helps you to understand that lifestyle design is to start thinking in an “unconventional way”. Lifestyle design is thinking outside the box – a phrase that is, ironically, so highly valued but so underutilized.

According to Wikipedia, lifestyle design is,

“The design of one’s ideal lifestyle, especially an unconventional one, providing good opportunities for personal growth, leisure and adventure. Detailed methods include: career planning, entrepreneurship and travel.”

It starts by answering this question:

What do you really want to trade the minutes of your life for, with whom, where, and how? Check out this quote from Shirley MacLaine:

“I think of life itself now as a wonderful play that I’ve written for myself and so my purpose is to have the utmost fun playing my part.”

If you skim this entire post, hopefully that last quote really sinks into your soul and moves you until you finally decide to do something about it.

Lifestyle design starts with personal development

By personal development I mean taking the time to think about and realize what you really want to do with your life. Then push through any obstacles that will be placed in your way. Then achieve what you feel like you were born to do.

Easier said than done I know. You could think of it as identifying your highest values and then taking action on those values.

Figuring out your highest values is sometimes difficult. Often what we think is so important to us goes out the window when faced with a life-threatening situation.

But it doesn’t require something as serious as that to get clear on your values. Just answer the age-old question, if time and money weren’t an issue, what would you spend your days doing?

For those of you embedded in the 9-5 lifestyle, you’re going to scoff at this question and dismiss it as ridiculous and unrealistic. That’s fine. This message isn’t for you. This message is for people willing to take back what’s really important. By answering the above question, you’ll discover not only what you really want to do, but what your highest values really are.

Once you start down the path of personal development, it will quickly lead to a desire to help others. In most cases, the secret to helping yourself to a better life is through helping others to their better life. So you will inevitably become a social change agent. That sounds like a grand title to what is really as simple as sharing a compliment, offering a hug, or teaching someone how to read.

“Only a life lived for others is a life worthwhile”

Albert Einstein

The Four Pillars of Lifestyle Design

Time Freedom

Time is the first and most obvious thing we all seek. Entire books have been written about how to manage time better. The most important concept to learn in regards to time is to decide what you’re going to do with it. That’s it!

This is overwhelming for most people because so many of us already have our time mapped out for us before we even get there. After high school, we’ll plan on spending the next 4+ years in college. After college, we’ll plan on spending the next 40+ years at a job with weekends as breaks. Oh yeah, maybe there’s a few vacations thrown in there.

This is the current system. It’s kind of like trying to pay back a debt. Your money is already spoken for before you even get it! People are doing the same thing with time. They’re giving it away before they even get it. Lifestyle design addresses the issue of time by reclaiming it. You decide what you’re doing with it.

Financial Freedom

Ah, money. This is a good one! So many of us are spending our time in exchange for money. That’s not a bad thing. We all need money. We need food, shelter, clothing, and a little bit extra to do the things we want to do.

How much money is enough? Well, that’s up to you to decide. Having a lot of money is a very good thing. Don’t agree? Check your fun level when you don’t have any money. Nope. Not fun.

The big factor here is that people think having lots of money means having lots of stuff. Stuff does not bring happiness. It doesn’t! I have never owned so few things in my entire life as I do right now and I’m happier than I’ve ever been!

Just like time, what you decide to do with your money is entirely up to you. My personal experience tells me that “buying experiences” over stuff brings much more happiness. We would rather do things than have things. We’ve also found that anonymously giving our money away brings amazing blessings.

Money is good. You need it to learn, travel, share, and help others. How much you need is up to you and your situation. This is worthy of an entire series of posts. Simply put, decide on a way that enables you to make “enough” to do the things you want to do and then some and share as much as you can in meaningful ways.

In my opinion, having a job is not the ideal situation for money generation unless you’re doing exactly what you want to do and it gives you the total freedom to decide how you will live each day. Keep this in mind as it closely relates to the next pillar of lifestyle design which is…


Mobility is the ability to be free to go where you want to go whenever you want. This could include travel if that’s one of your values. I have a personal bias towards travel because I’ve learned so much by seeing different places and meeting different people. Just like money, the topic of travel is worthy of an entire series of posts. Bottom line, travel is good. But you probably already know this.

Thanks to a high tech world and the mighty internet, it’s now possible to combine making money with being out and about. This could even include making money from a job while not at the job place. 10 years ago, working “remote” was weird. Now it’s becoming the norm. Thank goodness!

Time, money, and mobility all lead to the next and most important of the pillars of lifestyle design…

Freedom of Choice

Once you arrive at having the time and money you need and want, how will you fill your time? Will you dedicate yourself to a cause? Will you travel, learn, and explore with your family? Will you start a new school teaching what you’ve learned?

The choice is now yours because you have designed your life in alignment with your highest values.

The painful thing is that most people are sacrificing their freedom of choice now in the hopes of some potential payoff later. “If I just put in 30 years at the firm now, then I’ll have a sweet retirement…”, “If I just go to one more meeting, then I’ll be made VP and have more time”, and so on.

(Getting preachy alert)

Freedom of choice is probably the most cherished of virtues but the least acted upon. It carries a steep price – it must be acted upon now. Every minute of every day you have the complete and total choice to decide what’s most important to you and how you’re going to spend your time.

You are in charge of you. Not the government. Not your parents. Not your boss. You. You decide what your life is going to look like. You decide how you’re going to spend your time. You decide what adventures and experiences you’re going to have.

Lifestyle design is much more than a trendy topic for bloggers. It’s the method we should all be incorporating into our lives. It’s how we find meaning. It’s how we help ourselves. It’s how we help others. It’s how life is made beautiful. Life is meant to be enjoyed, not just tolerated.

Let me just finish with something I always like to say. Life can be awesome or it can be a gray cubicle bore of a life. You might as well make it awesome!

So, how important is lifestyle design to you? What will you do today to design your dream life and take action towards it?