I understand — you hate the 9–5 grind.

I understand — you hate the 9–5 grind.

You want to work for yourself.

Make money how, where, and when you want…

But you know what’s a hellofa lot worse than the 9–5 grind? Working that 8 hours within four too-gray walls to the sticky smell of re-heated burritos and Cheryl’s lasagna leftovers.

If hell exists on earth — that’s it.

And while you’d like to flip your boss the finger and jump ship…

It’s too risky. You don’t have any side income yet and you’d surely be living in a van down by the river within the month.

Which is why getting a remote job is a critical half-way step. It gives you the freedom to pursue a side-hustle and build the life you’ve always dreamed of, without living most of your days inside a salty, soul-sucking cubicle.

So, I thought I’d help

I researched the best 100% remote places to work and came up with the list below. If I were in your cubicle, I’d send a resume to every single one of them by the end of the week.

I hope this helps you take that next step toward living your dream life!

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1. Zapier

What do they do?

“Connect Your Apps and Automate Workflows. Easy automation for busy people. Zapier moves info between your web apps automatically, so you can focus on your most important work.”

See Job Openings

2. PartnerCentric

What do they do?

“We deliver measurable performance marketing ROI. We build meaningful and lasting relationships, are driven by our core values — Professional Intimacy, Improvement, Expertise and Responsibility — and inspired by our clients.”

See Job Openings

3. Automattic

What do they do?

“We are passionate about making the web a better place.” *These are the geniuses behind WordPress.*

See Job Openings

4. Toptal

“Toptal is an exclusive network of the top freelance software developers, designers, finance experts, and project managers in the world. Top companies rely on Toptal freelancers for their most important projects.”

See Job Openings

5. Aha!

What do they do?

“Roadmap software to manage your products. Finally, connect strategy to execution.”

See Job Openings

6. Articulate Inc.

What do they do?

“Articulate 360 makes every aspect of e-learning course development simpler, faster, and less expensive.”

See Job Openings

7. Student Loan Hero

What do they do?

“Ready to pay off your student loans? We thought so. Get your custom repayment plan today and see how you can lower interest rates, decrease monthly payments, and find forgiveness.”

See Job Openings

8. MoveOn

What do they do?

“MoveOn is where millions mobilize for a better society — one where everyone can thrive. Whether it’s supporting a candidate, passing legislation, or changing our culture, MoveOn members are committed to an inclusive and progressive future. We envision a world marked by equality, sustainability, justice, and love. And we mobilize together to achieve it.”

See Job Openings

9. Close.io

What do they do?

“Connect Close.io to your favorite apps. Improve your workflow and boost your productivity by connecting to our integrations.”

See Job Openings

10. TrustHCS

What do they do?

“With decades of healthcare experience, TrustHCS provides consulting and staffing services to ambulatory, acute and post-acute care organizations. Our data-driven approach reduces operating costs, accelerates reimbursement and drives revenue integrity improvement for every type of healthcare organization.”

See Job Openings


This is just a starting place. You might not find exactly what you were looking for. But it’s (at the very least) a quick reminder that tons of remote, cubicle-destroying positions exist all around the globe.

You might be in a 9–5 grind, cubicle hell right now…

But you don’t have to be next month. The choice is yours. And the above list of places is a great starting place.

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You want to travel the world…

You want to travel the world…

You want to experience other cultures, see new places, eat new food, and meet new people.

And you definitely want to stop living in a grey, lifeless cubicle everyday.

Problem is, you can’t just up-and-quit your job — you have bills to pay, a family to support, and dignity to maintain.

What if, though, you could live your cubicle-less dreams without quitting your job and risking it all?

What if you could go travel the world and keep the job you have?

Meanwhile, you could build new streams of income on the side (it’s far easier to build other streams of income with a remote gig than with an in-house gig).

Well, you can.

And here’s how you can negotiate remote working conditions with your boss (assuming that your current job just requires a computer and WiFi).

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Step #1: Make yourself irreplaceable…

The more valuable you are to the company you work for, the easier it’ll be to negotiate remote work conditions…

But, gauging how valuable you are to your company isn’t always easy. I talk to people all the time who have TONS of leverage but don’t see it and people who have NO leverage but think they do.

To clear the water, ask yourself this question:

If you weren’t at work for a week and no one was there to replace you, what would happen? — Imagine that you quit out of nowhere without any notice. You just left. What would happen? Would processes be damaged beyond repair? Would the company be scrambling to find someone to replace you? Or would they find someone else effortlessly? The more damage done by you leaving without notice, the more valuable you are to the company.

Once you have a general gauge of your current value, you’ll be in one of two positions…

  1. The company would have a hard time replacing you.
  2. The company would have little problem replacing you.

In the case of the first, move on to Step #2. In the case of the second, find ways to increase your value at the company…

What things can you learn to do that would make you more difficult to replace? Are there any skillsets you could learn, processes you could create, or results you could drive that would make replacing you more of a headache?

Brainstorm ideas and then start pushing your way into company-critical processes and tasks. The more you do this, the more valuable you’ll be. Hit me in the comments if you want help brainstorming ideas.

Step #2: Pretend to be sick for a few days…

Choose one or two days to fake sick…

But, during those days, offer to work from your laptop at home rather than simply taking sick time. Explain to your boss that you have some stuff you’d really like to get done and that the tasks can just be done from home.

Ideally, take a sick day on Tuesday, Wednesday, or Thursday to avoid the suspiciousness of trying to get a 3-day weekend.

During the day working from home, double or even triple your productivity. Keep records of the work you finished — even if it’s just on a sheet of paper and make sure that you get more done than normal.

At the end of the sick day(s), email your boss with something like,

Hey [name],

I’m starting to a feel a bit better, fortunately. And I wanted to send you an end-of-day report with everything I got finished since I was out of the office.

[Impressive list of things you got done].

To be honest, this experience was a bit enlightening for me. Working from home, I felt much more productive than working in the office since I was able to give my entire focus to one task at a time.

In fact, I’d like to propose a test: for the next two weeks, I work from home on Tuesday and Thursday — you can veto this at any time if you feel it isn’t working out.

But it’s something I’d like to try if you’re willing.

Does that seem reasonable?



Most bosses will have some objections after your first email.

When they do, simply answer the objection by offering a piece of software or process-iteration as a solution…

Then ask for the close again…

“So, is this something you’d be willing to test?”

Once the experiment gets approved, move on to Step #3…

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Step #3: Double your productivity and make a final ask…

During the trial period, focus on increasing your productivity on the days when you work from home.

The more productive you are during these times, the better chance that your boss will opt to make your position entirely remote. Your goal is to prove to your boss that remote work conditions will benefit the company more than in-house work conditions.

To increase your boss’ confidence that you’re working efficiently during those days, send an impressive review of all the work you got finished at the end of each working day at home.

Use any leftover time to tackle extra projects and further impress your boss.

Then, at the end of the two week test, send your boss an email like this…

Hey [Name],

The two week test is finished and I feel that my productivity has increased significantly by working at home. I would like to try another experiment to increase my productivity even further if you’d be open to it.

For two more weeks, I’d like to try working completely from home. This would also just be a test so you could veto it at any point. If, though, my productivity continues to increase and you’re satisfied with my results, then I’d like to consider turning my position into a full-time remote job.

Would you be willing to try this?



One you get this proposal accepted, continue to increase your productivity and prove to your boss that this remote-work thing is a good idea.

Also, continue to send updates at the end of each day with impressive reviews of everything you got finished.

By the end of this two week test, send an email like this…

Hey [Name]

Again, I felt that this experiment proved how much more productive I am outside the office verses inside the office. For that reason (and since it gives me more time with my family) I’d like to consider making this position permanently remote.

What do you think?



A disclaimer…

There’s no guarantee that this process is going to land you full-time remote working conditions. It partly depends on how flexible your boss is and it partly depends on how much decision-making power they have over your position.

Here’s the thing, though…

Even if you don’t achieve full-time remote work conditions, wouldn’t it be worth it if you got 2 or 3 days a week to work from home?

Then, you’d increase work flexibility and be able to focus more on creating other streams of income during your free time.

In other words, results vary.

But even one day off of remote work every week will push you in the right direction…

Toward creating other supporting streams of income…

Toward spending more time with your family…

And eventually, toward traveling the world…

It might take some time, but here’s a quote to keep you inspired…

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Do I have to quit my current job to create remote streams of income that allow me to travel the…

When I tell most people that I’m going to travel the world for a year, they respond in one of several ways…

“Oh — are you in the military?”

“Wow — are you independently wealthy or something?”

“Soooo, what are you going to do for work?”

Then, I tell them that all the work I do is remote and the lightbulb goes off…

“Ohhhhhh, I get it.”

And here’s the cherry on top…

“You’re so lucky to be able to do that.”

Oh boy.

I hate when people say that…

Look, I agree that my position is quite enviable — being able to travel the world and work from anywhere with four different streams of income backing me up… that’s pretty great.

But claiming that I am lucky to work remote is like claiming that a marathon runner is lucky to run a marathon.

The runner trained day after day to get to the point that his body could endure 26 miles of shin-pounding hell.

And I actively worked to create remote streams of income that would allow me and my family to travel the world.

I set goals, I determined how much money we’d need to make, and I pursued those goals with laser focus.


The bad news is you can’t say I’m just lucky.

The good news is that anyone can do it (yes — even you).

But when people start setting goals and trying to determine how to create remote streams of income, they often ask…

“So, I guess I’d have to quit my job then?”

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For obvious reasons, that thought paralyzes most people. They don’t take any steps to build remote income because the prospect of quitting their job cold-turkey and pursuing something else is absolutely terrifying.

Fortunately, you don’t have to quit your job — and you probably shouldn’t. At least not right away.

Here are 3 remote income options you have if you’re nervous about quitting your job immediately to pursue your dreams, luck-free.

1. Negotiate remote working conditions

This won’t work for every job, but it will definitely work for some.

If you want a shortcut to creating remote income and traveling the world, then negotiating a remote work agreement at your current job is a fast-track to paradise.

Of course, if you do something that requires your physical presence, then you won’t be able to negotiate much of anything. You might, though, be able to try and move into a different position at the same company with remote work potential.

If your position is completely digital to begin with, then there’s a chance that your company will give remote work a go.

Just make sure you propose a trial-run period — most bosses will accept a trial period better than they will a sheer-cliff proposition.

Consider something like this…

I’d like to try transitioning my current position to remote work rather than in-office work. I think this will increase my productivity and my focus. Plus, my family and I have a dream of traveling the world and this would allow us to do that.

But, I understand that that would be a big change.

So what I’d like to do is transition to remote work starting next month. Then, we can do a trial period for 3 months and see how everyone feels about it. If you don’t like it or you feel that my quality of work has decreased, then I’ll come back in the office.

If my quality of work and productivity has increased, though, then we can keep doing remote work.

What do you think?

If your boss accepts the proposition, go above and beyond over the next three months to prove to them that you’re more productive outside the office than you are inside a cubicle.

If they see quality results and higher productivity, they’ll likely continue the remote work agreement since it’s in their best interest.

And you’ll be sipping on a Pina Colada while you work on the beach in Puerto Vallarta.

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2. Apply for full-time remote positions

If you’re stuck in a cubicle during the day but dream of beaches in Rome and wine in France…

…then one way to escape is by dedicating one hour every evening to applying for remote jobs.

In today’s world, there are TONS.

Plus, getting hired for a remote work gig could jumpstart your traveling dreams faster than trying to build your own streams of income. Once you’re having the time of your life, then you can start creating independent income streams on the side.

But there’s no time like the present, eh?

You could get hired for a remote gig next week, give your two-week notice, and be on the road in a month.

Here’s a list of sites where you can find businesses looking for employees (you) — who’ll be totally remote.






Of course, this is where most people throw in the towel. It’s where excuses flood your mind…

Ehh, but I DO like my job. This can wait.

I don’t know… do I really care about traveling that much?

I’m kinda busy at work right now… maybe I’ll do this next month?

What if I end up in a job I hate?

Here’s my only follow-up question for you…

What does it hurt to apply? It’ll take you 15 minutes per application and you can always say “no” if the gig seems terrible.

More importantly, though, if you do find a remote gig that’s awesome, how might that change your life?

3. Start a 1-hour per day side-hustle

How much TV do you watch every evening?

How many fiction books do you read?

How many video games do you play?

How many tiddle-and-taddle pointless tasks do you engage in?

Pick your poison…

We all spend the 5 to 7 hours after work every day doing something. And for most of us, it’s not a productive something.

What if you sacrificed just one hour (or even just thirty minutes) every single evening to build a new stream of income for you and your family?

What if, after a year, that stream of revenue allowed you to quit your job and travel the world?

Would that one extra hour every evening be worth it?

Heck, most of us don’t even really enjoy our evening routines, we just do it because… well, it’s a routine — it’s what we always do.

Fortunately, you can break that pattern and start investing a bit of your time into something that could change your life rather than just entertain you.

Because here’s the deal: even if you have a remote full-time job, you’re going to have a boss who tells you what to do. For most of us, that isn’t the dream. For most of us, the dream is making our own money, on our own time, from anywhere we want.

That, though, will take commitment, persistence, and grit.

More specifically, it’ll take about an hour every evening (5 days a week) for the next 6 months.

But it’ll be well worth it once you’re making money while you sleep.

Only question is, what kind of revenue stream should you start creating?

Here are a few options to consider…

  1. Freelance work
  2. E-commerce selling
  3. SaaS (Software as a Service) company
  4. Consulting
  5. Blog monetization
  6. Podcast monetization
  7. Real estate investing

Those are just a few ideas. Hopefully, though, it’ll get your mind stirring to find the perfect option for you.

In the end, the decision can’t be mine. It has to be yours.

You can do it.

But you might not.

That is your choice.

Tell me in the comments what your decision is and how you’re going to start really pursuing your dream of personal and professional freedom, without having to quit your job right away.

What’s your game plan?

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My beautiful wife admiring Roma from the top of the Spanish Steps while our 1-year old sleeps.