Hobo with a Laptop™ is a resource established in 2012 for men who want to learn how to make money online from anywhere in the world –with the option to travel, full-time.
Passport bros, digital nomads, expats, and pensioners will find guides here that unlock Southeast Asia –key locations, how to navigate the dating market, and creatively earn money online to foot the bill.
Join over a million readers from around the globe who have already leveraged our experience and escape the matrix once and for all.
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Prepare for Life After Current Thing*
Passive Income | Travel | Sex | Gear | Self Improvement
I REMEMBER the do or die of becoming a passport bro. I had everything to lose, and no idea of what I’d gain. I got shingles from the existential dread just debating it in my own head.
I know what you’re going through. And becoming a digital nomad, all in, was the best thing I ever did.
Lockdowns made everyone a digital nomad –what will you do with that “work from home” option most jobs provide? You can start by creatively defining what “home” is.
Being a digital nomad or a passport bro is just as much about making money remotely as it is adapting to the dogpile that goes with it.
My goal is to catch you up on what you want to know about the lifestyle, and maybe throw in a bunch of shit you didn’t think about before.
Hobo with a Laptop is the aggregate of 15 years of personal experience as a ‘get off my lawn’ kinda’ guy in Southeast Asia –every win, every loss, every relationship, every scar, and the strategy behind every dollar of passive income earned is all at your fingertips.
My journey began as a passport bro in 2010 at 30 with the intention of starting a family –and I accomplished that along with becoming a six figure blogger; but there’s nuance I never elaborated on, until now.
Learn how to earn money as a content creator, produce digital assets that mature over time, make fast cash in an emergency, manage cryptocurrency, sell goods or services online, or master the ins and outs of the remote job hiring process.
There’s hundreds of hours worth of content on Hobo with a Laptop to help you make 2026 a breakout year, in spite of the circumstances.
Come along with me as I travel through Southeast Asia and beyond, and get a bird’s eye view of the places I stay, who I meet, and what I do on my downtime.
I share my itineraries, trip research, packing lists, travel hacks, and personal observations so you can find the most suitable places to situate yourself and safely travel on your own.
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It’s Been 15 Years in Southeast Asia, and Counting.
If you read this far, you’re likely an OG reader lurking around to spot the differences from then and now. I am happy to see you again, old friend. Although I disappeared for awhile, I’m still out here –weathered and wiser.
Welcome to the New Hobo with a Laptop. Same guy, a more unfiltered perspective (because having a mild stroke and fucking with death a few times tends to change your vocabulary).
Expect the same useful tips and advice you’ve always been given; but with more personal stories, experiences, and reflections –all the things I was too cowardly to open up about before.
Starting Over
On December 5, 2022 a Google algorithm change completely leveled my income –and my marriage followed months later– I was no longer a six figure blogger. And our eight years and two sons didn’t account for much, I guess. But hey, it was probably something else, right?
In January 2025 we suffered permanent data loss and the 20 gigabyte file that was the original Hobo with a Laptop was corrupted. Along with all the photos, collaborative writings my wife and I shared, and all of the promise my former life held.
As a result, the New Hobo with a Laptop is starting from scratch; bringing back what we can from various cached versions across the web –and reinventing everything else.
And maybe that’s a blessing in disguise; forest fires bare fruit. At 44, I think I can handle another do over.
In 2021, the original Hobo with a Laptop was appraised at $550k USD. My life would be very different now if I was smarter.
As we slowly build out Hobo with a Laptop to its former glory, consider subscribing to our newsletter and supporting our efforts by becoming a member on Locals, or dropping a tip via Buy Me a Coffee or StreamElements.
Lord knows Google ain’t ever taking me back. If this blog ever meant anything to you, we also invite you to join us on our shiny new social media profiles –we’re starting over on Instagram, Facebook, and Pinterest, too.
Help us leave our mark on the next generation of location rebels and make it a full-time job again.
Some old things need not go away just yet. There’s more to do, and I’m here for it.