Where other blogs claim they can teach you skills and promise you’ll make money online to live on your own terms, we’re the rule, not the exception. Living proof we cracked the code to location independence and we help others do the same.

Hobo with a Laptop is a place to explore our personal interests —our own side hustle, built on the foundation of careers in internet marketing we’d cultivated before nomad travel.

We take our time carefully explaining in detail the hidden complexities of topics we explore and we update our posts on a somewhat regular basis, so check back often.

We’re always open to partnering with brands, fellow bloggers, and individuals who share our interests. If you’d like to work with us we invite you to browse our services.

Nomad Travel

Nomad Travel with Mike & Oshin

Mikeā€™s a semi-retired Canadian expat off his leash, and Oshin is a force of nature that wouldnā€™t settle for a third-world pay grade. We met after working together virtually for a few years, eloped in the Philippines, and have been perfecting the art of living, ever since.

This nomad travel blog focuses on where we go, what we do, what inspires us, how we stay healthy, and includes a stack of tips and advice about how we generate the funds required to afford full-time nomad travel with our blog portfolio.

Here we dish out a wide range of proven methods that have helped us make money online to realistically sustain our long-term nomad travel –while exploring curiosities like tiny houses or off-grid survival on the side. Our goal is to have something for everyone.

Don’t miss out on anything we’ve got tucked away on Hobo with a Laptop —start here and begin your own nomad travel journey to self-sustained location independence.

Related: How I Became a Digital Nomad, Step-by-Step

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The Backstory

In 2017 Mike got married to a brown-eyed bombshell named Oshin, after working virtually with one another for years.

Oshin worked from the Philippines as a content manager for a UK search optimization company, and at the time Mike was freelancing under her to finance his travels.

After working together for just over a year, Mike decided it was time to launch another business but he couldn’t do it without her help –together they started an internet marketing agency called Copyrise.

Digital Nomad Travel
He offered Oshin a position as his full-time virtual assistant, where she held that role for a year –before they finally met in person when Mike was passing through Cebu, Philippines en route to Canada.

When Mike and Oshin finally met in the Philippines, everything was natural. It felt like coming home after a long absence, not meeting for the first time. Inseparable, everything clicked. And one year later they got married.

Combining their efforts on Hobo with a Laptop was the next logical step in their passion for travel and blogging.


Hobo with a LaptopMikeā€™s been a digital nomad in his own country in one capacity or another since he was 18, and heā€™s currently in his 7th year of living abroad in Asia.

Before that, he wrapped up his Toronto-based career as an enterprise ecommerce professional who worked with Fortune 500 brands and a team of 20+ skilled developers.

In his early twenties he was art director for the Burlington Jazz & Blues Festival, a freelance web designer, SEO consultant, and trained sales professionals in the tech industry.

Since he went ‘full nomad’ in 2013, heā€™s moonlighted as a film extra, become a best-selling author, professional copywriter, and occasional internet marketing consultant.


Hobo with a LaptopAfter acquiring a bachelor’s degree in English, Oshin took the corporate life out for a spin for several years before figuring out there was more to life than a buck fifty per hour and zero job security in the Philippines.

Surrounded by over 7,000+ islands, living in the Philippines was torture if she wasn’t able to explore them. Travel seemed like a luxury only foreigners could afford and she was determined to overcome the financial barriers that held her back from nomad travel.

She decided she’d had enough and went solo; working through the years as a freelance copywriter, ebook publisher, search engine optimization specialist, virtual assistant, and social media designer.

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