Digital nomads have existed for more than a decade. Most don’t house or pet sit. There are many online groups and resources for such folks, including nomadlist.com.
Personally, in 2013, I joined my first tech startup and began building a remote team that eventually numbered about 100 full-time people, with full insurance benefits, stock options, etc. Many of those folks make six figures and that team has grown to nearly 150 people under my successor, plus folks at two companies we purchased. And that doesn’t include hundreds of employees on other teams, who went fully remote starting during the pandemic. The company even IPO’d while everyone worked remotely.
Some folks opt for a normal home base and travel a lot while telecommuting. A smaller number choose to have no home base and instead live as full-time nomads.
At my most recent startup, folks telecommute from all over the world and no one bats an eye about whether someone is nomadic — it’s much more common nowadays.
On teams I lead, I’ve never tracked when people work — they just have to coordinate with their direct managers so their work gets done and they can manage their own schedules. That’s not unusual at companies I’ve worked at.
Working in the tech / startup world, I know loads of telecommuters, including digital nomads. I even mentor some folks I’ve never met in person. We’ve met via video for years.
A funny thing that happened early on, when I started building a remote team: A job candidate had a mom (who was an executive recruiter in the San Francisco Bay Area) who told her the opening and company sounded sketchy and she didn’t think it was a real job — it seemed too good to be true.
Well, her daughter has now worked at that company for nearly a decade, including eventually becoming a new manager and now a seasoned one, who manages telecommuters. When I left the company, her mom wrote me a kind thank-you note about how her daughter had come into her own while working with us (at the company her mom originally didn’t even think was legit to start with, LOL).