Digital Nomads

I did this and it was terrible. Lost a ton of money. Without going into all the details, to make it on the dates I had committed, I spent a crazy stupid amount on flights. Basically, I already saw here that if I went at a more normal time or waited for a better deal (there was a price surge in July) I could fly there and rent myself a nice place with what I was spending on the ticket. (Yes, I feel dumb about not backing out at that point, but I tend to have a hard time of backing out of commitments.)

Then once I got to the region (I went early and traveled a bit, so I wasn't yet in the housesitting city), I met someone renting out a cute cheap place.... that I couldn't rent because of my commitment as a housesitter.... so instead of settling down there
I spent more to get to the housesitting city, pay for a hotel the night before and so on.

Again, I saw that it would have been cheaper to do my own thing. Fly when it's affordable, be able to be in the flow and rent a place when I find one instead of paying more to move along...

Then when I get to the sit the place was filthy, so I left after two days. More costs associated with that. And because I didn't want conflict and I didn't want to be stuck in a gross place, I offered to pay for their housesitter to replace me. They accepted, but still left me a bad review which means that even if I wanted to get new sits I wouldn't be able to.

The whole system is highly exploitative of sitters who often find themselves in unacceptable places and end up putting up with it and becoming a housecleaner on top of petsitter because they're terrified of a bad review and in many cases, are depending on housesitting to not be homeless.