I've been asked questions on a few posts recently about my digital nomad lifestyle so thought I'd start a new topic just for that. Any other digital nomads who want to pitch in with their experiences would be fantastic too since I do things my way which is only one of many ways.
I hate the term digital nomad but it does seem to be the most recognisable for someone who travels and works online. I have no permanent home, I'm not an expat moving from one country to settle permanently or even semi-permanently somewhere else.
I'll try to think of the most FAQs but any questions etc are fine. Of course, if they are too personal, doesn't mean I'll answer them.
Visas:The most common question. I normally only travel to places where I can get a 3 month tourist visa. Thailand is nice but the visa requirements do my head in. I start reading then decide to go somewhere else instead.
I'm Australian so the list of countries I can get a 3 month tourist visa (I'm saying that but more often it's a visa exemption to be pedantic about it) will be different than if you are from the US, UK etc. I know our government has a site that lists each country and the visa stay length. One thing to be really careful about is whether the visa is for 3 months or 90 days

I've never been asked about my lifestyle or working when I enter a country. That's not to say it won't ever happen but it's just not been an issue. Most border controls only care that you are planning to leave before your visa expires and that you aren't going to take a local job. I always have an onward ticket even if I just buy a cheap flight ticket that I ditch later. I never tell them that I'm a digital nomad or any details. I do put that I'm an author on my forms.
While I've not had issues, I know people who've had problems entering the UK. I only went there for a week and I'm Australian which might make it easier than if you're from the US etc. I did have the customs guy question me about my writing and got a little panicked but he just wanted tips for his own novel
Accommodation:There are much cheaper ways to do things but I stay mostly at Airbnbs. I think this is one area where the time vs money thing is huge. People who do it cheap will often use local fb groups etc to find places or just walk around looking for places. That might be a week or so of your time and, in a good week, I could write half a book so I figure it's better to spend a few hundred bucks extra a month than lose a week's work time.
Having said that, I've had some [crap] hole Airbnbs. I could pretty much write a book on horrific Airbnb experiences, including rats! Mostly places are good though. I always get my own apartment and try to find places with a decent writing space.
Equipment etc:I used to try to be minimalist with carry on luggage only but most airlines out of Australia and around Asia have a 7kg total carry on limit. By the time you add in the weight of your bag and laptop that leaves little for other stuff. I just bought a 60l suitcase because I figured if I have to check in bags, I might as well have a bit extra luggage.
For writing, I have my laptop, of course. I also have an external keyboard and a laptop stand. It's a bit extra to carry but so worth it.
One of the other reasons I stopped being so minimalist is that this is my everyday life, not just a holiday. I'd rather carry a bit more and have some home comforts than try for bragging rights by carrying a tiny backpack.
MoneySince I'm Australian, I've had a Payoneer account from before I traveled and also got paid to Paypal for D2D payments as well as my Australian account. It's worth thinking about how your move your money around esp if you're from outside the US. Currency transfers cost money so I don't want to go from USD to Aussie dollars to another currency if I can help it.
I usually just withdraw money from local ATMs and have no problem with that.
Work/Travel balanceThis can be hard to get right. I tend to be a binge writer anyway so am happy to hole up for a few weeks, just working then go out and sightsee or whatever. I try to mix up my travel between places that are new and exciting to me and places that I've been to before. I spend a fair bit of time in Kuala Lumpur because its pretty much on the way to other places from Australia. It's a lot cheaper to live there than in Australia although more expensive than some places in SE Asia. I find that more comfortable because I don't like being seen as a rich Westerner and being constantly hassled, needing to barter etc. Also, apologies if anyone on here is from KL, but its not a very exciting city so I'm happy to just settle down and get a ton of work done.
That's about all that's in my brain at the moment. But, yeah, feel free to ask questions or chime in.