Interesting question @wgirl...
I think digital nomads are typically looking to live in a nicer/cheaper jurisdiction, while still being able to work in high cost countries (or, perhaps more correctly, for employers in high paying countries) via web-enabled home working.
I do mostly teaching/tutoring, a little bit in local schools if they want me... or online via Zoom/Skype lessons. Usually UK/US/China. I also do a bit of remote technology marketing/copywriting via freelancing sites (UK/US/Canada).
So, I am currently in Bulgaria...
And: No challenges! It's easy-peasy! :-)
* Ticks the box on low cost: the cost of property is relatively low, while the cost of living is very low. Also has low income tax (10% flat tax).
* Ticks the box on good connectivity. My village has fiber internet, which comes in to my router (not to the street outside). I recently invested in a gigabit router so now I have 80 mbps wifi.
* Ticks the box for plenty of nice scenery and decent places to live. I live in nice locations (city/village/ski resort), which is a consequence of the low property cost (swapped a small UK house with tiny garden for a village house with a large walled garden, and two studio apartments).
* Even though it's a low-cost location, it's is very quiet and safe. I feel very relaxed here.
* Bureaucratic processes (such as resident permit, driving license, social security) not super difficult to navigate. And as professional fees are very reasonable, I can have an attorney or translator help me if needed. It would be easier if I learned Bulgarian, but hasn't been a huge issue for me. (With the fall of communism, schools swapped from teaching Russian to English as the second language, so most younger folks have a bit of English.)
* Even though I'm the local gringo, nobody comes round and hits me up for money, or tries to run some kind of scam. My builder and mechanic are helpful and treat me fairly. My neighbors are always very friendly, and often offer fresh fruit and veg from their gardens. (The village is popular, so many of the locals have much nicer houses and cars than me, so it means I'm quite low profile here, instead of sticking out like a sore expat thumb.)
* For in-person English classes, my school only pays me 12 leva/hour (6 euros), and this doesn't include commute time or hanging around time when the lessons aren't consecutive. I enjoy the change of scene, but it's not hard to beat this pay rate teaching remotely!
* Overall, exactly what I wanted as a nomad: better quality of life at lower cost, while still being able to generate a bit of an income. And, actually, I can pay my bills doing 10 hours or so per month, so I'm not under any pressure at all. I have pretty much a stress-free life these days... lucky me. :-) (Although it's making me very lazy: I'd rather watch YouTube or go for a mountain bike ride than do lessons.)
* I'm not retired yet, but I'm entitled to a full UK state pension. This is about 700 euros a month, which should come in handy. (A company/private one would be significantly higher.) The Bulgaria minimum pension is 125 euros/month, while the minimum wage is 300 euros/month. This gives an indication of the living cost here, and shows that retirees can live quite comfortably.
* As a side effect of the low cost (and Covid lockdown encouraging online purchasing), I've bought a couple of "luxury" items: instead of the bad old days of going to Starbucks for a £3 coffee, I bought one of those bean-to-cup machines (it makes delicious coffee!)... and IPTV so I can watch USA & UK TV... and a Xiaomi robo vacuum ("I have finished the clean, I am returning to charger now")... and a cross-country turbo e-scooter for trips into town. :-)