Life on the road was not for me. Sure I loved seeing the world but ....
1. Always having to make plans for the next place to sleep was stressful for me. I'd arrive at some city and have to start planning the next city else I'd be homeless once my hotel/apartment term expired. I started booking longer (4 weeks, 6 weeks, more) but even then just the fact that I have a place I don't have to think about is less stressful for me.
2. No hangout buddy or really close friends. Some people are great at making new friends and I did make a few in certain cities but I'm at least a little introverted and felt pretty lonely quite often.
3. There only so much tourism I can take. At some point it just got boring seeing yet another old church, yet another museum, etc. Some recent book claimed you should take several shorter vacations than fewer but longer ones. They recommended no more than a week at a time.
4. Not being able to buy/own anything. That might appeal to some but not to others, it means no shopping, something that many people enjoy while traveling. It also means no PS4, no Vive/Oculus, no gaming rig, no tools, no food supplies. Sure if I rented an apartment I could go buy a few things to cook but when I have a permanent residence I have tons of utensils and spices and other things in my kitchen that I just don't have the time to gather in a temporary place. Similarly I had drawers or closets full of parts and tools, something I didn't have digital nomadding.
Of course that's all just me. I've met others who really enjoy that lifestyle. Good for them!