[actionowl]

If you have customers with servers, then surely (hopefully) someone remotely technical manages them but I've found that technical expertise varies greatly and in my experience not many customers have interest in taking on the install/maintenance of said software.

You basically need something as easy to install (and update) as Google Chrome or you have to do the install and maintenance yourself (trust me on this, it's a huge time suck and customers can have all kinds of weird setups).

My "favorite" memory was a customer who ignored our request for a dedicated VM to install our web software onto. They neglected to tell us that this system already had a service running that used port 80/443 and somehow we were able to get through our install and take over that port without breaking the application but one day the server rebooted and our app got the ports before the other app. What was that app? It was their access control software that let people enter the building... whoops!