You'd think that if takes about 1 hour per week to maintain 1 server, it would take 2 hours per week to maintain 2 servers. Right? Wrong.
With 1 server, I had a simple batch script that would upgrade the server whenever there was a new build. Now with two servers, I have to do staged deployment (one server first, then the other server), have to make sure that configuration settings are replicated across servers, have to add more scripts to get even simple tasks done, etc .
So, going from 1 server to 2 servers is more than twice of the work. The good thing is that once you are prepared to handle multiple servers (in an automated fassion), adding more and more servers become very easy. So, the third server will add just a nominal amount of work for me and running 10 servers is not that different from running 40 servers.
I'm the Co-founder & CTO of 
