When being confronted with two alternatives - providing an estimate which feels optimistic or one which feels pessimistic - prefer the pessimistic approach over giving optimistic estimates to keep things predictable and avoid chaos. Here’s why.

I started my first blog in 20098. Back then, setting up a blog was a tedious effort, as you had to set up and maintain the server, the database and the software yourself. I only used it infrequently, but it helped me focus on current topics and mentally put things in a certain order.