I am so glad I live in a world where I will never have to do this again for anything but large infrastructure projects. I've colocated servers at major POPs like 111 8th Avenue in Manhattan, Equinix in Seacaucus, One Wilshire in LA.
For smaller projects, the convenience of the cloud is absolutely worth the price. For a larger build - like over 10k a month in infrastructure cost the cloud starts to make less sense economically but 'colocating your first server' is not a right of passage anymore - its unnecessary and a huge waste of time.
All of the functionality/services you have to provision yourself in colo like - redundancy, backup, remote hands, environmental monitoring, hardware maintenance are just not worth figuring out until there is substantial cost savings to realize.
The situationist/psychogeographic approach to the walk is algorithmic and should be made into an mobile app by someone. One definition of psychogeography is: "a whole toy box full of playful, inventive strategies for exploring cities... just about anything that takes pedestrians off their predictable paths and jolts them into a new awareness of the urban landscape" . For example a walk through the city could be described as an algorithm or fixed pattern, such as "first right, second left, first left, repeat."