I'm in my 30s, I've been a primarily web developer for 15 years, and I know there is software I wrote in 2008 that is still running today for processing the rent of 1000s of residents. It has been updated a few times, adding a console argument to automate the process more. It was originally a Bob-O-Matic process. At midnight on the first of the month, this old-timer Bob would launch the application, click one button to load the residents, double check the numbers, click another the button to pull the rent statements, check those numbers, and then click a third button to process the transactions which actually took about an hour to run through, and on occasion would actually crash once a year or so, but it had the ability to pick back up after a crash where it left off.

That was probably my first real bit of production code, it (un)fortunately replaced half a floor of people with one man, who faithfully clicked those buttons every first midnight for the next 10 years before he retired. It was then automated by the couple of South African contractors that replaced the NYC-based app development team.

The company spent about 12 years automating away almost every job except management.