You get laid off… and then one of your connections from the last 15 roles has an open position that you fit in.

alternatively: you as 50something tech worker who has only had one gig for 15 years gets canned for whatever reason goes to the streets and every single employer who interviews you sees just how out of date you are with technology because you haven’t learned anything new in forever. You end up working at an arcade until eventually taking a huge pay cut becoming tech support or working for a low paying company nobody with experience wants to work for.