A few Challenges at my job:
- a CEO with zero tech skills and zero memory.
- a sysadmin with literal brain damage and epilepsy (but he's great, we just have had to learn how to deal with it)
- another (volunteer) sysadmin who we call @God on Slack and who usually only shows up in extreme crises.
- the budget of a tiny organization, the web traffic of a huge site.
- incoherent business logic subject to the whims of volunteers and the loudest users
- a main revenue stream that contradicts our main mission.

it's fun! woot.