Noticing, tracking and debugging errors should be easy. Wikimedia developers and users should be able to easily notice new errors (possibly only a subset of them that they are interested in), find out details, and share with others. At the same time security and privacy standards should be enforced.
Sentry is the most popular open-source software for error logging and aggregation; we should use it to (initially) collect errors from logged-in users (maybe leaving out the largest wikis, if the high traffic is problematic - those wikis are usually better at noticing problems quickly anyway) and/or errors on some specific pages with smaller traffic and more problematic history (e.g. Special:UploadWizard).