[sosborn]

Maintenance nightmares are a product of organizational culture, not any particular framework.

[procaryote]

Any language can get you a maintenance nightmare, but a lack of types and a monolith will get you there faster.

Nothing in ruby forces you to make it a monolith of course, but the lack of types hurts

[nickserv]

The language encourages metaprogramming, and disencourages typing. This makes maintenance much more complicated when compared to other languages such as Python, typescript or PHP.