1. A circumstance or set of circumstances that presents difficulty, challenge, or creates complications requiring resolution
The company faced a problematic situation when their main supplier went bankrupt.
A empresa enfrentou uma situação problemática quando seu principal fornecedor faliu.
2. A state of affairs that is uncertain, disputed, or difficult to handle
We need to address this problematic situation before it escalates further.
Precisamos resolver essa situação problemática antes que ela piore ainda mais.