1. A business project, undertaking, or initiative that presents difficulties, challenges, or complications
The construction project became a problematic venture due to budget overruns.
O projeto de construção tornou-se um empreendimento problemático devido aos gastos excessivos.
2. An entrepreneurial effort that is beset with obstacles or unfavorable circumstances
Starting a business in that market proved to be a problematic undertaking.
Iniciar um negócio naquele mercado provou ser um empreendimento problemático.