haber sido más cuidadoso

to have been more careful

→ haber
phrase Rare #51,042
to have been more careful Often used after a verb such as deber to say someone should have been more careful. Cuidadoso changes to match the person or people described, such as cuidadosa or cuidadosos.
SP: Debí haber sido más cuidadoso con mis palabras.
EN: I should have been more careful with my words.

Deberías haber sido más cuidadoso.

You should have been more careful.

Debí haber sido más cuidadoso.

I should have been more careful.

— El mundo secreto de Arrietty (2010)

Debería haber sido más cuidadoso.

I should have been more careful.

Tom deseó haber sido más cuidadoso.

Tom wished he had been more careful.