to have been more careful
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.