The property of external positivity of dynamic systems is commonly defined as the non-negativity of the output for all time under zero initial conditions and any given non-negative input for all time. This paper investigates the extension of that property for a structured class of initial conditions of a single-input single-output (SISO) linear dynamic system which can include, in general, certain negative initial conditions. The above class of initial conditions is characterized analytically based on the structure of the transfer function. The basic study is performed in the delay-free case, but extensions are then given for systems subject to a finite number of internal and external, in general incommensurate, point delays and for the closed-loop dynamic systems which incorporate a feedback compensator. The formulation relies on calculating the output based on the impulse responses by considering the relation of the mentioned sets of structured initial conditions with the zero-state response which allows to keep the non-negativity of the zero-input response and that of the total response provided the non-negativity for all time of the zero-state response.