A toy model (suggested by Klauder) was analyzed from the perspective of first-class and second-class Dirac constrained systems. First-class constraints are often associated with the existence of important gauge symmetries in a system. A comparison was made by turning a first-class system into a second-class system with the introduction of suitable auxiliary conditions. The links between Dirac’s system of constraints, the Faddeev–Popov canonical functional integral method and the Maskawa–Nakajima procedure for reducing the phase space are explicitly illustrated. The model reveals stark contrasts and physically distinguishable results between first and second-class routes. Physically relevant systems such as the relativistic point particle and electrodynamics are briefly recapped. Besides its pedagogical value, the article also advocates the route of rendering first-class systems into second-class systems prior to quantization. Second-class systems lead to a well-defined reduced phase space and physical observables; an absence of inconsistencies in the closure of quantum constraint algebra; and the consistent promotion of fundamental Dirac brackets to quantum commutators. As first-class systems can be turned into well-defined second-class ones, this has implications for the soundness of the “Dirac quantization” of first-class constrained systems by the simple promotion of Poisson brackets, rather than Dirac brackets, to commutators without proceeding through second-class procedures.