It depends.
Having certain sensitivities in regards to food textures, light, sound, smell and physical contact from other people, I do try to respect people's wanting not to do a certain thing, because for all I know, it might make them sick or uncomfortable somehow. I know that I certainly didn't like people shoving activities, sensations or things they want me to try down my throat and prying as to why exactly I didn't like it or want it. For the sake of consistency, I extend people the same courtesy I want.
On the other hand, when there's a problem with a glaringly obvious solution, or at least a way to work through it, I can't resist exploring the options and asking people why they don't do this, that and the other that could better things. I'm also known to play half-therapist, half-Socrates and tease out why people believe certain things, especially when it's inconvenient or hurtful to them, or why they pursue a certain course of action. It doesn't make me very popular with people on an interpersonal level. However, my curiosity and wanting to understand how people work and why things happen has helped me academically a lot.