I was doing questions on organic chemistry. I came across tonnes of questions where I was required to compare basic and acidic strengths.

Comparing acidic strengths is fine — I remove an $\ce{H+}$ and compare the stability of the anion because my teacher told me a strong acid has a stable anion and explained the reason to me from an equilibrium point of view.

When it comes to comparing basic strengths what do we do?

Can I add an $\ce{H+}$ to the species and compare the resulting stability by resonance, hyperconjugation and inductive effect and then can conclude the more basic one will have a stabler cation?

Really baffled. Please do correct me if I am mistaken in my fundamentals.