Strong acid is dissociated all but completely: you have a certain amount of $\ce H^+$ and start neutralizing them, one drop at a time. As you do so, their numbers steadily decrease. It feels like sawing a huge log with a hand saw.

Weak acid is dissociated only partially. You see a relatively small amount of $\ce H^+$, but as you start neutralizing them, more molecules of acid get dissociated and their $\ce H^+$ ions stand in place of those you've neutralized. It feels like sawing a thin log, but a peculiar one: it seems to regenerate under the saw.

So at the end of the day, it is the sheer amount of acid that matters, rather than immediate concentration of $\ce H^+$.

Strong acid is dissociated all but completely: you have a certain amount of $\ce H^+$ and start neutralizing them, one drop at a time. As you do so, their numbers steadily decrease. It feels like sawing a huge log with a hand saw: you see the amount of job, and you do it until it is all done.

Weak acid is dissociated only partially. You see a relatively small amount of $\ce H^+$, but as you start neutralizing them, more molecules of acid get dissociated and their $\ce H^+$ ions stand in place of those you've neutralized. It feels like sawing a thin log, but a peculiar one: it seems to regenerate under the saw.

So at the end of the day, it is the sheer amount of acid that matters, rather than immediate concentration of $\ce H^+$.