I have both right now, can't really say I prefer one over the other. I have an HHA single pin lever sight, and a Trophy Ridge V5 multi-pin sight.
The downside to the single pin sight is that you really need to move the sight before taking a shot, which takes time. If a deer is moving quickly, you may not have time to adjust your sight, or if you draw and a deer moves closer, you might be SOL.
So these days, I practice a bit with my pin set at the WRONG DISTANCE so I know approximate hold-over or hold-under. If I draw on a deer at 50yrds that suddenly turns and walks into 35yrds, I don't have to let down and adjust. Without that practice, I would.
I honestly can't say there's any similar disadvantage to a vertical multi-pin sight. I do believe my HHA has more adjustment potential than my TR V5, so my 25yrd top pin and my 75yrd bottom pin are basically as high and low, respectively, as they can go. The HHA has more adjustment, so if I set it up to bottom out (lever bottom) at 25yrds instead of 10yrds as I have it now, the highest setting would likely be over 100yrds. But either have plenty of range for hunting.