I run both types here in NZ. Overbarrel are popular here and I believe a lot of early research into them happened in NZ.
From my use, I believe overbarell are not as quiet as those that put all the baffles and expansion chambers forward.
However, overbarrel tend to be shorter/thinner and if they have a rear bushing it provides two points of contact on the barrel (at muzzle thread and back a few inches on the barrel). This can make overbarrels potentially more durable against knocks that could put a can forward type out of alignment.
My two favorite suppressors are ASE Utra series (can forward) and A-Tec (overbarrel). Not sure you can get them in the US, but they are both Scandinavian and extremely quiet and durable.
If you are cutting a 300WM to 20" I think you should consider a smaller caliber like 308 or 7mm08 if you want 7mm. I suspect a 20" magnum will be pushing a big flame into the suppressor which can cause flame cutting of the baffles and shorten the life. You'll lose a lot of velocity vs. using a smaller caliber in that size barrel with suppressor, IMO.
I run 16" .223, 18" .308 and 22" standard lengths suppressed. The 18" .308 is compact, quiet and good performance at any reasonable hunting ranges most will encounter.