Have had the PSS on the boat for 8 seasons now. Made the switch to dripless while replacing the prop shaft. Very happy with it so far, no problems yet (knock on wood). But, it's normal to be happy with something until there's an issue. If it ever fails and sinks our boat I'll deny ever writing this.
Couple of thoughts:
To @RichStidger's comment above, if I had other sources of water which prevented our bilge from being bone dry, not sure I'd see the point. We're deck stepped and I like the bilge to be dusty. When it's not, that tells me there's something wrong.
Install it right/or get it installed correctly. Among other details, this includes a properly routed vent line and a security collar inboard of the PSS. Don't reuse the set screws.
Even if one yearns for a dry bilge (or the potential for one), I wouldn't swap out a functioning stuffing box for a PSS just for the sake of it. It's a nice upgrade if you're doing other work, but it's invasive as the shaft needs to come off the coupling which should then be be fit and finished to reinstall. If you have a failed stuffing box or were replacing a strut, shaft, prop, cutlass bearing, etc - maybe think of it.
It's not maintenance free. I always burp ours at the beginning of the season or if the boat has been sitting too long. For me, that takes all of 2 seconds since it's adjacent to our raw water intake seacock. I also try to keep the flange area clean of salt water - again just a few seconds every 4th or 5th time out - I just wipe it with a wet rag when closing the seacock. Last season I had a very small leak - maybe 1/8 the drip rate of a stuffing box. This occurs when debris collects between the stator and rotor. Easy fix, you just use fine grit wet sandpaper (400 or 600) and run it between the stator/rotor. Maybe that took all of 5 minutes. Also, as per the mfg, the bellows needs to be replaced periodically (every 6 years for our model and 8-10 years for the pro). In the Winter I burp it once we're on the hard to try and get any water out of the bellows. Not sure this actually accomplishes anything though.