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In terms of sound, you'll get a fatter, "rockier" and probably less trebly/ice-pick and higher output sound out of a humbucker in the bridge over a single coil, in my general experience. Which isn't extensive with S-type guitars, as I've mostly played dual humbuckers for years now, but back in the day ...
The big problem with HSS is that the humbucker is likely to be louder than the two single coils, so you will get volume changes on switching pickups. At least that's my experience
To my mind, you are better off going for a single coil. Beef it up a bit with a baseplate, and tame the highs a bit with a tone control.
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But if you don't have that limitation I definitely agree that a SSS is best for a Strat and a separate guitar for humbucker sounds is preferable. That's just my opinion mind you so barely even worth telling you since yours might differ lol.
Worth noting is that on an HSS you don't just lose the bridge single, you also lose the 2nd position sound, or at least only get an approximation of it.
For those that want the SSS look but with additional tonal versatility, you could consider a SSS configuration with a 'stacked' humbucker, or a Deluxe Strat with S1 switching that will give you fatter tone options. Neither of these will be exactly the same as a conventional HB at the bridge, but nevertheless these are some alternative options to consider.
A key disadvantage of SSS is the 50/60 (UK/US) cycle hum issue that is just part of owning a Strat. A HB won't have that, but in an HSS config you'll still have that when the HB isn't being engaged. An alternative is to go for a Strat with noiseless p/ups but arguably these won't sound exactly the same as 'standard' strat p/ups. Having said that, the p/ups in a Strat can make a huge difference to tone/dynamics so it's a case of trying different options to see what suits you best and there arguably isn't really a 'standard' strat p/up anymore. For example, there are Strats fitted with Texas single-coils that are more powerful and a little fatter sounding. I have a 2010 Strat with 'Delta Tone' in which the bridge pup is a bit hotter than the middle/neck pups, etc etc.
I tuned the split by ear using a multi-turn cermet pot until it sounded right.
The next conundrum is: do you get a vintage humbucker so you can switch to it without a big volume jump or do you go for a hot humbucker that has a volume jump but when it's split in position 2, the split volume will match with the bridge pickup.
I'd personally go for the vintage because then I could switch between the neck and bridge pickup at will for tone variations. As mentioned before, position 2 won't sound right anyway so I'd rather be able to switch mid part.
The other way you can look at it was also mentioned - use the hot bridge deliberately as a boost so it's as if you stepped on a boost pedal. Depends if you like to switch pickups mid part.
The best pseudo-Strat in-between sound is when the humbucker is very close to twice the windings of the middle pickup, so when it’s split it’s the same. I also prefer it split to the front (plain pole) coil rather than the bridge (screw pole) coil.
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I have in the past used higher output humbuckers and they can work well but I still much prefer to voice the screw coil.