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I for one have never said HHS was the "Holy Grail" but find its useful tool for creating non-distraction backgrounds and nice Bokeh in outdoor shots.
I usually shoot in ETTL mode with flash in normal and HSS but to did a couple of tests in M mode yesterday to better quantify performance of HSS with my 580ex. I like to expose for highlight detail in the brightest solid objects, which outdoors in sunlit tends to render everything else much darker than seen by eye because the camera sensor can't handle the contrast range like our eyes, brain and adaptive perception does.
I started with an ambient only baseline shot at 1/500th, exposed per the clipping warning, to keep the sunlit parts of the white towel -- my highlight detail proxy -- and found I needed a aperture of f/9 to keep the sunlit part below clipping. I then added a single direct 580ex flash at 1/1 power in HHS mode from a distance of 10ft. and got this result:

I then moved in to 7ft and got this result...

and this at 5ft.

Not shown is the baseline test I did at 1/250th with normal flash. From 10ft. I had to dial the power down to below 1/4 to get a flash exposure in front which matched ambient exposed below clipping on the towel. At 10ft. the flash power in HSS mode wasn't adequate. At 5ft. the foreground matched the sunlit part almost exactly, but the ambience and 3D rendering of the natural rim light is lost resulting in a flat-overflashed look. 7ft. produced the most "normal" rendering. The foreground is underexposed relative to how an indoor shot would be exposed, but that is necessary to preserve the ambience of the backlighting from the sun and avoid a flat over-flashed look.
Next I tested with dual flash, opening the aperture more and allowing the sunlit parts to clip slightly and winding up at 1/500th @ f/5.6 for my baseline ambient only exposure:

I placed the off camera 580ex flash set to 1/1 power 45° to the right at a distance of 6ft. and shot with Master/fill on the camera bracket from 10ft, also set at 1/1 power and got these results:


I moved a bit closer for the shot at 1/2000th, but not intentionally.
7-10ft. is the range I typically shoot portraits from and the M mode full power range tests confirm my anecdotal experience using HHS outdoors; it works fine at those distances when used with direct flash. I've also used HSS outdoors for shallow DOF shots of things like flowers where the flashes were closer with no problems. I didn't have time to do a test with diffusion on the off camera light to tone down the specularity of the highlights, but have shot that way previously in ETTL with the off camera flash closer and gotten OK results.
A big reason I like to use HSS when feasible is because prior to switching to Canon in 2004 I had been using a Minolta D7Hi which has an electronic viewfinder and no sync limit with my pair of trusty Vivitar 285HVs. I got spoiled shooting with flash outdoors and never having to worry about the sync limit. For the first year I owned my 20D I continued to shoot with my pair of Vivitars. Being frugal I was reluctant to spend $800 to get the same basic flash solution I already had, but but after the creative freedom from x-sync I enjoyed with the Minolta is was a PITA to be shooting at f/8 outdoors with my new 2.8 L lenses and I bit the bullet. I was aware of the limited range of HSS and the of Canon's optical based wireless, but I'd been using Wein optical triggers on my Vivitars. I was quite skeptical about the ETTL ratios to the point of asking others to shoot and post some tests, but after getting the flashes and learning how the evaluative flash metering introduced in the 20D worked I found that overall the Canon flashes were much more effective than shooting in Manual mode with the Vivitars, which I still have and use occasionally.
There's a lot of things I don't like about Canon flash, but I've learned to deal with its shortcomings, including the limited range of HHS. I'd like to see the obsolete and poorly positioned mechanical contact hot shoe replaced with a TosLink style fiber optic connector between camera body and Master flash and a dedicated slave flash with a stand mount, barebulb, speedring and emovable tethered sensor. FWIW I'm hoping that someday Canon will produce a 1.6 or larger EF / EF-S mount camera body with an EVF instead of the flapping mirror and sync-bound FP shutter. There are pros and cons to EVF vs. optical, but the advantages for flash and exposure control outweigh them for me. HHS wouldn't be needed and outdoor photography with flash would be much simpler.
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