His image #12 shows a digital set-up (of a girl in Odaiba being photographed.) That doesn't mean he was doing digital, but the setup obviously is using some sort of lighting that you don't have.
On your question regarding spot metering with 35mm compared to MF, you may not realize it, but Olympus in their OM-3 and OM-4 cameras have a metering button to do exactly what you did with MF. The user meters a scene for shadows, then presses a button for "shadows" which adjusts the exposure by two stops. So yes, it is done for 35mm.
I've not used HP5 (one of the few ISO 400 b&w that I've skipped), but having pushed film before I'm not encouraged that you can mimic Mr. Sobol's work simply by pushing film. Some of his images look like they have enhanced vignetting. Some of his Japanese work looks like it was accomplished through some sort of contrast enhancement, or the use of filters (some even look a bit IR-ish, I wonder if he used SFX?)