Respectfully, if you read what I wrote and what you quoted, I do not at any point say Barry is a dull player. I did not mean to imply that, and perhaps dull is not the best choice of words.
My statement comes from my perspective as a guitarist who has casually studied this method for the past 4 to 5 years and is, furthermore, a total novice jazz musician.
I mean that while the BH method is liberating and endless, I still play many of the same 4 note drop 2 and 3 chord shapes through tunes, and it gets pretty boring sometimes. Now I realize it's related to my knowledge of the method and overall chord vocabulary. Etc
Lately, I have made an effort to read my way through Allen Kingstone’s book. I actually had a light bulb moment the other day playing with the “brothers and sisters” concept at a jam. Even with only drop 2s and 3s, you get some nice movements over bars. (For example, CMajor6 = A minor 6 and Minor 6.) So yeah, it's getting less “dull,” I guess.
I can relate to your point here a lot. I always feel like I end up playing the same stuff. Practicing seems to expand this core repertoire pretty gradually, except for those rare lightbulb moments (like the one you describe).
Maybe I should have said it a different way. Barry's method accounts for all 12 notes in the scale. There is no limitation to the types of chords that can be derived from it. He has his own way of organizing the notes that is arguably logical, but also arguably idiosyncratic. If using BH's method, the key to going beyond fixed voicings is to explore his 'borrowing' concept. Any possible combination of notes can be had that way and his method of scales suggests movements from those chords, no matter how wacky they are. That's the real beauty of his method IMO. Finding chord voicings is one thing, but moving in between them with harmony requires less 'thinking' with BH's method (not as many scales to learn etc). When practicing, BH's method suggests ways to move harmonies around. Worth mentioning, for me at least, when 'actually' playing, I tend to play what I have rehearsed for better or worse. All of this heady stuff is for the practice room.
The 4 note voicing thing is another point that I can relate to. I find that on steel and guitar, that playing 2 or 3 note voicings can sometimes sound more interesting, because it allows you to imply more movement. 4 note voicings have a nice full sound, but on steel/guitar the possibilities for voice leading sometimes are limited by the physical constraints of the instrument. If you do play smaller voicings, when you do hit on a 4 note voicing it almost has more weight. Similarly, if you are playing a passage of mostly larger voicings, if you throw in the odd smaller voicing in between the bigger ones (because of physical constraints on the neck), the ear often doesn't really miss having all of the notes all of the time. I'm not sure if this is what you meant, but is kind of what I have been thinking about lately.
Another point is that BH is playing piano, he's got the whole orchestra at his fingers. When playing guitar, steel trumpet whatever, it really helps to play with other people. Or to record some chords to play over. Or use backing tracks etc. This stuff, especially rootless voicings and partial voicings, comes to life when you have the bass notes underneath. That moment you describe at the jam sounds like a good one. That's exciting stuff, those moments.