I've pre - ordered all 3 of the recent boot makeups, and those brown jodhpur's sounds amazing!
That Tobacco Chamois would be the perfect leather for a Chukka
I agree with you on your first point insofar as the nubuck being unquestionably casual, but I find the Forest and Robert lasts to lend themselves particularly well to casual shoes. On your second point, while I submit that the second boot on the Soller last is absolutely brilliant (and something I'd love to kop quite frankly) I think the natural variegation of the material shown above keeps the plain toe from being too boring and lends it an interesting aesthetic.
It's the feeling of having something coming in the mail, only taken to the next level!
Warning: Spoiler! (Click to show)
It sits on the Rain last, which I personally can't get myself to like, but I'm just throwing some ideas out. Also, Mike, Carmina has some spectator-style monks on their site, which could work if you want to split up the Ruby shell. I think they look a bit silly, but maybe others will like them.
What do you lads think?