I don’t think this brand should aim for the luxury market; the shoes just don’t have that luxury feel, and I think that market is foreign to Jamie as well. It seems to me that he wants to do something more authentic with this brand.
I started skating about 20 years ago, and back then, there wasn’t an older demographic like there is now. Skate products could only be sold to the younger crowd. Those who stopped skating completely lost their connection and interest in skateboarding.
Now, there’s an older generation that has grown up and no longer skates actively, but they’re still interested in the skateboarding world: they collect shoes and boards, attend events and contests, and buy art books. This is something seen in other areas too—like sneakerheads, vinyl collectors, or NES game collectors, etc. I think this group is growing, and it’s no longer embarrassing for a 40+-year-old to tell another adult at a garden party, “Look, I don’t care about soccer, I’m into skateboarding.” This group has purchasing power, but they have their own specific preferences, and I see that Jamie is trying to target them. He’s aiming to create classic, clean, understated, high-quality, and not-too-expensive products in relatively limited quantities, and just as important, products that are collectible. The fact that he did his first collaboration with Ed really reinforces this, because Ed’s name resonates with this crowd (too). He’s from the same era as Jamie, and if I remember correctly, only Ed’s shoes will come with dust bags (for collectors), and there will be limited-edition boards as well. It’s likely that Jamie is drawing heavily on his Garage Days experience.
As for the boutiques: for a startup brand that isn’t well-known yet, and whose future depends greatly on how many products they can sell from the first drop, it’s completely understandable. Since we’re talking about a brand that’s partly lifestyle-focused, it fits well into the product range of these boutiques. This could also be a test to gauge which demographic responds best to the brand, and in the future, they can shift focus accordingly.