I can’t offer that much advice other than to remember that cladding is effectively a rainscreen, so it doesn’t have to be all that solid. I say that because you might find alu cladding cheaper and easier to work with than wood/composite and wont warp/rot. I had it on my old house and it looked genuinely new england style while needing just a clean every few years, never any maintenance.
If you are doing it, consider a directly mounted flat-backed gutter with flashing coming down from the flat roof into the gutter, this will prevent water getting down the back of the cladded section from the top.