Every RP guild does in some way or form create their own “Lore”, or headcanon as it is known, to solidify their place in the WoW universe. Every single RP guild is a break from the known lore, some more than others, but it is unavoidable. I do not think one should give Harold such a harsh time for “Creating” his own little set of islands, even though I myself would be more happy to see him claiming to own land in an actually known area, rather than make up an entire area. But that is purely a question of taste, I suspect.
Many nobles claim to own land in Elwynn, or Redridge, for example. And while none of that is supported in lore, I think it is quite alright. Just like there is no lore surrounding my own guild, or any other, truly. Because it is a player-driven canon. That’s what RP is. Personally, I think creating three islands might be a but much, but that is my own preference. I’d rather have set the land in an already existing area, but I can understand why you might choose otherwise.
As far as actual feedback goes, while I think the idea could work, I would suggest trying to polish it a bit more. For example, more than half of the original post is all about the made-up isles, which cannot be visited in-game and RPed on truly. I would have liked to read more about the ranks, how the Rams Garde operates, and just more information in general. You are bounty hunters, but will also fight as an Alliance force in battles at her behest, so will your men (and women) be drilled as soldiers too? Why are elves and gilneans not wanted? Are there any class restrictions?
I believe a lot of focus has been put on the Lord and his backstory / land, which ultimately might not be that crucial to the rest of the members, and the RP, except as an explainer as to where any criminals go whence captured. Will you hunt players? If you capture a player criminal, will you send them off, and they will just have to sit idle on that character forever, or until the sentence on the isle has run their course? Why not cooperate with guilds, like the Twenlth Penal Company ( [A-RP] Twelfth Penal Company - DISBANDED ) and get some nice cross-guild RP that way?
As you can see, there’s a lot of questions, so my feedback is to maybe try and explain the guild a bit more thoroughly, and go deep. Don’t just explain what it is, but also why it is. Why did you make these decisions, et cetera. In any case, I wish you the best of luck moving forward!