With the new upcoming event the Reapers will be facing off against the other Trading Companies of the Outposts, maybe in retaliation to this surge of activity the Companies decide to take down the Reapers Emissary tables at each of the Outposts. Now players wanting to help the Reapers will have to sail out to Reapers Hideout, facing any danger including other Reapers in order to raise the Flag.
I get the argument that it is convenient and all and I don't mean this as punishment to players wanting to raise a Reapers but they are supposed to be rivals and it would make sense story/lore wise.
In addition, maybe add some trading NPCs to the other side of Reapers Hideout, turn it into a shady Outpost where the Reapers can actually hide out. Maybe the NPCs at the Sea Dogs Tavern weren't getting enough businesses so they packed up and became reapers themselves.
