I assumed it would be like the other games so I was buying everything. I've fully upgraded the hideout and bought not only every non-Elite Jackdaw upgrade, but every cosmetic upgrade too. Yet it would still require another 250,000 reales to get the outfits, swords, pistols and Elite upgrades. There's no easy way to make that much money. It's off to grind Man O' Wars, which I simply find tedious now. I'm not even taking the time to board them, it's more efficient to just sink one and move on to another. Which part of it was dull for you? I really enjoyed the actual Homestead missions as you got to know each resident. In terms of making money from it, all you had to do was buy 24 pelts from Myriam and then sell them at a massive profit. You did have to slot each one into the convoy individually but it took no time at all compared to sinking Man O' Wars for significantly less reward.