Norgesvenn- Manpower is abysmal. My advice to you- never try to start a world anarchist revolution from a base on Madagascar.
In reply to various questions- As to Drake, Chair-Eddin, commissioned privateers and such- DOGS! SCUM! HIRELINGS! I'LL HAVE NO PART OF ANY LANDLUBBING MONEYGRUBBERS WHO FAWN AND GROVEL FOR THE ATTENTION OF KINGS AND PRIESTS! AAR! DOWN WITH THE KINGS! DOWN WITH DRAKE AND ALL THE WORTHLESS SCUM OF HIRED KILLERS! WE'LL FIGHT THE WORLD AND LIVE FREE OR DIE!
YAAAAAARRRRRRRR!!!
USA Patriot- Just season your speech with the occasional "Aar" and you will be accepted and welcomed in the Free Republic of Libertatia.
CK- Pirate attacks on land are highly overrated. I mean, I could burn down half of Mexico too, but that's because there aren't any fortresses there. I imagine I'll get the occasional conquistador, and that'll be spiffy. But by and large, the pirates will live or die based on the morale of their highly motivated and fearless crews, and not on the talents of one man or woman.