Pirates of Legend

Comparing a fictional character like Long John Silver to real world people poses an interesting design challenge. I think it would be very subjective. Your ranking looks valid to me. Using the cap of 10 gives you the full range.

For example, I'd probably write up Captain Kidd like this:

Captain Kidd (Pirate, Level 10, Chaotic Neutral, HP 74, AC 15, MV 12", STR 16 (+3), INT 14 (+2), WIS 12 (+1), DEX 15 (+2), CON 14 (+2), CHR 13 (+1), Special Abilities: Naval Expertise, Intimidate, Treasure Hunting)

Appearance: Captain Kidd is a fearsome sight, standing tall and robust with weathered skin tanned from years at sea. His dark, piercing eyes are as deep and mysterious as the ocean. His hair, once black, now streaks with grey, and his beard is rugged and unkempt. Kidd dresses in a practical yet striking manner, often seen in a long, worn coat adorned with remnants of his plunder, such as colorful sashes or exotic jewelry. His presence is commanding, with a blend of menace and charisma that is hard to ignore.

Personality: Kidd is known for his cunning and ruthlessness, a man who is as treacherous as the seas he navigates. He's quick-witted, often outsmarting his enemies with a blend of intelligence and brute force. Despite his notorious reputation, he has a code of honor among his crew and respects strength and loyalty. Kidd is unpredictable, switching from charming and persuasive to fierce and aggressive in a heartbeat, making him a respected and feared figure among pirates and sailors alike.

Motive: Captain Kidd's primary motive is the pursuit of legendary treasures. Driven by an insatiable lust for wealth and power, he roams the seas, seeking out rumors of hidden troves and lost artifacts. His ambition often leads him to clash with other pirates, merchant ships, and even naval forces. Kidd believes that with enough wealth, he can carve out his own kingdom on the high seas, free from the laws and constraints of the land.