>>534958119
>I think just picking the most important figures in history would be kind of boring.
You could explore fun parallels if you used historical and mythical characters that actually had a rich story behind them. IMO Fate is at it's best when it draws upon the lore of the characters to create parallels with the rest of the cast.
For example, Medusa sympathized with Sakura because of the shared trauma they had. Medusa was raped and turned into a monster that was hunted and murdered for the "greater good", and Sakura was raped, humiliated, and slowly being turned into a monster. Because of this, Medusa wants to save her.
Lostbelt 4 explores the rivalry between Arjuna and Karna and how the grudge match between them was never truly settled, except this time Karna is allowed to truly play the role of hero and beat his brother.
Gilgamesh, Artoria, and Iskander had a fantastic scene in Zero where they argued over what it meant to be the ideal king. Saber believed a king should serve the people and work to make them happy, Gilgamesh believed the people should bend their knee to the king and obey the King's will because the king knew best, and Iskander believed that the king should lead by example and be a role model for everyone else to follow behind in awe. It's an accurate reflection of the myths behind their character's, from Arthur's utopian-like Camelot, to Gilgamesh's reign which fluctuated between tyranny to a just kingdom depending on Gil's whims, and Alexander the Great who awed his men and led through sheer force of personality and skill alone.
Modern fate lacks this. There are no fucking parallels to draw when every character is a literal who with no story to draw from.