Hi. I'm working on Headcanon for my fics on how each individual founder rose to power.
I've already done a few.
Hurricane was the most trusted centurion under Boreas Caesar, the father of Pansy.
Platinum was the daughter of the tyrannical King Ferric and who became a travelling Star-Swirl's best apprentice.

I'm pushed for ideas on Puddinghead, Clover and Smart Cookie.
I'm a huge history enthusiast so anyone I could base them on would be appreciated.