What's the most number of times you've beaten a game?

[Farsala]

Maybe FFX, 6 times?

Hard to quantify other games, especially as a PC gamer, for example

Dynasty Warriors 3

I beat every character at least 5 times. That's 32 characters x 5 = 160 playthroughs.

World of Warcraft

I got multiple max level characters and cleared the highest available content at the time.

Hearts of Iron 4

I have completed my goals with certain countries multiple times.

Civilization 3

Similar things to HOI4, and scenario completions.