Re: Q: Losing 'purchased' content when resetting the game.

@Caerban 

select the sim you want gone

there will be a red circle with a white slash through it, on the right next to the head shot

removing the sim from the town, means they are gone from the town and game

for you, I think this is the best option, if you just want new sims

you get a new batch of sims in your town without loosing any of the stuff you have earned or bought

without having to level up and redo quests to get babies and preteens and so on

without having to level up hobbies all over again 

I wish you good luck