WWE 2K23

This achievement comes during the final part of the Legacy story. After the Elimination Chamber event, you'll have to speak with Bianca and Molly in the locker room. After this there'll be a cutscene during which you make your choice. If you side with Molly and Confront the Past you'll unlock this achievement. Don't worry, it pops as soon as the cutscene finishes, not when you make the choice.

Obviously, you cannot get both of these achievements in one playthrough, however if you don't want to reply the whole story follow these steps to get them both on one save.

Once you get up to the locker room with Molly and Bianca, exit to the menu, quit the game completely, making sure it's saved and your save is backed up to the cloud. I'm not sure how to ensure this but I'd just wait a little while to make sure it is. Start the game back up and hopefully it'll be before you made the choice, for me it started straight into the cutscene even though I'd done the quitting the game while in the locker room, so it's possible the cloud save could happen if you're not quick enough. The achievement will pop as soon as the screen goes black after the cutscene.

At this point, press the guide button, go down to WWE 2K23, press start, manage game and add-ons, go down to saved data, press A on your user profiles data, and then "delete from console" do NOT delete everywhere. After you've done this, click back on the game and it should load to the main menu. When you get back into the Legacy save, you'll hopefully be back to before the choice was made. Watch the cutscene and choose the opposite choice to pop that achievement too.