I managed to get Satan to show 6 times without fail by selecting "Insult your CPU!", "Learn to insult" and "Proficiency" on the main menu.
Selecting the insults "your beloved auntie", "looks like", "(...)", "Satan" and then pressing B to complete the insult, the progress updated during the dialogue about weak spots.
You can then withdraw and rinse and repeat the above to unlock the achievement.
Note: The position of Satan often shifts, but it will always show in the choices available.