"Beat up Simeon" is an objective in the story mission Complications in Grand Theft Auto V
Walkthrough[edit]
Time to learn a little more about hand to hand fighting. Ideally, Michael can take out Simeon without getting hit himself.
The best to do this is to use a counter-attack strategy. Let Simeon close in and dodge the punch he throws. Follow that up with a couple of punches at him. Just repeat this a few times to take him down without much trouble.