Seek out counterexamples where following someone closely did not lead to the desired outcomes or where it had negative consequences.
Consider that the belief in following someone closely might be a benevolent double blind—a well-intentioned but limiting belief
What evidence do you have that following him around will make him do what you want?
What evidence do you have that following him around will make you happy?
If you’re not the lead dog, the scenery never changes...