Why, yes! You would be able to roll for it in one of my games!
Speaking of... I'm looking to run a oneshot this weekend. A quick 3-4 hour adventure. I've run it before and everythings prepared, just gotta find the players for it! So if you're available to start a session between 5-8PM EST on Saturday or 1-8PM EST on Sunday, then check out my thread below!
You have to give something to work with. How are you persuading the guy? Are you leveraging authority, trying to guilt them into following you, offering them something? I need something to work with, I'm not asking you to make the argument yourself