Ask HN: How do you monetize a Twitter account?

I've been looking at some resources about Twitter and social media lately as I am about to make a new twitter account (and possibly try to monetize it). I'm still a college student bit basically the idea is that I'll tweet about things to do in town. It's not really important to me that I monetize this because I think I'll enjoy the experience and if the account is a success then I'll be gaining from the information I get about events to attend and things to do. That being said, I will probably try to monetize it at some point. Should I wait until I have X amount of followers? How do I draw the line between sponsored posts and organic posts? Should I approach businesses about posting for them or is there another method I might be able to use?