Daniel writes: I sent an agent my pilot after he requested it. He responded almost immediately to acknowledge that he got it and say that we'd talk soon. Two weeks went by and I didn't hear anything so I followed up and he apologized and said he hadn't found time to read it yet. I then let four weeks go by without hearing anything from him before sending another e-mail reminding him of how appreciative I'd be to hear his feedback. That last e-mail I sent was about four weeks ago and I still have not received any kind of response. Do you think I should just give up on the notion that this guy might actually read this pilot at this time? Any chance he read it and deemed it not worth responding to?
What should I do differently in the future when I have someone's permission to send them a script? For example, should I have sent another follow-up after another two weeks instead of waiting a month the second time around?
I don't think you did anything wrong here - but unfortunately you may have to let it go. Yes, it's possible that the person is a flake and never read nor wants to read your script. It's also possible, like you said, that he read it and didn't like it and doesn't want to bother telling you that. It's not really a matter of when to send the email or how many times to follow-up. It's a matter of whether they will actually read your stuff, and whether they love it or not.
You do need to be proactive and persistent (without being annoying). Sometimes it can take a couple reminders to get someone (even a close friend) to read a script. I know it's frustrating, especially when that person offered to read and seemed really enthusiastic about it. But it's kind of like dating...at some point, you have to realize that he or she is just not that into you and move on.
The thing is, when you find the right agent or manager for you, you won't have to chase them down. They will chase YOU down because they love your work and can't wait to get out there and start convincing everybody in Hollywood that you're the Next Big Thing. You'll be a "pursuit." You don't want to have to pester someone into being your rep, because if they don't already love you, they're probably not going to do a very good job of getting you work.