When am I diligently following up and when am I stalking?

What’s In This Episode: Have you ever turned that corner from "diligent followup" to "annoying stalker when you're checking in on a proposal or pitch? "I feel like if they were gonna respond, they would have responded." - Brad Jill and Brad fundamentally disagree on this issue, and even on the receiving end of relentless pitches, Jill only gets annoyed if she knows the sender is a bot or writing templated emails. She knows how hard pitching is, so she's likely to respond with a "not interested," rather than delete - which is what Brad does. "The 'no' is an acknowledgment that they got my pitch. No, to me, is maybe." - Jill Jill tells a very interesting story about how she campaigned to be on the Stephen Colbert show, an endeavor that lasted 3 years. So... perseverance wins? They discuss the internal and external reactions of following up, what people might think and what's really going on in people's lives, and how ego gets involved. Brad has some tips to help. How do you deal with followup?