You can contact a prospect as often as you’re able to deliver new insights that they find interesting. Contacting a prospect is never about sending a stupid note that says “did you see my last email?” or worse yet, “I’m just checking in to see if you’re ready to talk.” Excuse me, but “checking in” is what you do at a hotel, not what you do with a prospect!
What you can afford to do when prospecting is to fall into the trap of believing that if you try to contact them more than a couple times, you’re bugging them or since they haven’t yet responded, they must not be interested. You can’t allow yourself to accept either one of these beliefs. The only belief you can have is that you have the ability to help them see and achieve what they didn’t think was possible; therefore, it is your responsibility