You need to assume several key realities about the target of your email. He has received 300 other emails that day. He has temporarily forgotten how you met. He has temporarily forgotten everything you’ve already talked about. He has 20 seconds to spend on your email before deciding to handle it later which may mean never. He probably won’t click any links or open any attachments.All of this is irrespective of the fact that he may indeed care about you and your startup. But email is such a burden on his life that he just can’t be accomodating when it comes to triaging hundreds of emails.