Where to start in the funnel

Having put more than a decade into my business, I have proof of concept. About 10K loyal on my email marketing list. But now I have a new offering (I’ve told you about it before – The Wealthy Speaker School). I would like to double my list and will start at the beginning with the funnel for that objective. But what’s the best starting point for my existing base? A series of emails, perhaps with some video to sign people up?