Ideas to add / look at #1
Description
Write up Rough Order of Magnitude (and other estimation approaches - probably ticket up each one)
Write up the idea of asking "How much would you be willing to spend on a development thing? Then think on anything that might be doable with that time limit."
Write up something on the cost of maintenance: (eg I've heard annually ~25% the cost of the initial build)
Write up stuff on breaking down large projects.
Break this ticket up into a bunch of tickets!