"To discuss the possibility" means to have a conversation or talk about something that might happen or be true, but is not certain yet. Full definition
The board also discussed the possibility of acting as its own contractor on the project, but opponents suggested there was insufficient staff to do that. (articles.chicagotribune.com)
This is more of an advanced planning situation, so you may need to consider discussing all possibilities with legal and financial professionals. (bestliferates.org)