I started with static, just to get a feel for the program; basically load in the cloth on the figure, and let it 'relax' into a natural look. Once it's done that, maybe tweak it by pulling it about; you can return the posed-cloth more than once too. I started static as that removes an extra set of criterial to sort before opening VWD. I'd also get everything ready for clicking VWD; then save it as a default. That way, you don't have to resort/load/adjust items every time. I also duplicate node hierarchies in Daz of the items I am going to be posing, again so I have an easy backup for when I don't like a result.