Good questions, Kyla.
I'm also a beginner and have found a number of daylily groups on Facebook as also being a good info source, although ATP may give more in depth answers.
Perhaps someone from your planting zone will come along to answer your question on winter sowing.
For me, I wouldn't do it here for fear of having seeds get lost.
The most dependable way for me has been distilled water with peroxide spouting in the little plastic bags and then planting in cups until large enough to go in the ground.
Our 1st freeze here normally doesn't come until Christmas -- I'm pretty much done spouting seeds since seedlings don't do too well if kept in the house too long it seems.