Here in the central midwest tomato seeds and even some bean seeds will overwinter on/in the ground just great. Even with the terrible winter we just had I have volunteers of both of them as well as a baby canna that has to be from a seed. I just found it yesterday. Second one in 2 yrs. in the same close area. The one from last year was kept going in the house all winter and it is growing nicely in a pot this summer. This fall I'll see if the tuber is large enough to survive being out of soil this winter. I'm sure this new baby will need to be kept in a pot for the winter.
I found some very small bulbs(?)in a bag that I had let dry out over the winter so I planted them late this spring. I thought for sure from the size and shape that they must be caladiums. They didn't come up for over a month and I thought they must have just been too dry to be alive. But one day I noticed something green growing in that spot so I took a closer look. They were baby EEs!! They still are small and will need to be kept in soil this winter as they should have been last winter.
I'd try a few seeds of each plant you want to WS and see what happens. But don't put all your eggs in one basket so to speak. Remember that hungry birds, mice, squirrels, etc. can wreck havoc on a row of seeds if they can get to them. You may need to put some kind of cover or barrier over the area just to be safe.
