Hi there Jeff. You will be so glad you tried winter sowing in milk jugs. I still can't believe how easy it is.
I planted about 6 to 8 tomato seeds per jug. When they had their second or third set of true leaves I transplanted them into the 18 oz. plastic drinking cups you find at Walmart. I punch one large hole in the bottom of the cups with a drill bit.
https://www.walmart.com/ip/Hef...
Place the newly transplanted tomatoes in a plastic storage bin, again found at Walmart. I punch holes in the bottom of the bin for drainage and place the lid on. So you want the bin to be tall enough for the cups and growing plants. The lid needs to be not sealed so there is some ventilation. If the weather is very cold the lid can be sealed, if warm not sealed.
I hope this makes sense? I'll try to get more photos this coming end of winter/early spring and post them here.