Yes, you can overwinter peppers. I might try that after this year. I had three peppers off a reaper plant and a single pepper off of a scorpion. I saw a few videos about it and you basically just hack the top off, leaving the main stem and bring it indoors.
Curious what tomato varieties you do best with, outdoors4life? I’m about an hour west of Green Bay, so our climates should be similar. I had a poor season with my testing. I tried 14 different varieties, 73 plants total, and the only ones I’m definitely planting again this year are Amish Paste and Rose. The year prior I had less than half the number of plants and about 3x the yield with only three varieties. Last year we were able to keep up with eating them fresh.
I typed up a response and it disappeared.
Amish paste and Soldaki are our favorite.
Lots of companion planting for better pollinators.
We are overwintering our reapers and trimmed them down so hopefully they do well next year. We have a freeze dryer so we like peppers to powder. There is no way I’ll ever try the reaper though. I sell them to the crazy people who can handle them.
If you want to see pics there are all sorts of fun pics posted on FB.
https://www.facebook.com/BramblewoodFarmMN