Hey Tupperware, I grew about 10 plants, 6 habs, 2 thai chili and a few others peppers in Melbourne, FL. If you are in Orlando then believe me, you can't over water a pepper in that climate. I would water my peppers everyday or every other day and they grew and bloomed to almost 2 feet tall before I left them with a neighbor. I was growing in pots and you seem to be in the ground, which may let you water less. When it rained almost everyday for 2 weeks one pepper plant turned very very yellow like a banana. I refrained from watering and it greened up within two weeks.
Did you manually chop that pepper's stalk? Your soil looks wet in those pics so I would refrain from watering until the peppers leaves start to wilt and then water. That method works very well for cleaning up any bacteria poking around your plants.
Does that pepper get 24/7 sun? I lived right on the beach and my peppers would see 24/7 sun and they loved it. I also did not use any pesticide but I lived on the beach and there wasn't that many bugs compared to out in the woods.
I also went heavy on the tomato fertilizer. All this Cal-Mag and potash wish wash is an old wife's tale. I poured heavy tomato fertilizer until I saw pods, which I had over 150 pods per plant.
These methods might work for you since we have the same location. But I would avoid chopping plants stems in the future. I did that to a tomato and it just looked ugly.