First - Both peat & pine bark based soils become hydrophobic (has to do with how Fe ions are attached to soil particulates as they dry) & difficult to rewet if they dry to less than about 30% moisture content. It's very possible that you're watering, but actual soil particles are repelling the water & it simply passes through the root-ball without wetting it (This condition kills roots BTW & leaves the plant even more vulnerable because of an even greater lack of ability to hydrate the top of the plant). Try soaking your pants in a bucket or tub until you're sure the soil is saturated & see if that gets you through a day. Often, watering once & then returning in a few minutes to water a second time will cure the water repellent nature of these soils, too. You can also use a wick to supply additional water from a reservoir to the plants. Also, a bigger container with a larger volume of soil will make more water available for plant uptake. Second - If your soil will not hold sufficient water to get your plants through a 24 hour period, it will not hurt them to utilize some sort of saucer/drip catcher that can act as an additional reservoir. The trick is not to add so much water that your roots are constantly soggy. You can water from the top (but try not to wet foliage unnecessarily) as usual to flush the soil, but leave a little extra water in the saucer to help the plant through the day. As long as there is gas exchange at the lower region of the pot after the extra water is absorbed, roots will not rot. Drip irrigation systems are convenient, but there are three reasons I don't use one. - It's a sure bet you'll become dependant on it. When you do, you're at the mercy of any system failure which can easily result in the demise of all/some/most of your plantings. - It's very easy to be lax during periods of rain &/or cool weather & over-water to the degree that roots rot. - When you manually water every day, you get up-close & personal with your plantings as you water. This is the time you should be looking for signs of over/under watering, insect infestation, or signs of nutrient shortages. Automatic watering eliminates the need for that interaction. They're great when you go on vacation, though. Al

Unless you need the container for a fall crop you're better off just crossing your fingers and hoping the other makes it. At this point the plant has shared proximity, soil, and water too much to make transplanting it worthwhile. You should segregate the infected container from your other plants to keep them from brushing up on one another. You're going to want to change out the water, too. At the end of season wash/wipe out your container with a 1-part-bleach + 9-parts-water solution (wash the water holding part of the container now if possible). You're going to want to get rid of the soil + plants after they're "done". It's one that can spread through water/soil/litter of leftover plant material as well as finding hosts in over-saturated soils. G'luck.

also, my plants look like that throughout the day for short periods. florida sun can be brutal on your peppers. on hot days they'll droop a bit. how many hours of sun does it get per day? also he seems a bit close to the edge of that container. you're eventually gonna have to repot that guy

Those containers sort of have drainage in them. In the picture, do you see the black line on it, about 2 inches up from the bottom? Thats the drainage it has. In practice, it means that the bottom few inches stay a soggy mess virtually around the clock, even when the top looks bone dry. I still get them for the same reason flip does, they're light and make moving things indoors much easier, but I always take a power drill and punch a bunch of holes into the bottoms so that they will drain completely. Flip, one way to treat root rot is with hydrogen peroxide. Get the 3% concentration that they sell in the pharmacy section of walmart, get one of the big bottles, and just pour it in there after you repot in something with better drainage. The peroxide kills the rot, and it quickly breaks down into regular water and oxygen, helping to aerate the soil.