Hi.
So, i don’t keep Jackson’s but I feel that I can offer some good general feedback.
Info of the enclosure:
Chameleon: Male Jacksons (Bermuda, named for doing the weirdest activities) 5 months old
Dimensions: 3 feet high, 2 feet wide and 2 feet deep
Unusual dimensions. Your cham will really be needing at least another 12” of height. Are you able to build something to extend the top a bit? Although, I do have a concern about proper ventilation. I’m not seeing any vents in the lower part of the enclosure. If there aren’t any lower vents, you’ll probably need to put a small fan on the top of the enclosure to suck out and promote better air circulation.
Material: Glass with plastic and airholes on the roof
Lightning: Uvb lamp, adjust higher if too hot, adjust deeper if too cold, night light lamp (rarely use) I don't use it when Bermuda is sleeping
Correct - no lights at all at night. Chams need a good 12 hours of darkness for uninterrupted sleep. I am not seeing the correct uvb. The correct standard is a linear T5 fixture with either ReptiSun 5.0 or Arcadia 6% uvb bulb. You are using either a mercury vapor or a compact fluorescent (cfl) each which has its own issue. The mercury vapor is not terribly consistent or stable in its output and is not advised for use unless you have a solarmeter to regularly measure uv output. The cfl only provides the needed uv level at 2-3” directly below the bulb, which then is a burn risk. With the correct T5 and bulb, the basking area needs to be about 8-9” away and your cham can choose to have more or less uvb as it needs/desires.
Measure thingies: there is a thermometer and a humidity checker in the enclosure.
Is it a digital one with a probe? What have been the humidity readings?
Main plant: Spathipnyllum
I looked it up and it should be safe for your cham. However, it may get too much water in the enclosure. Pothos is a staple for just about all cham keepers and is very versatile.
Side plants: torn off front-yard leaves, showered to remove any bugs and unwanted materials and placed on suction cups.
I’m not sure I understand this correctly. Do you mean you are regularly putting in bunches of leaves from a tree or bush in your yard? Sweetheart, just get a pothos. 
Flooring: Dirt as a substrate, with logs and rocks for a natural look, he doesn't eat the dirt.
Not a good thing. Bare floor is best and easiest to keep clean. Unless you are going fully bioactive with a proper set up of drainage layer, way to remove excess water, varied soil layers and clean up crew of isopods and springtails, keep the floor bare. Bioactive is an awesome thing, but it needs to be done just right. I think it’s best for new keepers to concentrate on getting basic husbandry down perfectly before even thinking about bioactive.
Day temperatures: 72F on highest parts, 65F on lowest parts, 80-82 for basking temperatures
Night temperatures: 62F - 66F
As I said, I don’t know much about Jackson’s, but those temps look pretty good to me. I know they like it cool and humid at night.
The black vine that you have you’ll probably want to replace. They are well known for shedding small particles that can get into little chameleon eyes. Fluker’s makes some nice foam type vines that are inexpensive.
What about supplements? Feeding? Have these been addressed already? Has anyone guided you towards https://chameleonacademy.com/chameleon-husbandry-program-getting-started-with-chameleons/ yet? It makes a huge difference to know why we do things a certain way, and that is a great place to learn all the whys. I’m so sorry if I seem so critical and I do hope you’ll see that it’s coming from wanting to help build you and your chameleon keeping skills up. I know you love your sweet little one and I want to help however I can so that you share many wonderful years together. It is awesome that you are here and asking questions, being open to being helped. The experienced Jackson’s keepers may be along and further help you and correct any misinformation I may have given.
