Second planting indicates a severe lack of light. These are succulents and need as much light as possible....what you see is etiolation or lengthening/extension due to lack of adequate light. Also, various succulents require somewhat different growing conditions so a group planting or arrangement like the one showing generally will not do as well as if the plants were individually potted. And the proper potting soil - a very gritty, mostly mineral cactus and succulent mix - is always a concern and seldom what the plants come from the nursery or garden center planted in. I would recommend repotting and with separate pots for each individual plant.

And unless it's potted in super well draining mix, or severely underpotted (I can't assess that from here), nothing needs watering every day.

The scheff is also suffering from lack of light. Consequently it is not using as much water and the daily watering is stressing it out further. Also you will better off without those decorative rocks. Or at least remove those rocks when watering - otherwise water will run around those rocks missing portions of the mix. You will have to let the soil dry out between waterings.

Annette - You might find this to be helpful. Follow link.

Al

Regarding the sheff. Does the planter have drainage? If not it may be water logged and have root rot. If really is a bonsia they are usually planted in well draining gravel like planting medium with plenty of drain holes. Some do require daily watering but it is more than likely a knock off bonsia looking plant that can be purchased at a Walmart.

Regarding the succulent planter:

Hard to tell from that photo, however the media looks very peaty ... not a good thing for most succulents as it is too water retentive and once it dries out can be very hard to rewet. In general, cacti and succs desire a media that is very free draining (so coarse material with low organic matter). As with everything in life, there are some exceptions. Store bought cactus soil cut with perlite (50/50 or 30/70) will due for most.

"The cacti planter is in front of a window that gets good light all day."

Not to be snarky, but upon what are you basing the "good light" determination? If you are "eyeballing" it, that is a problem. Eyes are a terrible light meter. Because our eyes are so sensitive to light, light levels which appear bright to us often fall well below the threshold plants require for photosynthesis. A better option is to listen to what the plants are "telling" you. The tall plants on the right are practically "screaming" for stronger light based on how etiolated they are. Now as these plants have not been in your care long, it will take some time to see how well your current conditions suit them. Hopefully the new growth will be much tighter. The old growth with which it came to you is a done deal.

You mentioned you grow orchids .... which type(s)? Knowing that may help in giving you a frame of reference regarding light.

Provided one chooses plants with similar requirements, a community pot is indeed doable. The plants in that planter do not all have the same requirements. Due to how etiolated some of those plants are, it is difficult to be sure what some of them are which in turn makes advice giving more difficult.

Senecio rowleyanus -- aka "string of pearls" (the viny guy with the spherical leaves) -- actually looks quite good. It does not want super strong/intense light though it does still want the light bright.

The large rosette hanging over dead center appears to be an echeveria. That one wants very strong light. Summertime outdoors in the sun (after a proper hardening off.) Personally, I'd plan on hacking that one about an inch below the rosette. Doesn't have to be done right away. Leave the head unpotted for at least a few weeks. After it sends out new roots, then it can be potted up. The neck has a good chance of sending out new growths.

"I’m not sure how to get it more light in the winter."

Supplemental lighting via a daylight spectrum fluorescent bulb(s) could be helpful. Conversely, you could put the pot on a cool bright windowsill and be very stingy with the water. Growing the plants "hard" should limit their growth until warmer, springtime conditions return. At that time you could give them more sun and water.