A more current photo taken today - looking even more droopy (but less brown)

Thank you for your consideration, Jane!

This is planted in a boat shaped container approximately 6 inches tall (a bit more narrow at the base). I'm not too sure what it is specifically planted in but it appears to be a "normal" type of potting soil with a thin layer of peat on top (approximately 2 cm thick). There is no drainage in this container. I haven't dug in to inspect the roots. The plant extends approximately another 8 inches above the container.

I always make sure the soil is dry before the next watering, and I have always tried to ensure I didn't over water by watering at regular intervals (once every couple of weeks).

Sorry again for my ignorance, I appreciate your help!

No drainage? Well there you go. Mystery solved.

You must have drainage.

Josh

Like I said...I'm a newbie! I figured that since the plant didn't come with drainage in the container, and that it was doing very well for the past year without it, that it didn't really matter.

should I repot now, or wait until the spring instead? And does anyone have suggestions for repotting? (Container size, new soil, etc.)

thanks to you both!

I'd repot it now so you don't lose it. I'd put in a 3 gallon pot with new potting soil.

3 gallon from a 6 in pot? Isn't that a bit of overkill? I wouldn't go over an 8 in pot. I would also look into soil mixes that drain well before potting up. The wrong kind of soil is just as bad as no drainage.