Watering - Snake plants like things on the drier side. I know it might pain you to leave Chuck alone for so long, but he should be watered like a succulent. Let the soil go dry a half inch down (at least) before watering. When you water, as soon as it's dripping out the bottom, you're done.
Roots - Chuck is fine being root bound. Repot every 1-2 years, and either upgrade his living space or prune his roots. For root pruning, watch a couple bonsai root pruning vids BC there's a good amount to learn and those techniques work for ant plant you're not trying to propagate.
Light - if you want Chuck to be happier, head to the hardware store and pick up a ballast ($8 or so, should have a clamp), an LED bulb 60w equivalent with color temp 5000K or 6500K (spotlight bulb is better but a little pricier), and an outlet timer. Set the bulb to 13-14 hours/day. Bulb can be a few feet from Chuck. Closer is better, but you want the light hitting Chuck all over. I'd set it so it's at a 60 degree angle, at a distance where it's hitting him from soil to tip, then rotate Chuck 90 degrees every 2 weeks.
When it comes time to repot him, use a terracotta pot and succulent/cactus soil. (I'd use coir with a lot of perlite and pine bark fines mixed in.)
For feeding, I recommend Osmocote plus at half strength. (Bearing in mind that it's directions say half strength for indoor plants - so Chuck would get 1/4 strength compared to an outdoor plant.)
Don't worry too much about the leaf tips. It's likely an effect of the combo of less light and altered watering schedule.
Remember - overwatering is the real killer.
If you just bought Chuck (which from his roots I suspect), repot him. He's been in there for a long time.