Enchantress

I play enchantress in the jungle of course, and there are two styles I play with her depending on who's in the safe lane. If we have a safe lane solo, I attempt to babysit and harass the other team as much as possible so the solo gets freefarm, and toss him some heals as needed. If we have a duo in the safe lane, then I try to go more for all out ganks and less for flitting about and harassing.

Starting items - typically I get tango, salve, 1 clarity, smoke, circlet, and a branch.

Early game items - get a Bracer and boots, then build in to treads and drum. Pick up a wand if you want. I skip Urn in favor of the stat items - it always felt superfluous to me.

Mid to late game items - I build Scepter after drum. After that I usually cede farm to the other carries (and start buying dust/wards/smoke), as anything after Scepter is luxury. But if you have gold, sheepstick and necro book are a good choice.

Skill build - W at 1 3 5 7, E at 2 4 13 14, Q at 8 9 10 12, R at 6 11 16. 2 points in your heal is enough to make it really useful. By the time you get to choose between Q or E at level 8, I find that's around the time when maxing Q is good because it helps you survive ganks and slow down carries.

Teamfighting is easy, just make sure to pick a good position in the back and chuck Impetus spears. Positioning is important - don't get ambushed and be well aware of who has Blink daggers (an Enchant's worst enemy).

Pushing - your pushing power is best early on before the major teamfights start happening, because then you can build up a good creep set instead of roaming with your team. Follow up ganks with a push.