Medic
Neutral Evil
Only as often as I feel that it makes sense, as I run other, better systems.
Though when I did run 5th Edition, I usually ensured that taking a long rest simply wasn't feasible for my players if they wanted to complete whatever objective they had set out to accomplish. Yes, there was time to take a few hour-long breaks to catch their breath, but the pirates would be gone by noon, or the necromancer would attain lichdom by midnight, or the gnolls would be done burning and pillaging the countryside by morning. They could disregard this and sleep for the whole eight hours, of course, so long as they were fine with the results of their inaction.
Though when I did run 5th Edition, I usually ensured that taking a long rest simply wasn't feasible for my players if they wanted to complete whatever objective they had set out to accomplish. Yes, there was time to take a few hour-long breaks to catch their breath, but the pirates would be gone by noon, or the necromancer would attain lichdom by midnight, or the gnolls would be done burning and pillaging the countryside by morning. They could disregard this and sleep for the whole eight hours, of course, so long as they were fine with the results of their inaction.