After about 170 hours of play have reached level 31 on my Skyrim Legendary Survival playthrough. No longer a "glass peashooter" but still unable to take on enemies 1-on-1 unless they are: goats, deer, basic wolves, mudcrabs etc.; I am lucky; or can snipe them faraway with bow or magic (and they are the very basic version of the enemy). So now a "glass air-pistol" I suppose. Can finally take on basic trolls using my companion band - see later, although I still haven't managed to beat the git that lives on the throat of the world - because still quite easy to freeze to death on the way up that mountain if I decide to hang about and hit trolls. Still run away from vampires and those cult members looking for me - they are both b*stards
So have been gameplaying with constant companion and conjuration of other entities to tank for me, exploiting as much as possible: enchantments, potions, magic and shouts. And also saving a lot. Especially when locked in Boss Arena with a dozen enemies - which gets very hairy. However, still finding it fun to work out the best strategy to beat big bads - for example, leading attacking dragons onto bandit camps, so that they attack each other and helping you defeat both.
Have virtually no carry capacity, because survival difficulty, but then that's what a companion is for. And no fast travel...but I quite like wandering about Skyrim, as I find it very relaxing. Thankfully money is not an issue, loot drops and rewards in dungeons are not nerfed at these difficulty levels. Also enjoying the other survival mechanics - food system with hunting and scavenging veg from barrels/sacks and farms is much more important, as does the need to utilise the network of taverns across Skyrim so that you can rest.
Almost finished the first home at Falkreath, just need a pile of steel, slaughtfish scales and all the various bits and pieces to make the shrines.
And have finished 31 quests and 145 misc. objectives and started all the main questlines, apart from the civil war, although I've barely gone very far with any of them - 7 for the main quest. the rest just started.