So, I got an Xbox, a new copy of Oblivion, and my old save with the hopes of finally completing the game. However, after about an hour of playing I remembered why I had originally given up on the game. Thanks to utterly shoddy game design and misleading in-game text (as well as some serious lack of forethought on my behalf), my current character is deeply underpowered for his level, which makes many fights nigh unwinnable wars of attrition. So I decided to restart and play smart this time, but the past two hours trolling the Oblivion wiki trying to chart a course through the shoals that wrecked me the first time have been fairly soul-crushing. I am not looking forward to grinding out spells non-stop for hours at end just to trick some faulty leveling scheme into working properly.*
So I ask those Lurers much more familiar with the game, is it worth the investment to restart, if I mostly just want to finish the Dark Brotherhood/Theives Guild, find the remaining errant interesting quests and locales, and maybe poke about some more? If so, how can I go about creating and maintaining an enjoyable character with as minimal of mental and menial investment as possible? I also have an extreme disrelish for the spell-creation and alchemy portions of the game and would rather find a build that avoids those sorts of things as best as possible.
*BTW, I cannot comprehend how people can praise Oblivion to the skies when its character creation and leveling systems simply do not function as intended. These are the bread-and-butter of any RPG and basically all other developers can execute them competently (even Bethesda, as Fallout 3 attests). So why do the Elder Scrolls games get a pass in this regard? I really hope Skyrim is not this inherently frustrating.