I will not be pre-warning you of bugs or prompting you when to save, so remember to save after every single loading screen (within reason), after every collectible and after every quest stage. Also due to their resilience, speed and general aptness for this task I would advise playing as a female Orc, or an Altmer or Bosmer of any sex. This allows you faster access to the majority of the achievements of the game and gives you a leg up in terms of leveling. Since you're only doing one quick playthrough you should play as a Thief class at first, then build up some Warrior skills later. For more information about any of the quests or achievements please refer to the relevant quest page or section of the Miscellaneous Achievements page of this Walkthrough.