Here is the full list of all 10 Sickness achievements. It takes around 0-1 hour to unlock all of the achievements on Windows.
Give up everything to stop history from repeating itself
Cohabitate with Misa
Turn down the opportunity of a lifetime
Spend eternity with Sara
When things get messy, neglect your duties
Turn the tables while being seduced
See this season's biggest blockbuster
Kill Mr Roth while he's indisposed
Attend counseling
Fail your first paid kill