Here is the full list of all 32 Shadows of Doubt achievements.
Buy a new apartment
Fall down an elevator shaft from 4 floors up
Hide from a pursuer using a newspaper
Detect a fingerprint while highly inebriated
Use a door wedge to trap somebody in a bathroom
KO someone by barging through a door
Throw an expensive item through a hotel room’s window
Hire a hotel room
Search through the trash 20 times
Steal a gun and throw it in the sea
Escape from hospital without paying your medical fee
Find a hidden door key
100% complete a citizen profile
Take out a loan from a loan shark
KO a debt collector
Complete the ‘Dead of Night’ case
Install all sync disks in a single game
Complete a murder case without violence
Complete a murder case without being seen trespassing
Pay back the starch kola sync disk loan
Retire
Pin 100 unique things to your case board(s) in a single game
Retire without KO’ing anybody
Retire without getting KO’d
Drink 100 coffees
Drink 100 kolas
Eat 100 donuts
Eat 100 Croque Monsieurs
Put 100 junk items in the trash
Have a shower to remove stinkiness
KO everybody in the city at least once
Return a lost item