Wanted to inform everyone about an update:
The Hobbies & Pastimes listed here DO ACTUALLY count towards this achievement. The Strategy Guide lists them as Hobbies & Pastimes, but in the "Replay Missions" section of the paused menu, you will find that you can replay the Assassinations and Trafficking missions. Shooting Range does not count, but I will leave the information for that in this thread.
Thanks to Xerofox for the rambunctiously romantic signature!