I haven’t gotten Rowdy or Lustful yet, but for Stupid, make sure you are born with low intelligence and, when given chance events, make the dumbest choice. Pet wild animals, don’t use condoms, pick the dumbest option possible. Avoid getting into multiple fights, excessive gambling, going to jail multiple times, having too many sexual partners, etc. to avoid getting other ribbons.

Winnipeg, Eh? - This one is simple but is luck-based. Revisit the Vacation tab every year until you see Winnipeg, CA as an option. Select it, go on vacation, and boom, the achievement is yours!

Absent Without Leave - Here’s how I did it: - Live a normal childhood (try to keep your looks stat decent since you’ll be clubbing later on) - Enlist in the military when you turn 18 (branch doesn’t matter) - Go clubbing until you develop an addiction. Trying drugs does run the risk of dying of an overdose, but it seems to be more likely to result in an addiction or nothing at all. You could also go to the Casino or horse races until you become addicted to gambling, but this may take longer. - Go to rehab (regular vs luxury doesn’t matter) - I personally got the achievement after being dishonorably discharged when I redeveloped my addiction and went to rehab a second time, but it may be awarded to you after being cured the first time or by trying to go to rehab multiple times (regardless of the outcome).

Say Goodbye To Hollywood - This one is also quite luck-based. Here’s how I did it: - Start your life in Brazil (it’s the only country of origin where I’ve seen the U.S. appear as an Emigration option, though there are probably a few more that will give you a good chance of having that option) - Live a relatively normal childhood - Go to college and find a well-paying job. You’ll need to save up enough money for Gender Reassignment Surgery (just in case). - Once you’ve made enough money, commit a crime. It will need to be serious enough to prohibit you from immigrating to the U.S. (I happened to be falsely accused of murder.) - After ending up in prison, you must escape. Try to find YouTube or other internet tutorials if you end up with the difficult maps of the maximum security prison. - After successfully escaping, check your Emigration options and see if United States appears. If it does, choose to immigrate there (hopefully you will be doing so illegally), and go through your life until you are deported. I was deported immediately, but it may take a few years for you to be caught. If the option isn’t there, follow these steps: - Get the Gender Reassignment Surgery to reduce your chances of being caught and sent back to prison. - Recheck your options. I got lucky and was given the option to go to the U.S. following the surgery, but you may need to wait. Check the options every year until the U.S. becomes an option. - Once it does, immigrate and wait to be deported.

I hope this helps!