This achievement isn't available until you reach chapter 3. If you head over to the Ounabara Vocational School on Daikokuten St, you'll start a substory and a man comes up to you and tells you you need to work on your english, he'll then take you to the vocational school where you do a free trial lesson to get into the school.
The trial exam is called: "Sports Tier 2" and most of it is just common sense and even if you know nothing about sports you should be able to pass pretty easily no trouble at all. There are 10 questions to this in general but you will be given 5 random ones and you have to answer all of them in 30 seconds. If you get at least 3/5 right you'll pass, but if you wanna be 100% sure to pass here are the answers to each question:
The skiing question: Poles
The triathlon question: Cross Country
The bowling question: Pins
Racing question: Drifting
Basketball question: 3
Baseball question: Volley
Track and field question: Shot Put
Golf question: Albatross
Soccer question: Handling
Marathon question: Battle of Marathon
After you pass this, you'll complete the substory and now you'll be enrolled into the Vocational school and you have to pass 10 exams, (21 total) and there is a fee to every exam you take of at least 30k yen.
Here are the answers to all 21 exams:
https://www.gamesradar.com/yakuza-like-a-dragon-exam-answers...Have fun!