This method took 30-40 minutes to do so unsure if this will be the fastest. Please read thoroughly as there is a lot of room for error that could cost you a lot of wasted time.
Firstly transfer a player into the Indian Super League as this has the shortest season. For my run through I used Anthony Gordon. This can be done in the games starting menu by navigating to: Settings - Edit Teams - Club Transfers.
Then load up a new player career with the transferred player. Now you just want to sim through the season as quickly as possible without being moved to reserves (sub is fine as you will always be subbed on and therefore count as an appearance). You'll find as you sim, the bar in the top left rapidly decreases. The quickest way to increase this is by simulating training drills before matches. The way I got through the season is as follows:
- Advance to the first match (most likely a friendly)
- In the training centre, select as many drills as possible and then simulate
- Go into the pre-match screen and select jump to result
- Go to the seasons tab, and simulate roughly two months. Now whilst this simulates, keep an eye on the bar in the top left to ensure you don't become a reserve.
NOTE: If at any point during the simulation it drops into the red (reserve), stop the simulation, go to the central tab and advance to the next match. Make sure you simulate the training beforehand (clicking Y should populate the drills with the last set you did i.e. the ones we did at the start, which should save some time). Then jump to result again in the pre-match screen. I would recommend repeating this until the bar is full before doing another big jump in the calendar.
At the end of the season, a new button will appear in the Central tab saying 'End Season'. Upon clicking this, you will be shown all the contract options. Ensure you are on the Recommendations tab and then select a new team. I would advise you try and stay in the Indian Super League as you have to progress through another season to get the achievement.
Once you've signed the contract, a new season will commence. Repeat the process and after signing the second contract from your recommendations, you will be granted with the Precious Advice achievement.