What: “Come to see how the big boys play, eh Manny?” bronze trophy
When: During Year Two (Rubacava)
Where: High Rollers Club, Maximino's Room
In the High Rollers Club, you will be able to shift the camera twice: the first will be once you depart from the elevator, showing you the entryway into the kitchen. There will also be a staircase further back from the elevator that can take you up to the second floor of the club. The second screen will show you a large doorway and, in the foreground, you will see Nick Virago's table (you'll see him if he's free). If he's sitting at his table, you can go ahead and enter the large doorway, which will lead you to Maximino's room. Big Max will be there, gazing at the cat races below. If you talk to him, this will be the main line which deviates into conversation topics, so if you really don't want to say anything else to him, go ahead and just end it from there.
This is missable simply because there doesn't seem to be much reason to talk to Max outside of getting this trophy.