Agreed 100%.
Best piece of advice here is to just say SOMETHING. Anything to get him to notice you and recognize you during tryouts. If you go into tryouts without him having any idea about who you are, you are going to go above and beyond to get noticed.
The worse thing you can do is wait up until tryouts in hopes of having an outstanding showing. There are so many other kids trying out, that he can not watch every single one of you at once. Plus, if he/they are just going off of names, there's no way he can remember every person's name that tried out. So when he goes back to see who he liked, you want to make sure he associates your name with you.
I moved in my first year in high school, so I didn't get to try out my freshmen year. Then I tried out my softmore year. Didn't make it. Like you said, I don't want to sound cocky, but I was clearly better than guys that made it over me. When I didn't make the team, everybody that had played with me before were like "How the hell didn't you make it? And then (insert name) did?". I was just trying to let my game do the talking.
So the next year, I went to the coach on several occasions to ask about tryouts, to ask about what he looked for in a player, to ask about open gym, etc. Pretty much anything that would lead to him being more familiar with me and my face for when tryouts came. That year I made Varsity.
From there I actually moved again and ended up at a different school. Did the same process. Going to the coach for random things. "Hey Coach. Dominique Davis. What GPA do you need to play?" "Hey Coach. Dominique Davis. When are tryouts?" "Hey Coach. Dominique Davis. What position would you have me play with my size on this team? Just like to know so I have an idea on what skills to work on." lol
I went to open play after school and played. I literally did one thing right in front of him. I stole the ball from one of the guys on the team. Took the ball down, one guy tried to step up in front of me and go for a steal. I went around my back, leaving him behind me. I took two steps from the free throw line and finished over the top of someone trying to contest at the rim. Point game.
Right after that coach walked up to me and asked what my name was again. Nodded his head. And asked, "You still going to try out for the team right?".
So my best advice is, make sure he gets familiar with you before the tryouts so that he will make it a point to watch you during tryouts. Then you can really let your game do the talking.