*Will pick best answer* any help would be great with this?

[Jason]

I would say that you should just say hi, nothing can go wrong but you'd still be hesitant to do so, right?

So what I usually do when I'm too shy to say hi is just to type out the message first. That way, you'll be less inclined to back out of messaging him since the message is already there. Then, I would just force myself to hit the send button. Don't do it slowly, you'll have more time to back out. Closing your eyes while doing this helps ease the anxiety I think haha. Also, while waiting for the reply, you can also lessen your anxiety by keeping your mind away from it by doing something else.

After doing this a few times, you'll be less scared to do this and it will be easier for you. All the best!