Hi Stev,
Welcome to the forum!
Like Grok, I think it's great that you are so keen to help your new friend. It can be hard to find tailored advice for these situations, so here is what I'd recommend:
When you're in a large group of people and your friend doesn't know everyone, make sure you introduce at least a few people to him. Introducing a few of your friends who are confident and comfortable socially can be helpful. I was really shy and felt socially anxious when I was younger, and what I found most helpful was when my best friend (who is naturally confident, and still my best friend) would introduce me to her friends, and then one or two of her friends would go out of their way (without even being asked) to make me feel comfortable by being friendly and relaxed. People who are good at keeping conversations going naturally and like to tell funny stories are really appreciated by those who are shy or get social anxiety. The socially anxious are often great listeners, so those who love talking and telling stories appreciate the patient attention as well!
My best friend introduced me to her friends in high school when we were in Year 10. It's like she knew when I was ready (or at least as ready as you can be if you're really shy or socially anxious). Having her as a friend really helped me to not isolate myself. I still count myself lucky for the times I went out socially, with her influence. We spent far more time just the two of us though. My best friend would go out socially with friends, and she'd also make time for just me and her to hang out, which meant she could have some one-on-one time with an old friend. It worked well for both of us.
I had a quick look for online tips, but as you've found, there isn't a lot that is specific enough.
I hope this has been at least a little helpful 🙂
Best wishes,
Zeal
