Possible the world of relays has many mysteries.
To of my friends follow each other on nostr. They use the same clients and they're using (mostly) the same relays. They can see each other fine across the nostr network but they cannot see each other in the zap.stream chat and this has been a thing for like a year. They do see each other in chat on other apps. we've done tons of troubleshooting over time with no joy. It's just the way it is.
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I think the specific issue Chad was having (not seeing his friend) is in the latest Amethyst build. Chat messages don't send unless you rebroadcast them. I've filed a bug report on GitHub. Others confirming it could get it looked at faster.
FYI for anyone trying to comment to your streams using Amy too.