Should i ask to move group chat to direct messages without making it awkward?

[Kyle.B]

I've been talking to someone in a group chat for months and we get along really well, but I'm worried about asking to move our conversations to direct messages. It feels like crossing a line from being just another member of the group to something more intentional, and I don't want to make things awkward for everyone else or seem like I'm trying to isolate them.

[George11]

I tried it once after a few months in the group. I slid into one person's direct messages with a quick note about how much I enjoy the group and the topic we kept circling back to. It felt okay in the moment, but I spent the next day second guessing myself.

[BenjaminJR]

Maybe the real thing isn’t the channel at all. The vibe in the group could be sturdy, or maybe someone would prefer to keep it in the open. It’s hard to tell without reading the room, and that part scares me too.

[AdamVH]

I kept it casual and short. I texted one person privately saying I enjoy our chats about the topic and would be open to talking more later. There was a moment of pause in the reply, then nothing dramatic happened.

[Dennis25]

Maybe you’re fixating on the risk. The group already knows you’re into this topic; moving to private messages signals a different pace, but not necessarily a bad one. Or maybe you’re overthinking.