“what queer bit reveal in in platforms like that allow you to do where given an IP address it will say we think they work at IBM and then like a little pop-up will show up like a chat driftbot saying Hey ibmer or something like that to me is... where it gets a little creepy”

Listen, don't enrich — citation is the creepy-line

The line between helpful and creepy is whether you name where the data came from. Personalization based on volunteered data ("you told me you work with a team, so here's why this fits") feels like listening; personalization based on inferred data (IP→company, scraped LinkedIn, wrong first name) feels invasive and breaks trust the moment it's wrong. Cite the source explicitly: "you shared this with me" beats every black-box inference.