Generally speaking, I feel like asking someone how via text or messaging is probably kind of a "bitch move". But there are also some women you (or at least me) don't interact with regularly.

I connected over fb with the daughter of a much-older coworker, and while I met her a couple of times last year, this year we've just not bumped into each other. So I've debated shooting her a message and just asking if she'd want to catch up and "complain about work" over drinks sometime?

Or is that a total bitch-move that's destined to fail, and I should just put zero effort or thought into her unless I just happen to see her in-person again?