Work Meeting or Date?

About a year ago I had some trouble trying to decide if a lunch I had with a former colleague was more of a work or a social visit. I recently got some clarity on the matter.

I recently interviewed at a company where that very same individual happens to work. He saw me there, so I texted him and asked if we could meet for lunch of drinks so that I could pick his brain about the company.

He suggested drinks - wine - and let me choose between two very nice luxury hotel bars as the venue. We meet two days later.

To sum it up, we drank way too much, we talked at length about the company, he spent a ton of money on lots of ridiculous wine and food, and it became very clear that he was interested in more than just recruiting me to come work at his firm. And to be fair I'm sure I gave off a flirtatious enough vibe that his apparent intentions were not entirely unexpected - or even unwelcome.

Luckily I had enough wits about me to simply laugh through the encounter and head home before anything happened that might make it awkward, uncomfortable or scandalous to work with him in the future.

But I've learned a lesson: if you are wondering if a meeting is more of a date or if somebody is interested in you as more than a work contact, you are probably right.

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