I admit that I honestly interpreted her plan the first way when I did the quest on my main and voted for her. It didn't even occur to me that she was referring to flirting randomly with women he works with. I totally thought there was a "Let's try spending more time with your clients socially, because they already know you, like you, and know you're awkward and serious af, and see if they can introduce you to new people!" thing going on.
Man was I disappointed in how that played out. If I'd realized, I would've voted for the elf on both my main and my alt lol!