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Business to pleasure: how to ask out that cute sales rep?


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Posted

I am a health care professional. I frequently encounter sales representatives from various companies. I'd really like to ask one of them out for a date but I can't figure how to tactfully cross that bridge. Sales people are always such a curve ball since they are essentially paid to be nice. However, I always inetentionally steer the conversation to personal life stuff, partially since I hate sales pitches and partially wanting to get to know her better. The conversations usually go well. I honestly can't remember the last time I had such a crush on someone. I feel like a teenage boy.

Posted (edited)

Awesome dude!

 

Here's what you can do - depending on how confident you are.

 

you say you steer your conversations to personal stuff at times, have you learned about things she enjoys? possibly foods? If so, you can take the following approaches:

 

BOLD - "You know, I have to admit, I really enjoy our conversations. I want to take you out - let's get [sushi/tapas/whatever]". Give her your availability and figure out a date. If she rejects you, smile and go "worth a shot" - no need to make it awkward.

 

TIMID - just say something like "I've recently found out about this [sushi/tapas/whatever] place and I've been meaning to try it - you know what? we should check it out sometime"

 

judge her reaction. If she's like "that sounds great!", give her dates you're available to check it out. If she says any reason as to why she can't, it's a rejection. It could be a delay, but leave it in her court from there on out and stay professional.

 

Note - the bold route works best but only if you're pretty confident and not shaken by rejection

Edited by Sivok
Posted

You can try, but pharm sales reps are paid to be nice, and even flirty. I have friends who do that job, and they get asked out ALL the time, because they are good looking and know how to form connections with people in order to get sales.

 

So there is no harm in asking, but do it with no expectations she will say yes.

Posted

People in sales know all about the ask. So just ask. If she says no, take it in stride & don't let it effect your professional relationship.

One request for a date is usually no big deal, persistence in the face of rejection can cross over into sexual harassment in a work setting.

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