Quick necessary preface: I have a regular 9-5 office job, so we'll call my boss from that job Employer 1.
On weekends and I take care of the child of a high-profile (ugh sorry, that sounds snobby but I don't know how to word it better) celeb couple. So basically, I have two employers. We'll call these people Employer 2.
Today Employer 1 from my office job, sends me an instant message (she works from home, so she contacts us a lot this way). This is a copy of the IM:
Boss: do u know (name of Employer 2)
Me: yes
Boss: can u get (her grandson's name) an autograph?
Me: I don't know..I could try. I can never predict when (Employer 2) is going to be around. If I see him in the near future, I could def try though.
Boss: ok pls try.....cuz my little guy wants one
Me: ok but...the thing is, even when I do see (Employer 2), I get a little nervous to ask him for autographs and pics sometimes, only b/c I feel funny doing that in their homes, you know? My Dad wants a pic of (Employer 2) for when I come home at xmas and I get nervous to even ask them for that!
Boss: okay...
Boss: sometimes easier to get stuff for kids
Me: I hate saying that, it makes me feel bad! I just get a little hesitant to ask them for pics/autographs. I know. That sucks.
Boss: i know
Me: I'm sorry! I feel embarassed
Boss: okay nevermind
So at this point, I feel totally uncomfortable and ready to crawl out of my skin. I had to edit the IM it for privacy reasons, but I should also point out that Employer 1 is requesting a very specific autograph of Employer 2 in costume from something he did YEARS ago.
On the other hand, I have a Christmas bonus in the near future, and I don't know how big a part this plays into things since employer 1 is know for being kinda grudg-y. For this reason, against my better judgement (but to protect my ass), I sent Employer 1 this IM:
Me: Before I leave today, I hope you're not upset with me. I want to do it and if the opportunity presents itself, I promise I will grow a pair and take advantage of it..
Boss: okay..just say it's for a kid..he'll do it for a kid..or ask him if his agent has pics..they usually do
Me: ok will try for it then
Boss: okay..thx..he'll do it for a kid
Ugh, nothing like being put on the spot. I want to appease her but, I feel it would be unprofessional for me to be randomly pestering Employer 2 for autographs. I feel uncomfortable asking them for things they get asked for OUTSIDE their home all of the time, especially since they are always on the go, super-busy, and super-stressed when I see them. It doesn't "fit" into what my job/duties are when I am there. So awkward.
My question is, did I do the right thing? What would you have said/done? How do you read her "tone" in the Ims?
I just feel really uncomfortable and somehow embarrassed right now. I feel like I need approval that I said the right thing, because I feel like I let her down.



) celeb couple. So basically, I have two employers. We'll call these people Employer 2.
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