drunk boss was angry I couldn’t drive him, coworker who’s afraid of clowns, and more — Ask a Manager

here are the 10 best questions to ask your job interviewer — Ask a Manager

I’m on vacation. Here are some past letters that I’m making new again, rather than leaving them to wilt in the archives.

1. My boss got drunk and was angry that I couldn’t drive him back to the office

I have been working at my job (a Fortune 500 company) for nine months, after I graduated college last year.

My boss and I went to a business lunch and he drank a lot. He was upset that I couldn’t drive us back to the office because I don’t have a driver’s license. He assumed I did. He didn’t tell me to drive until we were in the parking lot. I have epilepsy that makes me have seizures in my sleep. I have never had one when I an awake, but because it’s still epilepsy, I am not allowed to drive by law. I live in a large city with buses, cabs, and a subway, so I get along just fine if none of my family or friends can drive me.

I refused even though he insisted, and we had to take a cab back to the office and my boss had to take a cab back to get his company car the next day. Instead of expensing it, my boss and his boss want me to pay both cab fares. My boss said I should have told him I can’t drive. I work a desk job with no driving component and it was not mentioned in the requirements for my job. The cab fares totaled over $100 and I don’t think I should have to pay because my boss decided to get falling down drunk while he was on the clock. And even if I did have a license I wouldn’t have driven a company car without permission from someone higher than my manager. Is it okay to go to HR with something like this or is it expected I would have to pay?

You should absolutely go to HR about this! Under no circumstances should you have to pay this.

What’s weirdest here is that your boss’s boss is on board with trying to get you to pay this. One loon is not terribly unusual, as I’ve learned from nearly 10 years of writing this site, but two who are loony in precisely the same bizarre way is pretty surprising.

Anyway, yes, please talk to HR and explain that your boss got drunk at a business lunch, tried to pressure you to drive illegally despite your medical condition, and now is trying to force you to pay his cab expenses. Ask, too, that they handle this in a way where you’re protected from retaliation by your boss.

Read updates to this letter here and here.

2017

2. My office keeps pranking my coworker who’s afraid of clowns

I have a coworker who is terrified of clowns. He is popular in the office, and once in a while one of my other coworkers thinks it’s funny to change his wallpaper on his laptop to a scary clown picture or something of that nature. He will react in what the others think is a funny manner by screaming or running out of the building. Well, this month due to Halloween, they have been pranking him daily and have even taken up a collection to buy a clown costume to wear later this month. I want to tell him about it because I think it is juvenile and pathetic, but I worry about repercussions from my boss because she is in on it and a driving force behind it. What should I do? I need help in a hurry.

Assuming he seems to be genuinely terrified and not in on the fun, you should tell him because it’s profoundly crappy to set out to terrify someone. If your boss confronts you about it, you can say, “I assumed it was all a joke, since I didn’t think you would really set out to intentionally terrify him while he’s trying to work.”

You could also tell your coworker that you’ll support him if he wants to lay down the law with your coworkers about never doing this again or if he wants to speak to your boss or HR about it.

2018

3. My clothes are too dressy for my new job

In the last year, I have started a different job where the general attire around the office is much more business casual than my previous position. I don’t have a lot of money, but I had built up a small professional wardrobe that I feel is too fancy for the culture of my new workplace.

My wardrobe has a combination of pencil skirts, suit pants, blazers, and silk tops. People in my office wear more dark denim and button downs, or black pants with put together tops, but less dressy than what I wear. Other clothing I own is much too casual (i.e., shorts, sweats, and tank tops) or has holes or wear in it. I can’t really afford to replace things at this point, but I am worried about being overdressed. I I feel like I am standing out in a way that makes me not fit in with the workplace culture, but since I can’t afford to replace it, I don’t know what to do.

I am assuming it is better to err on the side of too fancy than too casual, but I mostly just wish I had the ability to finance a wardrobe that was in between. Since I don’t at this time, what is your suggestion? Should I say anything about it? Or just keep being overdressed and hope it’s okay until I figure something out?

Well … if you were showing up every day in a three-piece suit while everyone else was in jeans and button-downs, that would be one thing. But a pencil skirt and a silk top isn’t as much of a disparity with what it sounds like others are wearing. It’s definitely a notch or two more formal, yes, but not weirdly so.

That said, can you buy a couple of inexpensive items to dress down the rest of your wardrobe? A couple of cotton tops and one or two pairs of non-suit pants could make it a lot easier to bring your outfits down in formality, and could be paired with the stuff you already have. Sometimes “can’t afford to replace it” means “I can’t afford to buy really nice stuff” but doesn’t preclude a trip to Old Navy or getting a few $7 shirts from thredUP, and if that’s the case I think that’s your best bet. But other times, it means “I literally cannot afford that $7 shirt,” in which case these suggestions won’t work for you and I’d just dress down your current stuff to whatever extent you can and don’t worry too much about it. It’s very likely that you just look like someone who likes dressing a bit more nicely.

And if anyone ever comments on you always being dressed up, it’s fine to say, “Yeah, my old job was much dressier so I’m used to it, but I’m looking forward to buying some new stuff at some point.”

2018

4. Should we say something about a rogue parker?

I work at a small office that has a small parking garage. Parking spots in the garage are assigned based on tenure with the company, so the people who have been here the longest get a spot regardless of their position. If someone leaves the organization, they assign the parking space to the next person in line. It’s kind of a fun thing and people in the office joke/talk about when they are going to get their parking spot.

A few times recently, an employee who is nowhere near the top of the list for a parking space has been parking in the CFO’s spot when they are gone. Some people in the office have noticed it and find it strange and annoying. There is no official rule about that kind of thing, but it seems like a boundary crossed. It also seems too petty to bring up to anyone, including the person doing the parking, so we feel resigned to grumbling. Is this something we should just ignore, or should it be addressed?

When I started to answer this, my initial instinct was “let it go — if the space is free, why not let it be used?” But then I realized that it’s just one person who’s doing this. It is unfair that this is a known system and one person is circumventing it for their own benefit.

The right move here isn’t to try to stop to it completely, but rather to get the rules clarified. If this is allowed — if temporarily vacant spaces can be used on a first-come, first-served basis — that should be announced to everyone, so everyone can benefit from it, rather than just this one person. The system shouldn’t be “everyone follows the same set of rules except for one person with the audacity to ignore them.”

2018

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