a dog-sitting job gone bad, delayed approval for time off, and more — Ask a Manager

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

It’s four answers to four questions. Here we go…

1. My neighbor, her nephew, my kid, and her dogs

My question has to do with kid work. I recently found myself in an uncomfortable situation with my middle-schooler, Falcon, and I’m wondering if I handled it badly. My neighbor, Jane, asked Falcon to check on her dogs and take them for a walk while she attended an event. She offered $15/hour, and since Falcon loves dogs, he agreed. The request was for him to spend two to three hours walking and playing with the dogs, starting between 5 and 6 pm.

On the afternoon of the event, Jane texted, asking if Falcon could instead stay at her house until she returned around 11 pm. She also mentioned that her adult nephew, Hank, would be at the house with Falcon. This change was … unexpected. We only saw the text after returning home from Falcon’s soccer game, by which time Jane had already left for the event. Neither of us had ever met Hank before, and all we knew about him was that he had learning disabilities.

Falcon was uncomfortable with the idea of spending several hours in a house with an adult stranger. But, since Jane had already left, we felt obligated to fulfill her request. I accompanied Falcon to the house at 6 pm. We walked the dogs, played with them in the yard, and greeted Hank, who was sitting in the dark and ignored us. Falcon was afraid of him. We played outside with the dogs for a couple of hours until it became too dark and mosquito-y to reasonably remain outdoors. We then brought the dogs inside and waited together in the front room with them until Jane returned, as neither of us was comfortable leaving Falcon alone with Hank.

When Jane got home, she noticed dog poop in the kitchen, which we hadn’t seen because Falcon was too scared to go in there (it was attached to the room where Hank was hanging out in the dark). It appeared that Hank and/or the dogs had stepped in the poop and gotten it all over the place. Our best guess is that the pooping happened before we arrived, as we were with the dogs fairly consistently from 6 pm until Jane’s return. Jane handed Falcon $75 as payment, but I texted her the next morning, offering to return the money since we hadn’t prevented the dogs from soiling the house. Jane asked us to return $50, which we did.

I feel terrible about the whole situation. I don’t think Jane should have put my son in the position of being alone for hours with a man he didn’t know. Falcon feels guilty for not doing a better job with the dogs. I’m wondering how could I have handled this better. Beyond letting the dogs out earlier, of course. I feel like I’ve both traumatized my child and let down my neighbor.

This is 100% on Jane. Falcon agreed to a specific job: playing with the dogs for a couple of hours, on his own, ending no later than 9 pm. Jane unilaterally changed that to “stay at my house for six hours with an adult man you don’t know.” Even if Hank had been friendlier/less intimidating, this wasn’t an okay thing to ask of a middle-schooler, particularly without checking to see if he’d be comfortable with it and possibly talking with you as well. (Frankly, even if Falcon were comfortable, I don’t think it would have been an appropriate ask. If Hank isn’t capable of taking care of the dog himself, and is someone who might smear dog poop all over the house without cleaning it up, an unprepared middle-schooler isn’t the right person to be alone with him.)

If we could go back in time, ideally you would have coached Falcon to tell Jane that he couldn’t stay later than the time he agreed to (or even told her that yourself). You say you felt obligated to fulfill Jane’s request, but you weren’t obligated; the request wasn’t the one Falcon had agreed to. I don’t think you needed to offer to return the money although I can understand the impulse, given the poop situation. But Jane should have refused that offer and should have apologized for how things unfolded.

2. I submitted a time off request 3 months ago … and am still waiting

I work at a small company, about 50 employees. Last year, the owner turned over day-to-day operations to a VP who has been with the company for the past 10 years. I report to the VP and am one of four people with the company in a managerial position.

Over three months ago, I submitted a leave request for the week of Christmas. I have been in this industry for over 20 years and that week is historically the slowest week of the year. I usually do not take off that week so that my staff is able to travel to see family (my family is small and local). Last year, my brother-in-law died on Christmas and my husband does not want to be home due to the bad memories from last year. Because it is Christmas, I submitted my request early to make sure it was timely and before any other requests were submitted.

The VP has not made a decision on my leave request and advised me he is still “thinking about it.” I’m very frustrated. I feel disrespected and unappreciated. I only earn two weeks of leave per year, which isn’t much and often causes issues as my husband has considerably more leave and we are unable to travel due to my lack of leave. It is also use or lose, so if I do not use my time by the end of the year, I will lose it. I feel like my vacation time is being held hostage. Never mind that I have to pay for the AirBNB and flight and my husband has to request leave as well for that week. Everything is in limbo over this and the costs are rising each day. The difference in the cost of the flights between early June and September is nearly $1000. I’m so angry and disappointed.

I’m willing to quit over this. My issue is that I don’t think the owner is aware of the issues with the VP, and I’m not sure how to bring it up as he has stated multiple times that he has complete faith in the VP and trusts him 100%. I do not think it is appropriate to withhold PTO approval (or denial) for over three months, all while the cost of my vacation plans are now increasing and I will not be able to use the leave before the end of the year if this vacation request is not approved. Any guidance would be greatly appreciated in how to address with both the owner and VP.

Talk to the VP first! Say what you’ve said here — the costs are rising with each day that you wait, the time off is use-or-or-lose it, and you need to be able to plan. Ask what he needs to give you a definite answer by next week.

If he doesn’t do that (or if he denies the request), talk to the owner. “Having complete faith in” the VP and “trusting him 100%” doesn’t generally mean “I believe he will never miss anything / could never benefit from help changing his perspective.” And you’re a high-level employee who’s been there for a decade; the owner probably would want to know that you’re on the verge of quitting over something so easily solvable.

All that said … two weeks of vacation time is very stingy for a management level position, and even more so after 10 years. I’d also find it grating to be in a high-level management role but still be required to get approval for a meager amount of time off during a slow period. No one should need to wait this long to have PTO approved, but typically PTO approval for managers at your level is much closer to a rubber-stamp; making you wait months for no discernible reason is ridiculous. Is this the only thing where your company is stingy and overly rigid? I’d be inclined to reassess how well this place treats you (in money, in benefits, and in respect) and compare it to other options that might be out there.

3. What do I do when my company firewall blocks a website?

On occasion I will open a safe-for-work link but it will be blocked for various reasons. Sometimes it’s because it’s a “advocacy website” (which, my job is in advocacy, so I don’t totally get) but sometimes it’s for pornography. This is absolutely mortifying! (And I must stress, there’s no reason to believe these links are actually NSFW!) What should I do when this happens? I usually do nothing, but I am very embarrassed at the idea of our IT team getting an alert that I tried to access porn at work. Do I need to email them about it and clear the air?

Nah. They’re probably well aware that the software misfires, and you’re undoubtedly not the only person it’s happening to. However, it would be fine to message them, “FYI, OatmealAlliance.com is being blocked as ‘pornography,’ which it obviously isn’t.” That way you’re informing them about a problem (their blocking tool needs refinement) and if it happens to bring you peace of mind in the process, so much the better.

If these are sites you need to do your job, you should add, “Can you please unblock it? I need it for a project I’m working on” (or similar).

4. Greeting people you’re not sure you’ve met before or not

Low stakes question, but do you have a favorite way to acknowledge people who you’re introduced to and aren’t sure if you’ve met before? Or you know you have, but they don’t remember and you don’t want to put them on the spot?

I’m usually in the latter category, but may be moving into the former. The default seems to be “nice to see you,” to cover all bases, but honestly I hate it. Curious if you have anything better?

“Nice to see you” is a classic among politicians and others who do lots of glad-handing for a reason: it covers you in case you’re forgetting that you’ve met the person previously. You could go with “hello, how are you?” but there aren’t many other options for this specific context.

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