how do I stop myself from getting overly attached in the application process?

A reader writes:

I was in law school, but between middling grades and some very personal issues, have since decided to pivot to paralegal work. I’ve noticed that with the job applications I’ve sent out that have actually gone somewhere (no offers yet), the cycle has been as follows:

– I get a request for an interview.
– I research the company and start to think about what I would look like as an employee there.
– The interview happens, and I feel pretty good about it. I send a follow-up email as soon as possible afterwards, thanking them for their time.
– Days go by without contact from the company. I flip between excitement about a potential hire and dread that I haven’t been hired.
– If it gets long enough and there’s still radio silence, I send another follow-up email reiterating my interest and asking when I should expect to hear back. The hope-dread flips get worse. (I’ve seen you tell other letter writers to pretend that they didn’t get the job and put it out of mind; I’ve tried this and it only feeds my anxiety.)
– So far: either ghosting or rejection.

I’ve spoken with my therapist and psychiatrist about this, but I do want some advice from the other side, as it were: how do I divorce my feelings enough from the process that I don’t feel affected by negative outcomes or delays in the process, but not enough to where I come across as disinterested to a hiring manager?

You’re getting excited and invested too quickly.

A single interview is too early to be confident that you should be excited about the job/the manager/the team/the company.

Maybe it’s a great job/manager/team/company. Or maybe the boss tapes people’s mouths shut, the team is toxic, they don’t allow humor, and the CEO pours urine down the kitchen sink. More realistically, maybe the boss is a micromanager or AWOL when you need them, the work is different than what you’re picturing, or the culture isn’t a great fit for you.

Your job in a hiring process — in addition to helping your interviewers see what you’d bring to the job — is to assess them right back and try to figure out what it would really be like to work there. If you are too invested from the beginning, it makes it really hard to do that accurately. You’ve got to have your eyes wide open for a whole range of problems … and not just for problems, but also for things that would make it a less-than-ideal situation for you, even if it would be great for someone else.

It’s sort of like with dating: you don’t want to get so excited by your idea of someone after just one date that you start picturing a future with them. If you do that, you can miss all kinds of ways you’re not right for each other … although those ways will definitely come out later, after you’re already much more entangled and it’s harder/more painful to extract yourself. (Obviously it’s not exactly like dating, because with jobs you have to make a decision much faster — but it’s similar.)

In your case, because you’re getting so invested so quickly, I recommend actively looking for downsides — even imagining some in your head before you know for sure, because you need something to temper what sounds like unwarranted enthusiasm at early stages.

In fact, it might be interesting to recall past jobs you’ve had that weren’t a great fit. If you were Very Excited about those early on, thinking about those experiences might help you recalibrate your responses at early stages now.

That said … it sounds like there may be anxiety at play here that’s less about the situation and more about plain old clinical-level anxiety. And if that’s the case, treating the anxiety may be the only thing that helps. But hopefully some of the above can shift your thinking a little too.

Read an update to this letter

updates: the complaint about a new hire, the colleague who doesn’t do any work, and more

Here are three updates from past letter-writers.

1. We got a complaint call about a new hire before she started

Thanks so much for the reassurance that we’ve done our due diligence on the ED hire.

Our board president and I had a Zoom call with the new ED and let them know of the call we had received. The new ED was dismayed, but not surprised (and appreciative that we were having the conversation). The new ED explained the history of this woman’s tenure and behavior, and it ultimately sounds like unfortunately there are some very serious unaddressed health problems at play.

Just to check a final box in case we need to defend ourselves, I called the president of the board of the other organization, and she confirmed everything our new ED said, including some other additional details: the org hired an outside law firm to investigate everything, which found no merit to the claims; when this caller was terminated, she asked for help from the union and the union declined; and she filed an EEOC complaint, which was dismissed.

We’re hopeful that this woman goes away now and we never have to deal with her again, but if she doesn’t, we’re fully prepared to send a cease and desist, file defamation suits, or anything else that is applicable.

2. Can I do anything about a senior-level colleague who doesn’t do any work?

I have an update on this already! Andy told Jane that I was not to make any more updates in our system unless Andy knows about them first. This is in response to a couple of changes I rolled out at staff meeting that were requested by other departments.

Andy is not our manager and is not in charge of the system nor the updates I make in it. Nor should Andy be dictating what changes I do or do not make on request of other departments. My manager, Jane, is adamant about this.

Jane called me, furious that Andy has made this pronouncement. Then, just for fun, we looked in the system to see what tasks Andy has been recording (nothing since last Nov, in case you’re wondering) and noticed that Andy received two emails from both members of a couple asking us to cancel their monthly donation. One was received in mid-Jan and the other last week. SOP is for Andy to forward me these requests and I have heard nothing about them.

I did not get into this in my letter because it was too long already, but in early Feb Andy said they’d received an email from a monthly donor asking to lower the amount of their donation. The saddest thing, though, was that another staff member had informed me just the day before that the donor had passed away the previous week. Turns out, Andy had gotten the email from the donor three weeks prior and had sat on it all that time.

I’m probably way too hung up on this on a personal level so I’m going to just put my head down for now and get my work done. Thanks again!

3. Can I put a job I haven’t started yet on my resume? (#5 at the link)

I got a job! Not the job I was applying for in my original question, but one that is directly in my field, in the intersection of subjects (political data) I’ve been studying my entire college career. I know that there are no dream jobs, but it’s in the field I want, using skills I enjoy, doing work that I’m really excited about.

I just wanted to send a huge thank you to you and your site for all of the advice. It is because of your site that I applied to a job that I wasn’t 100% qualified for, wrote a pretty good cover letter that got me an interview invite even though they already had other candidates at the final stage, and managed to get a salary I’m happy about!

let’s talk about kindness at work

Inspired by last month’s update from the person who covered her coworker’s vet bill: We talk a lot about bad behavior at work, so let’s talk about kindness this time. What’s a time you saw a colleague go out of their way to be especially nice to you or to someone else? Please share in the comments.

my boss is upset I went over her head, I overheard damaging gossip, and more

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

1. I went over my (bad) manager’s head and she’s upset

I work in a very specialized field of medical research, on a very small team. Shortly after I was hired, upper management filled the vacant role of my team’s manager with someone who has no direct experience in this type of research (though she does have a background in a scientific discipline related to what we do). It’s been a nightmare. Aside from having to train my own manager in a complex field, she is also a weak leader, and a lot of things go right over her head. One of her major oversights was not arranging for coverage while she and all the other members of our team were traveling internationally for 2-3 weeks (all PTO that she approved); this meant that I was the sole person providing coverage for nearly two weeks. As a result, I am nearing burnout from overwork.

When a change in upper management resulted in more support for our team, I started to talk to my grandboss about the issues that I feel stem from my manager’s lack of management skills and absence of relevant background. I guess the grandboss had a meeting with my manager to discuss a number of unacceptable issues that had occurred, including the lack of a coverage plan for absences. After this, my manager called a 1:1 meeting with me. She told me, in pretty specific detail, about her meeting with management. She was visibly upset and asked if I had anything I needed to talk to her about. Even though I have already brought up some of my concerns with her in the past, I (delicately) went through them again, and she was incredibly defensive. She kept saying that the criticism she got was just a matter of opinion, and it was unfair to receive discipline for it. She said there were no bad outcomes as a result of the issues they discussed, so she didn’t understand why they were problems. I had to explain that her lack of a holiday coverage plan meant I had to work every day for 17 days straight, and it made me miss out on time with my family; I consider that a bad outcome. The meeting ended with her in tears. It was incredibly uncomfortable.

I like her as a person, and I feel bad for going above her head, especially now that I’ve seen how upset she was … but she really just sucks as a boss. I was already resentful of the extra work her ineptitude has created for me, but now I feel super awkward at work too.
How do I move forward with this? I have a suspicion that she was put on a PIP, which would make anyone upset. I want to support my team and the research we do, but this is too much for me to take.

It sounds like you were absolutely right to go over her head since when you did, her boss agreed these were serious issues that needed to be addressed. Your boss’s meeting with you afterwards was further evidence of lack of management skills; she shouldn’t have put any of that on you — and I suspect her boss would not be happy if they knew she did that.

In any case, her feelings about her boss’s feedback on her work are hers to manage; don’t let her make them yours. If you have decent rapport with your grandboss, I’d seriously consider filling them in on what happened, and definitely keep them in the loop on any additional problems that occur. It sounds like they’re on it, and that’s a good thing.

2. Senior colleague disparaged self-defense training for women

Yesterday I was at a legal department meeting and mentioned I was taking advantage of some of the great training courses my company has offered lately – an AI boot camp, a CPR class, and a self-defense training course.

I’m a paralegal, and a senior attorney asked why I’d want to take self-defense training. At first, I thought he was kidding and I said, “Take a look at me, I’m tiny and getting old.” (I’m female, almost 60, and weigh about 110 pounds). He persisted though, and I realized he was serious. He started into this rant about how people are “so afraid of everything these days and for no good reason.” I was incredulous that he would have to ask why a woman might be interested in learning to defend herself and said, “Attorney, if you have to ask me that question, I don’t think I can have this conversation with you.” He kept pushing so I said, “I’m a woman, Attorney.” He responded that it has nothing to do with being a man or a woman. I said, “Of course it does” and repeated that I couldn’t have that conversation with him.

Then he says, “Seriously, who do you know that’s ever been attacked?” I just turned and walked away from him. I wasn’t going to tell him in front of all those people that I have been attacked and I personally know several women who could have used self-defense training in real life (who doesn’t??), not just to ward off an actual attacker, but to learn to avoid danger and to gain confidence that you can take with you going forward. I was so angry I was shaking!

After that, he ignored me. He wouldn’t make eye contact or anything even though he was sitting near me. He’s acting like I disrespected him or something by walking away from him. I’ve known this attorney for eight years. He’s very adversarial and loves a good argument, but we previously had a pretty good relationship so this saddens me — but I’m also super pissed. I don’t know if I should try to get through to him to salvage the relationship, or wait for him to apologize to me (because really that’s what I think should happen). The hierarchy also plays into it, as he is very senior to me and it would serve me to stay in his good graces. I’m not sure where to go from here.

Can you just leave it alone and see if it resolves on its own? It’s possible that the reason he wouldn’t make eye contact with you afterwards is because he realized he’d F’d up. Simply proceeding as if everything is fine may let you both move forward, especially if you look for an opportunity to have a normal work-related interaction soon, where you can demonstrate that you are behaving normally, which may make him more inclined to as well.

To be clear, he should apologize to you. With the hierarchy and politics of a law firm, he may not.

Read an update to this letter

3. I overheard coworkers spreading damaging gossip

I work in a community hub-type location. It’s a place where many service providers spend time in order to reach vulnerable people, which means that I have regular but brief contact each week with employees from many different community locations. Everyone generally plays well together in the sandbox, and we pride ourselves on collectively problem-solving on behalf of participants. There is no hierarchy and no one is in charge.

Here’s the problem. I recently overheard two service providers (Jane and Barb) talking smack about another service provider (Ann) to each other and to someone else in the community on speakerphone. What they were saying was petty, untrue, and could be damaging to Ann’s professional reputation. (Think: taking something vulnerable that Ann shared during a moment of extreme emotional overwhelm and making it a defining point of her character.) I despise drama and tend to stay out of anything that could turn into a brushfire, but I am wondering if I have some sort of moral responsibility to warn Ann that these two might not be trustworthy and it might be a good idea to keep some walls up when interacting with them moving forward. Also, I am on the fence about whether or not I need to bring this up to Jane and Barb as well.

I have a very good relationship with all three, but now I am questioning whether or not I misperceive my relationship with Jane and Barb. Ann will be blindsided by this, so there is a good chance that I have also been, um, discussed. I love our working environment and I don’t want to cause problems by stirring anything up, but ignoring it feels icky too. Thoughts?

I’d be most inclined to say something to Jane and Barb directly, pointing out that what they said was untrue and harmful to Ann’s reputation (just as you’d presumably hope someone would do if they overheard something similar being said about you).

Talking to Ann herself is more of a judgment call, and it has the risk of creating more drama … which doesn’t necessarily make it the wrong choice, but you’d want to factor it in. If this seems like a one-time thing, I might just call it out with Jane and Barb directly … but if you see repeated evidence of them using things Ann trusts them with to trash-talk her, then you do have more of a responsibility to discreetly clue her in.

4. How much notice to give when you’re the only employee

How much notice should you give if you’re leaving as the only employee in a small department or business? And does it change if the business has a hiring process long enough that there’s very little chance of being able to directly train a replacement?

Two weeks. The purpose of a notice period isn’t to give your employer time to hire and train a replacement; very few professional jobs would be able to do that in only two weeks! It’s to give you time to transition your work to whoever will be covering in the interim and answer questions about key projects.

Obviously many employers would like more notice, but two weeks is standard even in this situation. (And that’s a good thing because otherwise it would make job-hunting much more difficult; lots of jobs won’t wait months for you to be able to start.) That said, the manager of anyone in a position like this should be making sure the work is always documented and the employee isn’t the sole repository of crucial knowledge — since job changes aside, anyone could be hit by a bus tomorrow and no notice is ever guaranteed.

5. Announcing a pregnancy when you’re remote

I read your advice about announcing a pregnancy at work, but I’m having trouble applying some of it to my situation because I work 100% remotely. Telling my boss was straightforward since we have regular 1:1s, and I told HR after that. But now I’m not sure how to tell my coworkers.

My work is very project-driven and involves close collaboration with another team. I do not have regular meetings with this team where I could share the news, and sending them a random Teams message seems rather unnatural and attention-seeking. If I worked in an office, I would tell each team member in person (e.g., at lunch or when we’re arriving to or leaving work). Is an email appropriate or is that too attention-seeking? Should I ask each team member for a quick Teams call? In case it isn’t clear, I do not manage this team, some of them are peers and others are diagonal to me in the hierarchy.

An email isn’t attention-seeking, and it’s easier and faster than setting up separate calls with everyone. An email is a very normal way to do it (and you could even do one group email to everyone you want to tell).

stories of Machiavellian triumphs at work, part 2

Last week, I asked about Machiavellian things you’ve seen or done at work. Here’s part two of my favorites. (Part one was Monday.)

1. The voicemail

Had a sales guy at my first job in the late 90s who used to take ALL his calls and listen to ALL his voicemail on speaker. LOUDLY. We were a small company with a cube farm. This was the days before caller ID.

So one day some of us called when we knew he was out and left a voicemail saying something along the lines of “Hi Fergus, I went to my doctor and the rash is all cleared up.”

He never listened to his voicemail on speaker again.

2. The switcheroo

When I was rather younger, and back in the days when going to the pub on someone’s last day was de rigueur, one colleague refused to go back to the office at two o’clock. “All that’s going to happen is that [senior manager] will say what a great contribution I’ve made and how sorry you all are to lose me, and he doesn’t even know who I am.”

The answer, obvious to anyone awash with beer, was to take a random other colleague and put them forward as the leaver, whereupon the farewell went exactly as predicted (ROC even took the leaving gift of a squash racket, and I’m not sure that ever got to its intended recipient).

Had we been slightly more sober, we’d have chosen someone who wasn’t himself scheduled to leave a couple of weeks later, but as he said on his own leaving day “What can they do to me?”

The answer was nothing, and in fact the same senior manager trotted out the same platitudes to the same departing worker as he had a fortnight earlier, with never an eyelid batted on either side.

3. The gentle push

I was once hired at the same time as another coworker, but for the lower version of the role while she was in the higher version. She then proceeded to spend every day complaining about the job, so I would always tell her she was so right, she deserved better than that job, they didn’t appreciate her, she should follow her bliss, etc. I think it only took a couple of months before she was applying elsewhere, and I agreed that she totally didn’t need to give this place any warning because they didn’t deserve it. Not long after, they were in urgent need of someone to fill that higher version of the role, and why yes I was free and able to fill it, no problem boss.

4. The new policy

This is not precisely self serving in a personal way, but I once wired a meeting to prevent a new policy going through that I and others didn’t want. The Division Head wanted the department to support a policy that I and others felt was a bad idea. We didn’t want to openly oppose it. So three of us agreed we would oppose it covertly by amplifying any concerns raised.

The meeting started and the policy was presented. One very senior person raised a small issue and so I said ‘I hadn’t thought of it before, but Ida Long has raised an excellent point . . . and then built on that. Another person not in on it agreed and raised another concern and one of my fellow conspirators jumped on that. By the time we were through agreeing with and praising the insightful contributions of others in the group, the proposal was defeated and those who got the credit were the people who had initially voice minor concerns.

It worked so well that I used the same technique to get someone selected for a major honor that the CEO thought had been wired for his favorite.

5. The shadow government

I accidentally created a shadow government. I had an incompetent boss who was promoted way beyond her experience. She had no clue what she was doing, so she just found excuses not to do work until everyone forgot it was assigned to her. She also had a tendency to just repeat whatever other people said, and to take the side of the most recent person who had spoken to her.

I quickly figured out that I could get her to greenlight my ideas by letting her put her name on them. I would prepare a carefully researched and thought-out PowerPoint and share it with her as “hey, here’s a thought that occurred to little old me. I wanted to share it with you to see what you thought — can you dispense your wisdom, O Great Strategic Leader?” She would immediately put her name on it, share it with her boss (she never had her own ideas to share with her boss, so she loved stealing my ideas), then would graciously “allow” me to lead the initiative. I would pretend to be honored, then do her job for her and get the policies I wanted. As long as I always framed it as Seeking Her Guidance and “Gosh, I’d love to do this, thanks!”, she would give me free rein. Within a year, I was doing 80% of her job and functionally running the entire department, making all strategic decisions and setting almost all of the policies.

I don’t think she ever figured it out.

6. The hotel booking

My former manager has a story of being a relatively junior woman with a male boss, and in the way that often happens, she got asked to do a lot of admin things that weren’t supposed to be part of her job and that her male peers weren’t asked to do.

On one occasion, she was asked to book a hotel for her boss. Which she did, uncomplainingly. She found him a hotel very close to the relevant venue… but it was the kind of hotel that’s more usually booked by the hour than for the night. Her boss never asked her to do admin tasks again.

7. The fish cart

A colleague claimed to be so overworked his department head hired a full time temp to do his job so he could focus on his special projects. Turns out he wasn’t doing any work except for himself. He started his own business as a consultant while collecting a salary.

A client of ours ran into him at the beach where he was selling fish from a food cart (another bizarre side hustle I presume) during a work day, he was found out and fired. Last I heard he was running for mayor in his home town.

8. The security passes

I had a government job where my team operated as consultants – technically we had a place in our main office, but in reality we were supposed to be out in the ministries most of the time. So our manager decided we didn’t need security passes to the main office, since we were never going to be there. This policy was apparently fixed, immutable, never ever ever going to change.

Except of course we were there fairly often – for team meetings, for days when our clients were unavailable, days when we had no clients, and so on. The receptionist could let us in easily enough, but we also needed security cards to get back out. A lot of people handled this by leaving with someone else, or asking someone who sat near the door to open it for them. But I decided it would be rude to interrupt people’s work just because they happened to be sitting near the door. So – I called my manager instead. Every time. “Hi Fergus, I’m going for lunch now, can you let me out? Heading off to a client meeting for an hour, can you let me out? Leaving for the day, bye! Oh, can you come and let me out? Thanks so much!”

It took two days to reverse the the policy and get everyone their passcards.

9. The long lunch

My manager hates making decisions, so they often ask me what they should get for lunch. They’re also a bit of a micromanager, and constantly change my priorities minute-to-minute, so I start on a dozen things and finish none of them. On days when they’re really in my hair, I usually suggest a beloved local restaurant known for their huge portions and slow service. It takes my manager out-of-office for about an hour and a half while eating, and after they return, they usually have a “training webinar” that requires a closed door and lots of focus – which is, in fact, a nap on their office couch to sleep off the food coma. It doesn’t work every time, but when it works, it works!

10. The compensation study

A few years back, my company was doing a compensation study. For years, there had been requests from staff that the company release salary band information, and the company had finally promised to share salary bands for staff once the study was done.

Well, the study was completed and suddenly the company reversed its decision and said they wouldn’t be sharing the salary bands after all. Fine. A colleague and I put together a google spreadsheet with salary info (current salary, starting salary, years worked, demographic info, etc.) and shared it with our closer colleagues so those who were interested could share their salaries (no pressure).

When my boss found out and said he felt obligated to inform HR, we released it on the all-staff slack channel. We didn’t make any friends in HR that day, and ultimately only about 10% of staff chose to fill it out. But a few weeks later, the company released the salary bands, and I sent a (public) sugary sweet thank you to our HR team for supporting pay equity.

how can we get people to stop applying for every open position we have?

A reader writes:

My organization receives hundreds of applications from candidates looking to fill our vacant positions. Hiring can be a very time-consuming process.

How can I get applicants to stop applying if we have already declined them multiple times? There are various reasons for this. Some of the applicants have had negative references and we do not want to give out that information. We always tell references that their references are confidential, and we want to honor that. Other times they have not returned calls for screens and interviews. In that case, we usually tell them and they argue with us about why they deserve another chance. A few will apply every time we post a job and then will reapply for the job every time they get the rejection letter until the job is no longer posted.

One candidate threatened to sue us for not giving her an interview and has since been reapplying and leaving messages on everyone’s voicemail every month. Another has not shown up for his interviews three times, and he continues to reapply even though we explained to him that we would not move forward for that reason. Then there are those who just applying over and over again and we just don’t think they are a good fit. At times, what these applicants are doing feels like harassment. If I can give them feedback, I definitely do. It’s just not always possible. We’ve even rewritten our rejection letter specifically for applicants who we’ve already rejected multiple times in hopes they will get the message that we will not be moving forward with them.

How do we tell them to stop applying, that they will never be considered, and that we won’t be giving them a reason no matter how hard they press or argue?

I answer this question over at Inc. today, where I’m revisiting letters that have been buried in the archives here from years ago (and sometimes updating/expanding my answers to them). You can read it here.

why ask my salary expectations if you’re not going to meet them?

A reader writes:

I had a recent situation that left me pretty frustrated, but now I’m wondering if I was just completely unrealistic in my expectations of how salary conversations go.

Backstory: I applied for a role, which stated the salary range in the job listing (required by law in my state). The range had a $40,000 difference, for example, $60,000 to $100,000. During the initial HR phone screen, the recruiter asked what my salary expectations were. I gave them my floor, which was $90,000, about $10,000 under the top of their stated range. I even acknowledged that and said something along the lines of, “I know that’s right up to the top of the range.”

Fast forward two months and four more interviews (this was for an individual contributor role, not a manager), and I get a job offer. I’m thrilled … except the offer is for $80,000, which is $10,000 less than what I told the recruiter was my floor. I was polite on the phone, but asked if there was any wiggle room on the salary. The recruiter acknowledged that she’d told the hiring manager my salary expectations, but that they wanted to go with this offer instead because it was the middle of the range. She said there wasn’t wiggle room but that I would be eligible for a raise soon.

I politely declined the offer, citing salary reasons. The recruiter then emailed me to ask how far off we were on the salary. I’m baffled, because shouldn’t they know given our earlier conversations about salary expectations? In the end, I got an offer from a different company and accepted that, but I’m wondering if this whole salary negotiation situation is normal?

Do companies assume our stated salary expectations aren’t real? I understand equity considerations, but then why even post a range if you’re not willing to negotiate within that range? Or do you think there was another candidate who they felt would accept their offer … but then why waste my time?

Yeah, it’s BS.

And believe me, if the roles were reversed — if they told you up-front that the salary was $X and you went through the whole interview process, only to say at the end that $X was a deal-breaker for you — they wouldn’t be happy. [To be fair, there’s some nuance there; it would be different if you said, “After learning more about the role, I’d be looking for $Y because (reasons).” Just as it would also be different here if they’d given you some explanation of why they were coming in lower than the salary you’d named as your minimum.]

But yet this is a thing that happens. Sometimes it’s because they’re assuming that what you say is your floor isn’t really your floor, or that you’ll be more flexible if their benefits are good. Sometimes they were open to the number you named but after fully evaluating your candidacy, they genuinely believe $X is a fair offer that positions you correctly within their salary structure, even though they’re aware you might not accept it. Sometimes the recruiter isn’t even passing along your salary expectations at the beginning or not flagging it enough or at the right time. Sometimes they just suck at handling salary discussions.

Ultimately, the thing to remember is that when you name a number early on, the fact that the employer moves you forward doesn’t mean they’re agreeing to meet that number. They’ll probably flag it if you’re wildly out of their ballpark, but otherwise they may be assuming your number comes with an implicit “somewhere around here, give or take.”

candidate’s mom keeps emailing to follow up for her, pimple patches at work, and more

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

1. Candidate’s mom keeps emailing to follow up on her behalf

I’m in a position to hire older teens (usually just graduated high school) for a summer job. I have a question about how to handle an applicant’s mom. The child applied, but their mom keeps emailing to follow-up. At the beginning of my career, I worked in higher education (freshman orientation) for several years. In all of our parent programming, we were very clear that contacting your child’s professor wouldn’t help and no one can give you information anyway due to FERPA laws.

Everything in me wants me to respond to the mom and say that it’s not appropriate to email potential employers on behalf of your adult or soon-to-be adult child. To date, I have ignored the mom and only reached out to the applicant. Honestly, the thought of dealing with or making our manager deal with a helicopter parent as an employer makes me not want to hire this applicant. Is it my place to give this parent (or child) feedback?

At a minimum, you could email the mom back and say, “We do not discuss applicants’ candidacy with anyone other than the applicant themselves. We’ll respond to her directly.”

Should you say more? You’re not obligated to but you can if you want to, and you’d probably be doing both of them a favor if you spelled it out more explicitly. For example: “If I can give some advice that will help Jane, I recommend that you not contact employers on her behalf. We want to see that she can manage work-related communications independently, without a parent’s involvement, since she would be expected to do that if we hire her. You risk hurting her chances if you contact employers on her behalf.”

2. How do you evaluate “flourishing”?

I work as an administrator in an academic department in a public university. It’s basically the same old story of being overworked and underpaid. We are guaranteed a 3% raise at the end of the fiscal year and normally up to 5% with merit. Merit is based on the annual performance review, which is two parts: a self-evaluation and your supervisor’s evaluation. Even if you receive “Exceeds Expectation” on all parts of the evaluation, you don’t really see a raise beyond 3.9% (and that’s if you’re lucky).

This year, HR is shaking things up and wants us to answer five open-ended questions. Four of the questions I don’t really have a problem with, it’s the first one that I do: “How did you demonstrate [University’s] core values?” One of those core values is “flourishing.” The university website talks about “flourishing” as being able to make choices for a healthy and fulfilling life.

First, how do you prove or demonstrate that you’re flourishing? I’ve sardonically told others that I’ve taken fewer sick days due to burnout. I don’t think that is what HR or the dean’s office wants to hear.

Second, how do I evaluate if someone is flourishing? I am a supervisor, and I want to make sure that my supervisees get the best evaluation that they can get.

Can you just … ignore that value and focus on others that seem more relevant? Unless there’s something that specifically states you must address every value individually, it’s not uncommon for evaluations to pull out specific values that the manager (or evaluee) wants to talk about, rather than doing a full inventory of all of them.

But it could also be interesting to ask HR if they can give some examples of what employee alignment or misalignment with that value would look like in a work context. I wouldn’t be surprised if they don’t have good examples.

3. My employer wants us to list our dietary restrictions publicly

I have a situation at my job where there is a mandatory all-hands meeting that lasts all day and we will be fed. Thankfully, my workplace is willing to accommodate dietary restrictions (I have Celiac and cannot eat anything with gluten), but the way they are collecting this information gives me pause. Instead of a private form that only goes to the person ordering the catering, we were all sent a shared Google spreadsheet where we are expected to put in our name and dietary restrictions in order to RSVP. I don’t like the idea of anyone and everyone RSVPing for the meeting being able to see my restriction, but I’m not sure if this counts as private medical information that shouldn’t be shared. Is there a way I can push back against this public form and still be able to get my gluten-free lunch?

There’s no legal issue here (except maybe in some very narrowly defined circumstances) but it’s still not information that needs to be public. Try sending the organizer (or their boss, if you don’t trust the organizer to be responsive) a message that says, “Could you arrange for us to submit dietary restrictions privately instead? I’d rather not broadcast my medical restrictions to the whole company, and I imagine there are others who feel the same.”

4. Pimple patches vs visible pimples

I am a middle career professional office worker, who occasionally gets large facial pimples. (Like, about once a month, one pimple on my chin or mouth. Hormones, I assume, though regular mask wearing probably doesn’t help.) I don’t usually wear makeup, and don’t really have the skills to cover up such a large spot without it looking really weird. (And I worry about further inflaming it by piling on makeup, plus getting makeup all over the inside of my mask.)

When I’m working from home, I usually use a hydrocolloid pimple patch, which is not visible on video calls. But what’s the best thing to do for in-person days? I feel like pimple patches have gotten more mainstream, but I’m not sure if it ends up calling more attention to it, since even if I use the “clear” ones, they’re still visible. What do you think?

If you’re wearing a mask, can you just let the mask cover it?

I tend to think pimple patches draw more attention to it in person, especially for people who are unfamiliar with them, which is still a lot of people. (You also wouldn’t want to use one at work at the stage where it’s drawing out gross stuff from the pimple and trapping it under a clear patch.) But it’s a perfectly valid option to just let the pimple run free! You’re a human who occasionally get blemishes. It’s fine.

5. Leaving a job to care for an aging parent

I took a new job late last year to be closer to my aging parent. At the time, my parent was showing signs of worsening health but was still functioning well. Unfortunately my parent’s condition has been deteriorating rapidly over the last few weeks. My job requires a rigid work schedule and offers minimal flexibility, though my boss has done their best to support me within this structure.

I’m wondering if I can try to advocate for a part-time schedule in the interim or if I should rip the bandaid off and quit, knowing this is where I am likely headed as my parent requires more care? My position was unfilled for over a year before I arrived and there is a shortage of people with my skills. I’m also open to other advice from readers who have navigated similar situations.

If you’re going to quit otherwise, you might as well ask if what you want is possible first! If it’s not, it’s not — but there’s nothing wrong with inquiring. I’d say that in other circumstances too, but it’s especially true when there’s a shortage of people who can fill your job.

can I negotiate a later schedule before accepting a job?

A reader writes:

Are hours ever negotiable? I’m in the late stages of interviewing for what I honestly think is my dream job: I love the team, the manager, the work, everything about it, and the salary is a huge step up from what I’m making now. But I am leaning towards turning it down for one and only one reason: the role would start work, in-office, at 8 am every day.

I am NOT a morning person. Even if I go to bed quite early, I almost never wake up naturally before 10-11 am, and that has been consistent my entire life. I’ve worked remote 9-5s most of my career, and waking up right at 9 is already a struggle that leaves me groggy the entire morning. (I did a brief stint in a part-time evening job and it was the healthiest and most well rested I have ever felt in my life.) My biological clock just does not like an early-morning job. I am quite skeptical that I’d be able to last in a role that requires me to consistently wake up at 6:30-7 am regardless of how great everything else about it was.

Is a later start time something I could potentially negotiate for if I got an offer? If so, how should I phrase the request? The early start is such a major dealbreaker for me that I’d be willing to give up some salary or PTO days in order to bump it a few hours later.

Context in case it’s helpful: this IS a role and an industry where mornings are much busier than afternoons. However, 8 a.m. is not necessarily busier than, say, 10:30 a.m. in most offices.

In theory, yes, sometimes you can negotiate a later start time.

In reality, I don’t know how realistic it is with this specific job. If the mornings are busier than the afternoon, you’re talking about not being there for two or more hours of the busiest period every day. Without knowing more about the work, it’s hard to say how much that would matter. But if it would mean other people would need to cover for you or clients or colleagues wouldn’t get answers as quickly as they’d normally expect them … it’s likely to be an issue.

That said, if the start time is a deal-breaker for you, then you have nothing to lose by asking. Even if they agree, though, I’d be somewhat worried about the ramifications once you’re on the job — like whether colleagues will resent you or the employer will decide the schedule isn’t suited to the work at some point after you’ve already started.

There’s also the frustratingly puritanical thing about how people judge later-than-average schedules differently than they judge earlier-than-average ones, as if you’re a lazy layabout who lacks work ethic rather than someone whose internal clock is simply set differently. (For some reason, people who go to sleep earlier are never viewed as lazy, even though they’re doing the exact thing at midnight that you’re judged for doing at 9 am.)

But if you decide to try it, can you plausibly describe your sleep situation as a “sleep disorder”? I’m not suggesting you claim a sleep disorder if you don’t have one, but it sounds like you actually might meet the criteria for one. If so, you could use language like, “I have a sleep disorder that affects my ability to wake up in the mornings. Would it be possible to work a schedule of [fill in details of your desired schedule]?” If they have concerns about how well that would work for this job, they can raise them at that point, and you can talk about whether there’s a realistic way to make the job work for both of you.

how to ask for more vacation time

It will come as a surprise to exactly no one that Americans don’t get enough vacation time from their employers. The average American worker in private industry gets only 11 paid vacation days after a year of employment (plus, generally, federal holidays and paid sick leave). That’s awfully stingy compared to how much leave workers in other industrialized counties get.

But a lot of people don’t realize that they can often negotiate more time off, either right up-front when they’re first being hired, or down the road after they’ve been in the job for a while.

At New York Magazine today, I’ve got a guide to how to do it.