Difficult People: What to Do When All Else Fails / The Harvard Business Review Guide

18 Jul 2026 · 11 min · 3 chapters

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In short

Last-resort strategies for handling difficult coworkers when earlier relationship efforts fail, drawing on a Harvard Business Review-style guide.

Guests

No podcast guests are named in the transcript; it’s presented as a solo host/speaker.

Guest backgrounds

Not applicable.

Key claims

You can protect your self-respect and still get your job done by limiting exposure, setting clear boundaries, keeping interactions positive, documenting both misconduct and your own successes, escalating carefully to the right leader, and considering quitting only after assessing health, reputation, and alternatives.

Notable examples

Ask to be reassigned from a problematic client; use pre-made exit lines for a complainer; switch communication mode (phone vs Slack) to reduce stress; keep a running log with time/place/what was said; present leadership with a pattern showing team impact; set a timeline (e.g., four months) before job searching.

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

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Strategies for Managing Difficult Colleagues

0:45 to 4:40

Explore tactics to handle challenging coworkers and improve workplace dynamics.

“Do you work with someone who's difficult?”

Documenting Colleagues' Behavior and Your Successes

5:30 to 9:50

Understand the importance of documenting negative behaviors and your achievements for workplace dynamics.

“Keep a running list of your projects, ideas, pitches, and wins.”

Future Topics and Engagement

10:13 to 11:22

Engage with the audience regarding future content ideas.

“Fall has never looked or tasted this good.”
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Transcript

Automatic transcript. May contain errors.

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0:45Amy Gallo:Do you work with someone who's difficult? And do you feel like you're bending over backwards, trying everything you can just to tolerate their behavior and still nothing's working? before you give up completely, wait. I write and speak a lot about how to get along with people, especially the difficult ones, because I truly believe that change is possible and relationships can improve. So before you throw in the towel, I'm gonna share a few last-ditch strategies that you can use to craft a work environment where you can get your job done without all the drama and keep your self-respect intact.

1:27Amy Gallo:First, set boundaries and limit exposure. There are lots of situations that we naturally avoid because they're painful or stressful. It can help to think of your colleague in the same way. If they upset you, interact with them less. I know, I know. Easier said than done, especially in the workplace. But there are ways to set up healthy boundaries. You can ask, how can I reduce my exposure to this person? If it's a problematic client, for instance, you can ask your boss to replace you with an equally qualified colleague. If it's a troublesome person in a different department, you can focus on building relationships with other members of their team.

2:11Amy Gallo:If your boss is the issue, build connections with others whose team you would prefer to join. And it's not just about decreasing the negative interactions. You will be much happier if you spend more time with positive people who inspire, energize, and support you. Another good question to ask, what's the least amount of time it will take to get what I need from this person? Figure out exactly what you need from this person. Maybe it's information or approval on a plan and see if you can get that in, say, under two minutes. Knowing the interaction will be brief can maybe make it easier to endure.

2:47Amy Gallo:How can I keep this interaction positive? Be proactive. Keep some ready-made responses in your back pocket for those predictable and infuriating interactions. For instance, with the perpetual complainer, be ready to exit the conversation with, excuse me, I need to get ready for my next meeting, or I promised I'd respond to this email ASAP. Having a neutral reason to leave can prevent tensions from escalating and save you from getting sucked into their negativity. With the colleague who makes you cringe, figure out the least stressful mode of communication and set a clear boundary around that. Saying something as simple as, I prefer we figure this out over the phone, or I'll put the questions I have in Slack.

3:31Amy Gallo:May just do the trick. Another helpful tactic is to turn it into a game for yourself. See how many times you can get the relentless pessimist to say something positive or even smile. Little victories like these can help to lighten the tone and help you maintain some emotional distance. I also recommend you document your colleagues' transgressions and your successes. It's hard to remember every offense, whether large or small, and what was said and done afterwards. So write it down. This may sound tedious, but trust me, it helps to keep a record of your colleague's bad behavior. That includes noting details like time, place, what was said and done, by whom, and who else was there.

4:17Amy Gallo:It's important to note that this includes what you said and did in response as well. This is not glorified tattling. Your chances of getting leadership to intervene will improve if you can demonstrate a pattern of consistent, destructive, and ongoing behavior on the part of your colleague and what you and others have done to address it. I'll come back to this in a moment. While you're keeping notes on your colleague's transgressions, it's equally important to keep... Propel Fitness Water. With Gatorade electrolytes, zero sugar, and vitamins, Propel hydrates better than water to help you get the most out of your workout and get back to your best self.

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5:30Amy Gallo:Brack of your successes so that their bad behavior doesn't negatively impact your career. Keep a running list of your projects, ideas, pitches, and wins. Make connections with people in other departments by volunteering for their projects or joining in on their initiatives. Finding ways to make your good work known to your boss or to others in the organization can help showcase your talents and possibly disprove any false information your colleague may be spreading about you. Let's further unpack the idea of bringing the issue to someone in power who can do something about it. Proceed with caution.

6:11Amy Gallo:Yes, it's possible that someone higher up will be able to advise you or give that person feedback or even reprimand them, but there are risks and you need to weigh the trade-offs carefully. First, ask yourself questions like, will escalating the issue make me look bad? Will it make matters worse if your colleague finds out that you went behind their back to seek reinforcements? Who is the right person to go to and how have they responded to similar issues in the past? Is this higher up likely to believe you and take your side? And if so, do they even have the authority to help? If you do move ahead to speak with his superior.

6:51Do it delicately and constructively. Simply venting your frustrations

6:56Amy Gallo:can come off complaining, vindictive, or jealous. Instead, make it clear that the discussion is an effort to improve your working relationship with his colleague. Now's the time to bring out that handy-dandy list of what's happened and what you've tried to do to resolve it. Can you articulate exactly how their behavior is damaging team performance, and can others back you up? If so, leadership is more likely to care and take action. If these tactics still don't work, it may be time to ask, should I quit? This is not something I suggest lightly. Quitting is not always a financial or logistical possibility for all people.

7:38Amy Gallo:But if it is possible and the toxic environment is taking a toll on your physical or mental health or damaging your professional reputation, it might be time to look elsewhere. Here are some questions to think through before you jump ship. How much longer could I stay and give things a chance to change? Setting up parameters can help you feel less stuck. You can say, give it four months, and if certain things don't change, then start sending out your resume. If I leave, what do I want in a new environment? Get specific. It's often better to leave for something, like a positive work culture, and to give yourself time to be discerning about your next opportunity.

8:18Amy Gallo:Okay, let's review. Remember, these are last resort tactics when all else has failed to improve your working relationship with this person. They're intended to protect your integrity and your ability to do your job. Limit your exposure. Keep interactions as brief as possible and find ways to work with other people, like getting reassigned or seeking out new teams to join. Set clear boundaries. If communicating with this person is less stressful by phone or email, for example, then state your preference and stick to it. Keep your interactions positive. Have pre-prepared responses ready so you can excuse yourself before the negativity escalates, or turn the interaction into a game for yourself to create some emotional distance.

9:07Document your colleagues' transgressions. Record all of the relevant details each time. leaders are more likely to take notice if you can show an ongoing pattern of behavior. Document your successes. Keep a running list of your own projects, ideas, pitches, and wins, and spread the word about your good work to others in the organization. Bring the issue to someone in power. Carefully consider who to go to and seriously weigh the risks and benefits of speaking up. If you do go ahead, keep the discussion constructive and focused on shared organizational goals. Consider quitting carefully. You have to assess for yourself if this is a realistic possibility and what you want to be different in your next position.

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From the publisher

Difficult People: What to Do When All Else Fails / The Harvard Business Review Guide

17 Jan 2023

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Before you throw in the towel, here are some last-ditch strategies to help you craft a work environment where you are able to do your job without all the drama, and keep your self-respect intact.

The advice in this video comes from HBR contributing editor Amy Gallo’s new book, “Getting Along: How to Work with Anyone (Even Difficult People)”, available here: https://www.amazon.com/Getting-Along-Anyone-Difficult-People/dp/1647821061.

00:00 Do you work with someone who’s difficult? Try these tactics before you give up completely on them.
00:45 Tactic 1: Set boundaries and limit exposure.
03:10 Tactic 2: Document your colleague’s transgressions and your successes.
04:30 Tactic 3: Bring the issue to someone in power (with caution!).
05:55 Tactic 4: Think long and hard about quitting.
06:50 OK, let’s review!

Produced by Amy Gallo, Jessica Gidal, and Scott LaPierre
Edited by Jessica Gidal
Video by Andy Robinson
Design by Riko Cribbs, Alex Belser, and Karen Player

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