How to Deal With the Chronic Bailer in Your Life (2024)

Bailing on plans with friends once in a while is unavoidable and perfectly understandable. We’ve all had good reasons to bail on occasion — we might feel sick (emotionally or physically), a kid or partner might need us, we might be really run-down or overscheduled, or we might be dealing with a legit emergency. Then again, we’ve all got that chronic “bailer” in our lives who takes the bailing a little too far: You make plans with mutual enthusiasm, you arrange your schedule accordingly, you look forward to said plans, then the bailer cancels, predictably, with an unceremonious text. For every time you actually manage to see each other, there are three rescheduled attempts to see each other.

It’s almost at the point where most plans with friends have an implied bailing caveat. Though bailing has been normalized and even celebrated on social media and in a vast assortment of memes, to leave the same friend hanging more than a couple of times in a row without adequate lead time, an expression of regret, or an offer of an alternate date and time that might work is still disrespectful of the friendship and the friend’s time.

“Most of us realize that life happens and that people need to cancel on occasion, but when one friend does it habitually, it’s a problem,” says Sanam Hafeez, a neuropsychologist based in New York City who teaches at Columbia University. “Texting has made canceling less of a personal dilemma for those who don’t value the time or feelings of others.” She says those who chronically bail for a better offer are “flaky” and “self-centered.” Whatever the reason, chronic canceling isn’t a good look.

It wasn’t always easy — or acceptable — to bail at the last minute. Once upon a time in the days of yore before cell phones, you absolutely had to show up if you made plans, or call to cancel or reschedule with enough notice so the bailee wouldn’t be left standing on a street corner or in a restaurant somewhere. Today, the option to bail has become a socially acceptable, built-in, de facto escape hatch from commitment. “When you don’t see people face-to-face, there’s more of a psychological distance, and it’s easier to do something that could potentially hurt someone’s feelings,” says Mahzad Hojjat, PhD, a professor of social psychology and the director of the master’s program in research psychology in the department of psychology at the University of Massachusetts, Dartmouth. “Now you just send a text, and it’s much easier to do it because you don’t have to face the person. But it really doesn’t help your friendship.”

But what do you do if you’ve found yourself with a friend who is constantly canceling plans? If you’re fed up with the flakiness, here are some steps to try to rectify noncommittal behavior.

Consider your relationship

When you’ve been bailed on by the same person a couple of times, you can’t help but wonder if there’s something more going on. “The first question to ask yourself is how much does this person mean to me in my life? Is this chronic bailing the person’s only flaw, and are they otherwise a good friend?” says Hafeez. Though it can feel awkward to hold a close friend accountable for a behavior that’s become kind of socially acceptable, if their chronic bailing puts you out, a close friend deserves to know.

How to Deal With the Chronic Bailer in Your Life (1)

Whatever you do, don’t call a constant bailer out over text. “It is so easy for emotions or words to be misconstrued via text.”

Have a talk

“Instead of accusing them, see if their behavior is something they’re cognizant of. Say something like, ‘Do you realize that whenever we have plans, you almost always end up canceling on me?’” recommends Hafeez. “Stress how much you value your friendship and that when they perpetually cancel on you, it hurts your feelings and poses an inconvenience.” But whatever you do, don’t start this conversation over text. “It is so easy for emotions or words to be misconstrued via text,” she says. Then, both Hojjat and Hafeez recommend asking your close friend if there’s something else going on that’s causing them to withdraw socially. “Maybe they’re going through a hard time, and they may not want to discuss it unless you ask,” says Hojjat.

Wait and see

Ultimately, it’s not worth sweating a chronic bailer if they’re a casual friend — after two strikes, it’s time to lay back and let the bailer come to you, says Hojjat. “After that, honestly, they’re probably not interested in hanging out with you or don’t care so much about the relationship. I probably wouldn’t say anything or pursue it. I may not want to make plans with them, because instead of building a friendship, they’re not committing,” she says. If the bailer apologizes but doesn’t give a reason for the bailing, Hafeez recommends accepting the apology and adopting a wait-and-see approach. “You need to reevaluate if you want that friend in your life. Friends need to be dependable,” she says.

If you’re guilty of chronic bailing, Hojjat says the best approach is to apologize, offer to make up for it — and make a point of keeping your word. “Friendship is kind of like a garden,” says Hojjat. “If you want to maintain your garden, you need to regularly water your plants and remove the dead leaves. If you leave it unattended, it’s going to get out of hand. You can’t neglect your friends. People are very busy, but you can’t make promises and break them continuously — it’s better not to make them and just explain that it’s a hard time, but show you still care in other ways.”

Vivian Manning-Schaffel is a multifaceted storyteller whose work has been featured in The Cut, NBC News Better, Time Out New York, Medium and The Week. Follow her on Twitter @soapboxdirty.Get Shondaland directly in your inbox: SUBSCRIBE TODAY

How to Deal With the Chronic Bailer in Your Life (2024)

FAQs

How to deal with the chronic bailer in your life? ›

Wait and see. Ultimately, it's not worth sweating a chronic bailer if they're a casual friend — after two strikes, it's time to lay back and let the bailer come to you, says Hojjat. “After that, honestly, they're probably not interested in hanging out with you or don't care so much about the relationship.

How to deal with people bailing on you? ›

The next time someone bails on you, don't lose your cool or refuse to reschedule.
  1. Consider What Might Be. We all should do this more often. ...
  2. Don't Take it Personally. This is some of the best advice I've gotten in my career. ...
  3. Let it Go.

How to let go of friends who hurt you? ›

Here are 10 tips for moving on, whether from a broken heart, losing a best friend, or saying goodbye to a toxic social relationship:
  1. Put yourself first. ...
  2. Let yourself grieve. ...
  3. Seek out support. ...
  4. Stay busy. ...
  5. Forgive. ...
  6. Learn from your mistakes. ...
  7. Consider cutting contact. ...
  8. Find your happy place.
Jun 7, 2023

What do you say when someone repeatedly cancels plans? ›

Ask what's going on if they keep canceling.

Describe the behavior you've noticed, ask if something bigger is going on in their life, and offer to help support them. “I noticed you've canceled our last couple of hangouts. Is something going on? I'm always here for you if you need me.”

What is the meaning of bailer? ›

variant spelling of bailor. : a person who delivers personal property to another in trust.

How to respond to flaky friends? ›

How to deal with flaky friends
  1. Cultivate compassion. Again, it is important to note if your friend might be under a lot of stress they haven't been sharing, or have a mental health issue. ...
  2. Have a conversation. ...
  3. Look at the bigger picture. ...
  4. Make sure your boundaries are clear. ...
  5. Let go of flaky friends if it's truly time.
May 19, 2023

What to say when a guy flakes on you? ›

Ask him what's up. Find out if something's been going on because maybe there's a reason for it and it's not so much flaking out as it is taking care of something also very important. If it's not that then tell him how you feel about it. If he doesn't care what you have to say, then that tells you a lot.

What is the best revenge on someone who hurt you? ›

Get on with your life.

The sweetest revenge can be getting on with your life and living a better one than the person who inflicted pain on you. If you have to see the person on a regular basis, plan out great stories to tell about yourself to illustrate how well you're doing, how great your life is.

How to make someone realize they hurt you? ›

5 Steps for Telling Someone They Hurt or Disrespected You
  1. Start with why what you want to say is important. ...
  2. Briefly describe what happened that felt hurtful or disrespectful. ...
  3. Say how their behavior made you feel—the impact. ...
  4. Ask for what you need going forward. ...
  5. End by reinforcing why you are making this request.
Mar 13, 2021

How to deal with someone who hurts you emotionally? ›

WHAT TO DO WHEN SOMEONE HURTS YOU
  1. Keep Distance From Someone Who Hurts You. ...
  2. Set Past Aside and Live In Present. ...
  3. Don't be Sad, Understand Their Viewpoints, too. ...
  4. 5 Believe in Yourself. ...
  5. Make a Plan to Improve Yourself, Not to Take Revenge. ...
  6. Don't Think That, Everyone is The Same.
Apr 24, 2023

What to say to someone who bails on you? ›

Let them know you understand that there are days when they might have to cancel because work kicked their ass, for example, and assure them they can be straight with you. Similarly, give them permission to say no in the first place.

Why does my friend make plans then ignore me? ›

It's possible that your friends may be going through something else in their lives that is affecting their friendships. Thus, they may not be intentionally ignoring you, but instead, they may be distracted by their own issues and unable to focus on you or give you a lot of their time.

How to not be upset when someone cancels plans? ›

Dealing with the Disappointment of Canceled Plans
  1. Let it out. One of the hardest things to do in a world where everything is immediate is to just let yourself experience a feeling. ...
  2. Get some perspective. ...
  3. Know your own heart. ...
  4. Practice acceptance.

How to deal with someone who keeps changing plans? ›

3 Tips for Dealing With Someone Who Constantly Reschedules
  1. Don't Rearrange Your Schedule. Read my lips: No one is worth completely upending your calendar for. ...
  2. Don't Be Passive-Aggressive. It's tempting to add a little sass when someone isn't being respectful of your time. ...
  3. Offer the Person an Out.

Why do I always bail on plans? ›

The problem is people don't know how they will actually feel in the future. While the plan sounded good as a hypothetical, the reality is that on the day, you can have a headache, a bad day at work or just not be in the mood to socialize. Initial excitement can turn into anticipatory anxiety.

What is a self-bailer? ›

Self-bailing boats do not require buckets to remove water; they are self-bailing as the name indicates. This can be critical at higher water levels because any water that splashes in flows out automatically and quickly, keeping you more maneuverable in big rapids.

Why do people make plans and flake? ›

Human nature and the challenge of affective forecasting contribute to flaking, where individuals overestimate their future emotional responses and commitment levels, leading to a mismatch between initial intentions and actual behavior.

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