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Chapter 9

When They’re Going Through Hard Shit

T he thing about life is that while it is great, it’s also terrible and unfair and cruel. If you’re lucky enough to have avoided trauma and tragedy in your social circles until now, I’m sorry to say that it won’t stay this way forever, and the best you can do is prepare. It’s sort of like living in hurricane or earthquake country, or even flying on a plane—you can hope disaster doesn’t befall you, but you should also have a working knowledge of what to do if it does.

When a friend is going through a hard time, you likely won’t be able to make the situation better. But you can help them survive. You can honor and validate their loss; bear witness to their experiences and pain; let them know that they are cared about and valued; and remind them that they are not alone. And you can not make things worse. (A lot of the advice in this chapter is rooted in that humble goal!) Even if you can’t make the situation better for your friend, you may be able to make them feel a little less bad.

But! Before you can do even that, there are a couple of “showing up for yourself” principles that are important to keep in mind.

First, know that showing up for others might make you feel quite vulnerable. Because even though it’s ostensibly something you do for other people, it can still feel risky! No one wants to look foolish or come across as lacking self-awareness. There have been times when I’ve considered showing up for someone in a small way and then balked—because I was afraid of looking like I didn’t understand the relationship, or of misreading my own ability to make someone feel better. My thought process was basically, “Who am I to send this person a SYMPATHY CARD?” which is completely at odds with my own well-established beliefs about sympathy cards and grief! I don’t know how to explain it; I just lost my nerve! I really regret not reaching out in those moments, and now I try to push through my fear and trust that doing something gentle and small is better than doing nothing. Taking that risk is what showing up for others is all about.

Second, you should only give what you actually have. When a person you care about is struggling, of course you want to do everything you can to make them feel better. But first, stop and think about what you specifically can truly offer in this moment. You shouldn’t go into debt (emotional or financial) when you’re showing up for someone else. (And really, the other person probably doesn’t want you to do that.) Give what you have, and trust that that will be enough.

Showing Up in Hard Times: The Basics

Being equipped to show up for others means knowing the basic responses and etiquette that apply in most difficult situations. (We’ll get into how best to respond to specific big common events here.) Regardless of what the person is going through, the following tips are a good place to start.

Keep your focus on them.

When listening to a friend in need, it’s crucial to actually listen. That means listening to hear, not listening to respond. It’s not that sharing your thoughts isn’t helpful; it’s just that it’s so easy to dominate the conversation without even realizing it. And what feels like being empathetic to you might feel like being silenced to them.

In We Need To Talk, Celeste Headlee cites sociologist Charles Derber’s description of two types of responses that exist in conversations: the shift response and the support response. The shift response draws attention to you; the support response keeps attention on the other person.37 Here’s what the two responses might look like in practice.

The shift response

Friend: I’m so exhausted all the time.

You: Ugh, me too. I haven’t been sleeping well at all lately.

The support response

Friend: I’m so exhausted all the time.

You: Oh? Are you not sleeping well lately, or do you think there’s some other cause?

Offering more support responses and fewer shift responses is a good conversational habit in general, but it’s especially wise to be conscious of this when your friend is going through a tough time.

Resist the urge to say, “I understand,” or to share your version of a similar-seeming experience.

It can be really difficult not to jump in with your own stories, particularly if the person is going through something fairly unique, or if you’re genuinely trying to demonstrate that you get it. But try to pump the breaks. In your attempt to empathize, you run the risk of totally missing the mark and, say, equating the death of their child with the death of your pet goldfish.

If you are confident you’ve had a similar experience that they might want to hear about, maybe say something like this: “I lost my mom to cancer when I was fifteen, and while I know I’ll never understand how you feel right now, I am here if you ever want to talk about losing a parent.” The key is to let them decide if the experiences are similar enough to bond over, and to frame it as “this is something we can talk about later” instead of derailing the current conversation to talk your experience.

When in doubt, ask.

It’s truly OK not to know what to say or do in response to a friend’s terrible situation. They might not even know what they want you to say or do. So if you’re not sure, ask. Here are some questions that you might want to ask in these moments.

“How can I best support you right now?”

This is my all-time favorite question when a friend is dealing with something difficult (or is simply stressed out). I like it because it communicates “I am here for you” while also saying “and I care about you enough to get this right.” It acknowledges that everyone is different and invites the individual to tell you what they need from you personally. It also shows humility; when you ask this question, you communicate “I don’t necessarily know best, and I’m open to feedback.” Finally, it gives them an opening to subtly steer you away from any of your default responses that aren’t going to be helpful to them at the moment (e.g., they can say “I need you to be my rock” if they know you tend to get really emotional).

“What are you in the mood for right now?”

This question gives your friend permission to set the tone of the conversation or hangout, and gives them the gift of control. They may not realize that they get to have a say in how they cope, so let them know that you’re here for them whether they’re in the mood to talk, laugh, cry, yell, vent, scream, do research, be cheered up, be sad, continue on with your original plans, get a manicure, pretend this isn’t happening, or whatever.

“Do you want to talk about it?”

This is my go-to response immediately after a person has told me something shitty that just happened to them. What I’m really saying is, “This sounds bad. I’m here for you, but I’m going to make sure a conversation with me is what you want/need right now before I launch into it.” Occasionally when I do this, the person will realize they actually don’t want to talk about it, or will say they want to talk about it at some point later, but for now, they’d prefer to stay focused on the task at hand. Which: great! I’d rather give them a moment to think about what they really want to do instead of replying in a way that gets them all fired up and emotional before they even realize what is happening.

“Oh, gosh; how are you feeling about it?” or “Oh! How are you feeling about it?”

I say this when I need a liiiitle more information. A lot of people (myself included!) have a habit of telling others what happened but forget to say how they feel about what happened. I don’t want to be the friend who says “Oh no!” in response to a wanted pregnancy, or who mistakes a demotion at work for exciting job news. I’d prefer not to take the risk when it’s so easy to do a quick check-in before I start emoting.

“Do you want my thoughts/advice on this, or do you just want to vent? I’m totally here for you either way.”

This is a good option if your friend isn’t telling you what they need from you in this moment, or if you tend to be a fixer and advice giver.

“How are you doing/feeling today?”

This question acknowledges that bad times aren’t static; a lot can change on a daily, weekly, or even hourly basis. It also lets people decide to tell you about their morning instead of, you know, the past three months of hell they’ve been going through.

“Are you OK to keep talking about this, or would you like a break?”

Remember the forty-five-minute rule from Chapter 5? This is how it looks when you’re on the other side of it! I keep this one in mind when my friend and I are having a particularly heavy conversation and the friend is visibly distraught or drained. Note: This is not something you should say to hint that you’d like to wrap up the conversation; if you’re getting tired or burned out, it’s best to skip this question entirely. Only ask this if it’s coming from a place of genuine care.

“Would you prefer to be alone right now or would you like some company?”

When you’re with someone who has just received very bad news, who is super emotional, or who is about to have a tough conversation with a third party (like, say, a doctor, lawyer, or detective), it’s reasonable to default to doing what you would want a friend to do in that moment. So if you’d hate to be left alone while weeping, you’ll probably assume your friend wants you to stay while they cry. And if you can’t imagine letting a friend listen in while you receive test results from your doctor, you may bounce the moment their provider appears. This is the right instinct, but if you guess wrong, the other person might feel worse. So just ask what they’d prefer, and then do exactly what they say they want.

Go easy on the fact-finding questions.

In There Is No Good Card for This, Kelsey Crowe and Emily McDowell point out that asking too many clarifying questions can actually get in the way of sharing. “Fact-finding questions can divert the conversation away from what a person really wants to talk about to what the asking person wants to know,” they say, “and fact-finding conversations create a detached, clinical portrayal of the problem rather than an emotional one. Getting the facts can be important to your helping in the long term, but you don’t usually need a lot of specific facts to comfort someone.”38 That last part is key—remember that this conversation is about how they are feeling, not the minor details of what happened.

Know that there’s no shame in a genuine “I’m so sorry.”

“I’m sorry” is such a well-established Thing to Say When Things Are Bad, you might feel like it’s lost all meaning or want to come up with something more inspired. But really, there’s no need! If you want “I’m so sorry” to have meaning, just make sure you say it with meaning. There’s a huge difference between offering a robotic “I’m sorry for your loss” before you’ve even had time to process the news, and a sincere, genuine, “Oh, friend, I’m so sorry.”

Clichés to Avoid

“Everything happens for a reason” or “God has a plan.”

You may genuinely believe this, but many people don’t find comfort in these types of expressions. In fact, people can find them infuriating.

“It’s probably for the best.”

Is it for the best that your friend found out their dirtbag spouse was cheating on them before they had a kid with the person? I mean, yes, technically, it is. Is that the thing they want to hear in that moment? It is not!

“I don’t know what I’d do if this happened to me.”

People say this in an attempt to empathize and communicate, “This is bad but you’re dealing with it pretty gracefully.” But it comes across as out-of-touch—especially if the person feels like they aren’t handling it too well or has no choice but to keep it together.

“You’re strong . . . I know you’ll get through this.”

This is often said with the best of intentions, but when someone feels utterly broken, being told they’re strong isn’t necessarily helpful and can actually leave them feeling less seen and understood. So instead, give them the space to be soft. “Friend, I have so much faith in you, but this is really terrible/sad/overwhelming, and you’re allowed to feel terrible/sad/overwhelmed for a while.”

Let people be “frivolous.”

In her excellent memoir We’re Going to Need More Wine, Gabrielle Union describes the heartbreaking process of losing her best friend Sookie to cancer. Union shares an anecdote from when Sookie was on her deathbed, surrounded by family and friends, that has stuck with me:

What I loved most was when she said out of nowhere, “Will somebody go and get me some hair removal cream?” A side effect of one of her meds was hair growth, and she was getting a mustache. Her sisters were trying to make her feel as pretty as possible. I was ready to have deep conversations about life and death, but she wanted nothing to do with that. So I gave up control and allowed Sook to lead me. “I want to talk about the Kardashians,” she said. That was Sook, a girls’ girl to the end.

When people are going through a tough time, they often just want to feel normal and like themselves. And if illness or tragedy has altered their appearance or dealt a blow to their self-confidence, they might just really want a manicure, or a blowout, or someone to pencil in their eyebrows for them. So follow their lead, and don’t force them to be “serious” if what they really need is a friend to make them feel like their old self.

Remember that “good” times can also be bad times.

While most of us are aware that we need to show up for people during a well-established bad time (like after a big loss), we often overlook the “good” times that might present unexpected challenges for the folks in our lives. But feeling like you can’t talk to anyone when you’re struggling with good news or a seemingly happy event is incredibly isolating; as friends, we can easily help remedy this. Here are some situations in which you may want to probe a little to see how a friend is feeling about their “good” news.

In these moments, “How are you feeling about everything?” is a simple but powerful question; it gives your friend permission to name and share negative feelings during a seemingly happy time. And even if they are feeling great about the event, being asked is still affirming.

Embrace ring theory.

Ring theory is the brainchild of clinical psychologist Susan Silk and arbitrator and author Barry Goldman. Here’s how they describe it.

Draw a circle. This is the center ring. In it, put the name of the person at the center of the current trauma. For Katie’s aneurysm, that’s Katie. Now draw a larger circle around the first one. In that ring put the name of the person next closest to the trauma. In the case of Katie’s aneurysm, that was Katie’s husband, Pat. Repeat the process as many times as you need to. In each larger ring put the next closest people. Parents and children before more distant relatives. Intimate friends in smaller rings, less intimate friends in larger ones. When you are done you have a Kvetching Order.

Here are the rules. The person in the center ring can say anything she wants to anyone, anywhere. She can kvetch and complain and whine and moan and curse the heavens and say, “Life is unfair” and “Why me?” That’s the one payoff for being in the center ring. Everyone else can say those things too, but only to people in larger rings.39

The TL;DR? Comfort in, dump out. When your friend is dealing with something difficult, they shouldn’t ever feel like they need to make you feel better about their situation.

I’m a big fan of ring theory but would be remiss if I didn’t add this caveat: Only dump out what you have permission to dump out. More than once, I’ve had a close friend get so emotional about a terrible situation I was experiencing that they felt like they had to talk about it with some of their other friends. While this was the right idea, it was a huge violation of trust because I hadn’t given them permission to share that information with anyone, let alone the people in the bigger circles. It taught me that we should always get permission before sharing our feelings about someone else’s trauma with others—because even if I believe I’m just processing my own feelings and reactions to the situation, and even if I’m doing it with the best intentions, the person whose story I’m sharing might feel very, very different. So before you dump out, double check that talking to someone in an outer circle is OK with your friend.

Try not to foist or fret.

In There Is No Good Card for This, Kelsey Crowe and Emily McDowell write about “chronic helpers,” aka folks who “might be looking to use someone else’s needy situation to improve their self-worth.”40 Chronic helpers tend to do one of two things: foist or fret.

Foisters push themselves onto the person who is struggling, offering a lot of advice and unappreciated overtures; they are more concerned about their own opinions and agendas than the person who is hurting. Fretters anxiously react with extreme neediness to someone going through a difficult time; they are likely to ask a lot of questions about what they should be doing to help and need a ton of reassurance that they’re doing a good job.

If you have either of these tendencies or have done this in the past, don’t panic! Both are really common, especially if you are a good person who cares about supporting your friends (hello, everyone reading this book). It’s just good to be aware of these behaviors, so if you do catch yourself foisting or fretting, you can take a step back.

Don’t judge.

When someone is vulnerable with you, responding with contempt, disapproval, or judgment can affect their willingness to open up to people (not just you!) for years. It’s especially important to keep judgment in check if the person is sharing something particularly private, or that is a source of shame for a lot of people. (Think: sex, adultery, money/debt, being caught cheating or lying, getting fired, committing a crime/getting in trouble with the law.) Regardless of the topic, you can usually tell if someone is feeling shame or guilt by their tone, facial expressions, and body language. As soon as you notice it, that’s your cue to shift into neutral.

Non-judgmental listening is, in part, about your face; if you side-eye or grimace in response to what the person is sharing, they are going to notice and feel bad. But it’s really about your heart. The simplest way to not come across as judgmental when people are opening up to you is to not judge them. If you’re prone to judginess, consider spending more time engaging with people, places, traditions, cultures, and ideas that are outside your current set of experiences. The more you hear or read about new-to-you experiences firsthand, the less shocking human behavior becomes, and the easier it is to react calmly and offer compassion to the people in a particular situation. (It might sound silly, but reading advice columns and the r/relationships subreddit is a great way to start doing this.)

That said, if you do mess up and react badly in the moment, it doesn’t have to be the end of the world! Just own your mistake and offer a genuine and heartfelt apology.

Try not to police their coping mechanisms.

Since you’re now in the habit of noticing, you might observe that your friend seems to be acting out of character following a big loss. But . . . of course they aren’t acting “normal!” Their life isn’t normal right now!! Yes, you should probably intervene if they are about to do something really dangerous, and you can gently mention it if the behavior has gone on for an extended period of time (like we covered in the previous chapter). But if they are just kind of wilding out? Resist the urge to judge, and try to remember that some unusual behavior is pretty common following a big loss.

Give the gift of privacy.

I process grief like a cat that’s about to die; I prefer to quietly drag myself to a private spot and come undone in solitude. I know I’m not the only one who doesn’t want to process my feelings in, say, the checkout line at the supermarket, so I think it’s best to err on the side of caution when offering support and comfort. This could mean mailing a sympathy card or bouquet to a person’s home instead of leaving it on their desk at work, or emailing them to tell them how sorry you are about their loss instead of texting them. It’s also about reading their cues and body language; if you ask how they are doing when you run into them at the gym and they look uncomfortable or attempt to change the subject, assume that this isn’t the best time/place.

If you’re worried about seeming insensitive or out-of-touch, you can say something like, “It’s so good to see you—I’ve been thinking about you a lot in the past few weeks.” That communicates, “I’m aware you’re going through some shit right now, I care about how you’re doing, and I’m here to talk if you’d like to” without pressuring them to open up in that moment.

Remember: Just because something is common doesn’t mean it’s not the worst thing in the world to this person.

In your effort to make your friend feel less alone, you might be tempted to whip out some statistics that demonstrate exactly how normal their experience is. This isn’t always a bad thing; knowing that, say, a lot of pregnancies end in miscarriage can be really comforting when you’re feeling isolated and ashamed about the loss of your pregnancy. But it can also slide into dismissive or unhelpful territory very quickly. I promise that your friend who is getting divorced knows the stats about divorce and doesn’t need to hear them right now.

Focus on the food.

If your friend is struggling, ask them if they are eating and/or remind them to eat. Tragedy, trauma, and illness can wreak havoc on eating habits, and your friend genuinely may not realize they haven’t eaten all day. If they are having trouble nourishing themselves, you can offer to bring them dinner (or just a smoothie); have takeout delivered; drop off some groceries (or arrange delivery); and/or organize a meal train.

Good Gifts That Aren’t Flowers

If you want to send a person who is experiencing a loss a little gift, here are some of my favorite options.

A puzzle

The process of literally putting something back together when your life is falling apart is incredibly healing. (Bonus: It’s a relatively cheap gift.) And if you’re more of a traditionalist when it comes to sympathy gifts, you can select a puzzle that depicts flowers.

An enamel pin or button

I love a good, on-brand pin! It’s especially nice if the person needs a consistent pick-me-up or reminder that they’re not alone. Every time they put it on (or glance at it in their bedside dish) they’ll think of you cheering them on.

Bedding

Linens are comforting, practical, and beautiful. If your friend is going to be spending a lot of time in bed grieving or recovering, a cozy throw blanket, cushy pillow, or even a set of crisp new sheets might be the perfect thing.

Art

A small painting, drawing, or sculpture, or a beautiful object for their garden (like a birdbath) can be a really thoughtful way to honor a loss.

Share the context or inspiration behind your gesture.

If you’re going to get creative with your support, consider sharing what inspired it, like so: “After my sister got laid off, she told me that learning to knit helped her feel creative and productive and less bored during those first couple months. So I thought this knitting kit might be comforting to you right now. But if that’s not your thing at all, feel free to regift without regret!” That way, if it, uhhhhhh, doesn’t quite land (or it’s not totally obvious why you chose this gift) they’ll at least understand where you were coming from and have a better sense of your intent. They also might be more likely to engage with it if they know that someone else in a similar circumstance found it helpful.

If you do something nice, don’t expect a response or a thank-you message.

I respect the importance of thank-you notes, but all bets are off when a person is in crisis. If you give someone a gift in terrible circumstances, do so with the knowledge that it might go “unnoticed.” They might not have the bandwidth to thank you or send a card . . . and then a lot of time might pass and they’ll either forget or feel too embarrassed to do so. Don’t take it personally. (I actually recommend adding “no need to respond” or “no need to thank me” to the card accompanying the gift to free them of this burden.) And by the way, if you were the receiver of such a gift and are feeling guilty about not acknowledging it at the time, 1) let it go and move on with your life, or 2) just thank them now!

Keep inviting them to social events . . . but always give them an out.

Sure, a person might want to hunker down while they are going through a tough time, but they also might want a little fun and distraction. Rather than assume they are super fragile, go ahead and (gently!) invite them to a game night or house party or brunch. “I know you haven’t been in the mood lately, but I still wanted to ask.” “I know you might not be up for it, but I wanted to make sure you know you are welcome.” As my colleague Anna Borges has written, a lot of folks worry that saying no a few times will mean they are never invited again, so try to assuage that fear. And if they are continuously saying no to your invites, you can always ask them—in an open, relaxed way—if there’s something that would make it easier for them to hang out. See if they’d like some company while they do chores or run errands, or if they just want to talk about their situation.

Don’t put a moratorium on all good news.

In past few years, I noticed something curious among my friends: A handful of people mentioned to me that a respective friend was really struggling, so they decided to share some positive personal news—because it seemed like their friend really needed to hear it. I didn’t understand it (or, frankly, believe it) until a few months later when I had coffee with a friend who was feeling really bummed out about work. She was so down, and it was just so evident that she was hoping I had something fun or exciting to talk about. I could tell she didn’t want commiseration, or even to talk about her own problems at length; she wanted to hear something genuinely positive from me. Suddenly, the feeling my friends had been describing made perfect sense.

Of course, telling a friend in a bad spot about your win requires a delicate touch and should be done very thoughtfully, especially if it’s in the same realm as their bad news. But! It’s worth remembering that good news is, well, good, and your happy story can provide a genuine flicker of hope, joy, and positivity during a friend’s season of darkness and despair.

Keep an eye on whether or not they are spending time with other people.

Social isolation is a very real problem and isn’t always obvious if you aren’t looking for it. So be on the lookout for mentions of socializing, and find occasions to gently ask: “Have you seen your parents much lately?” “How’s [sibling] doing these days?” “Have you been able to visit with [best friend] lately?” “Are you still going to trivia these days?” “What did you get up to this weekend?” And, if things are pretty dire: “Have you left the house today?”

After a big crisis or just a big life change, set reminders to check in with the person periodically.

Those follow-ups mean a lot, and even if the friend doesn’t need any support the first four times you ask, they’ll know exactly who to call when they do. And don’t assume you’re off the hook just because someone seems to be doing better. According to therapist Andrea Bonior, there can actually be a higher at risk when they appear to be bouncing back.41

Reaching Out to an Old Friend During a Crisis

If you and a friend have fallen out of touch, you might feel conflicted about what to do if you learn through the grapevine (or social media) that they are going through a tough time. My advice: Unless there is a lot of bad blood, or they told you never to speak to them again, you should do something. I think it’s best to reach out in a way that is low-key or that gives them a little more space, particularly if you had some kind of falling out. Receiving a card or an email with a kind, thoughtful message—written by someone who once knew them well—can be incredibly meaningful for someone going through a rough time, and they’ll likely recognize and appreciate the risk you took in reaching out.

When a Friend Seems . . . Off

Sometimes, the red flags we covered in Chapter 8 will start to pile up and might be a sign of a bigger problem. Whether you should say anything really depends on your relationship. At a basic level, it requires you to genuinely care about the person and their well-being (see also: radical candor).

When approaching these conversations, curiosity is key. For me, that means 1) asking gentle questions, and 2) not diagnosing anything. Like, I don’t know their life!!! And even if I’m correct in my suspicion that something is amiss, I know how terrible it feels to be on the other end of that conversation. None of us wants to believe that other people know more about us than we know about ourselves, especially if/when it relates to a taboo or something we’re trying to hide. If you’re not sure how to have that conversation, here are some ideas.

What to say

“Are you doing OK [buddy/pal/friend]? I’ve noticed you’re [sleeping a ton/drinking a lot/acting really paranoid/joking about hating your life] and you’ve mentioned [trouble sleeping/how exhausted you are/how hopeless you feel] quite a few times recently. I just wanted to check in.”

If you have a relevant personal experience to share, you can mention that, too.

“I know that when I was [doing/experiencing similar things], I actually [was really depressed/needed to find a new job/was in an unhealthy relationship] so I just wanted to gently flag and ask you how you’re doing.”

From there, just see what they say! Plan to listen with an open heart and mind, and be prepared to drop the issue if they get defensive or aren’t willing to engage. Here are some potential responses you might want to have at the ready.

If they agree that there does seem to be a pattern that indicates something is wrong:

“Have you ever experienced anything like this in the past, or is this new?”

“Do you feel like you have a support system in place for dealing with this stuff?”

“It might be a good idea to talk to your [doctor/therapist] about it.” (I don’t feel comfortable diagnosing another person or insisting I know what the issue is, so I like this option a lot.)

If they don’t think the behavior you’re describing happens that often:

“It might be a good idea to start tracking [behavior] in [an app/your calendar/your journal]. Then you can see how often it’s actually happening, and if you do eventually want to talk to a [doctor/therapist] about it, it’ll be helpful to have that info.”

If they get super defensive or insist there isn’t a problem:

“OK! You know yourself better than I do, so I’m not going to push it. But maybe keep an eye on it in the next few weeks to see if it [gets worse/keeps happening] and be sure you’re making enough time for [yourself/sleep/hobbies/self-care/things that feel good].”

In my experience, there isn’t much to be gained by pushing it when a person is defensive; backing off immediately can go a long way toward diffusing the situation. And in many instances, letting it go warmly and sincerely will give them the space necessary to think about what you’re saying, and perhaps to really consider it.

When They Can’t Stop Venting

When a friend is going through a hard time, several things can be true at once: You can deeply love your friend, you can deeply care about your friend, and you can also be extremely tired of listening to your friend talk about their problems. It feels sacrilegious to even say this, but it’s still true. We all have limits on how much venting and negativity we can tolerate, and even the person you love most in the world can test that limit from time to time.

If a friend’s venting is draining your time and energy, or if you’re ignoring your own emotions and needs in the process of supporting them, that’s a problem. It can be difficult to tell when you’re “allowed” to be fed up with a friend’s venting, or to know what to say if you need a break, so I spoke to therapist Ryan Howes to get his advice about how to handle these delicate moments. Here are some tips and scripts he shared.

Recognize the difference between people feeling their feelings and merely ruminating.

I often struggle with responding to friends who are over-venting because I don’t want to cut them off or discourage them from sharing their feelings, but I also know that sometimes, I—like everyone!—feel exhausted by it. Howes says that if you’re not sure whether it’s officially Too Much, look out for repetition. If the person is just rehashing the same events over and over again, and you’re starting to feel helpless or bored, the friend is likely ruminating. And yes, you’re allowed to ask them to stop venting. “You don’t need any excuse beyond ‘I don’t have energy for this right now,’” says Howes. Not sure how to communciate this? Howes gave me some specific language that might be helpful.

What to say

“Hey, I gotta tell you, I feel a little helpless here. You’ve gone through this story a couple of times and I’ve already told you what I think. You’re still going over it, and it’s feeling kind of frustrating for me.”

“I don’t know that there’s much more I can tell you. I’m getting kind of activated here, and I’m afraid if I listen any longer, I’ll get frustrated, and I don’t want to get mad at you.

“We need to either talk about this in a different way or switch topics, because I’m finding my thoughts are drifting.”

Remember the forty-five-minute rule.

We covered this in Chapter 5, but I think it’s worth mentioning again here: During an intense conversation, forty-five to fifty minutes is likely the listener’s limit. If you’ve passed that point, you could suggest taking a break from the discussion by saying something like, “Friend, I could use a moment to stretch and make tea and process some of what you’ve been saying for the past hour. Can we take thirty and then continue?” Or, if you just need to be done—which Howes says is totally reasonable—“Can we table this conversation for tonight?”

Modeling good boundaries for people is helping them.

“So many times, people’s complaints have to do with the fact that they are feeling taken advantage of,” Howes says. “If you can help them by showing them how to set a good boundary, that’s even more important than the words that you say.” When you communicate genuine caring and love while modeling good boundaries, you give them permission to do the same—and that is a true gift.

When It Comes to Showing Up in a Crisis, Do What Comes Naturally

In There Is No Good Card for This, the authors write, “If you care, doing something is important. But doing something you like to do, and not something you would normally resist doing, is invaluable. That’s because doing something we naturally like to do means we’re more likely do it.” They offer a full “empathy menu” of ideas for the roles you can play in a crisis moment. A sampling: the Chef (drops off food); the Entertainer (invites the person to drinks, or joins them for a reality TV marathon); the Listener (asks good questions and is attentive to the answers); the PR guru (is the point of contact for sharing all updates); and the Project Manager (coordinates other people’s help). Take a look back at all the values, personality traits, tastes, and priorities you identified in Chapter 1, and think about what role (or roles) you’re best suited for when things get bad.

Showing Up for Friends Who Are Dealing with Big Life Events

Not all loss is felt the same way, and situations that are similarly devastating often call for entirely different responses. That’s why it’s worthwhile to familiarize yourself with the ways in which certain losses are unique, and be prepared to respond accordingly. All of the tips from the first half of this chapter still apply in these situations (and you can and should do those, too!). But if you want to go above and beyond when it comes to showing up, here are some not-always-obvious tips to keep in mind about some of the most common difficult situations that can happen to the people you care about.

Breakup

Do:

Don’t:

Divorce

Do:

Don’t:

Chronic illness or chronic pain

Do:

Don’t:

Cancer, serious illness, injury, and/or hospitalization

Do:

Don’t:

Major illness in the family (a parent, spouse, a baby, etc.)

Do:

Don’t:

Depression, anxiety, and/or other mental illnesses

Do:

Don’t:

Family drama or estrangement

Do:

Don’t:

Coming out as LGBTQ+

Do:

Don’t:

Job loss

Do:

Don’t:

Eating disorders

Do:

Don’t:

Pregnancy, childbirth, and having a newborn

Do:

Don’t:

Adopting a child

Do:

Don’t:

Miscarriage

Do:

Don’t:

Infertility

Do:

Don’t:

Sexual assault or rape

Do:

Don’t:

Intimate partner violence

Do:

Don’t:

Addiction

Do:

Don’t:

Incarceration of a friend or their loved one

Do:

Don’t:

Death of a pet

Do:

Don’t:

Death of a loved one

Do:

Don’t:

If ever you’re not sure what to say or what not to say, ask yourself: Is this necessary? Is this kind?

How to Be a Good Ally

An ally is a person who stands with or advocates for individuals and groups that they are not personally a part of. You might have heard the term in the context of race, gender, and/or sexuality, but it applies to a lot of other circumstances as well. Showing up is about showing up for everyone, especially people who have less privilege and power than you do. Here are some tips to help you get started.

Actually see people’s full identity.

Believing everyone is equal and deserving of love, support, and happiness is a good thing, but saying “I didn’t even realize you were [identity]” or “I don’t see color” communicates that these differences don’t matter. What you probably mean is it shouldn’t matter. But here in reality, it does, and it’s important to acknowledge that.

Instead of expecting others to educate you, educate yourself.

We are so blessed to live in a time when Google exists!

Listen.

When a person from a marginalized group is talking, it’s a good time to STFU. But also: Listen to people from different groups or backgrounds regularly. Look at the authors you’re reading, the influencers you follow, the podcasts you listen to the most; do they all look/sound/seem alike in key ways? And seek out a broad range of voices within these groups (because all of the people of a certain background don’t necessarily share the same views).

Shut down shitty jokes and comments.

My two favorite responses for these moments come from Alison Green of Ask a Manager: “I hope you aren’t saying that because you think I/we agree with you” and “I hope you don’t mean that like it sounds.” Elegant, direct, effective.

Hand over the mic.

Sometimes speaking up on behalf of someone is the work; other times, you should seek to amplify the voices of people whose lived experiences are being discussed. If you’re not sure, ask what they’d prefer. You can also apply ring theory here—dump your thoughts and feelings out to the people who are not marginalized versus in to the people at the center of the ring in a given situation.

Let people label themselves, reclaim slurs or insults related to their identity, and/or make jokes about their identity.

Not all words are ours to use, not all jokes are ours to make, and the “But [someone else] said it!!!” argument is intellectually dishonest. The appropriateness of certain words, nicknames, and jokes is dependent on the identity of the speaker and their relationship to the subject matter. This isn’t complicated or confusing; if you called your teachers Mr. or Mrs. instead of using their first names or calling them “Mom” and “Dad,” then you already understand this.

Avoid bombarding people with upsetting articles/news that relate to their identity.

Here’s what I mean: I, a woman, read and share articles about sexism and violence against women fairly frequently. Sometimes my male friends will come across an article about a really horrible incident of sexism or violence against women and think, “I should send that to Rachel!” Which I get! It seems like the sort of thing I’d be interested in. But sometimes it’s really jarring or triggering or I need a break from the terrible news cycle. So it’s wise to be gentle and thoughtful when sharing this kind of content.

When you need help or support, lean on other allies.

There will be times when you as an ally might feel overwhelmed, confused, or even defensive, and you’ll need to work through or process those feelings with someone. A person in the marginalized group affected isn’t the right audience for this. That’s when it’s helpful to turn to Google or talk to your fellow allies.

Why Venmo Is My Favorite Sympathy Card

When something awful happens to a friend, our first instinct, as decent people, is to do one of two things: send flowers or bring food. These are the classic “Sorry everything is terrible” options that have stood the test of time. Except they . . . kind of haven’t. If you’re in Maryland and your friend is in a suburb in Michigan, it’s not like you can just leave a casserole on their front porch, and sending not-shitty flowers long-distance can be surprisingly difficult. Even if you live nearby, these options aren’t for everyone—some people don’t like flowers, or you may be a terrible cook. Enter Venmo, the dark-horse third when it comes to expressing sympathy.

Yes, Venmo, the app that lets you seamlessly send and receive money from friends without ever paying any fees. Since I’ve entered my thirties—a time when shit starts getting REAL real, turns out—I’ve discovered that the PayPal’s sexier younger sibling is also a fantastic way to be there for someone when they are in crisis, in whatever way they need you to be there.

After a friend’s miscarriage a few years ago, our friend group discussed sending her flowers. But in the end, I just collected money from everyone via Venmo, and then Venmo’d the sum to the friend privately with a note to use it for cabs to and from doctor’s appointments, takeout, wine, and snacks—anything that might make one of the worst days of her life a tiny bit less bad. Another time, when I was having a very shitty week, a friend Venmo’d me fifteen dollars with the bouquet emoji. “I couldn’t get flowers delivered to you that quickly,” she said. “So pick some up for yourself on your way home.” I don’t think I ever bought the flowers, and instead spent the money to have a burrito delivered that night. Who cares? Not my friend; it was important to her that I get some kind of nice thing for myself, not that I get the exact nice thing she believed I needed. We both understood that the cash was meant to be a choose-your-own-solace-adventure care package.

Venmo also comes in handy when the thing your friend needs most is . . . money. In that moment of unexpected awfulness, your friend may not have it. And that is where you can, on occasion, step in. Of course, this assumes that you have the money to spend in the first place, but if you were going to send flowers, then that’s a safe assumption.

Now, to be able to get on board with this, you may have to set aside some deeply held cultural beliefs about money and etiquette and the “right” way to respond to tragedy. And I get that delivering a sympathy gift to a grieving friend in Venmo’s pizza emoji–laden interface might sound a little . . . newfangled. But not everyone mourns the same way or wants a lot of attention when they are grieving. There’s something to be said for offering support from a distance—especially if your friend is dealing with the sort of loss that tends to be stigmatized. Beaming a sympathy gift directly to someone’s phone lets them receive it and react to it privately.

The key to making this not seem weird lies in what you say when you Venmo the money. What you’re not going to do is send fifty dollars with “sry bout yr cancer” followed by the “see no evil” monkey emoji. Instead, reference the established expression of sympathy that the money is standing in for. “This is for flowers” tells them “This is for you to buy something lovely.” “Snacks/wine/bourbon” is code for “Something comforting to consume.” “Seamless” or “Dinners this week” clearly means “Foodstuffs of any sort.” And “Ubers/Lyfts” translates to “Something to make your life slightly more convenient.” When in doubt, you can always add a “Because I can’t do this for you IRL” to it, as in, “Because I can’t be there to do X for you, use this to pay for Y.”

When it comes to responding to grief, trauma, and tragedy, the thought is very much what counts. So whenever you don’t know what to do to support someone who is struggling, maybe just Venmo them. Remember to set the visibility to “participants only.” Be sure to say “I love you and I’m here for you.” Select your finest emoji. Then tap “pay,” and be grateful that we have modern technology to make the age-old tradition of comforting the sick, the sad, and the grieving a tiny bit easier.