You have watched them do it. You have said something. They pushed back, or deflected, or went quiet. You said something again, differently. Nothing changed. Now you are asking whether you are helping or just making things worse, and you cannot tell anymore.
There is no clean answer here. But three thinkers on the Consilium roster would each tell you something useful, and they would disagree on the most important point.
Oliver: stay present
Mary Oliver spent her life writing about what it means to truly pay attention. She would not start with what to say. She would ask whether you are actually there.
There is a kind of attention that has an agenda behind it, attention aimed at fixing or changing the person, and the person in front of you can feel the difference. What Oliver practiced was attention without an outcome attached, witnessing someone's experience without making your witnessing about you.
Paying attention is our endless and proper work.
She would say the most underestimated thing you can offer someone who is struggling is sustained presence without pressure. Not solutions, not warnings. Just the consistent fact of you showing up and paying attention to who they actually are, not who you wish they would be.
Miller: the wound predates you
Alice Miller spent her career tracing how self-destructive patterns in adults connect to wounds that were formed long before you entered the picture. What you are watching is not a decision they are making carelessly. It is more likely a very old coping strategy that once served a purpose.
This matters for how you approach the conversation. If you treat the behavior as a simple choice they are making, you will misdiagnose the problem and offer the wrong solution. You will also, without meaning to, add to the shame they are likely already carrying.
The truth about our childhood is stored up in our body, and although we can repress it, we can never alter it. Our intellect can be deceived, our feelings manipulated, our perceptions confused, and our body tricked with medication. But someday the body will present its bill.
Miller wrote in The Body Never Lies that the body keeps its own record. She would not tell you to say nothing. But she would say that what you say matters less than whether you are approaching them as someone in pain rather than someone making a mistake.
Carnegie: ask what winning costs
Dale Carnegie spent his life studying the mechanics of human persuasion, and his most consistent finding was that people do not change because they have been shown to be wrong. They change when they feel safe enough to want to change.
If you lead this conversation as a confrontation, you will win the argument and lose the relationship. And without the relationship, you lose the only thing that might actually help.
You can't win an argument. If you lose it, you lose it; and if you win it, you lose it.
He wrote that in How to Win Friends and Influence People, and it applies here more directly than you might expect. Carnegie would tell you to figure out what you actually want. Do you want them to stop the behavior, or do you want to have said something? Because those two goals require completely different approaches, and confusing them is how well-intentioned conversations go wrong.
Where they disagree
Oliver would say the most important thing you can do is be there without a plan. Witnessing without an agenda is itself an act of care.
Miller would say the wound is older and deeper than you understand. Treat what you are seeing as a symptom before you treat it as a choice.
Carnegie would say none of that matters if you lose the relationship in the process. Figure out what you want, then find an approach that keeps the door open.
The tension is real. Oliver asks for presence. Miller asks for understanding. Carnegie asks for strategy. Doing all three at once is very hard.
The question you came here to avoid
You want to know what to say. But underneath that question is another one: are you trying to help them, or are you trying to stop feeling helpless?
Both are legitimate. But they call for very different conversations. And if you are not sure which one is driving you, it is worth finding out before you start talking.