Youβre reading How to Live, a weekly examination of the unconscious logic behind our attachments, defenses, distortions, and recurring dilemmas. Most of what shapes us operates outside awareness. This newsletter attempts to make those structures legible.
Paid subscribers receive immediate access to more than four years of essays: hundreds of closely argued pieces that approach the psyche from different angles and moments in time, along with invitations to seasonal in-person gatherings and the opportunity for direct correspondence.
The Boundary of the Self Is Drawn in Esteem
I have struggled with boundary issues my entire life.
In my 20s and 30s, I found myself in friendships with people who left me drained and with whom I didnβt feel a kindred connection. With them, friendship meant sacrificing my needs to satisfy theirs.
Initially, I felt energized by these friendships. Still, after a while, I realized I was enervated by them and stuck without knowing how to extricate myself from them.
That made me resentful and uncomfortably aware that, without my participation, I would not have been in the situation I so often seemed to find myself in.
There was the friendship with Clara (names changed to protect the BOUNDARIES of those who also suffered from poor boundaries), who, despite having a girlfriend, treated me like I was her girlfriend with the requisite obligations to attend to her every need.
Her expectations included that I miss work and grant deadlines to nurse her back to health when she got sick (conveniently, for her, she got sick all the time).
There was Stella, who consistently interrupted my work day by popping by unannounced or calling midday to βcatch upβ or ask what I was doing.
When youβre a writer who works from home, many people presume that a non-office job means you have flexible time.
People invite me to hang out midday and even stop by unannounced during the workday. Youβd think after two years of a pandemic that found so many of us working from home would have resolved this fantastical idea that writers hang out at all hours of the day, shopping online or cleaning out our closets.
Even after 20-plus years of writing, Iβve been unable to adequately communicate to people that random interruptions disrupt my focus and rhythm and that it's practically impossible to reclaimβthis is still a boundary I struggle to set.
The point is, Iβve been there and continue, in some regards, to be there. People in my life still push back when I draw a boundary. Which means they also have boundary issues.
I've known many people (I've been one of them!) who claim they want to get married only to remain in long-term relationships with people who have made it clear, explicitly or otherwise, that they are not marriage-minded.
We can claim to want something and remain connected to someone who does not share that desire. A person who truly wants a commitment would not continue to be with someone who does not. If you wanted to stop working insane hours to slow down and move to the country to tend to a vegetable garden, would you take a job that required you to be on call all the time?
Not if you truly wanted to slow down.
And so, when one person has a continuing boundary issue with a friend, itβs most likely because one person struggles with setting them and the other struggles with accepting them.
Why canβt some people set firm boundaries while others canβt accept them? What ARE boundaries, and why do so many people not have them?
For the answer, we must meet the foremost boundary expert.

My niece, Maisie, recently recommended the book Set Boundaries, Find Peace: A Guide to Reclaiming Yourself by a licensed therapist and New York Times bestselling author, Dr. Nedra Tawwab, whose Instagram posts constitute half of my Insta Saves, who also happens to be a former colleague.
Her newsletter is Nedra Nuggets, and itβs a MUST SUBSCRIBE. (You can also buy her book, along with every other book mentioned in this newsletter, in my bookshop!)
While I understand the language of emotions, psychology, and mental health, and can offer a perspective as someone who has been on both sides of extreme and chronic suffering, Dr. Tawwab has a clinical degree, expertise, and a massive following that I do not possess. Lucky for us, she has a newsletter, this book, AND a companion workbook!
Boundaries are expectations and needs that help you feel safe and comfortable in your relationships.
In Set Boundaries, Find Peace, Dr. Tawwab defines boundaries, why we need them, why we lack them, how many types there are, how to be clear about our feelings, and (among many other things) how our conditioning can lead to porous boundaries.
For the longest time, I believed that taking time to attend to my own needs was selfish, and this, Dr. Tawwab says, is a consequence of being taught to put the needs of others before our own.
As a child, anything that involved putting myself first was wrongβat least, thatβs how Iβd understood things growing up. Anytime I stated what I did or didnβt want or need, it was considered βselfish.β Putting other people first took precedence over what I needed.
In my familyβs household, we rarely said βno.β
Instead, the mantra was to oblige peopleββItβs the right thing to do,β was the motto. For my life, I always wondered for whom it was the right thing because it never felt right for me, which I came to understand was the point. I was expected to go against my principles and intuition to βdo the right thing.β
βIt's the right thing to do,β suggests a sacrifice, a martyrdom of oneself for another. Itβs an astonishing affront to self-care and peddling the idea that placing your needs behind another is heroic, and the gold standard for how to show up in the world is a profoundly troubling ethos.
Yet, this concept was so deeply ingrained in me that I modeled my friendships and romantic partnerships upon this principleβwhatever anyone else needed took precedence over what I needed. Without realizing it, by consistently placing my needs second to everyone else, I told them to follow suit, and when they did, it felt bad, and I felt resentful. But I would never speak up. I didnβt even have access to the words I might have used.
Itβs only been in the last few years that Iβve realized that my needs also matter in friendships.
After an arduous day, when Iβve been counting down the seconds to my one free night alone that week, where I plan to hang out with my dog, watch a movie, and eat popcorn, Iβm conflicted if a friend calls me needing to talk.
My instinct is to sacrifice one free night to accommodate my friendβs call. But to set firm boundaries with others, we must first learn to set firm boundaries with ourselves. Prioritizing your needs over others is βthe right thing to do.β
When you have lax boundaries, inevitably, youβll find yourself with a festering wound of resentment.
Thatβs what happened to me.
The time came when I could no longer ignore the terrible dread Iβd experience when Clara would call or how drained I was after seeing Stella. Or the terrible sense of obligation I felt having to force myself to make plans with someone Iβd successfully avoided for months.
When we donβt set boundaries, we are unfaithful to our needs, allowing someone elseβs expectations of friendship to take precedence and set the pace. If youβve ever daydreamed about disappearing without a trace and living under an assumed name on a remote island, you are also probably dealing with boundary issues.

There is a relationship dynamic called enmeshment, whereby we lose our sense of individuality because we have misled ourselves into believing we are responsible for how others feel. Because we believe weβre responsible, we are careful to protect them from the things that might hurt them.
This, in the parlance of Alcoholics Anonymous and Al-Anon, is known as enabling. We do it out of fear when we are enmeshed and neglect ourselves instead of tending to others.
We fear hurting peopleβs feelings, being rude, the anxiety weβll feel if we speak up, and being mean, but mainly, we fear the discomfort of feeling any of these things.
As Dr. Tawwab describes in her book, there are six main types of boundaries: physical, material, emotional, intellectual, sexual, and the one that most people (myself included) have the most trouble withβtime.
And there are so many areas in which our boundaries flounder: friendships, romantic relationships, family, workplace, and social dynamics.
Why do we have bad boundaries?
Children first learn whether itβs okay to say no to their parents. Then the learning about what is acceptable behavior gets reinforced by teachers, friends, media, and the other adults around us. Those who raise us donβt always know that their behavior may not be acceptable. When we have trouble setting boundaries, we can often minimize our own experiences, move on too soon, or just ignore our emotions.

Original art for How to Live by Edwina White
People with codependency issues tend to struggle with setting, maintaining, and respecting boundariesβtheir own and others.
Of this issue, Dr. Tawwab writes in her book, βIn a codependent relationship, we believe that we must help people avoid consequences, saving them from unpleasant experiences. We think itβs our role to protect them. But rather than protect, we enable the other person to continue their unhealthy behavior. We see the person weβre enabling as helpless and unable to take care of themselves without usβ¦.β
Itβs tough for a person with codependent tendencies to understand the difference between their needs and the needs of another. They have a misguided sense of responsibility for someone elseβs well-being, not to mention a touch of a βSavior Complex.β
After all, who but a savior or a martyr would believe that someone they love will not survive their issue/crisis/ordeal without them?
Codependents are very easy to take advantage of because their boundaries are so unhealthy, and they thrive on pleasing people. Sometimes, the more preposterous the ask, the more intent the codependent person is on proving how necessary they are to you.
Sometimes we confuse trying to protect and save people from pain for love, but thatβs not love, thatβs codependency. Love is letting someone learn the lessons they are meant to learn to grow, change, and blossom.
When we prevent our friends and family members from learning their lessons, we deprive them of growth. That is not love; that is fear. When we are enmeshed or overly entangled in other peopleβs problems, some of us believe we are showing love, but we reveal a lack of boundaries.
Itβs not our job to protect people from their problems. If a friend or family member is in danger, that is something else entirely.
But when a friend has to do something hard, the consequence of that hardship is growth; interfering, removing the hard thing, or doing it for them, it is a way to feel indispensable.
Dr. Tawwab sees boundaries as a way for people to advocate for themselves. And there are two parts to setting them.
Below, I walk you through the two parts to boundary setting, what exactly to say to set them, and introduce you to a system to can re-set your friendships and quality of life.
Paid subscribers get this essay plus 200+ others in the archive. Upgrade here.
You're reading How to Live
A weekly examination of the unconscious logic behind our attachments, defenses, distortions, and recurring dilemmas.
Unlock Every EssayAs a member, youβll gain access to:
- Every new essay, the moment itβs published
- Full access to the complete archive β 150+ pieces and counting
- Occasional bonus essays and experiments-in-progress shared exclusively with members
- Invitations to seasonal, in-person gatherings
- A direct line to me (annual members): personal replies and tailored recommendations
- 15% off all workshops and live events





