Setting Healthy Boundaries – What the Self-Help Books Don’t Tell Us
- Austin Dowling

- Jan 27, 2024
- 4 min read
Updated: Aug 7
By Austin Dowling
Every airport bookstore is full of self-help books on setting healthy boundaries. They explain how to say no, communicate assertively, and protect your wellbeing. All of that is valuable. But there is one part of boundary setting that is rarely discussed: what happens after you set the boundary.

When we establish a boundary, we are changing how we participate in a relationship. Those changes can trigger grief, loneliness, self-doubt, and even the loss of important relationships. Those emotions are often glossed over in popular psychology, yet they are a normal part of growth. This article explores why they happen and how to work through them so they become part of your progress rather than a reason to retreat.
At its core, boundary setting is the ability to recognize our needs and our limits, and to prioritize those needs so we can say no when we want to—or need to. It is one of the fundamental skills of healthy relationships because it teaches us how to show up with honesty and integrity, communicate respectfully and openly, and give the other person a fair opportunity to consider their own needs and respond in kind. It touches every aspect of our lives: romantic, familial, parenting, professional, and sexual.
A significant body of research suggests that healthy boundaries are associated with greater happiness, fulfilment, and emotional resilience. One of the simplest ways to appreciate their importance is to imagine life without them. Without boundaries, how would we know our minimum acceptable standard of behaviour in a relationship? How would we know when we feel safe?
There are many ways to strengthen these skills, from reading books and listening to podcasts to working with a therapist in behavioural or psychodynamic therapy. Broadly speaking, the work involves:
learning to recognize what we truly feel and what we genuinely need (quite an achievement if we're people pleasers);
recognizing how we talk ourselves out of our own internal reactions—and stopping that;
becoming more comfortable expressing our needs;
surrendering our sense of responsibility for other people's feelings and our need for their approval; and
learning to speak up.
Working through these steps in therapy brings us face to face with our shadow side—the needs and desires we don't easily acknowledge—as well as our inner saboteur, that voice which snatches defeat from the jaws of victory. The work is gradual and incremental, but deeply empowering. As a therapist, it is one of the most rewarding journeys to witness because watching someone steadily develop confidence and agency never gets old.
The aspect of boundary setting that often takes clients by surprise—and that tends to be glossed over in books and podcasts—is the discomfort, doubt, loneliness, and grief that can follow setting a boundary with someone who has built a relationship with the "old" version of us.
When we set boundaries, we are implementing significant changes in our lives. The people around us are accustomed to the previous version of the relationship, and they are not always thrilled when the rules change. Some simply dislike change. Others are used to exerting power without challenge. Still others may have narcissistic traits that feel threatened by an assertive interaction.
Whatever the reason, it is important to recognize that this part of the journey can be bumpy. Relationships may change. Some may even come to an end. The familiar comforts of predictability and community can suddenly come under pressure.
Case in point: I recently worked with a professional in her late twenties—let's call her Maeve—who regularly socialized with a close group of friends in the downtown bar scene. During therapy, Maeve decided to experiment with drinking less alcohol and wanted to explore different ways of socializing. She stepped back from the bar scene to minimise temptation and, in a light-hearted way, suggested alternative activities to her friends.
Her friends reacted supportively in the moment but made little effort to adjust their routines. They showed little curiosity about her journey and gradually allowed her to fade from their lives. The experience triggered genuine shock and grief. Maeve believed the friendships were deep enough to adapt, and she had to process not only the loss of those relationships, but also the painful realization that she had overestimated their resilience.
Don't get me wrong—I have yet to meet someone who regrets developing healthy boundary skills in the long term. The research consistently suggests that healthy boundaries lead to happier and more fulfilling lives. But you may need to fasten your seatbelt in the short term.
The early implementation stage can be difficult because the fulfilment payoff hasn't yet landed in your emotional bank account. At this point, the costs often feel immediate while the benefits remain invisible. That requires grit, patience, and optimism. Here are a few ideas that may help:
Remind yourself this is a normal part of the process. Stay focused on your long-term goals rather than the discomfort of the moment.
Allow yourself to grieve. A substantial change—or loss—of a relationship naturally brings sadness, regret, denial, bargaining, and eventually acceptance. Processing those emotions takes time and self-compassion.
Practice assertiveness. Speak your truth respectfully and give others permission to respond however they choose. When we set a boundary, the other person also has the right to decide how they will respond. Part of healthy boundary setting is accepting that reality.
Notice your inner people pleaser. Many people who struggle with boundaries have spent years seeking approval. The doubts that surface during this stage are often that familiar voice trying to pull you back to old patterns. Observe it. Listen to it if you wish. Just don't let it drive.
Consider seeking support. Therapy can help you process grief, keep the changes in perspective, identify your inner saboteur, and understand the deeper origins of people-pleasing so you can gradually free yourself from it.
However you choose to proceed, don't be discouraged if you're surprised by how people respond to your healthy expression of boundaries. Pushback, grief, and periods of isolation are all normal, even if they don't fit the sparkling narrative often found in self-help literature.
You are in a period of growth and adjustment, and growth often comes with growing pains. Stay the course. The relationships that survive your boundaries are usually the ones that were capable of respecting the real you all along.
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