when & how to leave your mediocre relationship
alt title: how to build a life around your longing, not your limits
You're reading this because somewhere, in the quiet moments between forced smiles and rehearsed "we're fine"s, you've felt it. That hollow echo in your chest when you realize you've spent another evening walking on eggshells, another week swallowing your dreams, another month convincing yourself that this half-baked something is what love looks like.
Now of course, the difficulty isn't pronouncing the words "I want to break up." Most of us grasp the technical syntax of endings. But excavating the courage that's been buried under years of "maybe things will improve," "but I've already invested three years," and "things might change" is tough.
I'm writing this because I often get DMs asking when to know if you should leave a "not that bad" relationship. And then, how? "This person is completely intertwined into every aspect of my life."
I’m also writing this because I’ve been there.
Use this as a roadmap, send this to a friend, do whatever you need to do. I’m hoping this might help at least one person out there. I think it would have helped me.
WHEN
The signs of a relationship's expiration date are rarely as dramatic as Hollywood would have you believe. Most of the time, there's no villain. No one's cheating. No screaming matches that leave neighbors concerned. It's just... there. Lukewarm. Mediocre. A relationship that feels like a sweater that's slightly too tight but not uncomfortable enough to throw away.
So how do you know when it's time? When the problem isn't obvious betrayal but the slow erosion of joy?
If you find yourself hesitating before sharing good news with your partner because you're already anticipating their lukewarm response or subtle dismissal.
If you've become an expert at making yourself smaller – if you've mastered the art of shrinking your desires into "reasonable expectations," of folding your ambitions into neat little squares that fit inside the box of what your relationship can handle.
If you've turned down the volume on your laughter, dimmed the brightness of your eyes, and convinced yourself that this is what growing up means – learning to live with less.
If your conversations with friends have become one-note symphonies of relationship complaints, and you've elevated venting into performance art, reconfiguring identical grievances with different linguistic flourishes, like attempting to solve a Rubik's cube by repeatedly scrambling the same colors.
If you catch yourself daydreaming about a life without them, and that vision brings not grief but relief – a sudden lightness in your chest as you imagine waking up alone.
If you find yourself constantly editing – your thoughts, your words, your feelings – because the unfiltered version of you has proven "too much" for them to handle.
If you've started to believe that passion and deep connection are fairy tales that other people get to experience but aren't in the cards for you.
If you've caught yourself wondering whether the best parts of your personality have gone dormant in this relationship – like tropical plants moved to too-cold climates.
If you notice you're more alive, more vibrant, more yourself when they're not around.
These signs aren't coincidences or temporary phases – they're breadcrumbs leading you toward a maybe uncomfortable truth. The relationship that was once a sanctuary has become a holding pattern, and you are getting lost in the turbulence.
You don’t need a disaster to justify your departure. Misalignment is reason enough.
Maybe what keeps you up at night isn't the fear of leaving – it's acknowledging the magnitude of time already surrendered. If you calculate the years invested like a grim accountant, thinking "I've already put in three years, I can't just walk away now." This is the sunk-cost fallacy wrapping its arms around your future, whispering that because you've already paid so much, you must keep paying. But a bad investment doesn't become good by doubling down. A wrong turn doesn't become right by driving faster in the wrong direction.
And if what keeps you isn’t time, but guilt — guilt over leaving someone, someone who’s done nothing “wrong” — that’s worth sitting with too. Guilt is sticky. It clings to kindness and tries to wear it like a mask. But love is not guilt, and loyalty is not self-sacrifice. And staying with someone out of guilt isn't a kindness but a slow cruelty to both of you. Because the longer you stay, the more you're depriving them of the chance to be truly loved, too.
Convincing yourself you're fine is not the same as being fine. Comfort is not the same as care. And endurance is not the same as love.
Most of my readers are pretty young, and I want to share something my mom always says: Life is hard. Life throws so many curveballs at you that you don't want your relationship to be hard too. That person needs to be predictable. Needs to be in your corner. And relationships get harder if you have kids, when you have a mortgage, during illness, through debt, or countless other challenges. It shouldn't be hard when it's supposed to be at its best and easiest.
Everyone says that healthy relationships require work – but I like to call it effort or intention. And if anything, I think it's the kind of work that energizes rather than depletes. It's the effort of tending a garden that feeds you, not the exhaustion of pushing a boulder uphill. A good relationship should feel like having a teammate in the game of life, not an opponent you're constantly strategizing against. But if it feels like lugging a huge weight up a hill or walking on eggshells – if love feels like holding your breath – that's not normal. That's your body sending smoke signals that your mind is trying to ignore.
Of COURSE relationships are not rainbows and sunshine all the time. But there's a profound difference between the natural ebb and flow of connection and the chronic drought of compatibility. Think of compatibility like soil composition. In the right soil, sometimes there is an occasional drought or storm, but your roots continue to hold. But in incompatible soil, no amount of watering, fertilizing, or protection from the elements will help you truly thrive – you might survive, even produce a few flowers, but you'll never reach the full, magnificent bloom you're capable of. You'll always be fighting against the very foundation you're planted in.
If you can't remember the last time you felt genuinely, expansively alive within this relationship – if your partner's presence shrinks rather than amplifies your world – if you've stopped articulating dreams aloud because the blank incomprehension in their eyes became too depressing to witness – these aren't trivial concerns. They're diagnostic.
Sometimes it's not the relationship you're clinging to, it's the fear of empty evenings, of no one to text when you land safely, of birthdays without "good morning" messages. But peace is not the same as silence, and solitude is not the same as loneliness.
Here's what nobody tells you about settling: It's not merely accepting substandard treatment. You're becoming a substandard version of yourself.
Don't make your life proportional to your anxieties. Don’t scale your days to the size of your fears. You’re allowed to build a life around your longing, not just your limits.
If every time you swallow your truth to keep the peace, if every time you dismiss your instincts to maintain the status quo, if every time you choose the comfort of familiar pain over the uncertainty of growth – you're not just settling for a mediocre relationship. You're settling for a mediocre life.
If your restlessness has become a constant companion, if your discontent follows you like a shadow, if your daydreams persistently take you to a life beyond this relationship – these aren't character flaws or evidence of your inability to commit. They're your soul's radar system detecting misalignment. The universe isn't subtle with its signs. Listen to them.
Picture yourself at 80, looking back at this moment. Will you thank yourself for staying? For spending years trying to force lukewarm love into something passionate? For turning your life into a waiting room, hoping that one day, somehow, things would magically transform?
Life doesn't work that way. Magic doesn't happen to you – it happens through you.
Try this thought experiment my best friend Madeline introduced me to:
Imagine a divine being appears before you, radiating absolute wisdom and certainty, and whispers directly into your ear: "This relationship you're in right now? This is it. This is the peak. This tepid love, these half-met needs, this quiet desperation – this is the most seen you'll ever feel, the deepest connection you'll ever know, the greatest love that's written in your stars."
Do you feel an immediate revolt in your chest? A primal rejection coursing through your veins?
There's your answer.
It's that wild, untamed part of your soul that knows, with bone-deep certainty, that there's more in store for you.
You don’t owe your past self a life that no longer fits your present self.
Your wanting isn't selfish – it's sacred. It's the voice of your future self, screaming across time, begging you to believe in the vastness of what's possible.
HOW
Okay, proud of you.
1. Start with the Morning Mirror Test
Every morning for the next week, look at yourself in the mirror and say it out loud: "I am choosing to stay in this relationship today." Not "I have to stay" or "I should try harder" – but "I am actively choosing this."
Pay attention to your physical response. The twist in your stomach. The tightness in your throat. Your body often recognizes your truth before your mind is ready to admit it.
2. Take a Concrete Inventory of What You've Lost
Sometimes we shrink to fit the shape of a relationship, and then forget the shape we once were.
So, pull out a journal, your Notes app, a Google Doc (literally whatever works) and get this out of your head and into the world. Make three columns:
“Everything I don’t like about them”
"Things I used to love doing that I've stopped"
"Parts of myself I've dimmed or hidden"
Don’t just think these through in passing. Write them down. You’ll come back to this later: on the days when clarity starts to blur and nostalgia tries to rewrite history.
Be brutally honest. This isn't just a list of compromises. It's evidence of your slow disappearance.
3. Begin the Parallel Life Exercise
Start documenting, in practical terms, what your life could look like six months from now if you left. Include:
Where you might live
How you'd structure your days
Which friendships you'd invest more in
What hobbies or interests you'd reclaim
Start imagining, in vivid detail, what your life could look like six months from now if you left. Not the logistics – we're not there yet. Instead, imagine how you'd feel waking up alone but whole. Picture yourself making decisions without checking someone else's emotional weather. Visualize your world expanding instead of contracting. Let yourself want what you want without apology.
4. Create Your Exit Environment
Before saying anything to your partner, build the practical foundation for your next chapter. Maybe that means researching affordable housing options in your area or places where friends might let you stay. How would you decorate a studio that’s just your own? Get on Pinterest. Let yourself make logistical ponderings as well as fun ones. Make a list of friends you can stay with. Friends who will be ready in your bed after the breakup to cry with you.
5. Practice Truth-Telling in Controlled Settings
Start small but deliberate. Share one honest thought each day with someone safe—a therapist, a trusted friend, even in a private journal. Begin with simple statements:
"I feel unfulfilled in my relationship."
"I've been pretending to be happy."
"I'm afraid of making a mistake, but I'm more afraid of staying."
Let these truths live outside your head. These practice sessions build your truth-telling muscles for the harder conversations ahead.
6. Define Non-Negotiables
Instead of creating an abstract wishlist, look back at your relationship history. Identify specific patterns that have consistently made you unhappy, and use these to form concrete non-negotiables. For example:
"I need a partner who asks follow-up questions when I share something important."
"I need someone who doesn't make me feel guilty for spending time with friends."
"I need a relationship where disagreements don't lead to days of silent treatment."
You deserve a love where safety doesn’t come at the cost of selfhood.
7. Draft a Separation Plan, Not Just a Goodbye
Instead of focusing solely on the emotional aspects, create a detailed separation plan:
Timeline: When will you have the conversation? When will you move out? How will you handle shared responsibilities in the interim?
Communication: Will you tell friends and family together or separately? What's your agreed messaging?
Logistics: How will you divide shared possessions? What about pets? Shared memberships or accounts?
Boundaries: What contact will you maintain, if any? What digital connections need to be severed?
Having this plan doesn't mean you can't adjust it, but it provides an outline when emotions are running high.
8. Choose Your Moment Strategically & Prepare Your Exit Kit
Pick a time when:
You both have at least a few hours free (not right before work or bedtime)
Neither of you has a major deadline or event the next day
You have somewhere to go immediately afterward
You have support available (a friend you can call or stay with)
Consider a neutral location that offers both privacy and the ability for either of you to leave independently.
Before the conversation, have ready:
A place to stay for at least a week
Enough clothes and essentials to avoid returning immediately
Important documents and medication
Some cash and access to independent funds
Transportation arranged (your car with gas, rideshare app loaded, friend on standby)
A charged phone with key contacts easily accessible
A pre-packed bag if you live together
9. Make the Break Clean but Compassionate
When the moment arrives:
Use clear, direct language: "I've made the decision to end our relationship."
Avoid phrases that invite negotiation like "I think maybe we should..." or "I'm feeling like perhaps..."
Acknowledge the good while standing firm in your decision
Resist the urge to catalog every problem or hurt (this isn't a performance review)
Remember: explanation isn't the same as justification. You can acknowledge their feelings without taking responsibility for them.
When the moment arrives, stand firmly in your power. Your reasons are oceans – deep, vast, uncountable. You don't need to pour them into cups for others to sip and judge. Your decision to choose yourself requires no external validation. Your story doesn't need their edits. Your freedom doesn't need their blessing.
The Aftermath
In the weeks that follow, doubt may come knocking at your door like an old friend bearing gifts of familiar pain. You might find yourself replaying conversations, wondering if you were too harsh, if maybe you should have waited a little longer, tried a little harder. This is normal.
Growth rarely feels like triumph in the moment; it feels like loss, like doubt, like undoing. But it is still growth.
Endings don’t always come with immediate clarity, and clarity isn’t always loud. Sometimes it’s a quiet exhale, a stillness in your bones, a peace that lingers after the grief has passed through.
Pay attention to any relief you feel. That exhale after crying. The first night you sleep soundly. The ease with which you move through your day without tiptoeing around someone else's moods. These are confirmations of truth. Relief is your nervous system whispering, You did the right thing.
At first, the hollow places in your life where compromise used to live will echo with emptiness before they fill with possibility. You might miss the comfort of the familiar even if it wasn’t good for you. You might miss the person, even if they couldn’t meet you where you needed to be met. That’s okay. Missing someone and knowing they weren’t right for you can coexist.
This is when you return to the letters you wrote to yourself. The journal entries where your voice was clear, where your truth was loud, where your longing felt sacred. Revisit the lists of what you gave up and what you want to reclaim. These are your anchors.
And each time you make a small decision for yourself — choosing what to eat, what music to play, what to do with your weekend — not in response to someone else’s needs, but entirely your own, you are reintroducing yourself to the life that is yours.
You’re learning to trust yourself again. You’re remembering how it feels to breathe without bracing for impact.
The time has ripened.
Your life is an open horizon.
And you, my dear, are finally ready to run toward it.
crazy how relevant this is to me right now. thank you!
“If your restlessness has become a constant companion, if your discontent follows you like a shadow, if your daydreams persistently take you to a life beyond this relationship - these aren't character flaws or evidence of your inability to commit. They're your soul's radar system detecting misalignment. The universe isn't subtle with its signs. Listen to them.”
This part was beautiful