When a Long-Distance Relationship Is Worth It, and When It's a Warning Sign

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Overview

In this podcast episode, Matthew Hussey, Stephen Hussey and Audrey Hussey discuss a question many listeners send them: how do you know whether a long-distance relationship is viable and worth your time? Matthew argues that long distance has enough drawbacks that it needs to be "really great and promising" to justify the investment. Stephen, who is currently about a year into a long-distance relationship, and Audrey, who was long distance with Matthew for nearly two years, add a more hopeful view. They think long distance with the right person can make a relationship more intentional, earlier.

26 min read

The episode then moves on to viewer criticism of an earlier episode about dating in your 30s and 40s, a listener's question about how to know when you're "ready" for a healthy relationship, and a quick game rating long-distance habits.

0:16

Three Signs a Long-Distance Relationship Is Viable

Matthew opens with what he looks for in a long-distance relationship that is worth pursuing.

  • A sense of progression. Things feel like they are gathering momentum and going somewhere.
  • Mutual intentionality. Both people are being deliberate about wanting a real relationship. This doesn't mean you know the other person is right for you, only that you both seem "genuinely open to something at this point in our lives."
  • Light at the end of the tunnel. There is an actual plan for when you will see each other, and some idea of when the distance will end, even if only temporarily before you're apart again.

Matthew says it is "very easy in long distance to just never make a plan," so a plan of some kind has to exist.

He immediately adds a caveat. None of this can be known at the very start. You can't meet someone and launch into deep conversations about the future, because the point of early dates or early conversations is to find out whether there's attraction and chemistry, and whether you enjoy each other's company at all. With someone local, you can go for a low-stakes coffee. Matthew points out there is "no low activation energy date" in person when you live far apart.

That raises a second question: how much should you invest in someone you like but can't yet read? Matthew's answer is that if you can't see progression or intentionality yet, and can't make a plan without forcing it, you have to admit you don't know how worthwhile this is. So you should be careful "how many eggs I put in this basket."

3:18

The Trap: Dating From Lack and Getting Hooked on a Stranger

Matthew describes a pattern he sees often. Someone isn't getting much attention where they live and is struggling to meet anyone in their hometown. Then they meet someone far away who seems exciting. The profile is attractive, a FaceTime call goes well, the texts are fun. The person decides they really like this stranger, stops paying attention to options at home, and stops creating new ones.

Very quickly, their happiness depends on someone they barely know. In Matthew's words, the other person is "basically a stranger but for one or two conversations." They have no idea what that person does in their spare time, and they spend their days waiting for the next text or call.

He also argues that long distance is built to feel exciting. It is easier in one sense, because there is no pressure to meet any time soon. The barrier between two people creates a "Romeo and Juliet scenario" that is "already kind of sexy." Your brain starts to tell you this might be someone special, and what a shame they don't live nearby. But Matthew suggests the same person might not have seemed as exciting if you had met them in your own town.

He adds that long distance is "very attractive for avoidance." An avoidant person can happily be the most charming, caring version of themselves from afar, because there is no risk of the other person wanting to see them every day.

5:57

Relationship or Situationship?

Audrey pushes back. She asks whether Matthew is really describing a long-distance situationship rather than a long-distance relationship. She notes that Stephen is currently in a long-distance relationship, and that she and Matthew were long distance when they first got together.

Matthew clarifies his position. He isn't telling people to avoid long distance, but he doesn't think it's advisable for everyone. The default, he says, should be that long-distance relationships "suck" in so many ways that they need to be really promising to be worth it.

Audrey agrees, but places the problem in dating from a feeling of lack. When nothing is happening in your love life, any attention feels good, including someone asking about your day and having flirty conversations with you. In her view, that is a situationship where you don't know where you stand, and you can "run out a lot of time on the clock" in that dynamic.

She also argues that long distance with the right people often becomes more intentional earlier. When two people really like each other and know there's an obstacle, they tend to "put their ducks in a row." They carve out time for calls, make sure the other person knows they're wanted, and make it clear they aren't seeing anyone else. She thinks this can fast-track a relationship. Matthew adds a qualifier: only if it's mutual. Very often, he says, that effort comes from only one side.

8:35

Stephen's Experience: No Day-to-Day Test, but an Early Plan

Asked how distance shaped his relationship, Stephen says the hardest part of starting long distance is not having time to test what it's like to be together day to day. After a few great dates, he and his girlfriend faced a lot of open questions because they lived far apart. He describes himself as cautious rather than a "headstrong romantic." Still, after their first few dates, when they separated, they kept talking a lot, got to know each other, and felt out each other's communication styles. His thinking was: "I don't want to just fly back and not speak anymore because it seems worth pursuing."

Matthew and Audrey tease Stephen about this. Matthew says Stephen barely calls anyone else, and that Stephen didn't message once during a recent trip to London to see his partner until asking what time filming was. Stephen's reply is that he had the motivation with his girlfriend.

Stephen says they went in "eyes wide open," knowing this wasn't a setup either would have chosen. A couple of weeks after he flew back, they were already talking about a date when one would visit the other. Once they decided they were really doing this, he says, everything had to be on the table. How often do we need to see each other to make this tolerable? Would you move here? Would I move to you? You won't know exactly what the next few years look like, but those things need to be "very heavily communicated." If you feel like you're walking on eggshells about raising these topics months in, he asks, "what are we doing here?"

He describes his girlfriend's approach at the start as watching and waiting. She wasn't sure whether he would keep calling after he flew home, or whether it had just been a couple of dates. When he called as soon as he got back and kept reaching out, she felt safe to invest more. Audrey sums it up as testing the waters and then investing in proportion to what he gave. Stephen says neither of them rushed to ask "are we doing this?" They wanted to see whether the flame would burn out with distance.

The practical conversations about how often they could see each other, how much holiday each had, and where they'd go came after his first visit home, roughly three or four months in. Matthew stresses that this is "not 9 months in," and says it matters for people to hear that.

12:24

When Asking About the Future Is a Standard, Not Neediness

Audrey raises a concern she thinks many listeners share, especially women. If you really like someone, you don't want to "come in all hot" asking whether they'd move to your city. You want to stay easygoing, because it's early and you haven't spent much time together.

Matthew separates two situations. There's the casual arrangement where you have fun when one of you is in town and might or might not text in between; that "knows what it is." Then there's talking every day, being in each other's lives, knowing what the other person did yesterday, and effectively having an ongoing emotional relationship. After a couple of months of the second kind, he says, you need to ask what you're doing, "because otherwise you can do that for a long time under false pretenses."

He likes the question "how often is it feasible that we'll see each other?" because its real subtext is "is this going to work?" He argues that once the situation has earned it, meaning you're talking all the time and you're three months in, asking this isn't needy. It shows you value your time and energy. Why would you talk to someone for an hour a day for months with no plan?

Stephen agrees. In his relationship, the idea of visiting came up very early, even though tough schedules made it harder to arrange than it should have been. He says he couldn't have gone another three or four months with neither of them raising it. If the other person isn't proactive about it, he says, the relationship is going to be hard and will require you to plan your whole life around it.

19:00

Warning Signs: Fits and Starts, and "An Experience to Be Had"

Audrey asks directly: two or three months in, how do you tell a relationship that will go the distance from one where the other person just enjoys having someone to talk to?

Matthew's first warning sign is fits and starts. The other person gives you intense attention sometimes, say on a lonely Sunday, and then you barely hear from them for a week. Audrey asks whether that could simply be work, tiredness or time zones. Matthew's answer is that someone who can't communicate regularly shouldn't be in a long-distance relationship. Long distance needs more communication, not less. You can get away with disliking your phone if you see each other four times a week, but not if you won't see each other for two months. He says he would never be in a long-distance relationship with a bad communicator.

The biggest warning sign, in his view, is having an amazing week together and then going quiet once you're both home. Audrey says that means you aren't in a long-distance relationship; you just visited someone who wanted a good time. Matthew agrees that the good time was real, but says it's what that person was looking for: "You are an experience to be had, not a person to be with."

He also warns that a great trip together is not a preview of life together. Comparing it to treating a honeymoon week as a glimpse into your marriage, he says what really shows you life together is how you feel about and treat each other "on day 57." Long-distance couples can spend years "only having honeymoons" in "little honeymoon compartments" and wish they could have that every day, when that experience wouldn't exist day to day.

23:52

Exclusivity, Anxiety, and Reclaiming Your Power

Audrey raises another common assumption. People often conclude the other person can't be seeing anyone else because they talk all the time and always seem to know where the other person is. She admits she has thought this herself. She asks how you can tell whether your hesitation to bring up the subject is your own anxiety, or whether the other person simply hasn't made you feel safe enough to raise it.

Matthew reframes the question. Hoping something works out isn't limited to anxiously attached people; everyone feels it about jobs, businesses and relationships. The way to take back power, he says, is to recognize that you're investing time and energy you wouldn't invest unless you both were open to trying something. He calls it "a trial," not a promise of forever.

He offers an example of what you might say. Being long distance is tricky and seeing each other is hard. You wouldn't be on the phone with someone this much unless you were both genuinely exploring something. Loving someone from afar isn't your ideal, but you do like this person. It takes a lot of energy, so you probably wouldn't keep going unless you were both open to exploring it in a meaningful way. Matthew says this isn't desperation; it's someone saying their time and energy are valuable.

He compares it to business. A service provider might give you half an hour of free advice, but if you're calling every day, at some point you have to become a client. He admits it's not a perfect analogy. Audrey offers what she calls a better one: at the farmers market, you can try the samples, but once you've tried every flavor and they know you by name, you either buy the cookie or walk away.

Matthew says the thing he most wants to warn against is assuming exclusivity without having the conversation. On the "they wouldn't have time" logic, he notes that some married people with busy lives and several kids still manage to have entire secret relationships. He suggests stating your position openly instead. Something like: you're investing a lot of time and energy, you aren't inclined to see other people while doing so, and you'd be hurt if the other person was, because that would change how much you're willing to give. The hosts say long distance is a big topic, invite more listener questions, and float the idea of a part two.

31:25

Viewer Criticism: Are Single People in Their 30s "Leftovers"?

The hosts then read critical comments on a previous episode, "Why Women Are Giving Up on Men in 2025." A commenter, A Turner047, wrote that dating in your 30s means dating "the leftovers" and people coming out of toxic relationships. The commenter said these people are either the problem or scarred by the people who are, that very few are doing the work to better themselves, and that those who are don't want to compromise their peace. The comment said this applied to both men and women.

Matthew notes a lot of "exceptionalism" in the comment: someone in their 30s calling everyone single in their 30s leftovers except themselves. He understands the underlying experience. If you've done a lot of self-work, you notice when others haven't, and you feel like you're speaking different languages. What he struggles with is the implication that nobody else is doing the work or is naturally introspective.

Stephen says he has seen data suggesting that relationships formed later in life last longer, so he isn't sure older people are worse candidates. Matthew says that if he and Audrey had met in their 20s, it would have been a disaster, and Audrey agrees. Matthew says he is "massively grateful" for both of their failed relationships. They teach you how to argue well, what not to say, that some things can't be taken back, and how to be more gracious. He acknowledges that some people repeat the same mistakes all their lives. Still, he believes you have a better shot with someone who has "been through the ringer" than with someone fresh out of college.

Audrey sympathizes with the feeling that everyone around you is paired off while your dates disappoint. But she warns that the "leftovers" framing becomes a lens you look at every potential partner through, and you may end up attracting exactly what you expect. She says she can name three people she's close to who just came out of relationships in their mid-to-late 30s. Some met too young; for others it just didn't work out. They aren't leftovers, "they're just back out there." There may be fewer such people, but she thinks you may have a better chance of making it work with them. She adds, kindly, that labeling people "leftovers" reflects a lack of generosity of spirit.

Stephen jokes that he's happy to be leftovers, like reheated pizza, and says he always knew he didn't want to marry in his 20s. Matthew recommends George Watsky's song "Sloppy Seconds" as "required listening." He calls it a song about accepting what he describes in his book Love Life as "the broken vessels that we all are," and finding people with dents more interesting than a glossy new car.

38:52

Living With Friends Instead: Independence Versus Closing the Door

A second commenter, Mel W669, agreed with the first. Mel wrote that the more they did the work, the less appealing a relationship looked, because the dating pool in your 40s isn't appealing. Mel described discussing with female friends the idea of sharing a house as they age: companionship, mutual help and a small community, without pressure to perform romantically. On sex, Mel wrote that they can do without it and have for a while.

Audrey says she relates. She and her friends used to joke that if none of them found love, they'd all live together and have "communal babies." Matthew jokes that men never say this to each other; they just resign themselves to being alone.

Stephen, who describes himself as someone who enjoys his own company and has plenty of interests, sees the commenter's independence as a strength. It lets you choose a relationship from a more conscious place, as something that adds meaning and joy rather than something that drains you. The challenge is making room for it. Saying no one will be as entertaining as your own company is, in his view, a limited perspective. He suggests being "more curious … than judgmental."

Matthew points out that if everyone is leftovers, the friends in the shared house are leftovers too. Audrey notes that we're much more accepting of our friends than of people we date. She also suggests that many women worry a partner will mean more emotional labor and housework.

Matthew says the comment makes sense to him and that a community of close friends is a genuinely attractive ideal. But the plan can't count on none of the friends ever finding love, and a pact to stop looking would mean limiting each other. He draws a distinction. Feeling independent enough that you don't rely on romance to be happy is one thing. Saying that the more you grow, the less appealing a relationship becomes is "much more of a leap." To him, worthwhile growth makes you more present and less controlling of outcomes, and therefore open to whatever life brings, including a romantic partner. He notes that even Eckhart Tolle is in a relationship.

He also reads a comment from a man, Tobias, agreeing with a woman who said she didn't care about the "six foot, six figures" cliché and still found dating a disaster. Tobias wrote that he is 6'2", works out, has a decent tech job, and feels "completely invisible" to women. Matthew says the earlier episode made this point: having these traits doesn't guarantee success in love, and lacking them doesn't guarantee failure. He points to famous people who seem to struggle year after year to find love as evidence that having everything doesn't guarantee an authentic, meaningful connection. Remaining open, he says, is part of the key.

48:55

Love Lifeline: How Do You Know You're "Ready"?

A listener named Jess sends in a voice note. Jess has spent years working on childhood issues and attachment patterns and feels ready for a healthy relationship, but isn't sure what "ready" actually feels like. As attraction patterns shift, Jess finds it hard to tell whether someone is genuinely interested and consistent, is love bombing, or is simply not that into them.

Matthew says he doesn't believe in being 100% ready, especially if that means having everything figured out. Everyone has regrettable conversations and reactive moments in relationships, and those moments don't prove we shouldn't have been in one. He calls changing relationship patterns possibly "the most difficult thing in the world": going against what genes, upbringing, conditioning and caregivers have made you, and choosing not to react with jealousy or give in to anxiety. He says it's "miraculous" when people manage it, and most don't.

He encourages Jess to give themselves credit for the awareness itself. Being able to say "this isn't me, it's my pattern" creates space. He gives his own example of watching "Matthew doing something that Matthew does," getting wound up over something he's probably blowing out of proportion. That consciousness, pausing before sending a text or starting a conversation, is what makes relationships better. He defines readiness as being willing to observe your own patterns, think before reacting reflexively, and train new reflexes. Two people doing that will grow and heal together. They'll never score perfectly, and each will need the other's grace.

He also calls recalibration "inherently messy." Someone learning to stand up for themselves will still have moments where they don't, and will kick themselves for it. He says that is actually progress, because before, they wouldn't even have noticed. There will also be moments where they overdo it and make too much of something. Telling a partner "this is something I'm working on" helps them understand the clumsiness. Ultimately, he says, you can't test these new skills alone in a room; that would be "the sound of one hand clapping."

Audrey agrees that "all the work is ahead of you" once you're in a relationship, because that's where your triggers come up. She paraphrases an idea she attributes to someone she calls "Herman": that what was broken in relationships can only be healed in relationships.

57:26

Steve Sleeves: Rating Long-Distance Habits

The episode ends with Stephen's recurring segment, "Steve Sleeves." Matthew mentions that at a recent Love Life live event in Miami, several attendees told Stephen how much they love it. Stephen reads out long-distance habits, and the others rate each as essential, nice to have, or unhinged.

A fixed weekly FaceTime slot. Stephen says nice to have. Matthew says essential, but it doesn't need to be the same time every week, which could be too rigid; what matters is scheduling it like a date. Stephen notes that time zones make this tricky, though he and his partner usually do a longer call on weekends.

Doing a shared activity together, such as watching a show, gaming or reading the same book. Both call it essential. Matthew explains that you don't want to give the impression that every moment together has to be conversation, because real life isn't like that: "we're in company, not conversation." If every call has to be a conversation, he says, you'll spend less time together because it will always feel like pressure. Audrey recalls that when she was eight hours ahead, she would fall asleep with Matthew on FaceTime on her pillow while he watched something or read. Stephen says he and his partner play the New York Times games Wordle and Connections together every day.

Falling asleep on FaceTime. Audrey calls it essential, noting she and Matthew were long distance for almost two years. Producer David calls it unhinged. Stephen says he could do it occasionally, especially when it happens by accident, but that it loses something once it feels compulsory, like a mandatory good-night text.

Matthew tells a story from a retreat. Exhausted at the end of a day, he called Audrey, who asked him to text when he went to sleep, and he replied, "I'm not going to do that." He explained he was so sick of his phone he didn't want to look at it again that night, and Audrey understood. Audrey says such texts shouldn't be mandatory. But she thinks "bookends to the day" matter a lot for connection in long distance. When they were apart, she usually woke up first because of the time zone and would leave a message for him, and he would leave one before bed. Matthew suggests picking either morning or night; Audrey suggests alternating.

A participant whose partner, Abigail, is currently filming a horror movie about three hours away describes their approach as fluid: both value check-ins but neither expects them. When Abigail didn't text one night, the participant worried about her safety because she was "out in the wilderness." She later called, completely casual. The participant says what works is that "we both value it, but neither of us expect it." Stephen agrees that too many rules can feel stifling, though if something isn't working, you have to be honest.

Picking a "cheese of the week" and tasting it together, both buying the same cheese. It's first called unhinged, then settles at nice to have. Stephen insists it has to be cheese.

Mailing each other hoodies that smell like you ("smell mail," a name Stephen admits he made up). Matthew calls it a strong nice to have and likes the idea, for example spraying the hoodie with perfume or cologne.

Sharing locations on your phones "for safety." Matthew and Stephen say unhinged. Audrey is more open. She and Matthew don't share locations, but she wouldn't mind if he wanted to for safety, and she thinks it could help if someone hasn't replied for hours and you can see they're just at a friend's house. Matthew says it's not something he has ever felt he needed. His concern comes from working with people whose partners used "I want to make sure you're okay" to track them constantly, when the real motive was control. He worries about green-lighting that behavior. Stephen concludes the habit has "too much potential to be unhinged."

A private YouTube channel for weekly vlogs to each other, meaning a supercut of your week. Matthew asks why you wouldn't just send videos. Once Stephen explains it means filming your life all week, it's judged too much work and rated unhinged.