Doing a Relationship Autopsy

Relationships begin from a place of Hope, taking a jump of Faith with another person that travelling down a road together is better than travelling it alone. But break ups happen. Hope and Faith aren’t enough to guarantee relationship success. When this happens, it can be helpful to perform a Relationship Autopsy to better understand why the relationship was ultimately unsuccessful.

Relationship Autopsy Defined

Just as a post-mortem on a body tries to find answers about the cause of death, a Relationship Autopsy is for trying to understand why a relationship didn’t work out. It’s not about casting blame, rather it’s about trying to step back and take an objective and analytical view of the relationship’s issues and its failure to thrive.

The Purpose

The point of doing a Relationship Autopsy is to have insight into Why a relationship or relationships didn’t work. Understanding the Why behind a relationship’s failure empowers you, as you go forward, to address or recognize any issues in future relationships.

You may discover that you have behaviors to own and address. There may have been some red flags that you missed and should have paid more attention to. Maybe the Relationship Dynamic was unhealthy. Perhaps the person was simply a bad fit, and you want to steer clear of certain behaviors or qualities going forward. You may realize a character flaw in the person you were with that sabotaged the relationship.

It’s essential to be as objective as possible, even though that’s hard when emotions run strong. You can’t change or fix another person, only they can do that. Focus you’re energy on what you have power over:

  • Acknowledge any behaviors that you need to work on, so that you can improve yourself and what you bring to relationship.
  • Acknowledge any failures to recognize fatal shortcomings in the other person, so that you can be more attentive to red flags in the future.
  • Acknowledge any toxic Relationship Dynamics, so that you can recognize and avoid them in the future.
  • Consider any challenges of the larger context/situation of the relationship that may have been unsurmountable or sabotaged the relationship.

Once you determine the Whys, you can work toward any needed self-improvement and choosing a more suitable romantic partner in the future.

How to do a Relationship Autopsy

When doing a Relationship Autopsy, there are four main considerations–the role you played; the role your former romantic partner played; the role of the Relationship Dynamic; and the larger situation/context of your relationship.

Your Role in the Relationship

When reflecting on your role in the Relationship Dynamic, be honest and own your shortcomings. Try to be neither defensive, nor berate yourself, as these are unproductive emotional responses.

Your purpose is to analyze the relationship as objectively as possible. To do this, you need to lean into a rational space. This will help you determine how you can do better going forward. Self-awareness is growth-oriented and a positive relationship trait.

For instance, I recognize that in the past, I wasn’t always as flexible and open to compromise as I should have been. I also wasn’t always good about standing up for myself and communicating my needs, leading to anxiety on the front-end and resentment down the road. These are areas that I’ve worked to improve.

As part of the analysis of your role, consider traits or patterns of your behavior that your partner mentioned as problematic or hurtful (e.g., Too smothering? Too inattentive? Flaky? Inconsiderate? Not a good listener?…). Consider whether or not those complaints are valid–maybe they are; maybe they aren’t.

Their Role in the Relationship

When considering your partner’s role in the relationship, don’t play the blame game–that’s leaning into emotional space and isn’t conducive to gaining insight. Instead, zoom out from your emotions to take a more objective perspective.

As you reflect, ask yourself:

  • What were your romantic partner’s shortcomings?
  • What drove you bananas?
  • What hurt your feelings?
  • What made you feel devalued?
  • What personality traits annoyed you, angered you, or turned you off?

Make note of any patterns of behavior in your former partner(s) that was problematic, that you may guard yourself against partners with these behaviors in the future. Try to be as specific as possible. The more clarity you have on what doesn’t work for you, the more easily you’ll be able to recognize those shortcomings and behaviors when you see them.

Further consider–Did your partner do their best to be their best self and partner in the relationship? If they didn’t make the effort to be their best, then there’s nothing you can do except choose a better partner in the future.

If they did their best, then be kind in your assessment of them. Either way, as long as you put forth your best self in partnership, you deserve someone who does the same.

Another consideration–Did they put the relationship first or their self-interest first? Did they see disagreement as something to work out or as a conflict to win?

I’ve been in couples therapy where instead of discussing our issues respectfully, my “partner” refused to give any validity to my feelings and point of view. He seemed to think that therapy was to determine a winner, with our therapist acting as the referee. If one person in the relationship wins, then, by default, the other loses. That’s neither a relationship move nor a love move.

The Relationship Dynamic

Sometimes two people doing their best still isn’t enough to make the relationship work. In this case, consider the Relationship Dynamic–the unique energy of the space created when two people interact. How did you feel in that space? Did you feel seen and heard in that space? What was the chemistry of that space?

Consider anything unhealthy patterns of interaction between you and your partner. For instance, when I’d tell my ex how his actions hurt my feelings, his predictable response was to get defensive, turning it around on me, “I’m not the one who does that, you are.” There was no way for me to be honored in a context where my partner couldn’t even validate my feelings.

Reflect on your Relationship Values, what you want in a relationship and how you want to feel in relationship. Which of your Relationship Values were met in the relationship? Which Relationship Values were inadequately met? Likely, you will find that some of your values were met (otherwise you probably wouldn’t have been in the relationship), but others were not.

Relationship Drama

When thinking about your Relationship Dynamic, consider the role of Relationship Drama in that dynamic. Was drama minimal/non-existent or did it have a predominant role in the relationship? Drama isn’t a healthy way to interact or resolve conflict, but some people thrive on it and create it. I’ve been in a relationship with a partner who created drama. I didn’t feel emotionally safe in that relationship, and it wasn’t a place where I was able to thrive.

Areas of Conflict

At some point, all relationships will be tested by disagreement or challenges. How you and your romantic partner handled these moments is a reflection of the health of your Relationship Dynamic. Were you still able to interact and partner in a healthy and respectful way toward each other? Or did it become a situation with a winner and a loser?

Think about what communication looked like when you disagreed about something. Use specific disagreements/fights that you remember. Carefully consider each of your roles in the dynamic, being mindful to own your role, whether you have bad behavior to address, or whether you put up with toxic behaviors from your partner. Ask yourself which of the following dynamics pertain:

  • Did you feel seen and heard? Did you make an effort to see and hear them?
  • Were you both able to stay reasonably rational even though you disagreed? Or did it escalate into emotional drama?
  • Did you feel your point of view was respected or demeaned? Were you respectful of their point of view?
  • Was their silence/no speaking from either or both of you?
  • Were either or both of you passive-aggressive? Did either of you play the martyr?
  • Was there blaming involved on either side? If so, was it justified or not?
  • Did either of you get defensive?
  • Were disparaging and disrespectful remarks ever made? By who?
  • What was the voice level? Reasonable? Raised? If raised, how much?
  • Did disagreement involve a lot of drama? Was it volatile?
  • Did you ever feel emotionally or physically unsafe? Did you ever make them feel that way?
  • Did disagreement stay on topic or commonly devolve into a rabbit hole of historical wounds?

If you feel that you and your partner navigated conflict in a healthy way, then kudos to you. That’s a difficult thing to do at points of conflict, and it speaks well of both of you. If not, hopefully you’ve discovered some think-abouts that you can address going forward.

A dynamic involves action and reaction. Think about how disagreements began and how the dominoes fell from there. Try to connect the dots of the cause-effect of your arguments as much as you’re able. How did you come to your partner when you were upset about something? How did they react? Alternatively, how did they come to you when they were upset about something? How did you react? What behaviors were productive in that disagreement and what behaviors were unhealthy?

And finally, how was conflict resolved? Were you able to come to an amicable decision? Were you able to reasonably compromise? Did it end in a stalemate? Did you do your own things? Conflict will arise in all relationships, and it’s important to have a path toward conflict resolution that works for the relationship, not just one partner. I was in two different relationships where instead of partnering with me at our point of difficulty, my partner told me, “I’m going to do what I want to do.” I ended both relationships.

The Context of the Relationship

Sometimes two people have a compelling connection, but the larger context of their lives creates challenges that are difficult for the relationship to surmount. The challenge of this context may even be a source of conflict.

There are many different things that could make a situation difficult for the relationship to thrive:

  • Professional obligations: lots of travel for work; working odd shifts; long hours; military deployments; etc.
  • Geography: long distance, a tricky commute; etc.
  • Lifestyle: rural vs urban; level of physical activity; outdoors; maritime; travel; particular hobbies/pursuits etc.
  • Religious differences
  • Political perspectives (How do James Carville and Mary Matalin make it work?)
  • Health issues
  • Relationship with exes (Don’t get me started.)
  • Children (I still remember the Match profile from years ago where the guy had six children. No.)
  • Living situation (Living with parents? Sharing a home with an ex? No thank you.)
  • Sexual proclivities

Do you see any external challenges that created issues in your relationship? If so, you’ll want to factor this into consideration as you discern whether future situations are a context within which you can thrive.

You many also want to consider whether anything you did contributed to make the situation more difficult than it needed to be. Were you too inflexible? Did you empower and prioritize another person over your romantic partner (e.g., a parent, ex, friend)? If so, can you do something differently to ease the context of future relationships?

What to do with the Results

Once you’ve spent time reflecting and analyzing what did and didn’t work in your relationship(s), you can use that knowledge to empower you in your search for a future romantic partner.

Be Your Best You

Use the insight you’ve gathered to identify any areas where you have work to do as an individual and as a partner, that you can bring your best you to relationship, and be the best partner you can be. As long as you choose a partner who makes the same effort, this will set you up for a better chance of relationship success.

Choose a Romantic Partner Carefully

If you bring your best you to relationship, you deserve the same from a partner. Use what you’ve learned about past relationships and partners to inform your selection of future romantic partners.

Pay close attention to both what worked and what didn’t in those relationships. As you make new Romantic Connections, use that information to discern whether they have either any of the positive traits or, on the flipside, any of the negative behaviors that you’ve identified from past relationships.

People are always giving us information through both their words and their behavior (Make sure their words and behavior match–if not, that’s problematic!). It’s your responsibility to pay attention to that information and compare it to your learned relationship history to set yourself up for a successful relationship in the future.

And, now that you’ve put some thought into analyzing past relationships for healthy and unhealthy behaviors, you can apply that same skillset to relationships in the present tense. By doing so, you’re able to recognize and respond to any problem behaviors in real time, hopefully averting the need for an autopsy.

Final Thoughts

For whatever reason you’re single, you have a relationship history. By autopsying relationships from your past, you can diagnose any unhealthy behaviors or traits to help inform you in making better choices going forward. Also, keep in mind what did work, to help you recognize those qualities in potential romantic partners. In my next post, we’ll examine how to apply what you’ve learned from your past relationships. In the meantime, good luck out there!

Up Next: Remember and Apply What You’ve Learned

Relationship Values: Fun

Recently, a romantic connection that seemed to have potential didn’t work out. He was a great guy with a lot of qualities that I find attractive, but it wasn’t enough. We weren’t right. Something about our Relationship Dynamic didn’t work for me.

When discerning the viability of a romantic connection, I pay close attention to learning both the man, as well as our Relationship Dynamic–the shared space of a Venn Diagram created where two individuals come together. And, when a romantic connection or relationship doesn’t work out, I perform a Relationship Autopsy (more on this in my next post), analyzing what aspects of the Relationship Dynamic didn’t work, so I can use that knowledge to better inform my discernment of future connections and refine my search appropriately.

Over time, the autopsying of relationships and their dynamics has led me to recognize some Relationship Values that I hold, qualities that I need for the Relationship Dynamic to be successful. In autopsying the failure of this recent connection, I realized a new Relationship ValueFun. And, while this wasn’t the only reason the Relationship Dynamic didn’t work for me, it was a significant one.

Fun

Catherine Price, author of The Power of Fun, defines ‘Fun’ as a synthesis of three states–Playfulness; Connection; and Flow (being fully present to the moment without distraction). I love this definition. Fun is dynamic; Fun is interactive; Fun is attentive. This resonates as true with me.

I’ve often adventured solo in my life, for lack of a companion, because I’d rather adventure alone, than not at all. But, I’d hardly label a solo adventure Fun. It’s in sharing that adventure with a playful and connected companion that makes it Fun.

And yet, Fun doesn’t require adventure, though it does call for connection and a companion. Fun is a shared lightening of spirit, engagement, and activity.

Fun can be as grand as a gondola ride on the Grand Canal or a day drinking mint juleps and betting on horses at Churchill Downs. But, Fun can also be as simple as playing hide and seek in the aisles of a Chicago grocery store or drinking cocktails outside as day turns to dusk. The right person can make the quotidian compelling. Fun is not just about doing fun things, but it’s dependent on having the right companion for whatever the activity may be.

The Role of Laughter

Laughter, for me, is an essential component of the chemistry of attraction. When a man can make me laugh, it’s a huge turn-on. Conversely, a relationship dynamic lacking in laughter falls flat, like champagne without its effervescence.

My dating profile summary alludes to this:

I am looking for someone to share and enjoy life’s journey with. Someone to hold hands with in good times and bad. Someone who can appreciate me for the person I am. I want someone who has depth, compassion, brings out the best in me, can intellectually stimulate me, and who can make me smile and laugh. An intellectual man who can make me laugh is a turn on (Yes, I’m sapiosexual). I need someone who can keep up with me and keep me on my toes–I like a good repartee.

Lorraine Bracco Finds humor essential as well. In the April/May 2025 issue of AARP (Yes, I’m over 50), she says, “I’m single and I’m sure someone will arrive. I believe in love. What do I look for in a man? A sense of humor is extremely important. And I like a guy who’s sure of himself. I’m sure of myself, so I want him to be rock steady.” Amen. Hopefully, we’re not looking for the same guy. I don’t need Lorraine Bracco as competition…

The connections that have held the most power for me over the years have been the ones where laughter was a natural part of the connection. I remember with fondness, and sometimes wistfulness, the men who’ve made me laugh. The nature of their humor differed–playful; subtle; clever; sarcastic–but with each, their sense of humor was innate, not contrived. And the shared laughter and banter made our time together Fun.

The Lack of Laughter

The failure of my recent connection is hardly the only one which has fallen flat for lack of laughter. A couple of years ago, I liked Pierre, but I wasn’t feeling the chemistry. It occurred to me one day, that he’d never made me laugh. Our conversations, though pleasant, lacked the element of Fun.

Much like my recent experience, Pierre was a great guy, but the lack of shared laughter left me feeling disconnected. I was missing the spark necessary to light my fire.

You

What creates the spark of a chemical reaction for you? What qualities in a connection turn you on?

If you can’t readily answer those questions, reflect back to past connections where you felt the kind of chemistry you seek. Consider what qualities from those individuals turned you on and/or energized the chemistry of your Relationship Dynamic. Do you see any patterns of connection and chemistry in those qualities?

If you can pinpoint a pattern of chemistry in your connections, that may be a Relationship Value for you. And knowing that can empower you in your search for connection going forward.

Final Thoughts

What is essential for you in a romantic connection? Do you know your Relationship Values, those must-haves? If not, it’s worth the time to identify them so you can more easily recognize right connection, and quickly weed out the wrong ones. Have fun, and good luck out there!

Up Next: Doing a Relationship Autopsy