Love Life with Matthew Hussey - The Real Reason You Can’t Let Go of Your Past | Rewind

Episode Date: January 23, 2026

What’s your biggest regret in life? Is it a mistake you continue to dwell on? A path you realize you should’ve taken? A person you wish you hadn’t given so much time to? And if you had the opportunity, would you go back in time and do something differently? Or would you take this Cormac McCarthy quote to heart: “You never know what worse luck your bad luck has saved you from”? Regret is more than a sad, wistful daydream. It can cause us a tremendous amount of pain today and actually prevent us from enjoying our lives. If you’re holding on to any kind of regret, you can’t miss this episode. ---►► Every Friday, Matthew Hussey writes a personal letter to help you strengthen the three most important relationships in your life—with others, with yourself, and with life itself. Sign up for free at TheThreeRelationships.com Hosted on Acast. See acast.com/privacy for more information.

Steve, we're talking about dwelling on our mistakes. I would say to anyone out there, can you call something to mind right now that you have as a regret? It's very easy for regret to make us beat ourselves up and create a genuine sense of self-loathing to the point where it's truly difficult

to connect with ourselves in a positive way. And regret can also make us very resentful and angry towards the world. You know, I can easily bring to mind people that I'm aware of in my life who were in a relationship for many years and got to the point where they realized that they had to get out of it, but then looked back on the years where they'd known something was deeply wrong. years where they knew that they had stayed with the wrong person and are now finding themselves oscillating between anger towards that person or towards the opposite sex in general and anger

towards themselves for allowing it to happen. So these things can cause a tremendous amount of pain for us in the present. They can cause an immense amount of trauma and they really can stop us from enjoying our lives in the present day. So I wanted to talk about this today and get into it, not necessarily as a specific topic about our dating lives, although many of our regrets may intersect with our love lives, but as a general theme that I know will be affecting a lot of listeners out there of this podcast, Steve, what are your thoughts on regret as a concept?

Well, let me just turn this around one moment. Does Matthew Hussey have regrets? Yes. Yes. You know, the quick answer is yes. And I have in my life, if I added up the amount of time that I have spent beating myself up for certain things that I have done. And in my case, they fall into both categories. I have regrets that fall into the category of, of I remember a very specific moment in my life where I wish I had, you know, I was met with a fork in the road where I could have gone one way or the other. And I wish that I had gone the other way. And I can also look at regrets I have around things that I did for a long time that have had an effect on my life. there is a paradox to my regrets and I suppose to regrets in general. I'm sure I've quoted this on the podcast before, but Anne Lamott said in her book,

everything, almost everything I know, I think it's called, but she says all truth is paradox. And it can be true, it certainly is true for me, that I both have regrets that I would be tempted if I were capable of doing so, I would be tempted to go back and do something differently. But I would also, in truth, be too afraid to change it. Yeah. Because I would be too afraid of losing all the good that has come from those moments in my life.

So there is this paradox that I both have regrets, but also don't think that I would change those things if I could, because I'd be too afraid that the life that I love today and the things that I love in my life today would be aversely affected or wouldn't even exist if I did change one of them. Well, this is where it gets sort of existential because some things.

There's a Cormac McCarthy quote that says, you never know what worse luck your bad luck has saved you from. And there are certain things that you might regard as bad things befalling you, bad decisions, things where you could have made a more optimum decision. You know, say you chose somewhere different to go to school or you chose a different partner. When you were 21, you chose a different girlfriend and you go, man, if I knew, I'd have never dated that person. But you don't know what that turned you into today dating that person. dating that person. You don't know what forks in the road that changed. It may have saved you from

some other kind of catastrophe. So it is a little difficult to play, as Neil Ferguson calls it, counterfactual history with your own life. There might be obvious ones, right? Maybe some people regret they didn't quit smoking earlier. It's hard to say there's going to be an upside to having been smoking for an extra 20 years. So there might be obvious ones where you go, ah, I should have done that sooner, People go, why didn't I start working out when I was 20? This is great. I love doing this. I should have enjoyed it then or I would have enjoyed it.

In the smoking example and in any example like that, it's always so easy to say, oh, God, I would have, you know, if I knew then what I know now, I wouldn't have smoked or I wouldn't have, I wouldn't have dated that person. I wouldn't have married that person. I would have changed. And you go, yeah, but you weren't ready. that wasn't who you were then. You weren't ready. If you were ready to hear what you're hearing now and acting on now, you would have done something different. But you can't play that game

because you weren't that person. So it would literally, you would be reinventing the universe. If you really do that thought experiment of trying to go back to another time in your life, You don't even truly know that person anymore. You only know your memory of that person. Because over time, you've changed. You've evolved. And like you say, like you say, sometimes it'll hit you if you go back and see an email you wrote when you were 18 and you'll be like, what cringy idiot wrote this? Yeah, you think, who was that?

You won't even recognize it. And you'll be like, what is this cringy crap I'm writing? Try reading an old journal. If you have ever kept a journal. Try reading an old journal. And some of those things, you laugh because you're like, that's so funny. I thought that. You know, I did that.

We shift. Our memories shift. Our memories of our memories shift. Our personality shifts. For all intensive purposes, we are. no longer the same person that we were. And so when we regret something, all we're really doing is holding onto a story, a memory of something we wished we'd done differently, but who was done by a person we no longer are. So what is regret, but this story we keep telling ourselves

that we are the person who has done this to us, when in fact you may as well say that a stranger in the street did this to us because since then, so many iterations of us have come along. And that's why, when I say regret not only kills our happiness, but blinds us to our potential,

I sincerely mean that we have no concept of just how much we're capable of today. We have no concept of what is possible for us of what we can do. I went to Poland with Wim Hof and a group of 10 people for an ice retreat where I was jumping off of cliffs into frozen lakes doing 10 minute ice baths, climbing up a mountain in nothing but my shorts in the snow for hours on end. I would have thought that I would get hypothermia and die previously in my life if I attempted that. And I did that. And that was something that I'd never imagined I could possibly do. I was someone that you know me, Steve. We would go skiing when we were teenagers and my hands would freeze.

And that was underneath two sets of gloves. You were a right little shivering nini in your big old onesie, scared of the cold, couldn't hack it on the chairlift. and that's i'm saying that in the nicest way possible no yeah no i appreciate you handling that delicately i um no i was well mum used to have is it rainus where you you have bad circulation and i seem to have inherited that from her my fingers would go yellow in the cold and then i oh now you make me now you make me sound like a jerk because you have an actual condition so don't do that and that is chess but i i you know it was it was it was it was It was something that I never would have thought I could do.

And then I went and did this thing. And it's completely, here's the thing. The literal thing is, oh, it changed my relationship with the cold and what I thought I could do in the cold. But it did so much more than that. What it did is it made me realize what else in my life am I capable of that I've been telling myself I can't do? And I would say to everyone out there listening right now, if you're listening to this

in your car on the train, wherever you listen to this, in your house, think right now, have you ever had a moment where you did something that previously you thought you couldn't do or you thought you wouldn't enjoy? And it made you realize, oh my God, I've, there must be so, by just, just the logic of this means that there must be so many other things in my life that I can do. The world just got so much bigger because there's all these things I told myself I couldn't do. And that was a lie. And it was based on this idea that I had of myself, which is all wrapped up in our regrets and our self-loathing and what I've done in the past, this idea of what I'm capable of, this idea of what my limitations are. That is only based on looking in the

rear view mirror. It's not based on the future. This isn't some, I really want people to understand this. This isn't some motivational kind of rant I'm going on. I'm saying that the show, Shear logic checks out that what we know ourselves to be capable of today is only based on what we've done before. It is not based on what's possible in the future, on what we haven't done yet. And if we want to do more, then it starts by saying, like, here's almost like here's a formula that we can all use. okay I have regrets wonderful as David White the British poet says regret if you don't have any regrets where have you been

the eye when someone says no regrets I never know regret nothing where have you been yeah and look miss sunshine Steve Carell says Proust said about suffering it's like that's where he learned everything right all that suffering he that's that's where he learned all the richness all the stuff of life was in that And David White mentions, you know, if you bullied someone at school and you regret it, that regret changes the way you treat people for the rest of your life. Without the regret, where's the impetus for change? Where does the fuel come from? When you regret something, it gives you an opportunity to change.

So if we take our regrets from the past and we say, okay, the first part of my formula is to use this regret as fuel. What is it I want to do now? what is it I want to do differently. And if you're telling yourself, oh, but I don't have much time left or I've already wasted so much time, there's not that much left on the clock. Well, guess what? You're still here, which means you can still suffer from making the wrong decisions. So if all you want is to avoid suffering, it still makes sense to do things differently. Christopher Hitchin said, choose your regrets in life. Choose your regrets. We're all going to have them. Choose your regrets. Now, are you going to live to regret this moment where you found something out and then still ignored it?

And you still had all this time left on the clock where you could have made a shift, where you could have done something different. You could live to regret spending more years beating yourself up instead of more years living or making an impact. But we use that regret to go out and do something. And I believe that even though change is a slow process, we wildly overestimate. how much time it will take to feel better. I'll repeat that. Change is a slow process. Getting different results in our life can be a slow process.

Whether it's the path to building financial independence and freedom, whether it's the path to building a great relationship, whether it's the path to having a great body, whether it's the path to having strong friendships, whether it's the path to just being a better person. these things don't happen overnight. We know that because we know how hard it is to change a habit. Changing our habit is a difficult thing.

We have our reflexes, we have our wiring, and it's about unwiring and rewiring, and that takes time. But feeling better doesn't take nearly as much time as we think it will. I am always surprised when I'm feeling terribly low, or when I'm feeling behind, or when I feel overwhelmed and I am telling myself that I'm going to have to move a mountain in order to get out of this situation. Part of that has some truth to it.

In order to fundamentally change the situation that I'm overwhelmed by, usually it is going to mean a lot of work over time. The part that I'm miscalculating is how quickly I can feel better. It's like writing a book. If I feel overwhelmed by the prospect of writing a book, the feeling that writing a book is going to require a ton of hours is appropriate. It will. What I'm underestimating is how good I'll feel just by writing for one hour.

Absolutely. 100% agree. Because you write for one hour and you get this immediate feeling of empowerment. and satisfaction in your day, and even a kind of, you know it, Steve, that writing euphoria you get. After you've done a writing session, just the mere act of having written gives you a kind of euphoria that is detached from whether you got,

you may have only got half a percent closer to finishing the thing, but the euphoria is actually attached to more so to just having been the person you wanted to be in that hour than it's attached to the progress you made. Oh, for sure. And I think people get way to bogged down in the, oh, I made these mistakes earlier, way to bogged down and overestimate the cost of that. And they underestimate everything they can do now and the possibility now, the next month ahead, the next year ahead, 10 years ahead. You know, there's so much you can do to change how you feel that there's not, there's so little value in being bogged down in that mistake. and decoupling the results that you'll get in your life from changing something now, from the feeling you can have now by doing something different. Yeah.

The results may be slow, but the feeling doesn't have to be. The reward of doing something different and the pride that that creates. The feeling of I'm finally living or I'm finally being the courageous person I want to. wanted to be, or I'm finally having difficult conversations that I've been putting off forever, and the pride that gives us. And it's not, oh, I'm finally proud of the person I hated before. No, it's, you're not the person you were before. Stop associating with that person. You're a new person. And you get to be proud of this brand new person today. You get to be that. It doesn't mean that that new person today is going to have wildly different circumstances from the person who woke up yesterday

because the circumstances take time to change in most situations. But you can have a completely different feeling about the person who woke up today just by doing something different. And when you get a different feeling, that starts to breed confidence. Because when you feel like, man, I just went for a run this morning and, you know, my weight didn't change, but I'm really proud of myself. I went for that run. I did a hard thing. That gives us confidence. You start thinking, what else could I do today? I get the same feeling when I tidy the house. It's a small thing, but I tidy a room in the house and I suddenly go, what else could I do right now? Or when I complete a piece of work or even make progress for an hour or do something difficult, I think, what else do I want to take on today? You get momentum,

the feeling creates momentum and momentum creates consistency. And consistency over time creates results. And so that is the formula. Let your regret have you make a different decision right now. I want something to be different. I want to have a different feeling about the person I am today. Well, what does that mean I have to do today? Go do that thing.

Even if you don't get results, get the feeling. When you get the feeling, you start to get that confidence. And when you get that confidence, you get momentum. Momentum is consistency, consistency in the results. You're alive today. So don't let your regret blind you to how happy you can be right now by being the person you want to be. And that also starts by changing the meaning for ourselves of the word regret.

When I say, I regret things. And people may have heard me say that earlier in this episode and thought, man, that's really sad that Matt wishes he could go back and do things differently. I want to make it very clear to people. When I say I regret something, I don't, that's not imbued with all of this emotion and the poison that we associate with regret when we just keep drinking this poison of self-hatred. It's not that. It's really me saying, I wouldn't do that today. I wouldn't do that. I wouldn't do. that today, but I don't hate me today for something that a past me did. I wake up today and get to be who I want to be. And instead of seeing it all as wasted time and look at all that's been lost, I can, A, look at what's been gained through the insight and also acknowledge that I literally wouldn't have that insight without that regret. So to wish to not have the regret is to to also rid yourself of the insight, but also to realize that if I just take on the attitude

that I am a brand new person today, I don't actually think in this timeline of, let's say you were 70 years old and you were going to die at 80 and you only had 10 years left. And you'd been doing something your entire life. And you looked at the calculation of your life and said, this is so sad. I've missed out on 50 years of a certain thing because of what I've done, and I only have 10 years left. I want to offer a different perspective. What if the life of that 70-year-old

began today? What if instead of thinking about yourself as someone who's been alive for 70 years that's going to be alive for 80. What if instead you said, I'm a person who was born today who has 10 years to live? You'd have a completely different, but you inherited all of the insights of someone who's been alive for 70 years. So I am being born today and I have 10 years to live as hard as I want, as much as I want, as richly as I want, as enjoyably as I want. As enjoyably as I want. I have 10 years to live. Not I've got 10 years to live, but I've got, I have 10 years to live as much as I want. This is a gift.

I woke up today and I have 10 years to live. But I also inherit the insights of this other dude who's been around for 70 years. What do I want to do with these 10 years? Now you don't think of it as I've got 10 years left. You think of it as I have 10 years. years starting from scratch now to go hard and live the way that I want to live. That to me is exciting. Yeah. And that's the game we all get to play with ourselves starting today. Love, love the person who got you the insight and make the person proud who started today. Thank you so much for

listening to the episode. I hope you enjoyed it. Before you go, make sure that you do this today. I promise you every week you are missing out by not doing what I'm about to say. I am sending a private email to a group of people who have registered for it every single Friday. The email is called the three relationships and every email is packed with advice on how you can improve one of the three relationships that I believe determine the of your life, your relationship with other people, your relationship with yourself, and your relationship with life itself. It's a super valuable email. People really look forward to it. This is not the kind of email that you don't open. It's the kind of email you can't wait to see in your

inbox every Friday. Go over to the3 relationships.com to sign up for that email for free and I will see you in your inbox this Friday. Thanks for listening, everyone. I'll see you in the next episode. Be well and love life.