What does it take to completely reinvent yourself at 50? After decades of conforming to others’ expectations, playing small, and carrying the weight of trauma, Sherri Dindal found herself asking this question. Her answer led to an extraordinary transformation that’s now inspiring millions.
Known to her 5.7 million followers as The Real Slim Sherri, she went from working as an investigator for 26 years to becoming a voice for midlife transformation, especially resonating with Gen X women who feel invisible or constrained by society’s boxes. Through raw storytelling laced with humor and hard-won wisdom, Sherri shows us it’s never too late to become who you truly are.
In this intimate conversation, Sherri shares her journey from childhood trauma to viral social media creator and founder of multiple businesses, including natural skincare brand Wholesome Hippy. She reveals the wake-up calls that sparked her transformation, the courage it takes to “unbecome” everything you were conditioned to be, and why authentic self-expression matters more than ever in midlife.
You’ll learn:
• How surviving two near-death experiences transformed her perspective on life
• Why “forgiveness” means something different than what most people think
• The unexpected freedom that comes from breaking social media’s rules
• Practical wisdom for releasing old conditioning and stepping into your truth
• Why joy, playfulness and authentic self-expression are vital at any age
This conversation serves as a powerful reminder that our most meaningful transformations can happen at any time. When we have the courage to show up as ourselves, we give others permission to do the same.
You can find Sherri at: Connect with Sherri | Wholesome Hippy | Episode Transcript
If you LOVED this episode:
- You’ll also love the conversations we had with Karen Walrond about rewriting the mid-life narrative to one of joy, grace and possibility.
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photo credit: Naomi Hopkins Photography
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Episode Transcript:
Jonathan Fields: [00:00:00] So what happens when a former investigator who spent 26 years keeping her true self hidden, suddenly decides at age 50, to just let it all out on social media? Well, when Sherry Jindal did exactly that, something remarkable and completely unexpected happened. Nearly 6 million people showed up to watch, to laugh, to cry and heal alongside her. These weren’t just casual followers. There were people, especially Gen X women, who saw themselves in her story of breaking free from decades of playing small and carrying trauma in silence, of trying to fit into everyone else’s boxes. And they watched in real time as she transformed from someone who thought joy and authenticity were for other people into a force of nature, helping others reclaim their right to take up space. I discovered Sherry in my own feed and Instagram one day, and absolutely fell in love with how she shows up, how she tells stories, how just incredibly relatable and real she is. Sherry is known to her 5.7 million followers as the real Slim Sherri. She’s a storyteller, comedian, entrepreneur, and the founder of natural skincare brand Wholesome Hippy. And after 26 years, an investigator. She just completely reinvented herself, become this powerful voice for Gen X and a champion for authentic self-expression, especially for women who feel invisible or constrained by society’s expectations. And along the way, she reclaimed parts of herself that had been dormant for decades. And what makes this conversation so compelling also is how Sherry reveals the hidden gifts that often come wrapped in our greatest challenges. She shares how surviving trauma and learning to UN become everything she was conditioned to be led her to discover a profound sense of freedom and joy, and her story really shows us that our most meaningful transformations can happen at any time, at any age.
Jonathan Fields: [00:01:44] That it’s never too late to become who we truly are and to share that person with the world. So excited to share this conversation with you! I’m Jonathan Fields and this is Good Life Project.. You’re just really excited to dive into conversation with you. I’m somebody who’s been following along, laughing along, enjoying poignant moments and insights. Fellow Gen X are here. All right. As we have this conversation, you’re a storyteller, comedian, founder of a natural skincare brand, wholesome hippy, a voice of Gen X creator. We’ll talk about that because it’s kind of like an interesting thing to be named that something like closing on 6 million followers on different platforms, brains behind the Gen-X, some of the brains behind the Gen-X Takeover comedy Tour, champion of all things Gen-X and midlife. It’s almost like you’re on top of the world and sharing your true self. But this wasn’t your life always. This is a fairly recent moment in the history of your life. And I saw this a couple of weeks ago. You shared a post where you were honored with an award that seemed to be really deeply meaningful to you, but in that post also, you start to share the fact that life leading up to this, the first 50 plus years or so, was profoundly different for you. So I want to take a step back in time and get a better understanding for, you know, what before times were like for you?
Sherri Dindal: [00:03:12] I think I had a pretty standard, well, I can’t say standard. I had a pretty, pretty common Gen-X upbringing, I think. I didn’t realize that until I started creating content. I started really making content and talking about the past and the history, my history and what came from that was this discovery of a collective of people that were like, hey, you’re telling my story. That was that was my story, too. And I never realized it. You know, you you I think you kind of go through life, you know, having your own experiences and whether those be good or bad. You know, you have I had children and I’ve had, you know, been married. And, you know, you do all of what life tells you you’re supposed to do. You go through whatever you go through. And then you land in this place where you’re like, okay, this is who I am. When I turned 50, I just peeling back all of who I thought I was. And in discovering this collective of people, I think I also discovered I wasn’t alone. And I think I always thought my experience, my past was unique. You know, it was like, this is my story. And then you start discovering a bunch of people, millions of people, actually. They’re like, that was my story, too. And so it was comforting in a way.
Sherri Dindal: [00:04:25] It was somewhat healing. It helped me to progress in my healing from my, you know, just again, my past and, uh, finding this space where I felt at home. I felt a camaraderie, a similarity, if you will. And it’s been wild because I had a traumatic childhood, and I left home when I was 16. I had my first child at 17, started a career, ran that career for 26 years, ran hard. That was basically my entire identity. For most of my life, just being a mom and being an investigator and those were the only things I thought I was good at. But I always had this gnawing feeling that I was supposed to be doing something else. I had some greater purpose that I just couldn’t put my finger on. I couldn’t. I couldn’t really get past all of the baggage that I was carrying, I guess. And, you know, I finally I quit my job. It’d be ten years this year. I quit my job. Ten years ago, I was burnt out, I was tired, I felt like I needed to be doing something different. And I didn’t know what that different thing was going to be. I had zero clue what I was going to do, and I quit my job, started a business, and ten years later, here I am.
Sherri Dindal: [00:05:37] But three and a half years ago, I even though I had quit my job and I started I have a couple of businesses, actually, I started a couple of businesses. I still didn’t feel like I was walking in my purpose. I didn’t feel like I had really was. I just again knew that there was something greater that I felt called to. I just couldn’t figure out what it was, and I and the reason I couldn’t really figure it out is because all of the baggage was in the way. And so I started sort of this process of not just healing, but sort of unbecoming all of the things that I believed I was supposed to be and that I believe that I was, and peeling back those layers and trying to rediscover the person that I always was, I just had become something I think other people had conditioned me to be. And so I talk a lot about that. I sort of started chipping away, not on purpose. When I first started making videos and content, I was just making them for me. I was, you know, they were therapeutic for me in a way, to just start talking about these stories and memories that I had and trying to reconnect with a time when life did feel good and I started chipping away a little at a time at some of those tougher, I guess, maybe even taboo topics or topics that people maybe suppressed and buried.
Sherri Dindal: [00:06:51] And I know that I did. So yeah, I started telling some of the some what I consider to be a just truths. You know, I think there’s a lot of what you see online. You see a lot of people creating, you know, videos that are maybe that’ll make you laugh or they’re doing dance trends or they’re, you know, they’re talking about this thing or that thing, and there’s not a lot of real. And you have the, I guess, the luxury when you create content to edit. Right? Just like a movie that you make a movie, you can have the luxury of the edit and you get this well curated feed. Pictures are perfect or the video is well edited. And a lot of there’s you just wonder sometimes how much of that’s real. I when I started making content, I was just doing that. I was just being myself. I was just finally, for once, being like, this is me and not the corporate version of me, not the version that everybody had raised me to be. I wanted to be raw and real and true to myself. And so that’s what started to pour out of of me.
Sherri Dindal: [00:07:46] And through these videos, like I said, that were therapeutic for me in the beginning to just sort of really step into my authenticity and say, you know what? I’m tired of tempering myself and quieting myself or shrinking myself to make other people comfortable. And that’s what I did. And what happened was millions of people apparently enjoyed that. And I’m not for everybody. You know, I get that. I get that I’m not I joke, I’m not everybody’s cup of tea. But it’s a good thing I drink coffee because I don’t really care. And, um, and it feels good to just, you know, finally just honor myself and who I am. And, uh, in doing that, I think I honor a lot of other people, a lot of other people that wish they could have that kind of a voice or feel brave enough to speak their truth. And, uh, what’s come of it is just this amazing ride of of nostalgia and truth and again, authenticity and this sense of freedom, really just enjoying the ride and be, you know, the freedom of being who I am and then also discovering friendships. And again, this collective of people that are like, hey, you know, we were the generation that everybody we were the forgot. They call us the forgotten generation.
Jonathan Fields: [00:08:57] Invisible generation.
Sherri Dindal: [00:08:58] Yeah. Invisible generation, you know, forgotten. We get we still get skipped. You know, there’s still TV shows that or news shows that’ll put up the generations. You’ll see Boomer the millennial. They’ll just skip right over us even now. And we’re in our 50s and the oldest Gen Xers are turning 60 this year. You know, which is crazy to think about. And so to think that all this time we’ve still we’re still being lost over or forgotten. And I love being able to breathe life into our stories and to give. Not that we want attention, because Gen Xers are not one to want attention, just to, I think to to allow us to have space to allow us to feel like we can take we’re allowed to take up space. We were raised on, you know, tough love and where to be seen and not heard and brush it off, suck it up, rub some dirt on it like we weren’t, you know, we weren’t allowed to complain or whine, or we often were, again, just kind of invisible when we were taught to be that way. And I think we’ve gone through our lives for the most part. Living in that space and being okay with this is all the space that I’m allowed to take up. And we’ve accepted that. And now a lot of us are coming into this middle age of life, the ones that have survived that made it this far. I joke that our generation is the smallest because a lot of us didn’t survive. And so the ones that are arriving at this point in life, in their 50s and now turning 60 are like, you know what? I don’t necessarily like that. I have to live in this box that you’ve put me in. I want to take up more space, and I hope that I give people the courage to do that.
Jonathan Fields: [00:10:24] I mean, there’s so much that I’d love to dive into there, and I’m nodding along also because for so many people our age, this has been an experience. But it’s also because part of the experience is that we don’t talk about these things, and we don’t talk about them in a public way and in a public forum. It’s because we were we were the latchkey kids. We were the kids who were, you know, like, whatever the opposite of helicopter parenting is like, that’s what we experience as kids, you know, it’s like you get on your bike in the morning. At some point you wander home, hopefully, like not too bruised and banged up. And it was really just the generation that was largely in the early days, left alone. And then as you described and like as we sort of like rose through life became largely invisible as somebody we both started a number of companies and nobody markets to Gen X, nobody runs. Demographic groups or for Gen X there are very few products and services that are, you know, really focused on that sort of 45 to 60 age group. It remains to this day, largely invisible in the world of commerce and in service and in solution providing. And a big part of that experience when you’re younger, is the expectation that you’re not really here to take up space. And I’m curious for you, like, how did that actually show up on a day to day basis in your life?
Sherri Dindal: [00:11:43] Oh gosh. It showed up in, I think, almost every way. You know, again, going back to that idea of not just of being invisible, but being taught to keep yourself like small and quiet. And, you know, we again, that that standard phrase, I thought it was just a phrase that I heard. We were to be children or to be seen and not heard. And then I discovering millions of people who who follow me are like, you know, that is so commonly shows up in my comments of, yeah, you know, when I touch on a topic that to what you said, we don’t talk about, we just, you know, we’ve gone through life, we’ve sucked it up, we accepted it. That’s what we were taught. And for me, it showed up in a lot of ways of just sort of masking, you know, I think that it taught me to mask. It taught me to stay quiet, to keep secrets, to not draw attention to myself. It definitely taught me to be apathetic. And I think apathy is sort of our hallmark of our generation. You know, it taught me to be apathetic. It taught me to be sarcastic. And a lot of those. What I’ve come to realize later in life is that those were those were survival techniques. Those were ways that helped me get through life and face, you know, all the not just challenges in life, but the ugliness of the world. You know, it helps your invisibility cloak to be even stronger, I guess.
Sherri Dindal: [00:13:03] You know, I think about how we as kids and then, you know, the way a lot of us were raised and the messaging that we heard from not just our parents, but from society in general. You know, it wasn’t just the people that were directly influencing our lives, but it was even just the general population. It’s religion. It’s your teachers. It’s other role models in your life that have in ways passed on conditioning that as I talk about why are you a certain way? And it wired me that way and it showed up in my life every single day. And it’s still I’m still unpacking a lot of that. I’m still having to peel back layer by layer, trying to get to the root of who maybe I really am. I never really knew that version of myself because it became buried under all that conditioning. And again, that hardwiring, it’s almost like going in and ripping out those wires and allowing myself to believe that I deserve to feel happiness and joy and peace, and I deserve to feel a sense of freedom that I’m no longer bound by those that set a rules that were given to me and that were given to a lot of us. I mean, I think about that for the time most of us came up with boomer parents. Some had silent generational parents, but a lot of us thinking about latchkey kids. And when a lot of moms were going to work, you had dual dual income households that were really starting to evolve.
Sherri Dindal: [00:14:27] In the late 70s, early 80s, a lot of kids spent time with their silent gen grandparents. And so you had that conditioning and sort of a little bit of an even tougher love, if you will, in some ways, which is a lot of why the boomers are the way they are. But they, you know, a know, a lot of that was handed down from generation to generation. And, and the way that it shows up, I think for a lot of us, if we’re truthful with ourselves, which I’ve had to really come into being, not just telling truth but being truthful with myself, is that that still shows up today in a lot of ways. You know, it still makes us question ourselves. We might it might make us hesitate more. It might make us again that masking that. I think a lot of us, especially Gen Xers, are so good at is, you know, putting on that tough face or that mask so that we show up the way we think other people expect us to, or what makes other people comfortable. That was very much a taught, uh, what would be the word? Sorry. Words are hard because I’m 52. It was sort of a taught behavior or trait, if you will. And so it’s, you know, it’s it’s it’s I hope to share with people that you that’s that’s not your destiny. You don’t have to carry that around that foundation that was built for you.
Sherri Dindal: [00:15:39] You can tear it down and start with a new foundation that you’re never too old. You’re never too far gone, if you will. It’s never too late to sort of reinvent yourself. And that’s what’s happened for me, is just I never, never planned it that way. I didn’t expect to be here, where I am going from a person who was an investigator most pretty much my entire adult life and told a very hard line, working closely with law enforcement and just this. I was married to a cop and we both just pretty rigid people. You could be very rigid and you show up, you know, sort of in a more can be a little bit more aggressive and assertive when you need to be, but also only when only when you need to be. And I think coming up in that world made me even more. I was well conditioned for it, but I even conditioned myself even more to conform and show up in the world in a very particular way. And that just gets you. Eventually you get tired of that, that, that mask or for that armor you wear gets heavy. As I moved into my 50s, I just was like, I don’t I don’t want to carry this around anymore. I’m tired. It was, you know, it just was weighing me down. And I wanted more. And I tried to share that with others in hopes that they’ll find that discovery.
Jonathan Fields: [00:16:56] And we’ll be right back after a word from our sponsors for you. Is this a gradual evolution? Was there? Was this a slow bill towards a moment or happening, an incident that just shook you and said, I can’t live as this person anymore? Like, this is not me. Like there’s a part of me or maybe parts of me that I know are in there, like in like in my private time, in my own mind, or maybe with my closest friends, I get to share that part of me, but I’m not actually living as that person. I’m not showing up as that person. And that’s a heaviness that so many people carry, you know, whether you’re Gen-X or not. That’s a heaviness, I think, especially deeper into life. And we feel the responsibilities of life or maybe being a parent. And, you know, we kind of bury a lot of our identity in the name of toeing the line of being a responsible adult and fitting into, like, whatever communities were around. And like, you describe the heaviness of that. It just builds and builds and builds. So I’m wondering, in your experience, was there a moment that just woke you up and said no more, or was it kind of like a gradual unfolding?
Sherri Dindal: [00:18:04] It’s actually a little bit of both. For me, it was always sort of this. There’s always sort of been this something, but I never could figure it. I was almost like there was this doorway that was locked. I knew it was there, but I couldn’t figure out how to find the key or how to open the door. So there’s always sort of this longing for something on the other side, but I couldn’t find my way. And then there was this moment in time, and that was 20, 21 for me. I got sick with Covid. I was pretty sick. I came out on the other side of that thinking that, you know, I just was looking at the world through a different lens, you know? At that time, everybody was feeling the weight of the world. You know, this pandemic and people were dying and families were being torn apart where they were losing, you know, multiple people in their families to this pandemic. And and I just came out on the other side of that, being very grateful that I had made it onto the other side, that I was here. And it was sort of a second chance for me. It kind of felt like a second chance, but it wasn’t like my first, second chance. You know, I had had a moment in time in my 30s, early 30s where I had a horrific car accident. I was run under a semi. And I walked away from that unscathed car was totaled.
Sherri Dindal: [00:19:21] You would have thought whoever was in that accident died. And I somehow walked away from that with a cut on my knuckle, I should have. And I was two, I think, too young to appreciate that moment. I knew I was lucky, but I didn’t really stop and appreciate all that had been given to me, that I had had the second chance. And so I just sort of got back. I called somebody at work. I was in a company car, come get me off this freeway, got into another car and went right back to life. I didn’t pause to really appreciate that second chance. You know, it didn’t. It could have been a moment. I don’t regret it. But I look back and go, man, if I had just figured it out in that moment, I could have got back another 18 years of my life, you know, that I wouldn’t have wasted in that place, that I didn’t have happiness and joy and and the freedom that I have now. And so when it happened again and I felt like I’d had a second chance in 2021, I didn’t want to waste it. And I started doing the really deep work, the hard work that I had always wanted to do. I just didn’t know how to do it. I couldn’t figure out how to get past certain things, and so I, I started really doing that deep, meaningful work, if you will, and and just realizing the things that were holding me back was what I was holding on to, you know, that I couldn’t find a way.
Sherri Dindal: [00:20:36] Yeah, well, you know, just the trauma that I had gone through and things that were still haunting me as an adult, you know, that I just that had somehow kept showing up in my life. You know, these flashbacks and things that I think if I’m honest with myself, I couldn’t let go of because in some way, they were the only connection I had to the person who I was right, like this person that I lost through all of that. And so it was learning to let those go. It was learning to that, learning to let go, learning to forgive, understanding and teaching myself that forgiveness is not a weakness. It’s a gift you give yourself. It frees you. And it was coming to terms with those types of things and understanding that in the letting go process, I could start to find pieces of myself that I actually wanted to reconnect with and that journey of healing. I used to think that healing was something you just did, and then you were done. It’s not there’s no finish line. It’s not something that you just are. You’re done with one day and then life is just great. Now it’s more linear than that. It’s. It goes on forever. It’s a process that you do day in and day out, and the healing itself gets easier.
Sherri Dindal: [00:21:49] But you are always sort of in this process of evolution and rediscovery and learning about yourself. And it’s the willingness to connect with that. It’s the willingness to say, this is who I am, and these things happen to me, but they don’t define me anymore, you know? And letting go of that, and I think a lot of people really struggle to get to that point of where they’re okay with just letting go and forgiving and finding a place where they can be at peace. And that’s what I had longed for my whole life was just a sense of peace. And I finally have found that. And like I said, it’s still a process. I’ve I’ve come to terms with the idea that I’ll always be in that, some phase of that, but that it gets easier with time and letting go. Being willing to let go of those that armor that had been sort of woven into me through the conditioning and the trauma and all the beliefs, you know, the belief system that, you know, if you think about it. And a lot of people don’t, the belief system that most of us carry was given to us. It’s molded through your experiences and things that you do in life. But your early belief system is sort of given to you by someone else through the lessons they teach you and the expectations. And so it was coming to terms with the idea that I could still take parts of that belief system, that some of those things still are true to me.
Sherri Dindal: [00:23:03] But I was allowed to start writing my own. I was allowed to start rewriting my own story and my own belief system in doing that. It’s been amazing to come, you know, come out of that and go, oh, this is this is what happiness feels like. This is what peace can feel like. And again, I hope for me in the stories that I share, and some of the things I talk about is that I don’t only affect my generation, I do talk a lot about my generation, but that I maybe will touch or reach, or even older people sooner. For the young people that they get there, I wish I could have done it in when I was 32 when that accident happened, like if I had 18 years, or actually at this point, it’s 20 years ago. If I had that 20 years, like what? Maybe where would I be now if I had already had discovered peace and happiness and what joy felt like because I used to believe that happiness was for other people, you know, and that joy was just like a joke, like it wasn’t real. You know, I didn’t believe that it was something that existed. But it does. And you can find it. It’s just often buried, like I said, underneath all this other stuff, you know, the baggage that we carry around that eventually gets very heavy.
Jonathan Fields: [00:24:10] You use the word forgiveness, which is I think it’s an interesting word because a lot of times when we hear that word, what we’re thinking about is, well, who am I forgiving? It’s another person, somebody who’s done me wrong in my past. That may be a part of your story, right? But so often, like the forgiveness that actually really unlocks so much of what we yearn to experience and feel. It’s self-forgiveness. It’s the parts of us that we feel have done other people harm or done ourselves harm that we can’t understand often, and we just hold on to this blame and shame, and it’s not directed at someone else. It’s literally directed to a part of us that we’ve kept down inside. And we’re just we’re carrying that heaviness, you know. So the forgiveness, I think a lot of times when people hear that word, it’s like, well, who am I forgiving? Who’s the person out there? But so often it’s a part of us that actually gives us the greatest relief and also, in my experience, is often the hardest one to forgive.
Sherri Dindal: [00:25:09] I would agree with that, because guilt and shame are two really big ones, and they’re they’re more internal, their emotions that you feel for yourself. Right. If you. And so carrying around shame and guilt. I recently learned that shame is is one of the strongest, if not the strongest emotion to overcome and encapsulates many other emotions that feed into shame. And so learning to shed that or learning to forgive yourself. For me, the shame and the guilt that I carried around wasn’t something that I did. But I still felt some form of guilt and shame around that, as if I somehow had played a part or it was somehow my fault. And I know now is one of the biggest things holding me back in my healing journey. I had thought, you know, back in my 40s, early 40s, I called myself healing. You know, I was working on myself, but I realized that I had I wasn’t I had no idea what I was doing and wasn’t being really honest with myself about what I needed to work on and what was really getting in the way of me finding joy and freedom. Or this feeling. Because freedom means a lot of different things for people, right? Like freedom can mean what you feel is a sense of free.
Sherri Dindal: [00:26:16] Like, we live in the United States and there’s that sense of freedom, but then there’s also the sense of freedom, of just being able to do what you want, whenever you want, or the freedom of being who you are and showing up for yourself first. And this is especially true for moms. We tend to not show up for ourselves. We show up for our families and our children often. First, we will sacrifice ourselves. It’s like the biggest sacrifice that moms make is for their kids, right? And so there’s all these things that you can call freedom. But for me, freedom was just that. It was this ability to step into a place of peace and free from all the things that I held for so long that that just continued to pull me back into a place that I didn’t want to be. And I couldn’t control that. And so that for me was freedom was like, oh, I’m free of that. It has a place now. I have the power to control it. It doesn’t control me any longer. That guilt and shame that you’re talking about are two really large, big emotions that are hard to overcome, actually, and they are rooted in forgiveness.
Jonathan Fields: [00:27:25] And we’ll be right back after a word from our sponsors. When you make the decision, then in 2021 says, you know, this has been a slow build, you have this, you get really ill with Covid and you recover, and then you look around and realize so many others have experienced the same thing and are not here anymore, or they have long term struggles. This becomes a wake up call to you. This becomes the second like big moment where you’re like, okay, I’m still here and I can’t do the next season of life the way that I’ve done what’s come before. So you make an interesting decision. I’m sure there are a lot of other things that you started changing and thinking about and people you were talking to, but one of those decisions that you described is, I’m going to start just filming video and putting them online. Right? So you’re, I guess around 49 at that point.
Sherri Dindal: [00:28:16] So you’re 40. It’s actually 48.
Jonathan Fields: [00:28:18] Okay. You’re well into life. People know you in a certain way. You know, you’ve got a certain reputation among the community. And and then you’re like, I am going to start creating videos now for anyone who’s seen your videos. Like we’re having a grounded, calm like conversation here. This is not the way that you show up in your videos online. You’re funny, you’re snarky, you’re wise. You’re, um, throwing in tons of nostalgia points so that so many people can relate to so much of what you share when you decide. And it feels like really apparent that this is not sort of like a made up character that you step into. This is just a part of you that wasn’t it was being tucked away until that moment. So when you decide, okay, you know, I’m half a century into life almost, and I can’t keep doing it the way that I’m doing. I need to actually show up as myself. And I’m going to start to just put up videos. Was this really just you? I just need to do this for myself. And maybe five people will watch this or or were you think to yourself, maybe I can show up and like inspire an entire community or what was going through your mind when you’re like, I’m going to start just creating videos that are very different than the way a lot of people probably know me and just put them up.
Sherri Dindal: [00:29:30] It actually didn’t start that way. So I while I was healing from Covid, you know, I hadn’t been on TikTok before that. I’ve been on some social media for years. I used them for my business, but I hadn’t been on TikTok. And I think, like a lot of people my age were like, that’s for teenagers and dance videos. I’ve got a couple of teenage young kids myself, so I knew it, was aware of it and I was like, yeah, I’m not. I wasn’t interested, but I found myself lying in bed for a month, you know, scrolling through that was what entertained me. And I remember thinking, I could do this, like, you know, not the dance part, but they were starting at that time. People were starting to make content that wasn’t just dance videos, you know? And so I was like, oh, I think I could do this. And originally I thought I would use it for my business. I was like, oh, I’m going to start making videos for my business. And it never turned into that. I’m trying to figure out how to use the platform and learning the technology. You know, the first few videos I made up, they were just funny. They were just funny videos. They had nothing to do with my generation. I did not set out thinking anybody would see them. I honestly had zero expectations.
Sherri Dindal: [00:30:37] I was just trying to learn the technology. And then one day I don’t remember why I made it, but I made a video that was the sounds only Gen X years, and it was just opening clips like few seconds of opening sounds to songs that would resonate, like would get you there like a dog whistle. As soon as you hear them, you know, you stop. And I made this video and it didn’t do much at first because I was an investigator. My brain is wired to just go down the rabbit hole very, very easily. So I was down the rabbit hole trying to figure out how this stuff works. And somebody said, hey, if a video doesn’t work the first time, just repost it. So I did, and that I went to bed and I woke up and that next day, all of a sudden I had 40,000 new followers off of that one video. I have no idea what’s happening. I also fell into the trap early on, listening to people who are like, oh, you know, TikTok wants to put you in a niche. You know, if you try to make any videos or outside of that niche, then they are not going to perform well. So I was like, oh, then I need to make another Gen X video because that video did really well.
Sherri Dindal: [00:31:37] And so I started making videos about Gen X. I started just talking a little bit about just early on a little bit, just funny stuff about our generation and slowly that built into storytelling. I’ve always been a Chatty Cathy, I guess, and I love storytelling. I never really considered myself a storyteller, I don’t think, but I can tell a good story. And so I started making Gen X, went right down into that niche and started making more videos for our generation. And that’s really what started to take traction. So I thought, oh, that’s true. You really just have to be in a niche and only do this one thing, and those videos will do well. Well, what came from that was I get bored very easily. I can’t only talk about this one thing I don’t have enough to talk about because of the trauma that I’ve I endured as a child. I don’t have a lot of memories. You know, a lot of that’s really just not. It’s just a blank. It’s just blank and it’s more like a movie reel, you know, little clips of stuff. I early on had a really hard time connecting with a lot of Gen X content because I was like, I don’t remember that much, but a lot of people would surprisingly, comments would unlock a memory or I was like, oh my gosh, I completely forgot about that.
Sherri Dindal: [00:32:49] You know, and so it’s been that’s where the therapeutic side of it came where I was like, this is very this is good for me. It’s helping me remember good things. Right? I wasn’t only holding on to the dark memories. And so it was good because it was helping me to reconnect with the good of my childhood. The stuff I really did love about growing up in the time that we grew up, you know, I mean, we were feral, but we were free. It was a lot different world, and that’s been one of the most joyful things for me is that being able to reconnect with the nostalgia and the memories and the good times, right? I got bored and I was like, I can’t just talk about this one thing and I’m not a believer and I don’t like being told what to do. So that’s just, I just don’t I don’t like to be told what to do. And so I was like, you know what? Screw you. I’m not only going to do this one thing, I’m going to do what I want to do. And it felt genuine to make that content, but it also didn’t feel as genuine as I wanted to be because I was like, I don’t remember enough. And so I started talking about the one thing I could really talk about very authentically, which is aging.
Sherri Dindal: [00:33:53] So I started talking, making videos about aging and midlife. And just why didn’t anybody tell us that this is what the hell happens to you when you get to be this age? And I you know, I’ve always been funny and very sarcastic, but I never considered myself. I never really considered myself to be that funny. But, I mean, if I look back, I’m like, okay, I’ve always been kind of funny, you know? Now, those videos didn’t take off right away, but then eventually those really started to do well. Also also still connecting with the same audience just through a different genre. Really? You know, it’s like, oh, we’re all still at the same age. We’re all going through it. We’ve all grown up the same way. And then menopause hit me. And so I started making videos about that. And, uh, those are hilarious because menopause is just ridiculous. And so you can make fun of that all day. And I just broke the rules of the algorithm, which was that you’re only a lot of people do only just do one kind of thing. And I do multiple things. And through that, what came out of that was that I started making these Daily Dose videos because I was, again, they were therapeutic for me. They were funny, nostalgic, but then they were also somewhat healing.
Sherri Dindal: [00:35:01] I was telling my own stories, but also the stories of others at the same time. And so what I recognized after a while of doing that, especially through the comments, was that there’s this really brokenness to a lot of our generation. You know, a lot of them They haven’t found a way out. They can’t see the light at the end of the tunnel. They still are very much living in a place where I lived for so long. And so I started making these Daily Dose videos. They’re kind of a tough love kick in the pants, you know, wake up type video. And they were really chipping away at some of the really tougher parts of life. You know, talking about the letting go and the finding peace and happiness and, and all of that. And so I ended up just being sort of this hodgepodge of content, you know, and it somehow worked. It somehow broke the rules. It’s somehow not just on one platform. It wasn’t just TikTok. That’s where I started. You know, I started putting content on Instagram and Facebook, and next thing you know, I’ve got, like I said, almost 6 million people where I still struggled to believe that there’s almost 6 million people that care about one thing that I have to say.
Jonathan Fields: [00:36:07] I wonder if part of that. Also, you said you broke the rules of the algorithm, right? Which yes, you did. You know, because everybody tells you choose your niche. They really like just boom, boom, boom. And you hit a point where you’re like, all right, I can’t actually be me and do that thing, even though it seems like the algorithms remind me. But when you decide I just need to start talking about and sharing who I am and what I see and what I’m experiencing, you didn’t just break the rules of the algorithm in no small way. You also broke the rules of culture, of society about what a woman of a certain age, the expectations about how that person would show up and you’re like, oh hell no. Like, so it wasn’t just the algorithm. It was bigger than that.
Sherri Dindal: [00:36:50] Yeah. You just you just reminded me, I mean, especially early on. So, I mean, I have blue hair. At one point, my hair was purple, I have tattoos, I’m 52. You know, I cuss like a sailor, even though I’m being nice here on your podcast. I got a lot of hate early on, you know, and I still do occasionally. I’ve learned to ignore it. You cannot dwell in the comments. It’ll tear you down. But I used to see those comments and they would bother me and I started, I started. At first they did bother me almost for a while, made me even reconsider what I was doing. Like putting myself out there because people can be so mean. Or, you know, I come from a time where if you talk trash, you get punched in the mouth, and now everybody does it behind their keyboard, you know? So it’s different. And so I was I didn’t know how to deal with that. You know, this these key keyboard warriors, if you will, the trolls. And so it almost discouraged me. And then there was a part of me that was like, no, that’s not who I am. Like, that just was more fuel on my fire. And so I started doing these clap back videos and started sort of snapping back at people of like, what? You know, that their idea of ageism. I realized that in those moments that ageism was alive and well and how real it was, and especially for women.
Sherri Dindal: [00:38:05] And so I used that as content that for me, that was like, you are low hanging fruit, like you are making this so easy for me. Like, I can use this all day to chew you up and spit you out. And I did that for a while, and I don’t do them as often anymore. I don’t, because a I don’t get in the comments that much for that kind of content. But I also recognize that I the topics, although people love them, my back videos always generally do very, very well. I realized that it wasn’t really who I wanted to be. I didn’t want to, you know, I didn’t want to be here. I am talking about living in your in your authenticity and and being kind to yourself and finding peace and happiness in this next the next video I’m handing somebody, you know, their entire dignity, you know, in one little video, 32nd clip. And I realized that it sort of was a little bit of a conflict for me. It made me come across, in some ways almost as maybe being disingenuous, you know, that I was saying one thing and doing another. And so I’ll still occasionally do it if it catch me on the right day. Just rage full enough on on the right day.
Sherri Dindal: [00:39:03] I will still clap back, but I just, you know, I realized that that wasn’t early on. It served its purpose. And people still say, oh, I really miss your clap back videos, but some people thrive on that. Some people just thrive on the negativity, and I didn’t want to be perceived as negative. And those videos tend to be a little more in the negative space. And so I don’t do them as often. But you’re absolutely right that I did break all those rules and not just what I say and how I say it, but just and how I show up in general. Right? The belief that, like, you know, they’re like, okay, grandma, with your blue hair, you’re trying too hard. You know, those kind of comments, you know, and I’m like, I’m not trying anything. This is just me. I’m not. I don’t have to try. I’m married, I got kids, I’m not planning to have any more kids. I have my own business. There’s nothing that I need. But they don’t get that. And some people just. They’re just in such a bad place in their own lives that they would like to drag other people down with them. And so I tend to like I said, I just try to ignore those people now, but yeah, they they are out there and they come out in full force sometimes.
Jonathan Fields: [00:40:00] Yeah. And I mean, it’s really when you and again, as you were saying, like women are judged very differently than men, um, you know, especially on social media where somebody can hide behind a the screen or when there isn’t, like this direct thing. I mean, it’s like, yeah, I don’t know if you read Miranda July’s All Fours, which is this tremendous book, but if you look at the reviews on that book, it’s a novel about a woman in her 40s who’s really just completely rediscovering who she is and what she wants out of life and sexuality and relationships. And a lot of the reviews on that book are like five stars and one star.
Sherri Dindal: [00:40:31] What’s it called?
Jonathan Fields: [00:40:32] Miranda July’s book, All Fours
Sherri Dindal: [00:40:35] All Fours.
Jonathan Fields: [00:40:35] It’s so raw and visceral and and powerful about like what happens when a woman basically says, okay, like I need to actually do this, this part of my life in the way that makes sense for me. And I know I’ve heard Miranda interviewed also, and she said she’s taken a lot of heat. Some people absolutely love her and what she wrote and resonates so deeply in there. You know, these All Fours group chats, you know, going on around the world, and then other people just fiercely reject the the whole notion that a woman in the middle years of her life could talk about things like this and show up in a particular way and consider these ideas. And I see what you’re doing as it’s so compelling in one way because you’re basically saying, just deal with it, you know, like, this is me.
Sherri Dindal: [00:41:20] Yeah, I tend to phrase it a little differently than that. But yes, you’re absolutely right.
Jonathan Fields: [00:41:24] In a kind way. It’s like you’re not saying that overtly at all, but what you’re saying is in the way that you show up, you’re basically saying, okay, so like, I know who I am. And for decades of my life, I didn’t show up as this person, at least in this way. And now I’m going to bring it all forward. And some of you may like that. Some of you may love it, some of you may be inspired by it. Some of you may hate it, some of you may be threatened by it or offended by it. But that’s not going to stop me from showing up in this way, because I know who I am and why I’m doing it, and it feels right to me. I mean, does that land? Because that’s the way it feels.
Sherri Dindal: [00:42:00] When I’m nodding, because I’m like, that’s that’s absolutely, you know, you captured that very well because that’s exactly where I’m at. And for me, It wasn’t until I was close to 50 for me to finally step into that space and. And it feels right. It does. It feels good. It feels good to say, you know what? You said it way nicer than I would. But screw you. This is who I am. And you don’t have to like me because I don’t care if you do or you don’t. You hit a point in life, especially women, I think finally hit a point in life where the especially the menopausal years for women, where you just are like, oh yeah, this is who I am. Take me or leave me. But I don’t want to be the version of me that you want. I don’t want to be that person anymore. I live that way for so long. I refuse to dishonor myself any longer for other people. For me, that deep sense of freedom in finding that of like, you know what? I refuse to dishonor myself any longer. And if you don’t like that, that’s a you problem. It’s not my problem. And it feels you feel lighter. You feel good to know that. I feel good to know that I show up every day as who I this person, who I am, the person I’ve always been but tempered or hid or contorted for other people that I get to show up as this person every day, and that there are people out there that do appreciate it.
Sherri Dindal: [00:43:22] You know, there are people that look for that. They’re looking for that little nugget of wisdom, something that breathes life into their day, something that helps them find courage, something that helps them to evolve, helps them to wake up. So many women, especially now that I’m on tour, so many women who come up to me and tell me that story of like, you saved my life. You have breathed life into a part of me that I thought was dead, and that I don’t take that for granted. It gives me purpose. You know, I told you in the beginning I didn’t know it was this. But I always felt some sense of purpose that I wasn’t fulfilling, that there was something greater I was supposed to be doing. I didn’t know it would be sharing, you know, sage wisdom in my 50s. I had no idea it would be that. But it feels right. You know, and I don’t know where it’s going to take me. You know, I will continue. You know, when I received the award that I received. I couldn’t believe that I deserved an award like that. Like, I really struggled. I was like, I was up for like three awards initially. One was for comedy. One was for motivational inspirational, and the other was for the cheer of the year.
Sherri Dindal: [00:44:24] And the first two felt okay. I was like, okay, comedy. Sure, I can take that motivational, inspirational, I’ll even give you that. But cheer of the year just really made me step back. I was like, I don’t, I didn’t feel worthy of that. I felt like there are so many people doing really like powerful, important things in the world that are deserving of something like that, you know? And when I won, I was in shock, naturally. But so many people that came that either came through the comments or sent me messages that said, you absolutely deserved it. You’ve changed my life. You saved my life. They were near their end of their rope, you know, for I don’t know, a lot of people don’t realize, but women in this age, suicide rates are the highest for women in their midlife, and especially late 40s or early 50s. And so for them to have someone that they can look to, you know, that either makes them laugh or makes them think or helps them in some way to find whatever it is that they seek. Whether that be peace or happiness or whatever. I will continue to show up for those people as long as I can, because I know what that felt like. I lived that way for so long. To know that I’m helping even just one person you know, is enough for me to keep doing it.
Jonathan Fields: [00:45:35] And also, you know, part of the way that you show up, there’s this sense that, okay, so, you know, this is resonating. You know, you’re building an audience in the community and you’re getting to show up and share parts of yourself. But like a big piece of this also, at least from like from the outside looking in is it looks like you’re genuinely having fun.
Sherri Dindal: [00:45:53] Oh, I do, I do.
Jonathan Fields: [00:45:55] And I think so many of us, we reach sort of like a certain point in life and we’re like, oh yeah, the fun days, the carefree days, the loose, the goofball days. Like the that left when I was 16 and I was just bouncing around with my friends. And, you know, this is not the season of life for that. And you’re showing up and you’re like, oh, no, no, no, no, no, no, no. This gets a seat at the table and it looks like when you show up, it really looks like you’re just having fun. And it’s a reminder that says, oh, this can happen, this matters. You can show up this way. Some people may dismiss you, but a lot of other people actually won’t. And a lot of other people will say, oh, like, I want some of that.
Sherri Dindal: [00:46:35] I hope that they do. I really I mean, I am genuinely having fun. I look back at my early videos where I was to where I have where I am now, and just seeing how I how that’s evolved and how much fun I’ve allowed myself to have. And I think touching on what you just said about, you know, we believe that that all goes away because that laughter and fun and carefree spirit is only for the young. We’re kind of taught that. I mean, there’s a video going around right now, for example, where they’re like interviewing people on the street saying, what year do you have to be born to be considered old? You know, and it’s these kids that are like, oh, you know, 2000. And I’m like, oh, 25 is old now. Like, I had no idea. It’s this idea of young, right? We’re sold this bill of goods that, like, you have to do everything when you’re, like, young, because there’s going to come a point when you’re old that you’re not going to be able to do those things. And that’s a bunch of trash. Like, that’s not true. For me, the best of my life is just starting. I mean, yeah, I’ve got my kids. Those parts of my life will never be outdone, but I’m doing things in my 50s that I would have never done in my 20s. I would have never shown up the way that I do now in my 20s.
Sherri Dindal: [00:47:48] And there’s something to be said about, especially at this point in your life, of like showing up authentically and just really enjoying the ride. And that’s one of my standard lines. I say it a lot at the end of my video, especially my daily dose ones of just enjoy the ride, you know? And I don’t say it quite like that, but you just got to enjoy every moment of it. Life is so short. And we take for granted every day, every hour, every minute that goes by. We just take that for granted. And it is truly wasted on the young. And when you’re young, you think you’ve got all this time ahead of you. You’ve got your whole life ahead of you. And those two second chance moments that I had taught me that I those could have been snuffed out like that, like that life could have been over. And all of those things I could have done should have done the regrets that maybe I would have had of the things that I didn’t do. I don’t want that for myself anymore. I just want to live and enjoy what life has to offer. Because you know what? It could be gone tomorrow. I don’t want to be on my deathbed and look back and have regrets. And if I had continued to live the way that I had, I would have so many regrets.
Sherri Dindal: [00:48:53] Just enjoy the ride. Whatever the ride is, you know, whatever it is, enjoy it. Do the things that scare you and do the things that make you come alive. And those are the things for me. There’s so many things that held me back because I was scared. Now I’m like, I’m not. Whatever it is, what it is, I’m going to do it. I’m going to do the hard things. I’m going to do those things that scare me. Because those are the things that for me, they make me feel alive. And then the things that make you feel, you know, that make you come alive. What? Those are the things you’re passionate about. Those are the things that you know. For I tell with work, if you do a job that you hate, that literally drains the life out of you. I used that was me get up every morning and literally cannot stand the idea of having to crawl out of bed and go to this place that feels like a prison. You should be doing something else, but find something that sets your soul on fire, that gives you life, that breathes life into your fire instead of snuffs your fire out. You know and do those things because life is short and you don’t want to get to the end of your days. Whether you die slowly or you die suddenly and look back and go, God, I wish I had done those things.
Sherri Dindal: [00:50:03] That’s where I was after my my second second chance was like, man, that could have. It could have been gone. And I wasn’t even 50 yet. And now I’m 50 and a 52. I started really making that content at 50, but 52 be 53 this year, and I’m doing things I never imagined I didn’t have. Those were not in my cards. They were not on my being a content creator, going on tour, doing stand up comedy. None of that was on my bingo card. Okay? It wasn’t on my bucket list. And here. Yet here I am in my 50s, suddenly doing all these things that I never would have done in my 20s or 30s you would have tried to convince me to get on a stage, do stand up. In my 20s and 30s 40s, I would have laughed and been like, there’s no way I would have never said yes, but I’m in my yes phase of life. I’m in the point in my life where it’s like, say yes to everything that you possibly can because our days get shorter, not just in the sense that they go by faster, but we just have less time on this earth. And so you you’ve just got to do everything that you want to do and can do while you can still do it.
Jonathan Fields: [00:51:01] I love that. It feels like a good place for us to come full circle to. And so I always wrap these conversations with the same question. I kind of feel like you just answered it, but I’m still going to ask you in this container of Good Life Project., if I offer up the phrase to live a good life, what comes up.
Sherri Dindal: [00:51:16] To live a good life is not wishing that you were somebody else. Every time you wake up, you just wishing, not wishing that you were someone else. Live a life. The good life is living a life every day. Just being who you are and not wishing you were someone else. And that’s the good life for me. That’s freedom for me is just being me. And yeah, I think that’s that’s sums it up for me. Just waking up every day, not wishing that I was anybody but the person that I am. That’s that’s a good life.
Jonathan Fields: [00:51:47] Mm. Thank you.
Sherri Dindal: [00:51:49] Well. Thank you.
Jonathan Fields: [00:51:51] Hey, before you leave, if you loved this episode, safe bet, you’ll also love the conversation we had with Karen Walrond about rewriting the mid-life narrative to one of joy, grace and possibility. You can find a link to that episode in the show notes. This episode of Good Life Project was produced by executive producers Lindsey Fox and me, Jonathan Fields. Editing help by, Alejandro Ramirez, and Troy Young. Kristoffer Carter crafted our theme music. And of course, if you haven’t already done so, please go ahead and follow Good Life Project in your favorite listening app or on YouTube too. If you found this conversation interesting or valuable and inspiring. Chances are you did, because you’re still listening here. Do me a personal favor. A seven second favor. Share it with just one person and if you want to share it with more, that’s awesome too. But just one person even then, invite them to talk with you about what you’ve both discovered to reconnect and explore ideas that really matter. Because that’s how we all come alive together. Until next time, I’m Jonathan Fields signing off for Good Life Project.