Get Obsessed : With Living Your Best Life

Why Am I Single? Listen to this with the Queen of Country Music Maddye Trew

28 min
Nov 11, 20257 months ago
Listen to Episode
Summary

Country music rising star Maddie True discusses her breakout single 'Single of the Year,' her journey to Nashville despite rejection from Mariah Carey on American Idol, and how she's reframing singlehood as empowerment rather than failure. She shares insights on generational shifts in dating and commitment, her mentorship under Jeff McMahon, and her upcoming EP 'Here Goes Nothing' launching in 2026.

Insights
  • Generational shift: Women aged 25-35 are prioritizing career development and self-discovery over traditional marriage timelines, with dating becoming more intentional rather than obligatory
  • Rejection as fuel: Career setbacks can be reframed as motivation when supported by a strong personal network and clear long-term vision
  • Authenticity drives connection: Artists who share genuine personal struggles resonate more deeply with audiences than those performing manufactured narratives
  • Mentorship multiplier effect: Receiving mentorship creates obligation to give back, creating a cycle of industry development and community building
  • Manifestation through clarity: Specific goal-setting and consistent belief in outcomes correlates with achieving professional milestones in creative industries
Trends
Delayed marriage and commitment becoming normalized in millennial/Gen Z demographics, shifting from social expectation to personal choiceFemale artists leveraging single/independent lifestyle as authentic brand positioning rather than romantic narrativeCountry music industry recognizing untapped market in celebrating female independence and non-traditional life pathsMentorship-based career development replacing traditional industry gatekeeping in music industryPersonal authenticity and vulnerability as primary differentiator in crowded music marketplaceWomen's intentional career focus during prime reproductive years reshaping family planning conversationsPositive reframing of singlehood as empowerment narrative gaining cultural momentum in mainstream media
Topics
Female Independence in Country MusicGenerational Dating and Commitment TrendsCareer vs. Relationship Priority Trade-offsRejection and Resilience in Entertainment IndustryMentorship and Career DevelopmentPersonal Branding for Female ArtistsSongwriting as Emotional ProcessingAmerican Idol Audition ExperienceNashville Music Industry DynamicsManifestation and Goal-SettingEgg Freezing and Biological Clock AnxietySelf-Love and Solo DatingWomen Role Models in Country MusicEP Release Strategy and Artist DevelopmentGiving Back and Community Mentorship
Companies
American Idol
Maddie auditioned multiple times; rejected by Mariah Carey in one round but eventually made it to Hollywood
People Magazine
Referenced as source for celebrity relationship and divorce information in discussion of industry relationships
People
Mariah Carey
American Idol judge who rejected Maddie's audition, calling her a 'talent show singer,' which became motivational fuel
Carrie Underwood
Country music role model cited for successful career trajectory, marriage to Mike Fisher, and balanced family/career ...
Dolly Parton
Country music legend and inspiration; Maddie references her marriage to Carl Dean and recent Dolly musical
Loretta Lynn
Classic country music artist cited as inspiration for authenticity and pioneering female artist path
Patsy Cline
Classic country music artist cited as major inspiration for vocal style and artistry
Jeff McMahon
Maddie's mentor and manager who guides her career development and speaking opportunities; she documents his advice
Carl Dean
Dolly Parton's husband; Maddie cites him as ideal partner model based on Dolly musical portrayal
Keith Urban
Referenced in discussion of celebrity marriages; married to Nicole Kidman
Nicole Kidman
Actress referenced as living in Nashville; discussed as celebrity sighting in grocery stores
Harry Styles
Mentioned as hypothetical dating example when discussing openness to meeting people across industries
Quotes
"I think I'm a part of the generation that's like breaking that mold. And it's also whatever your path is to each their own."
Maddie TrueEarly discussion on generational dating norms
"There's definitely downsides to being single 1,000 percent. But under all of it, I do think it is very important to be single and to have that time to figure out who you are as a person."
Maddie TrueMid-episode reflection on singlehood
"This hook, like all my friends are tying the knot and I'm tying one on everybody. This doesn't even have to like portray me. This is going to touch everybody."
Maddie TrueDiscussing 'Single of the Year' universal appeal
"I just really think country music. That's the roots of country music. Pain."
Maddie TrueOn songwriting and emotional authenticity
"When a door closes, a window opens, right? Yeah, exactly. That was jet fuel."
Maddie TrueReflecting on Mariah Carey rejection as motivation
Full Transcript
Welcome to the Get Obsessed Podcast, where we dive into the stories of trailblazers who turn setbacks into soundtracks of success. Today we're going to get obsessed with a rising country star whose voice is as bold as her spirit. Maddie True, I can't wait for you guys to meet her. She hails from Memphis with deep Tennessee roots. Maddie's music is a perfect mix of heart, humor and honesty. Her breakout single, Single of the Year, is more than a song. It's an anthem for single women everywhere who are raising a glass and owning their independence and celebrating life with a beer in their hand instead of feeling sorry for themselves with the broken heart. Maddie's road to Nashville, let me tell you, wasn't without a few sharp turns. If anyone has been kicked in the gut at some point, it's been Maddie. She's one stood face to face with the diva Mariah Carey during an American Idol audition. A moment that truly could have crushed anyone's heart, anyone's soul and anyone's dream. It just didn't go as planned. Instead of letting that derail her, Maddie turned this rejection into resilience, which we love here on the Get Obsessed Podcast. The poor yourself would drink, turn up the volume and get ready to fall in love with the sound and the soul of Maddie True. Because today on The Get Obsessed Podcast, we're getting obsessed with the woman, rewriting what it means to win. Maddie True in the House. Oh my gosh, I love that intro. Thank you. You're amazing. Are you the single of the year? Yes, I'm the single of the year and I love it. No, that one has been so much fun. Not only because it's a great song. I'm having fun with the songwriters of it too, which has been a big part of this one's story because it was written by a few friends in town. When I heard it, I was like, can I have this? This is exactly me and this is exactly what people need to hear. Now as it continues to move forward, we're talking about, did you do this? Did this just organically happen? Where'd the song go here? You know, like, oh my gosh, it won this. Whatever. So I'm celebrating with other people too about it. It's been a real fun journey so far. I'm glad you like it. I really do. I love how you explained it in the intro. It's perfect. We are raising a glass to our independence. Right? Yeah. Yeah. You're speaking to a generation of women. I know you're of a certain age. I know you had a birthday perhaps last week. A big birthday. A big birthday. Can you say how young and amazing you are? Yes, I've been very young and amazing. 30 years old and I've loved that. So the fact that you're 30, you're speaking to a lot of women in that age range who at my age, I had a child. Yeah. Yeah. It's married and I was maybe not good for the second time. I'm not like, yeah, I had another child on the way at 30. That was the norm. What is it like nowadays being 30? Is this the norm? Just be this is the norm. I think I'm a part of the generation that's like breaking that mold. And it's also, well, I mean, it's also whatever your path is to each their own. And if you if it's God's plan for you, it's God's plan for you. I've got a lot of single friends up here in Nashville. And I think it's more just like because we go to high school, we go to college and then what do you do? So like, I think a lot more people are choosing to see what else is after college before all of that or being more intentional with their careers, which is what I'm doing with this music thing. It does help being single and having all this time to focus and do what I need to do for music. But it is that generation. The dating scene is wild. You know, it's and now everybody's like, okay, what I want to have fun. It's not like everybody's like rushing for commitment because, you know, that's that can also be scary to a lot of people too. And then when I heard single of the year, I've been a bride's made five times. And I have always, you know, I like to think I'm the fun friend. And, you know, I've made it a thing to where I try to catch the bouquet every time I'm and I have funny pictures from the photographer because of it. And, you know, I mean, it's just I always have fun at these weddings and I'm always by myself. And I, you know, I don't I don't care. So, you know, and there's a there might be a cute groom's man every now and then, but, you know, and tying the music into it and it's called single of the year. I mean, it just really, it really embodied, you know, kind of my life right now. I'm not dating and I'm going for this dream and I love country music and I love entertaining people. Do you really like being single? I'm thinking about and I'm, and I mean, great question. Do you really like being single? I know what it's like being single. It's the tender age. It's the bumble age. It's the heartbreak age. Do really, really like being single. Seeing your friends being a bride's made five times and hearing that and not being it. Yeah. But having so much fun, your song is so much fun. And I know you're more than just that song for your girls, your comrades and arms. Is it really, truly fun? It's fun to see make it sound. Yes. Okay. So, yeah. No, I mean, there's definitely downsides to being single 1,000 percent. But under all of it, I do think it is very important to be single and to have that time to figure out who you are as a person or become that person that you're supposed to be for your future person or maybe maybe you might not even get a person. I know people who don't even have that significant other because at the end of the day, I just view it as like we were we were plopped here on the surf. And if we meet our soulmate, that's beautiful. And with my path is this then so be it. And so I just try to find the joy outside of like the downfalls of it because you can't get lonely or whatever. But and that was another reason for releasing this song was just to like put emphasis on the joy. Yes, this song was me, but it was also because of my generation, it was for everybody else. I was like, this hook, like all my friends are tying the knot and I'm tying one on everybody. This doesn't even have to like portray me. This is going to touch everybody who's they could be between three year old or 30 year old at a wedding. This is going to work and just hopefully make it more fun instead of right man. I'm going stag. Yeah, as women and I'm just talking as women, we tend to think that there's a biological clock. So at 35, we're like, oh my guys, we're going to have to freeze our eggs after my birthday. Now I'm starting to think about that. Yeah, it did really worry like, do I need to invest in freezing my yeah, like what do I do now or what because I can see myself down the road being a mom. I also like the idea of adoption. I'm just open. I think a lot of I do believe a lot of success comes from being open to things and pushing boundaries on social norm. Like I can I don't let that get in my head. Like I could easily go and be like, oh my god, all my friends are getting married. And I know I'm so far behind this is so much about me. Wait, why do you think you're not married seriously? And I'm saying you shouldn't be married. I shouldn't be married. Just I have a announcement of a listening to us by the way. Oh, no, that part. Ed. So Larry, yeah, so I go on dates and I'm not and it's a joke in Nashville. There's a lot of man hating songs. I'm not a not a manhater at all, but I am in a generation where commitment is scary to most and I'll go on dates and it's it's kind of hard to tell if they're really in for like trying to find the girlfriend or not. And I also have been like quick at saying, I'm not gonna marry you. I can already see that. So I don't want to waste my time going down that road. So you date to get married. You're dating to marry at this point, you know, I mean, I've dated for fun. Like, but I've never had like a solid long term boyfriend and I'm like, I don't know, music's just all encompassing of me till where it's just weird. I just I don't I'm just going for that. And I'm meeting you guys out on the road and there's I'm traveling. So like the world's my own sure I can meet anybody. But in order to stay positive too, because you really can you can be like, Oh my god, I'm so far behind. Nobody likes me. Why does nobody like me? It's it can be your choice. It can be a choice too. It can be just your path. It can just it has to do with how you shed light on your situation and how you hold that in your mind. Or if you just let your mind take you to negative spots about it. Do you gag when people say you should date yourself and do you think that is just just a something you should date yourself? No, there's actually a podcast called date yourself that I've been really. Yes, I love it because I also think that part of dating struggles is like and just the importance of being single is finding yourself, but it's also learning to love yourself. And so maybe that might be one of my, which is funny because I do love myself. I love the Maddie true in the country music and there's also things you could there's negative roads you can go down. And so when I do, I guess that is one of them. And so I think, but that's also really been fun to work on loving yourself. And it's definitely a positive thing. And I had a friend one time he was like, if you go out with a bunch of girls, no guy is going to approach you. But if you can go out by yourself and like line and down yourself, then maybe somebody will come up to you. And if not, you're having a great dinner by yourself. And you're just learning to exist and be independent right there without having to rely on everybody else to give you happiness. I don't think I ever actually went out to dinner, except if I'm out traveling, I don't think I've actually intentionally went out to dinner by myself when I'm at the right. Yeah, no, it was definitely it was a chance she was like, just do it. So I looked at it as like a fun thing, like a bucket list thing or go do that or go speed dating. I even did the speed dating thing just for the heck of it because I thought it sounded fun. And like what they do on TV. So me and my friends bought a ticket and it was awesome. It's just so it could be fun. It can be all the things. But yeah, it's mainly about just learning to love yourself and learning who you are or why you're single and just keeping a positive attitude about it the entire time. Otherwise, you're going to sink. You're a lot smarter than I was. And to be honest, aren't you supposed to be in a lot of pain? You're a rising country star. Yeah, they're supposed to be dating someone who is another woman. Having just like a jolly in your life, aren't you supposed to be? Yeah, and like being able to write all of the bad things and do all the things. Yeah, I mean, yes, definitely. I do have to like pull from, I've to work a little harder when I write songs and pull from relationship stuff. Do you go looking for that? Do you? I just really think country music. That's the roots of country music. Pain. Yeah, yeah. I've had other pains where it's a traditional country. I love it. I've found it in muscle shows and I've been going through a different kind of pain than so there have been other, you know, and I've got songs about my friends, you know, so I'll just try to pull from what's me and so far it's been working because it's, I've just been myself this entire time. That's true. It doesn't always have to be a relationship pain. Yeah, yeah. Mean girl pain. Mean girl pain. Yeah, any any kind of heartbreak. But yeah, wow. What song or what moment do you think is the truest that you have shared with people on a stage or with your voice? Oh, like the truest moment of band. Oh, man, there's been like and I'm going to say the TREW, ESD. I mean, that is how lucky for you born with that name. I know, right? Too Maddie true. Want to be a true fan? Two things came to mind. I have a songwriting song. I call it my songwriting song because, you know, I got to Nashville and I just and we'll probably talk on this later because you talked about it in that intro. But I came up here. I've wanted to sing. Oh, yeah. Talent shows. I sang in choir. I didn't know anything about writing a song. And so I jumped in and I learned that I had to do that. And so I had this one co-write that finally just like kicked the door down and made me be so vulnerable and discuss a topic that I knew a lot of people back home would know. And it it was actually like kind of freeing of it because I released it. But it's my song called You Me and Memphis. And I think that's the most raw I've been. And it's cool because that song was written in the thick of it and has nothing to do with me now. So it's like it's gonna timeless. It just stays there and it's beautiful because I released that heartbreak through that and by being super, super honest. Dolly is a big inspiration. Loretta Lynn was, I love Patsy Klein. Welcome, my name is Donna Best Movie Ever. Yes. Agreed. Agreed with that one too. So yeah, all the classics, but the mainstream right now I'm a huge care bear. So I'm a carry under a girl. Oh, yeah, you are. Oh my god. I love that. And just being in the industry is so painful. Just those women who have gone before you, Dolly, Loretta, carry. It's not an easy road, girl friend. It's not an easy road. That's why it's like, yeah. So like that's why I think it's also bleeding into my single life because like my positivity has stayed consistent. And I do not allow anything to move what my belief in what I want is. So this future husband, dude, has to have your picture. Yeah. So it's nobody's, nobody's fit in yet. And that's okay. I'm like, and I joke with my friends, I'm like, you're either hopping on a trainer or you're not. Definitely. It seems like she's a good husband, right? Okay. Yes. And that's another reason why. Okay. So she's also, she's a great role model. But I mean, she was singing the National Anthem at her husband's games. Like, and he was in the spotlight. So he already knew. And now they got two little quarterbacks. I want two boys. Like, carry underwoods road has been incredible. And I would love to follow it. Let's go. Let's make that. And I said in another, I know. And I said in another podcast too, because this is a, this is an industry that if you keep moving forward, that you're going to meet so many different people, which is another like a positive thing about being single, because I'm not done meeting everybody. But I said in another interview, I was like, this is crazy. Who says you can't date Harry Styles? If I say you can date him, I'll date him. I know. But like when someone tries to be, my goal is to be a professional recording artist, a country singer like carry underwood selling out French dough and arena. And that's a crazy dream in itself. But it's I can't, it's working. Exactly. Do manifest things like I, when I do it, like seriously, I say I'm going to do it. I think about it. And yeah, it's a reality. Yeah, I'm really good at manifesting the music stuff. I just for some reason, I can't move the guys to my relationship. I'm like, I don't know what, what turned off there. But it's funny. I'm just thinking about like country music. If you think about it in terms of relationships, so for going back, carry underwood, dolly, parton, loretta, Lynn, fateful, they all have had really successful, ish relationships as far as we know. Yeah. So then the other industries, I don't know. Yeah. There could be some right away. Yeah. She had a, was it doy? Do, yeah, do, do. I need to get your accent. Do, do, do. Well, you know, I mean, you see people magazine too and like all these people get divorced over time or whatever. And I think Keith Urban and Nicole Kidman, wasn't that crazy? Yes, that was crazy. That was sad. Are they your neighbors? No, but there was somebody who did a tour a long time ago that knew where everybody was. So I think I knew where he's at. But yeah, he's here. Yeah. Apparently, I'm looking, I'm waiting to run into Nicole because apparently she goes to the grocery store. I'm just air. She's just there. She, yeah, everybody's seen her except for me. Well, that's cool. Yeah. I know. No, but back to just back to that trying that and women that have gone before you. And I know you are on the precipice of greatness. I've had the pleasure of seeing lives in your voice is incredible. Thank you. Crystal clear of beauty, your voice. Goose bumps. Thanks. But one story that really stood out. I would love for you to share with our audience with. I'm gonna call her a diva. Yeah. Maria. I don't know how you bounce back from that. I think a bright carry said what she said to you. I'd be like, I'm done throwing my towel. I know. Well, I think with that one, I was so, I was already like zoomed out on the bigger picture because that was the year before I got to Hollywood. And I had already auditioned twice. And the goal was always to get to the finish line. I wasn't discouraged because I had made it through other rounds. And at that point, I had made friends with the producer. And they always were, every time I'd come back the year after they'd be like, Maddie, so I always had. And my mom was very supportive. I had all my people back at home. And I was just using everybody in my circle, all of their support. I was using that as fuel. And when she said that I was a talent show singer and now looking back and I said this to you all creative crime, looking back, I had just done the talent show at my school. And now being a musician and Nashville, I see where my mindset was completely different in that audition. And then when I went to the next, my senior year, when I went again and got to Hollywood, I was able to change that talent show mindset and be like, oh, okay, I'm not just singing for friends and family and hitting the right notes like a choir girl. I'm actually, I should act like I'm an artist in Nashville right now and entertain these people and make it a show. And so I think I just hurt when she said it. And I remember sitting in the car with my mom and crying and looking back, she was right. But then at the same time, I think I was just so determined to get to Hollywood at that point. I never let what I wanted leave my mind. Was that jet fuel? Yes. That was jet fuel. When a door closes, a window opens, right? Yeah, exactly. Yeah. And I'd like to meet her in a more professional setting. I'm still climbing to her. I'm not crying. Yes, no to carry. Oh, carry. Yeah. Yeah. Let me think. Okay, I'm going to think about this. We'll figure this out. Yeah. I know. I'll figure this out. Some also want to carry underwood. If anyone knows, carry underwood here. Just yes, yeah, must. All everything about us will be in the show notes. Damas. Yes, yes. Let her know I respect her so much. Maddie, true. The one day you may not be single, but we're not going to dwell on that right now. What are you? Are you? You understand the power of giving back and you understand the power of mentorship. I know you have a famous mentor, if you will. I'd like to call my triplet, if you will. Yes. But you are giving back as well. And as we tie this all together, what are you doing to give back? And then I want to know where we can find you, where we can just stock you, where we can become obsessed with you. Yeah. About everything. Oh, thank you. Yes. Yeah. Yeah. No, so my famous manager over there is Jeff McMahon. And I've just been following him and learning from him. And so he was, I mean, I was at CreativeCon because we had, we've been working together and he just takes me everywhere. And he's like, hey, we're going to go do a speech. It's like, okay. And that was kind of the first time we got in the taxi on our way back to the airport. And we were like, what did we just do? And why was I able to jump into that with so much passion that was so exciting to just talk about our journey and talk about, oh, and like realize where I stepped up in my career. I'm learning all of it from Jeff. I have a document that says, McMahon says, because that's his handle. And I just write everything down that I'm learning. But and he's the mentor. So it's kind of like rubbing off on me. And now I actually just went back to my high school and talked to all the choir kids there. And now I'm like, oh my gosh, now we're walking a different road. We're okay. We're, let's try to wait. I'm into a talent show. Maddie, maybe that's what Mariah meant. You're going to direct the talent show. Yeah, yeah, direct the nobody was super cute. Because then after I I went and talked to the school and I introduced them, I took Jeff and another really good musician up here for Thurston. And it was so surreal because that was the stage I grew my confidence on. And then I had these two awesome people on stage with me talking to the kid that I used to be. And when I got home, one message me and she's like, hey, I'm sending in my tape to American Idol. Can you help me? And I was like, absolutely. So we went back and forth and I was able to give back. So I saw that kind of evolve. And the more we do think, the more things I do with Jeff, the more inspired I am to like say how it's going. Because it's just how it's all unfolded and how I've been able to walk this way and do this has just been, it's been a blessing. And it's it's cool. I'm excited to see where my life goes and give back. And another thing I'm giving back with is a, I've got a new EP coming out. So I'm fixing to let everybody, you know, really know who I am as a person. And it's got some, it's got a love song on there too. So it's not all single and it's got a song for the guys on it. I'm really excited about it, but it's called Here Goes Nothing. Because that has also been my mentality growing up. And I've just, if I got a good job of being like, oh, yeah, okay, we could do it again. Okay, great. Here goes nothing. Whatever. And so I've learned what I've learned in Nashville and up to this point. And I said, we're just going to make a holy pea. And it's it's going to be what embodies me. And we're going to, we're going to send it off and see what happens. Here goes nothing. So that'll be coming out in 2026. And I'm very happy about here goes nothing. That's amazing. Yeah. So what's next? Where do you see yourself? And the next decade besides music? Right. I'm scared that you're going to forget about me when it's your first day. No money. No, no, what I'm going to do. I obviously this EP. And we'll see if you know my man finally comes around the corner. Who is that train man? Because we're going to manifest him. Who's a dream man? Oh, you know, like somebody as solid as Dolly's, Dolly's husband, Carl Dane, after seeing the Dolly musical. Someone who just and the way he approached her, their whole story, the way he treated her. I mean, it was just, it was really cool. If nobody's seen the Dolly musical go see it. But Carl Dane really showed off in this musical. And I, you know, Dolly deserves the best in general. And he was the best. So I want my Carl Dane somewhere. Is she producing that? Yeah. She's showing off her husband finally. Yes. Yeah. That's for her. Hey, yeah. Yeah, it's great. It's great. I've got some friends working on it. It's awesome. Wow. It's freezing to travel to Nashville. Yes. Big time. Wow. Anyone that does not know Maddie True, you need to be a true fan of hers. Check out the single of the year. You'll get the link in the show notes. By the way, you're going to get a little treat. Keep on listening because we're going to play the single of the year after this episode. And if you don't get it, just click on the link below in the show notes. Get obsessed with Maddie True. Don't forget to rate, review and subscribe to get obsessed podcast where you can get more episodes as delicious as this with our girl Maddie True. And wait until the next episode because we're going to have a lot more surprises for you right here until we meet again. Get obsessed with your life. At this point, a breakup would be catching a break. I can't seem to make it to my first second date. Even Mama gave up. Don't know what went wrong. Riding and living these countries on all my friends are tying the knot. And I'm over here just how I want all. Breaking the record for the most broken heart. Number one with the bullet. I'm tying the trunks. This ain't a red carpet. Situation. No wear in here. No standing innovation. I'm sitting here drinking bluer even beer when a single single of a year. Ain't got no speech but I got people to thank all the never-against relationships that I'm saying to a mama plus one or even if I hate. I guess I'm not as well-self-breakers. All my friends are tying the knot. And I'm over here just how I want all. Breaking the record for the most broken heart. Number one with the bullet. I'm tying the trunks. This ain't a red carpet. Situation. No wear in here. No standing innovation. I'm sitting here drinking bluer even beer when a single single of a year. this is one award. I wasn't expecting to tell you the truth. I wanna accept it. But all my friends are tying the knot. And I'm over here just how I want all. Breaking the record for the most broken heart Number one with the bullet I'm Topping the charts this ain't a record It's a situation nowhere near No standing ovation I'm sitting here drinking blue ribbon beer When a single single up here I'm so yeah Topping the charts Yeah! Did we get the vocal today?