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Lilly Singh

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2022-04-21
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2022-04-21
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  1. I'm gonna say Perhaps Including with myself three times. And I'm not just thinking about love romantically. I don't think love is just romantically. I think one-time romantically. I think one time with myself. And I think. One time after writing this book truly, truly, truly. When I saw my mother for all the glory that she is, like I have no problem saying I'm in love with my mom and the person she is. I was going to answer with a higher number, but for me what translated the synonym I used for properly was. How many times have I been in love where both people in the equation became better versions of themselves? That's what eliminated a few of the numbers. I think in every scenario I'm talking about, both people were better versions of themselves because of the love.

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  2. And I also will say, I don't know if you can see if anyone was watching this, it's a short read. It's a short, concise, and I guarantee you will hear my voice reading it to you because I've written it in that way.

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  3. Accomplishments. No, that's okay. What is the next thing? There's a time and place for those conversations. I'm happy. The goals that I have for myself are associated with Elevating storytelling So, I do definitely want to be on screen and behind the camera and produce and write and start in stories that highly underrepresented voices. That is something I'm really passionate about because I believe stories make the world go around. Stories are how I understand myself and other people. And I think not every story has to be about everyone, but there should be stories for everyone. And so I'm very passionate about that. And I just love being creative in that way. So I think acting, producing. I have a book club called Lily's Library that's all about South Asian stories as well. That's just something I'm most passionate about. So I think most of my goals well align with that.

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  4. My lived experience, how was that math ever going to add up? It's never going to. And I know online we like to sit on our high horse and think it will, but it will never. It will never add up. An unpopular opinion, I'm sure, on Twitter, but that's okay. I will die on this hill.

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  5. Yeah, and it took me long too. I also, for two years, was like held resentment against my parents. And I created that drift. And that was how I learned this lesson. And I think it's also because. The world today, the internet today, social media today, it really, really encourages us to label situations, conversations, and things very easily right, wrong, canceled. You made a mistake. You cannot redeem yourself. You are now bad. You are now good. That is not how humans operate. It is not a realistic lens through which you should view humans. expect people to know everything you know without having your lived experience is a really entitled place to come from. And I'm even going to challenge people online that cancel people for saying incorrect things and behaving in incorrect way. The person can apologize over and over again. We don't accept their apology. We're creating a culture of expecting other people to operate from our lived experiences. How is that possible? How is that remotely possible? My mom did not grow up with Lady Gaga Bops. She did not grow up with queer culture. So for me to expect her to operate from a place of

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  6. Lack of instant accommodation and celebration. They were very supportive. They said everything that they knew how to say at that time because it was not instant celebration, I judged them harshly for that. And that's a hard thing to admit when you're the one coming out because by default, like I said, everyone thinks you're right and everything you should be celebrating accepted right away. And to actually challenge that idea and say, no, actually that's not where humans operate from, this place of instant knowledge and accommodation, it's actually a learning process and we should meet in the middle and we should be compassionate. That's not a popular opinion, I don't think. And so that was difficult for me to talk about.

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  7. I have been asked this though in the book I talk about my experience coming out to my parents. And that is really uncomfortable because I'll just be really honest, a lot of times when anyone tells a story about their coming out experience, people's instant reaction is, you're right, everyone should have been very understanding. You should have been cared for and nurtured and accepted right away. That is the default answer. It was a very difficult thing for me to do to go against that. And in the book talk about how I was wrong in that moment. Because I Didn't do that before. I came out to my parents, I was offended by their

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  8. You kind of already asked it, to be honest. For me, I get very uncomfortable when we talk about people critiquing things I worked very hard on because those are my babies, my projects are my babies. And it Be just really blind, it hurts my feelings. And I think I thought for a long time I had to put on a facade that it doesn't hurt my feelings, but it does. I think I am a sensitive artist in a lot of ways. And so the question you asked about people criticizing the show, I think that is the most uncomfortable question you could probably ask. Aside from that, Another really uncomfortable question.

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  9. Me and Jay talk about how both of us in some part of our life thought that we wanted to be with someone just like us. Me and Jay are so similar. We in any time anyone is having a disagreement, we take the same side. We always have the same perspective. We're so similar. And since meeting Jay, I've learned that, oh, if me and Jay were in a relationship, we would kill each other. We would actually hate each other because there's no balance there. You need someone to balance you out and bring something else to the table. And I have fully acknowledged that now. And I think I was a little delusional in some of my past relationships thinking I wanted me.

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  10. Some of my past relationships, definitely it would irk me if I was working and the person I was with was not. And I don't even mean had a job. I mean if I'm working at two in the morning, you should be working at 2 in the morning. We should both be equally as ambitious. I know that sounds ridiculous and I'm admitting that I was wrong. And that's not a good perspective to have. But that's how I felt. Like I want someone equally as ambitious. Since then what I have learned is that what I thought I wanted, if I was actually dating someone that was just like me, that would be horrific. Me and Jay talk about this all the time.

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  11. I'm in love with Myself Which is the most important love, I think. And I think that's perhaps why I was never a good partner before. I don't think I was ever. Unconditionally in love with myself. My love for myself was always very conditional. Always based on my performance, always based on my ability to accomplish, never just for like the things that were me

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  12. I can actually forgive people now. And I think it's because I've learned to forgive myself. I've learned to embrace humans for being humans. And that started with myself. So that is something an X would definitely say. Also, with the fact that I have very high expectations, all of my exes will say I have absurdly high expectations.

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  13. I'll tell you right now. I didn't know. First, I thought it was like, oh, from my childhood from this, but no, I think that's all a lie. I think my inability to forgive people stems from my inability to forgive myself. I think that because I expect perfection for myself and I for so long didn't give myself grace to be human, I didn't give people grace to be human either. And as I've done the work to treat myself like more of a human and to have the inner dialogue of like, it's okay. It's okay. You don't always have to be performing. You don't always have to be perfect. You're allowed to be a human. You're allowed to be lazy. You're allowed to be flawed. The more I've done that work, I have given people permission to do that as well in my relationships. I've noticed since writing this book one of the biggest changes I've seen in my relationships is that

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  14. That a few things. One would be that I have an inability to forgive. I do. That I am very transparent about. This might scare people off, but as soon as I know I'm gonna get into a relationship with someone, I very honestly tell them, I say, one of my weaknesses is that if you lie to me or wrong me and betray my trust, it is very difficult for me to trust you again, even if every part of me wants to, I will not be able to. And I tell people this very, very honestly.

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  15. I want to know that I'm fully complete, and anything that would have happened or didn't happen was just life, experiences, goals, cool stuff, but I'm not lesser or more because of it.

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  16. See, if you asked me this years ago, I would have answered this question In relation to accolades, I would have said. I would have said, oh, that means she's made several movies that are box office hits. Now my answer, and it's been a hard journey to get here, but genuinely my answer is. That 60 years old, I still fully understand and believe I'm a complete human being and everything that has happened is just extra cool stuff. My goal is to never write another book I know I said that after my first book, and I'm saying it again right now. My goal is that this book can be the blueprint for that safe place in my life forever, that I never have to make another blueprint. That is true. If I had never read another book again, that means that I was successful in the suite.

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  17. So, I encourage everyone to think about that. I think what has really helped me get over some of the anxiety with commitment and relationships is it doesn't have to be this idea of what I think. It doesn't need to be this one way. I can design one that works for me and someone else as long as we're on the same page.

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  18. Also, what it is, you know, I talk a lot in the book about unsubscribing to ideas that do not serve us, but I encourage people to look at everything in their life as an idea. Lot of things we think are fact and our rules are just ideas. There's still just ideas. So what we even think of friendship is supposed to look like, what we think a relationship is supposed to look like, how we think a romantic relationship is supposed to be, those are all just ideas. And I think because I thought there were facts, like it has to look one way, I resisted that a lot, just like I did with friendship I just told you with romantic relationships, I did the same thing. That means that you have to sacrifice a lot. There's a lot of compromise. You can design any relationship the way you want as long as two people are on the same page.

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  19. Can do no wrong. I do not use the term best friend because I do have this little bit of like. Where I'm like, that means I rely on you and we're competitive. I don't know if I want that. So there is a little bit of work to be done there still. That's interesting. I thought that was only me.

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  20. But that's something I had to actively learn because growing up, I don't think I could name one adult that was like, I'm going to go out with my friends.

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  21. It's a good number, I think, especially Have the work thing, you don't have the university What your producer, it's also a little bit about this in my experience, watching the adults in my life as a kid, they never prioritize friendship and they never place value in friendship. And so I believe for a long time that as you grow up, you need to value the companion you have as a partner. And that takes the place of friendship. And you don't have time for friendship because you have a job. I have since unsubscribed to that idea. I never saw anyone value friendship. That doesn't mean I can't value friendship as an adult. And I've actually learned this from J.J. is very good at maintaining friendships. Jay's the type of person that will message you with no ajet and you're like, hey, just checking in, just saying hi. So I've started to reciprocate that to him and call him and FaceTime him just to be what's up.

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  22. People might think I have a lot of friends. I wouldn't say I have a lot of friends. I think I have a good number of friends And it depends how I define friends. People that I can call just to call and ask how they are without an agenda for the phone call. Five, four, five? I think that's a good number. I'm not mad at that number.

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  23. That's what I'm saying. So that's why it's been so hard to challenge that belief because it has served me so well. So I think now what I'm learning is when that serves me and when it doesn't, that's actually been a lot of my work in this book. It's not being mad at myself for having certain thought patterns and not trying to completely do a 180 and be like, now I'm not that person anymore. It is learning which ideas serve me well in certain circumstances and which ones do not. It's unlearning this idea that I have to be one thing all the time. For example, speaking of labels, I call myself a hustler. I hustle really hard as I hold my whole brand. And I found that on days when I was lazy and I felt like just so tired, there would be a lot of resistance in my brain because I wasn't living up to my own label. I was doing the opposite of this label I put on myself, but I've learned you cannot be everything all the time. We exist on various places, on various spectrums. And so it's not about changing who you are as a person. It's about learning what I...

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  24. Well, it was nothing. It wasn't good. It wasn't exactly what I thought. If it's all or nothing, there's no middle. I have learned that that is not healthy and that that's also hinders me because there will be no joy and there will be no celebrations. There'll be no progress if you're all or nothing. I did that with friendships. I told this to Jay. Jay is my friend in LA, but for a long time I struggled because my definition of friendship was all, which meant you have to know me since I was a kid. You have to know me before I was famous. You have to know me before all of these things. So that's a true friend. And so my definition of friendship was very rigid. And so when I met Jay later on in my life, I struggled with that because I was like, he's such a good friend, he's so supportive. But ah, he didn't know me like how my other friends know me from back in Toronto. So I don't really know if this is a real friend. No, you got to let go of these definitions and these labels we put on things and be a little more organic with things because that's where humans lie and that compromised organic space.

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  25. Yes. So one of the things that I have come to terms with is that like I've been mentioning, I'm a very all or nothing type person across the board. And it has been good in some instances because it has allowed me success in my career, but it's bad in some instances because when human things don't live up to my expectation, I write them off in situations where I don't have to, I'm throwing a party. This party has to be the best. Everyone, the RSPP has to show up. And so I'll throw this amazing party that everyone has fun at. But if one person didn't show up that said they were going to show up, My brain

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  26. I think it is because sometimes I talk about meditation, a common response I get is. Oh, I'm not good at that. That doesn't work for me. And I ask why, and they say, Well, I can't turn my brain off. I have all these thoughts that go in my brain. And then, so I'm not doing it right. And my response to them is, who says that's not right? Maybe what you need is to hear those thoughts. Maybe you've not given your brain a chance to get those thoughts out and what you need during meditation is to hear those thoughts. Who says that's wrong? The only thing meditation, the only I'd say there's one rule of meditation is just spending time with yourself, whether that's you hearing these thoughts that are uncomfortable. It's not about problem solving. It's not about solving everything. It's just about giving time to yourself, allowing yourself the space and energy to be like, I care about myself. I dedicated these 15, 20 minutes to hearing myself out. That is the only thing.

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  27. Meditation is you making time for the partnership with yourself. You know, I believe we're all in a relationship to ourselves, whether we want to acknowledge it or not. Most of us are bad partners to ourselves. We don't make time for ourselves. We don't listen to ourselves. If anyone treated us how we treat ourselves, we would not be in a relationship with that person, probably. So meditation is more than anything else. It's not about religion. It's not about doing something so specifically. It's about making time to be in a relationship with yourself. And that's something I really, really value. And I think that's a huge form of self-love. So from a spiritual point of view, also meditation is my everything.

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  28. Some things can trigger my nervous system just go a little bit into overdrive, and that's the body's response. It's going into overdrive, your nervous system doesn't know what to do. Breath work really helps with that. It's just bringing your nervous system back down to a state that's not an 11. You're bringing it back down. So from a scientific point of view, breathwork has been my saving grace to just health. Having said that, from spirituality, it's just my belief of, you know, I talk about these pillars and I talk about a connection with yourself.

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  29. My head and slam it against the table for no apparent reason. And I'm not going to be able to stop myself. And then I started spiraling up like, and then they're going to have to call the ambulance, and I'm going to be bleeding. And everyone's going to be like, and then it's just like, you progressively are just spiraling to being sure that you're going to smack your head against the table and nothing you say can change your mind. This is a minute of just completely irrational, dangerous thought and then suddenly I was like, oh wait, no, no, I can I can stop myself from hitting my head on the table. Of course I can stop myself. That is a panic attack. It's happened once before to me when I was driving and I was like, I'm going to drive off this cliff and there's nothing I can do that's going to stop me. I won't be able to control myself. It's going to happen. When that sort happened, I talked to my therapist about it. And she explained to me that as someone who always operates on 10 because I am always just working really hard and I'm always thinking about the next thing and my all or nothing type person if I'm obsessive personality.

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  30. When I And I'm still, let me preface this by saying I'm still a novice, and there's much to learn. I'm just starting my journey with really getting into meditation and breathwork, but I, over the past year, started to have, so this is formerly a scientific point of view before I even hit the spiritual point of view, I started to have panic attacks, which I thought I knew what they were. I think most people who have not had a panic attack, they think it's the same as an anxiety attack. They think it's like, oh, you're really stressed and you don't know how to deal with what's happening in your life. That's what I thought of panic attack was. Until I had a panic attack. And I'm like, oh, it's very different. The first time it happened, I dismissed it because I was like, I don't know what that was. The second time it happened, I was like, this is a reoccurring thing. I was talking to my friend and we were talking about something so unrelated. It was like he was telling me a funny story about work. And suddenly in my brain, I started to get outside my body. Like I was watching myself and I started to have these really strange thoughts like, I think I'm going to take.

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  31. Yeah. So I talk about four things that make up the foundation of my triangle. I know the hardest part of this book was figuring out what those four things are. And how I did it was I looked for several months. I looked at every struggle and issue or conflict in my life. And I looked at it through the lens of four things. That was one way I determined them. The second way was, what are four things that will never ever change no matter what's happening in my life? So I came up with four pillars, which are relationship to yourself, relationship to the universe, understanding distraction, and implementing design. I think no matter where you are in your life, who you are, what job you have, what country you live in, how old you are, those four things are always true in your life. And it is the lens through which you can look at everything in your life through.

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  32. So when I discovered that a foundation is what I needed to create, I jumped onto Google and I was just like, how to build a strong foundation foundation? And Google spit back the triangle because structurally speaking, the triangle is the strongest shape. It has the strongest foundation out of any shape. And then I started to think about triangles a lot. And I was like, oh, my brain is very visual like I expressed. And I think of things in diagrams. And I start to visualize a triangle and I thought the shape is actually really interesting because when you add to any other shape, you change the shape. It turns into something else. You add to a square, it becomes a rectangle. You add to a circle, it becomes an oval. You add to a triangle. It stays a triangle. It just becomes a bigger triangle. And I thought that's really interesting. I want to build my life like that, where no matter what happens, what experiences come my way, I'm still building on this foundation that will not change. Because especially in this industry, and all industries, actually, you could really easily lose yourself. But what's happening in your life? But the goal is to create something that...

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  33. That was not connected to anything external and not connected to what was happening in my life. Because my biggest fear was that the pandemic would be over and then I would have work stuff happening again. And then again, I would just teeter to happy, sad, success, failure, whatever was happening in my life, I would change to my core. And I didn't like that. I wanted to create something that was true to me. And no matter if I won 50 oscillars tomorrow or I failed tomorrow, that safe place in my mind would still exist. And so that's what I did in this book. I came up with four things that I don't think will ever change in my life to make up the foundation of that safe place in my mind.

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  34. Gonna figure this out. And what I came to the conclusion of is that I don't have any original thoughts when it comes to who I am as a person and what I want out of life and what I value out of life. Everything I've operated on has been what people have told me, whether it's school, whether it's my parents, whether society. I have never given thought into what it is I actually want. I never thought that was an option. It sounds ridiculous to say, but I guarantee you people that are listening to this will actually also think and be like, wait, have I ever done that? Ever stopped to be like, let me work on myself like a project and let me actually think about life as it's the greatest project I'm ever going to work on. And so I vow during the pandemic to create a strong foundation for my life. Well, what does that mean? Because that's a fluff word and you know I hate fluff words. I've already expressed it. I hate fluff words. And so how I define a foundation is I wanted to create a safe place in my mind that I could return home to.

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  35. Through the pandemic, and I think a lot of people can agree with this, the biggest silver lining was the work I was forced to do on myself and is when I wrote this second book, Be a Triangle. Because the thing about the pandemic was it wasn't just that I didn't know what to do with my time. It was that it was the first time I was faced with the reality of me not believing I had any value because I didn't have work. And that was a sad, scary realization for me. It was the first time my schedule allowed me to sit there and be like, now I am alone and I'm with my thoughts. And I feel like I'm ceasing to exist as a person because I don't have a purpose and I don't have value. And that's really sad because that means every time work goes away, I will feel this way. And that's not what I want. That's not setting me up for success. That's not setting me up for a spiritually happy life. And so I did the work to really dive deep into my soul and be like,

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  36. Exactly. That was right around the time of the pandemic. So I think that was a very strange time because I couldn't bounce back into anything else really. Everything was shut down, and my plate was pretty empty because my gigs were cancelled, my travels were cancelled, projects were cancelled, everything was paused. So it was a very hard time to let go of something that was keeping you busy. And that was how you defined yourself.

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  37. I had to have a talk with myself to be like, you are not now the lead of the Muppet Show. That's not now your label. You will not now describe yourself as this thing because then that's just going to be the late night host again. It's going to be the YouTube sensation again. You are Lily. You are a complete human being. This is a cool thing you get to do. That's one of your goals. Great. You get to do experience it, but this is not now your definition. I think part of that struggle with late night was it just became every part of who I was. And so people weren't criticizing the show. They were criticizing me. They're criticizing every part of me and who I was. And that's just a really unhealthy boundary.

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  38. Tried really hard at this new thing and had to learn a new, like all that concept is worthwhile context. So now when I think about myself through that context, I have more compassion for myself. And it pains me that other people also didn't give me that context. But I can't control other people. I can control myself. I do that to myself, as harsh as other people were to me, I was way more harsh. I had put way more pressure on myself. And since that experience, I have also learned to not label myself. So I just got this new show, this Muppet show that I was like wanted so badly. And I was like, oh my God, I have to get this. I have to get this. It's going to be a life-changing thing. And the day I got it,

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  39. It's not a private rejection, it's a public, it's a very public type of rejection. So definitely my ego was bruised. And I think more than anything, I learned from that experience that part of the problem is that I easily put labels on myself. And I think we do this to ourselves and do it with other people as well. I just kept calling myself first late night host, first this, first late night host has to do this and I have to do this. And that pressure, like I'm not just that. I'm someone who...

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  40. No one wants to be rejected. No one wants to be canceled. No one wants to feel like they could not do something, especially publicly.

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  41. Obviously, my ego is bruised. Of course, my ego was bruised. I didn't do good enough if I had done better. I've let people down. Should have gotten more seasons. This is a bad look. How do I make myself seem like a winner? All of that stuff.

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  42. I got that call. I felt a wave of relief, knowing I would never have to torture myself in that exact situation again, but it also going back to what our purpose is and getting clarity, it made things a lot more clear in my mind. And in that moment, I was able to see, oh, this has been a huge distraction from what I actually care about. And I actually want to do. This was an obligation. This was something I thought I had to do. This is not my passion. It was never your passion. Never once did I say I wanted to be a late night host. I did say I want to act. I did say I wanted to tell stories. I want to produce. All of those ambitions paused during the late night show. I couldn't audition. I couldn't do anything else. I literally sacrificed two years of my life for something that I didn't even want to do. That's a sad, sad thing. That's a sad realization. So I think I was rewarded with a lot of clarity in that moment.

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  43. I know this show is a win for the community. It has to keep going. It has to keep going or else it's going to be a fail for the community. So I wanted it to keep going. The second part of me was, I really hope this show doesn't keep going because I'm going to literally collapse and die if this keeps going. And I always judge things by what my gut reaction is to them. So when I got that call, my gut reaction was actually relief. That's how I knew that it was the universe doing me a favor I would never do for myself. Because if they let me, I would have tortured myself for 10 more seasons. Honestly, I would have. The universe gave me something I would have never got myself.

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  44. So I'm going to describe it as mutual, although, yes, the network does control what they're going to put money towards or not. I was secretly hoping two things and they're both completely contradictory. Half of me was like,

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  45. Do I believe in my heart that that's the exact show the creators wanted to make and that they didn't have to? No. I think they had to understand that progress has to be made. So often when I'm in these rooms, I get irked and I think you're not understanding the cultural nuance. I don't want to cave on this. I don't want to explain. Is it better to hold my ground and have the show not be made? Or is it better to get it made 70% of the way I want it to be made so that the next iteration of the show can be 80% and then 90% and then 100%. That is the reality of minority storytelling right now. And I wish it wasn't, but that's what it is. So it's negotiating that reality a little bit as well

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  46. The room of people giving me notes do not look like me. They still do not. So the option I have is to mold the show into a way that is slightly palatable for them so it gets made so that another show like this could potentially get made. And I use never have I ever as an example. That historic show on Netflix was number one in 30 countries because of that show, other shows like that will get greenlight. Other South Asian stories will get greenlit because of that show. So that show has proved to be a great path paver for sure.

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  47. May I offer you A devil's advocate perspective here because I've also had this conversation in my brain lots and lots of times. I wish that I'm going to speak from the South Asian experience specifically as well because that's my lived experience. But I wish we could hold out for when we're allowed to do things exactly how we want to for them to get done. I truly believe if we were to all do that, nothing would get made. And I think that everything is progress. And so I think it's balancing the line of like, I want to be treating my passion, my vision, but there is a little bit of compromise I have found has to happen. And as painful as it is, that's why I don't regret the late night show. I think that compromise had to happen. Because when I'm in rooms right now with my production company and I'm having meetings with Netflix and the Hulus and all these people

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  48. People would have been like, oh shit, I should have broke the mold. She's doing something different. But you can't get there. You got to go through the process, trial and error. You got to, every show in history has taken many seasons to find its voice and find its footing. But it's the when you are a minority, you're just not given the benefit of the doubt.

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  49. I enjoyed it much more because I was able to make some changes. I thought we're not going to shoot in a studio, we're going to shoot in a house. I'm not going to do a monologue. I'm going to do a rent. These things alleviated some of the pressure from me. Did I still think it was the most amazing thing we ever made? No, I thought it was better. But the thing is, people had already made up their mind after the first season. After that first season, because it wasn't instantly, which is another tough thing about any new voice trying to do anything, If you don't impress people right away, They're giving up on you like the second season of the show I truly believe if that was the first season of the show.

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT

  50. I never was an anxious person. I think 2019 this show, maybe even leading up to the show, I definitely developed anxiety for sure where I would like be in my green room not. Being able to control my body's responses, not being able to control my thoughts, like that definitely was something that developed during that first season of late night.

    2022-04-21 · The Diary of a CEO · Lilly Singh: My Deepest Insecurities Led To My Greatest Achievements · IDENTIFIED FROM THE TRANSCRIPT