I Lost $10 Million Gambling
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What challenges did the guest face growing up in a privileged household?
Hey guys, I just dropped an all new episode inside my new subscription channel, We're All Insane Plus. This month's episode is called Stalked for 25 Years. Listen now by subscribing to We're All Insane Plus for just $5.99 a month inside your Apple or Spotify app or go to we'reallinsane.com. Who are you? Tell me. What happens if I don't know who I am? I mean, you better fucking figure it out right now. I'm Louis Ruggiero. We're here at We're All Insane with Devorah. Yep. Oh, man. You got this. I know. It's really crazy. Where does your story start? It's crazy to think about, like, my life the last... I'm 31, but really the last 16, 17 years. And when I told my mom that I was coming on this podcast, she's like, oh, what's the name of it?
I was like, it's called We're All Insane. She's like, oh, you're fucking perfect for that one. I can curse on this, right? Yes, you can. I'll start from the top. I'm born and raised in New York City. I grew up in a very loving, privileged household. I grew up in a very high pressure household. My father is a lawyer and my mom is a news anchor in New York for, she'll get mad at me for saying this, but almost 40 years. Growing up for me, I was always in this like kind of spotlight of like everything I was doing was always under a microscope, whether it was for better or for worse. And, you know, like people would ask me like, oh, what's it like with your mom being on TV? And I like, was just like, that's my mom.
I don't, I don't, I never knew any different. That was the way, that's the way it was before I came into this world. That's the way it is to this day. It was just, it was just normal for me, but I, I don't think as a young child, you're kind of able to comprehend what the ramifications are of that and how as you start to get older and make mistakes that maybe not all, but some teenagers and young adults make, everything is kind of thrown in the spotlight. And we'll kind of get into I'm an addict in recovery. I'm sober three years this month in January. Congratulations. Thank you. Yeah, it took me 10 years to get one year sober. We'll get into those fun years. I'm also a compulsive gambler. I just hit a year in Gamblers Anonymous.
Took me 10 plus years to get a year in that program as well. Two very important causes in my life today and something that I'm really passionate about. I just started my own podcast seven months ago. It's called Nothing's Off the Table with Luis Ruggiero. Focus on addiction. but the last couple months really been focusing a lot on the gambling stuff, given how legalized and glamorized and cool it is now, especially with the youth, which it's not. It's a very dangerous thing, but we'll get into that. So I grew up in Manhattan. I went to Catholic school until fifth grade. I got kicked out of Catholic school, and then I went to this private school. Why'd you get kicked out? Oh, my God. So... You're like, I was going to skip it.
I was just like... I was a mischievous kid. I wasn't a bad kid. And I tell people all the time that most addicts aren't bad people trying to get good. We're sick people trying to get well. And that was, I was an addict before I ever took a drink or a drug or a place to bet. And so for me growing up, it was always like little things like, you know, getting in trouble in class, throwing shit out of the school bus window on the way to school, like just like little mischievous things. And, you know, I going back to kind of like where my upbringing, how my upbringing was, my mom at the time from before I was born up until I was a sophomore in high school, she did the 10 o'clock news. So she worked from 3 p.m.
till midnight. And this is we've come to this realization after like decades of therapy. I didn't see my mom a lot and I really yearned for her nurturing and loving and blah, blah, blah, whatever. And I would feel as though there'd be more attention. I would get the attention that I wanted when I was in trouble. Whereas if things were just going status quo, like my mom was just kind of like focused on her career and like, you know, trying to be the best that she could be so that she could provide for my sister and I, which now at this age, I really do understand and respect.
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Chapters
8 chapters
1
What challenges did the guest face growing up in a privileged household?
0:00–9:52
2
How did addiction impact the guest's life and relationships?
9:52–12:37
3
What led to the guest's first experiences with gambling?
12:37–22:45
4
How did the guest's gambling escalate over the years?
22:45–30:45
5
What was the turning point that led to the guest's realization of their addiction?
30:45–38:07
6
What consequences did the guest face due to their gambling addiction?
38:07–40:36
7
How did the guest begin their journey towards recovery?
40:36–50:37
8
What insights does the guest share about the nature of addiction?
50:37–1:45:23