Dear Chelsea - The Problem with Snowboarders with Olympian Scotty James

Episode Date: February 5, 2026

Scotty James joins Chelsea to talk about why his wife is the CEO of his life, his longtime rivalry and friendship with Shaun White, and argue about why snowboarders are just *cooler*.  Then: An e...xpat in Greece needs to have a money conversation with her new man… but is it too soon? A skier wonders if she should transition to snowboarding.  And a wife-turned-Instagram Girlfriend has lost her love for the slopes.   * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * Executive Producer Catherine Law Edited & Engineered by Brad Dickert * * * The views and opinions expressed are solely those of the Podcast author, or individuals participating in the Podcast, and do not represent the opinions of iHeartMedia or its employees.  This Podcast should not be used as medical advice, mental health advice, mental health counseling or therapy, or as imparting any health care recommendations at all.  Individuals are advised to seek independent medical, counseling advice and/or therapy from a competent health care professional with respect to any medical condition, mental health issues, health inquiry or matter, including matters discussed on this Podcast. Guests and listeners should not rely on matters discussed in the Podcast and shall not act or shall refrain from acting based on information contained in the Podcast without first seeking independent medical advice. See omnystudio.com/listener for privacy information.

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Starting point is 00:00:00 This is an I-Heart podcast. Guaranteed Human. Seems like just yesterday that the Two Guys Five Rings podcast was in Paris for the Olympics. And now we're heading to Milan for the 26 Milan-Cortina Olympic Winter Games. I'm Bowen-Yang. And I'm Matt Rogers and we'll join athletes from 93 countries as Two Guys Five Rings hits the Italian Alps
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Starting point is 00:00:56 That's your husband. Listen to Betrayal Season 5 on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. 1969, Malcolm and Martin are gone. America is in crisis. And at Morehouse College, the students make their move. These students, including a young Samuel L. Jackson, locked up the members of the Board of Trustees, including Martin Luther King's Senior. It's the true story of protests and rebellion in black American history that you'll never forget. I'm Hans Charles.
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Starting point is 00:01:49 that don't always make the textbook. Let me tell you about Garrett Morgan. Brough had to pretend he didn't even exist, just to sell his own invention. Listen to I didn't know. Maybe you didn't either. From the Black Effect Podcast Network on the I Heart Radio app,
Starting point is 00:02:04 Apple Podcast, or simply wherever you get your podcast. Okay, guys, the high and mighty tour is about to begin. Tour starts on February 13th, everybody. D.C., I will see you there to jump things off. February 14th, Atlantic City,
Starting point is 00:02:21 which I just added, Madison, Wisconsin, Milwaukee, Wisconsin, Detroit, Michigan, Cleveland, Columbus, in Cincinnati, Ohio, Denver, Colorado, Portland, Maine, Providence, Rhode Island, Springfield, Massachusetts, April 3rd, which is in Ronert Park, California. That has just been added. Chicago, of course. Indianapolis, Indiana, Louisville, Kentucky, Albuquerque, Mesa, Arizona, Kansas City, Missouri, St. Louis,
Starting point is 00:02:48 Louis, Missouri, Minneapolis, Minnesota, Nashville, Tennessee, Charlotte, North Carolina, Durham, North Carolina. May 6. I'm doing Netflix as a joke festival. I will be in Los Angeles. That is a new announcement, Saratoga, California, Monterey, California, Modesto, California, and Portchester, New York, Boston, Massachusetts, Portland, Oregon, and Seattle, Washington. I will be touring from February through June. Go to Chelseahandler.com for tickets. If you want to come see me perform, I will be on the high and mighty tour. Hi, Catherine. Hi, Chelsea. How's it going?
Starting point is 00:03:28 Well, I'm still recovering from Vegas. I had a real quick turnaround. I did one of my shows this weekend for my residency. I had a lot of people come, a lot of friends. We went to dinner. Then we went to my show. Really fun. Working on all my new material for my new tour. And then we went and gambled. I won $3,500. I mean, I'm unstoppable, basically. I'm also betting on the Super Bowl, so that's going to be exciting. Oh, good. Oh, she's a sports betting, girlie. Yeah, I'm betting with sports. Yeah, me and my new friend are. I'm not unstoppable. I'm betting on the Super Bowl. I'm betting on. betting a lot. He's a gambler, so I've just decided to join his gambling addiction, and I'm into it. As long as you keep winning, it's great. But I had a 6 a.m. flight out of Vegas, so I got home at 1.30, and then at 4.30, I was like, guys, I don't know that I'm going to make this flight. I said to my assistants, I'm like, you guys, so, you know, have a backup one, but I don't like spending the day in Vegas, and the next direct flight back to Vancouver was at 4.45. So I went to bed at 1.30, woke up at 4.30 to make my 630 flight, 615 flight out of Vegas to Vancouver. I was drunk at the airport. I was a mess.
Starting point is 00:04:33 I got to Vancouver. I spent the entire time looking at ridiculous videos of the people that trend where people call their parents and say the police are coming, following them back to their house because they told them their parents had fallen so that when they get home to their house, their parents have to be on the ground, acting like they felt down the stairs. I mean, I was laughing so hard on the flight. I was so delirious. I finally sobered up. I got to Vancouver. I get off the plane and I forget I had a tote bag because Carlos brings all my stuff from L.A., so I don't have to travel with a lot. But I forgot my tote bag, which had my computer, like all my stuff. I left it in the overhead bin. Just completely forgot I hadn't even had bags. Walked all the way to customs. And this woman is like,
Starting point is 00:05:16 miss, miss, you left your bag in the overhead bin. And she was another passenger. Oh my God. Who ever pays attention? And she didn't recognize me because she didn't say Ms. Handler or Chelsea. She didn't, she was just like, Miss, I brought this for you, you left it. And I'm like, oh my God. I'm like, who pays attention to other people's luggage?
Starting point is 00:05:35 Like, I don't pay attention to who's putting what in the overhead bid. It was so nice. I'm like, thank you so much. I mean, it was, yeah, that was nice. For a story's your faith in humanity. I know, I know, I know. I'm a lucky girl. Yeah.
Starting point is 00:05:48 Okay, I do have to ask you, what do you think about all this Beckham drama? Are you keeping up on this? this? A little bit about Victoria Beckham and the daughter-in-law. I mean, I don't really know anything about them, but it tracks from what I do know. It does. It sounds plausible.
Starting point is 00:06:03 I feel like there's probably bad behavior on both sides, but I feel like the big red flag is that the son and daughter-in-law just had like, they renewed their vows already. Like they had a vow renewal. I'm like, when you have to do that a year or two in, I think it's curtains. Yeah.
Starting point is 00:06:18 It's a bad sign, I think. Yeah, you're probably right about that. Yeah. I don't know. I don't find that much interest in that story. But I mean, yeah, it's kind of... I just like people airing their dirty laundry. That I find entertaining. What about the Blake Lively and Taylor Swift messages and all the... Oh, yeah. First of all, Taylor Swift comes out looking awesome once again. And Blake Lively and Ryan Reynolds's like, oh my God. So embarrassing to have all of those text and voice memos released. It's so embarrassing. Can you imagine? No. Every random thing you do.
Starting point is 00:06:52 texted your friend, no way, no way. That is just like, stop it. Those two must be like under a curtain somewhere and like stop, make this go away. They didn't get the Oprah advice of like imagine I'm not on the front page of the New York Times, like whatever you're sending it, a text or email. I still think about that.
Starting point is 00:07:07 When I text people anything, I'm like, imagine this is going to be public at some point because it probably will. Well, our guest today is going to the Olympics. I know. Yes, you guys, the Olympics are happening. Today's guest is a world champion and Olympic. so funny too. And an Olympic snowboarder, entrepreneur, philanthropist. He's won two Olympic medals,
Starting point is 00:07:27 10 X-game medals, five World Half Pipe Championship Gold medals. And he's headed to try and snag the gold this month at the Olympics in Milan Cortina. His new documentary is called Pipe Dream. It's on Netflix now. So please welcome Scotty James. Scottie James. Welcome to Dear Chelsea. Hi. Hi. Thank you for having me. Thanks for taking the time to catch up during your season with the Olympics about to happen. You're having an incredible season. I know you just won again in Switzerland. So congrats on that. How are you feeling? I'm feeling good. Look, we needed to catch up Chelsea before the Olympics. We're approaching closely. So just needed your insight before we head over to Italy. But so far, the season's been great. But now,
Starting point is 00:08:16 I'm feeling really good. And naturally, obviously, getting a win under the belt this time of year is a good confidence boost. So yeah, looking forward to the rest of the season. I want to know all of it. I want to know how you, what your process is, how you maintain, what you do before you race. I mean, listen, your favorite to win gold at the Olympics this year. So no pressure. You are a snowboarder, so I take issue with that because we're going to have to discuss that etiquette as well. The only two times I've been hit on a ski mountain are by snowboarders. Two snowboarders and one happened the other day too. But first of all, okay, let's talk gold at the Olympics in Milan Cortina. So tell me how you're feeling about it, how you look at things like this, what do you do with the pressure that is put upon you by being so good at what you do?
Starting point is 00:09:03 Yeah, I mean, naturally coming into this games, it's, you know, you feel that pressure. I think there's always the pressure you put on yourself, but then, you know, there's all this exterior pressure that people put on you to want to, they want you to show up and deliver maybe the result that they expect. and that's from the fans to your country that you're representing. And I think most importantly, more so myself. I think I do go into every event with the intent to want to do my best and put my best foot forward to win. And that's the approach with the games. But yeah, I mean, when you're out there wearing your country colors
Starting point is 00:09:37 and you're flying the flag and there's obviously a lot more attention, you know, you feel that pressure a bit more. But, I mean, it's my fifth go-around now. So from the pressure perspective, but also experience, I feel a little bit more vintage, which is a good thing, I think, in this case. So I'm, yeah, no, to be honest, I'm really excited. I feel like I've had a great preparation and the lead-ups been awesome. So I just have to focus on the important things like fundamentals and making sure that I'm
Starting point is 00:10:08 prepared from a practical standpoint snowboarding and the rest will do what it will do. And what happens the day of? what happens the day of a big competition? Are you superstitious? What is your regimen? What is your ritual? I don't have too many rituals that I necessarily do before the event, but I always wear my red gloves in the event. I guess that's a ritual. It's something that I always have. I listen to a lot of music actually when I'm training and competing as well. No specific artist just depends how I'm feeling on the day. Just elevator music? Wait, what's with the red gloves? Where did those come from? Is that to remind people that you're a redhead?
Starting point is 00:10:47 Exactly, yeah, yeah. Just because I got so much equipment on, you know, it's hard to see the red hair sometimes. But in 2017, I want to say, I won my first X-Games gold medal. And I'd come from another event in Switzerland. And I saw these red gloves, which a brand at the time had sent me. And anyway, I put the gloves on. And I felt like I was coming out to fight a bit that week, a bit of strength and adversity. And I won the event.
Starting point is 00:11:15 And it was obviously a huge marquee event for us. And ever since then, it's been my thing. I always wear my red gloves. So it's been a fun little narrative. Oh, I like that. There was just a gambling movie that I watched with Colin Farrell, where he wore gloves while he gambled. But he lost all the time.
Starting point is 00:11:32 And I'm like, how do superstitions maintain when they don't work a lot of the time? You know what I mean? When people are like, I've got to do it this way, I've got to do it. And it's like, it's not working for you. So stop doing that. He doesn't have the right gloves, obviously. No, no. Colin, some of the red ones.
Starting point is 00:11:45 Yeah. How many pairs of red gloves do you have, by the way? Many. Many. Well, we make our own gloves. We sell them. But, you know, I also have, I mean, through a season, I actually don't use that many. Like one pair, they're pretty durable and good. But, yeah, in a season, I try and keep one pair because when I wear one pair, it's a bit superstitious. Like, I'm like, I've got to keep wearing them, particularly if it's a good season. So, yeah.
Starting point is 00:12:12 And so I know you're friends with Sean White. You guys are buddies, right? You competed a lot together. And now you've surpassed him. I mean, you're the greatest snowboarder of all time as we sit here today. So how does that impact your relationship? Because I know how insecure he is. I'm just kidding.
Starting point is 00:12:28 I do know how insecure he is. But we all are. We all are. That's very true. Well, if you look hard enough, everyone's got one. That's right. I think we have a good relationship, actually. I think naturally evolved over time because, you know, I was a little kid,
Starting point is 00:12:44 put him on a pedestal and, you know, he's a hero and, yeah, naturally, you know, with respect to Sean, he's, he's one of the greats in my discipline. So, always looked up to him and, yeah, from when I was a kid to watching, to, I guess, to try and emulate the kind of success he had in the career and then being able to do that in my own way and then us building a relationship on the mountain, obviously your competitors, we both wore our heart on our sleeves. So at times there's attention to then him retiring and now, you know, we text and we have a good relationship. So yeah, it's been a fun journey, I guess, to say the least. But I have a lot of respect for him. I think he's been amazing on the hill. I want to know more about what you guys do when you win. What do
Starting point is 00:13:26 you do when you win? How do you celebrate? Because I was talking to Michaela Schifrin and she just like found out about champagne a year ago. And I'm like, sister, what is the point of winning all of these, being on all these podiums and winning all of these races? If you don't, know how to celebrate. She's like, it just never occurred to us. She's like, I didn't even know. And then once I think she celebrated once, she's like, oh, wait, wait, this is actually a really good time. We should do this more often. Well, unlike Michaela Schifrin and Chelsea, you'd be very proud of me. I discovered the champagne celebrations a little while ago. Well, you're Australian, so I do believe you. I do believe you. The only people who drink more
Starting point is 00:14:04 than Americans are Australians. So I get it. Exactly. Where did you grow up in Australia? I grew up in a little town about 45 minutes out of Melbourne, the city, called Warrondite. So it's a tongue twister. You can try and say it, Warrondite. Warrantite, okay, I tried it and I worked. So a success, huge success. Let me get a bottle of champagne. Hold on one second. You're allowed into our local pub. It's like, you know, it's the right of passage if you can say Warrantite. So, yeah, no, little town and my family still live there and I've got a house not far from there. So, yeah. And so how does one into snowboarding. I know a lot of skiing happens in Australia. People come over here. I live, I'm in Whistler, Canada right now and this mountain is filled with Ozzy. So how did you start
Starting point is 00:14:49 in like what age? Like three years old, right? Yeah, I was really young when I started. I don't even remember the first day, the first day I went on the hill. First time I kind of remember snowboarding, I would have been probably seven or eight years old, maybe 10, but I'd started, yeah, when I was three. at least I was on skis I think for a little bit which is a bit controversial but then transferred over to snowboarding but yeah we I mean in Australia we do have mountains we have snowy mountains you know my local resort in Australia is threadbos so we just don't have a long season so we were always having to travel overseas I actually spent a lot of time in Canada and BC we used to get a mountain called Big White I went to Whistler yeah yeah we loved it over there so my family weren't your
Starting point is 00:15:36 or typical Aussie family playing tennis or going to the beach or doing those summer sports that most Australians do, we were chasing the winter. So it was fun. And so at what age did you go, okay, this is going to be, I want to know how something like this happens when you start so early. Like what percentage of your parents' encouragement was it? What percentage passion was it?
Starting point is 00:15:58 Like what's the ratio of how things started to get serious for you in this sport? I would say I think others made that the same. for me because, you know, so young, you don't really... Snowboarding is such a young demographic. We have, you know, I'm now 31 and I'm competing against 18-year-olds. And even before that, if you're, you know, extraordinary talent, you're 16 and, you know, you're competing with the men. So it's, you do have to start young and get good young.
Starting point is 00:16:27 So you can start to propel yourself into the career. So I really don't think I realized that it was a professional career or something that I I would comprehend until I was about 13 or 12 or 13 years old. But before that, even now speaking to my parents, they had to kind of realize that dream for me. It is something that I obviously wanted to do, but they had to create the pathway for me from when I was seven or eight years old. Obviously, I had no awareness of that.
Starting point is 00:16:58 I was just up on the mountain enjoying what I was doing and having fun and I still do that. but they were, you know, creating that avenue for me if it's something that I really wanted to do down the line. So that point would have been, I would say, 12, 11 or 12 years old was when I was like, okay, I want to take that leap into realizing this as a potential profession. Because you're the youngest of four kids, yeah? Yeah. And so were you the only one in your family that got that passionate about sport? Yeah, youngest in my family of four, the most spoiled one apparently, the most of the most
Starting point is 00:17:32 I'm the youngest of six, and it's the best position to be in. The youngest is the best. I mean, Chelsea, look at us. We're the best. I mean, it just is what it is. But, no, I think it was 10 or 11. I propelled myself into it. I have a question about, like, as your body is changing, when you're starting that young,
Starting point is 00:17:50 I know you're pretty tall for a snowboarder. Like, you're starting with one center of gravity and, you know, growing into a very different shaped human. What was that like and were there struggles with that? Absolutely. Yeah, I would say I'm a very differently shaped human up there on the mountain. Did you try to stunt your growth so it could be a little bit more operational for you? I guess it's not really having that much of an impact for you. So if you were shorter, who knows if you'd be able to accomplish all of these things. Yeah, I mean, it might have helped. And maybe my parents looked into that like, oh boy,
Starting point is 00:18:24 how are we going to stop this growth thing from happening? But no, it's, yeah, I mean, a lot of my competitors are 5, 5, 4, 5, 3, 6 foot, 2. So it's a significant difference. And where that can be challenging is without getting into too much snowboarding lingo, the half pipe, the wall's 22 foot high. And typically when you're riding up the wall, you're hitting a lot of G force. So when you have a lower center of gravity, you naturally don't have as much force pulling you down into the ground.
Starting point is 00:18:52 And you can kind of just, you're just a little bit more in control. You have a bit more awareness of your surroundings. And for me, sometimes I feel a little bit like Bambi, my limbs are flying every direction and I'm trying to pull them back in. So I'm compact like the other guys. But I'm naturally, I also have some benefits, whereas I'm a bit heavier. So when it's snowing, we know we're in an unpredictable profession where it snows, there's wind, there's a lot of variables.
Starting point is 00:19:20 In those conditions, I'm a bit heavier. So I can carry more speed. Amplitude is a big criteria in our sport. So it can be also beneficial. So I like to focus on the positives, I guess, but it is a very, you know, big difference. Yeah, yeah. And you're married to, your wife's name is Chloe. She says she's the CEO of your life. She's an heiress to the Aston Martin fortune. So you're basically a kept man by your wife. So how does that feel as a professional athlete?
Starting point is 00:19:49 Yep. She's the, she's the CEO of Scotty James, as she says. And she keeps the trains on the tracks. Yeah, how did you lock that down, Scotty? Well, I mean, should we go down the whole story? She always says I don't tell the story in detail, but today I can make the exception of doing that. Absolutely. We have a lot of female listeners, so they definitely want the details. So, yeah. Gotcha. Okay. Well, I explained it in my wedding speeches, me being Carrie Bradshaw from Sex and a City, and I was in New York City walking down one of the streets in New York. And I was thinking, you know, maybe tonight's the night. My love story's about to begin. I was playing that audio in my head. walk to a restaurant called Motel Morris in New York City. It's on the corner of, I want to say 7th and 18th, but I could be wrong.
Starting point is 00:20:37 We got to the restaurant. I met Chloe. I knew her brother, actually, before I met Chloe, connected us. And sure enough, here we are, married with a little guy as well, and still friends with her brother. So what was your move? What did you say to her? When did you know that you liked her and then how did you follow up on it?
Starting point is 00:20:56 I mean, I think initially she was probably a bit skeptical, had a very similar experience as yourself with snowboarders. Her dad frankly didn't like the idea of a snowboarder. Apparently when she was younger, she was also run over by a snowboarder. So off to a bad start before I even walked into the restaurant. So approval from dad was like big no-no. Snowboarder naturally over time, the accent. played a bit of a role. And, you know, we both shared a couple bottles of wine and that helps.
Starting point is 00:21:33 Yes, yes, yes. Okay, that does help. The accent also helps. For some reason, Americans are just like, she's American, right? Canadian. Canadian. Well, same thing. Well, actually, not now, but usually it's the same thing. But yes, yes, we are suckers for accents. It doesn't really matter which one. Any will do. We just love an accent. So that gets you further, for sure. Hopefully. In some cases, yes.
Starting point is 00:22:00 Yeah, and now you guys have a kid. You have a one-year-old. Yeah, little Leo. He's one in a few months now. I told myself, I'm not going to be the dad that says it by the months. I'm like, he's one in three months. I'm not going to be like a he's a 20-month. No, I'm with you on that.
Starting point is 00:22:17 It's too confusing. Just he's one year and a bit. That's right. he's out at the moment. Yeah, exactly. Exactly. People who talk in months, I once had somebody talked to me and told me that her child was 72 months. I was like, what? I was like, is that five? Are you talking about? Do you mean five? I mean, I don't even know what 72 months is, but it's long, and I don't have time for that. Has your son hit the slopes yet? Have you put him on a snowboard yet? Not yet. No, no. I went up on the hill and I put him in a backpack and we went
Starting point is 00:22:48 riding, which was really fun, but I haven't got him on the board yet. A lot of people ask me that question, but we'll see. When the time's right, he can give it a go. Absolutely. Okay, let's move on to snowboarding and why it's, what is the, what is the problem? When you are not a professional athlete, like yourself, I want to know, and I don't want to shame snowboarders. I'm dating as somebody who snowboards right now. I'm trying to transition him to skiing, but I don't know, that could be a bigger commitment. But what is the issue between skiers and snowboarders and where does it come from? And are there two different sets of etiquette or one set of etiquette?
Starting point is 00:23:27 I mean, I think it's more so the skiers have the problem with the snowboarders, not the other way around. I mean, it's just, it's the history. But why is there such tension? Why? Why? It's like England and Ireland. Why do you don't think snowboarders care about? skiers, they don't have a problem. They wouldn't want a snowboard only mountain. Yeah, I don't know what the gripe is between the two. I don't have an agenda. I'm like, if you like the mountains and you have as much fun as I do, go ahead. But, you know, maybe snowboarders in this case where you're
Starting point is 00:24:01 getting run over and, you know, Chloe's been run over in the past. It's not building a great, strong case for us. There's also mountains still in the US where you're not allowed to snowboard. So, So, yeah, I actually, funnily enough, went and stayed at a hotel at one of those mountains before. And it was quite a strange experience fighting with not going out on the hill, but staying in the hotel, it felt like I was really in the wrong territory. Where were you at Deer Valley? Are you talking about Deer Valley? Yeah, I was there.
Starting point is 00:24:31 Yeah, yeah. I know, I love it there because there are no snowboarders. I mean, I want us to get along. I do. I just don't understand. It's like a different ilk. It's like they just come and it's so rough. and then you hear them and you can't see them.
Starting point is 00:24:45 But it's not the behavior of the snowboard, obviously. It's the behavior of the snowboarder. There's just a more of a... We're just cooler. We just cooler. I know, you guys think that. We have more swagger. No, then we don't think it.
Starting point is 00:24:57 It's just that we can talk about facts. I mean, it's important to get back to all on the show. You know, we're more comfortable. We walk around like in shoes. You know, we could wake up, roll out of our bed. It's like slippers. And I could wear those until I go. to bed at night. I just also think that skiers are a little bit upset and they're just like,
Starting point is 00:25:17 they're just angry that they can't do that. Here we go. Here it comes. I don't think we have a problem with skiers and now he unleashes this vitriol. How old were you when you went to your first Olympics? First Olympics, I was 15. Okay, so that's crazy. And how old were you when you left home. I left home when I was sort of pursue it when my parents decided, well, and myself, it was a, you know, all of us and my family collectively decided I wanted to pursue it professionally. I was 12. I was really young. So it was a massive commitment from my parents to have the trust in my coach at the time and his sister to look after me, not only on the mountain, but off the mountain as well. And through that time from 12, I was able to realize a professional career in the
Starting point is 00:26:06 sport. And then by 14, I was offered the opportunity to go and represent Australia, which was a unique special experience. And, you know, fortunately making it there, I was 15 at the time and taking full advantage of all the free McDonald's in Vancouver. That's nice that you get to eat McDonald's while you're a teenager growing up and competing. It's not the case anymore. No, no, you can't. As soon as you're an adult, you have to stop that. But what was it like leaving your family at a 12 years old? I mean, that must have been emotional. And for all of you guys, for your siblings, for your parents, for you.
Starting point is 00:26:44 Yeah, it was hugely emotional. And recently we just made a documentary. And for the first time, in a long time, you know, it was kind of the first time that I'd really heard everyone else's experience about that. I mean, it's almost been 20 years since that moment when I left Melbourne and going away overseas on my own. I remember being at the airport and it was just the floodgates were open. Everyone was very emotional, myself included, and all the way through the flight from Melbourne to Sydney, I was crying. And then all the way over to Europe.
Starting point is 00:27:19 And, yeah, I think that my parents didn't even realize how emotional I was until we watched the film recently. And then I didn't realize how their side of the way. of the story until we watched it recently as well. And my mum said to me the other day, she's like, you know, if we had have known how upset you were, we never would have sent you. And I said to mum, I was like, yeah, but look what we've realized. Like, as much as it was so hard in the moment. And, you know, I do think that all extraordinary things that you want to try and accomplish
Starting point is 00:27:50 takes hardship. And, you know, that was mine. But I was, you know, able to travel with great people. And I was in a, you know, in a good and safe environment. It was a challenging time, but it's nice to reflect on now. Yeah, I would imagine it just gives you so much, A, you grow up real quick, right? And B, you just become really independent and self-sufficient at a young age, even if you do have people helping you. Yeah, definitely.
Starting point is 00:28:15 And I think, you know, even more so is, you know, the stigma with snowboarding, it's smoking, it's drinking, it's partying, it's, you know, it's a wild scene. Still today a little bit. All things I love. all things I love and support. So you should start snowboarding, Chelsea. Exactly. You can do that while you ski also, by the way, just FYI. So my parents, though, naturally, I mean, now I'm a dad I would be thinking about that,
Starting point is 00:28:42 the environment and the world you go into. It's evolved a lot since then, but yeah, a lot of factors for them to think about, which I'm sure they lost sleep, I'm not. Yeah, and also, I'm sure, and also it's such a, and you're the baby on top of it, but it's also such a solitary sport, you know, it's, I mean, I guess all these kind of mountain sports are very solitary unless you're doing a, you know, like, you know, you're working together. But like, how does that impact your relationship with other athletes and how does it impact your relationship with your coaches? Like you become, is it like, would you compare it to maybe like a tennis player or do you feel more like you're on more of a team?
Starting point is 00:29:19 Yeah, sure. So I think the unique thing about snowboarding or our world, which is very cool, is everyone does have a good relationship. So you're up there at the top of the pipe, for example, you know, some might wish each other luck. Like it's a little bit more, call it happy, go lucky in the sense of being a little bit less cutthroat. I'm probably more so on the other side where I'm up there. I have intention. I'm not necessarily focused on making friends in that exact moment. But yeah, I would say that there is a sense of solitude that you have to be okay with being alone,
Starting point is 00:29:55 be okay with being extremely selfish about what you're endeavors are you're not you're not doing it for anyone you have to be so i guess obsessed with the craft to want to do it for yourself i've always found my team is more so you know my family other people that have helped me in my journey like that's the kind of weight that i ride with is i'm doing it because it wouldn't be satisfying enough for me if i was just up there with my own intent every week to just do it for myself i think my team is I want to do well for them. But yeah, you're right. There is, it's a little bit more like a tennis player rather than, you know, a football team for sure.
Starting point is 00:30:32 Yeah, that's interesting. I mean, you get to travel all over to the world to train in different places. What is, is there anywhere you prefer never to go back to? We did world championships in, in Georgia a couple of years ago. Georgia, the country? The country. Yeah, yeah. Yeah, the country in Georgia.
Starting point is 00:30:55 I forget the name of the mountain. We were very far from anywhere. More so is actually the country was cool, but this where we were, the weather conditions, it was out there. So probably there. I think Georgia is the country where I saw that video that went viral one year with like the gondola
Starting point is 00:31:14 where the gondola chairs were put on backwards and then they started turning, they flipped it and reversed it. And then people were just flying off of the gondola because it was coming around like 60 kilometers an hour. He was like flipping them off. Honestly, sounds like something I would have seen when I was there. So it probably was.
Starting point is 00:31:34 Yeah. Tell us about your documentary. I want to hear about that. Yeah, it was, it was been really fun. I mean, we made the documentary called Pipe Dream and came out on Netflix and December 19. So it's still early days. It's had its premiere, which is, yeah, it's been awesome.
Starting point is 00:31:52 And yeah, I think overall it's obviously incredibly rewarding to have been able to go on such an amazing platform for myself, but also just for snowboarding is really exciting just to get more people, hopefully more viewers and eyes and everyone engaged in and what we're doing up here in the mountains. And it was a pretty emotional process, getting it all together and obviously hearing from my family and other peers and hearing from my, other, you know, snowboarding competitors present in the past. So it's quite cool to hear a lot of people's perspective, which I actually haven't heard before. So yeah, it was a rewarding process, long process, but really, really cool. And I've never told my story like that before, which was which was fun to do. Yeah, I can't wait to see it. That must be really interesting to see all these people talk about you. Because I think in life, you know, we talk about this a lot on this podcast, You don't really have time necessarily to reflect on things, like, especially when you're going,
Starting point is 00:32:54 like you're an athlete, like you're training all year long. Literally what, you have like a month off a year or something? Is that right? A month off? Yeah. Yeah, it's probably say three months because you go Northern Hemisphere season, which starts in October, goes through to April, first week of May. Then you have June off. Then you know, then the Southern Hemisphere winter starts. So you kind of obviously, it's always constantly chasing winter. So you get, yeah, a few months off a year. Okay, so if you had to describe, before we move on to the next part of that, I just want to, I want to know what you, when you are starting and you're competing and you're listening to music to get ready, once it starts, what is in your head? If you fall behind by a fraction of a second
Starting point is 00:33:38 or you don't hit the same, something that you want to hit, what do you say to yourself in that moment when something doesn't land like it's supposed to land 100%. Honestly, I reflect on in that exact moment, I'd just say, fuck it, let's just go get it done. Because you can spend so much time thinking about, oh, I should have done this better, did I prepare well enough, what's he going to do? You know, everyone's watching, everyone's expecting. It's like, that's what I do. I just say effort.
Starting point is 00:34:09 And I think there's this really amazing piece in being able to say that confidently because that's like the best part about what I do is when you can drop in and just be so present in the moment with every trick and enjoying the environment. That's what I try and focus on. It'll be in the case, I'm sure it's similar for you if you're going out for a big gig or doing stand-up. It's like you've prepared so much. You have 10 more seconds. What else can you do other than just be like, like let's just get after it and see how we go. and if things happen, it happens and you're going to learn from it.
Starting point is 00:34:49 And that's what I, I do embrace that a lot. I think that, you know, you do spend a lot of time preparing and you can become way too meticulous and overthinking and over, over, over everything that you end up actually giving yourself, you have no satisfaction because you're like, well, what was all the work for if I can't just embrace the moment? So I do focus on that? Yeah, yeah. And do you find that that's different now as you've gotten older,
Starting point is 00:35:13 that you're more in the present moment than you were when you were, when you were competing as a younger person? Definitely, 100%. I think naturally, you know, still young, but going through, you know, time when you're younger, you do spend and waste so much time thinking about things that just do not matter at all, whether that's on the mountain or off the mountain.
Starting point is 00:35:34 You know, I did that, went through that, whereas now I'm very much, yeah, very present. You know, I know what I want to accomplish. I know who I am as a person. My two feet are on the ground. and I do lean into that. Like if you had one weakness that you would like to work on or that you were working on, what would that be?
Starting point is 00:35:53 It's a good question. My weakness would probably be... Besides being a snowboarder. Besides being a snowboarder, it would be... To be honest, it's still, it's funny. Like, even after having found such a groove in, you know, maybe whatever you define success as, in my case, being able to compete really well and do well in events is still belief like you
Starting point is 00:36:19 I still have moments where you know you prepare so well and you're like it all I have to do is is show up and put my best foot forward and land a really amazing run and it'll you know it'll go my way we're well enough and in tune enough that we know when we have the tools to win if you don't you know where you're kind of up and I still sometimes yeah I battle with that belief of can I actually realize now what I'm trying to accomplish and have I taken the right steps to get there? So I would say that that's something that I continue to work on but because as much as I feel I am working on
Starting point is 00:36:59 I also think it's kind of my blessing because then I don't take advantage of any day. Every opportunity is an opportunity. I try and squeeze every opportunity that I can training and maybe that's that lack of belief that it makes me go over board in terms with my preparation, my training. So I don't know. It's probably whether it's a weakness or maybe it could might not be, but that would be one. Yeah, I mean, circling back to the subject or the, like the topic of reflection, like I always think, you know, if there's something big, high stakes in
Starting point is 00:37:28 my life, which is obviously very different than yours, but like I always think, okay, think about all the things that led to you being here. Like, think about all of where you came from. So like, when I talk about reflection, like I know as an athlete, you're, you know, you're moving so fast, you're training so much. You have limited time off or limited off season. And it's like you really have to take note of where you began and where you've come, how far you've come, you know, as a reminder for anyone. Really, in any situation.
Starting point is 00:37:56 It's like, oh, I'm the one who got myself all the way here, obviously with help of coaches and support from your family, et cetera, but to, and your wife, but also to really remember like how, you know, how far you've come. Yeah, definitely. And I think the one I always sit on a lot is the courage. I think everyone, we all have passions. We all have something that we want to realize in our lives. And I feel very fortunate that I'm one of the ones that had the courage to actually continue and go for it,
Starting point is 00:38:28 particularly with the setbacks that you have when you're young. And I think that's across, a lot of people always ask me like, oh, who do you look up to? Who do you, you know, admire in your life? And to be honest, I don't have one person. It's always people that I look at and I hear their story and I hear about their adversity and their courage to actually pursue what they want to do in their life. And that's hard. So I do focus on that too, is that the courage, it takes a lot of courage to actually
Starting point is 00:38:57 commit to your passion in life. And I've done that, which has been rewarding and fortunately worked out. But yeah. Yeah, people always say that to me. Who do you look up to? Like, who is your favorite? And I was like, well, Bill Cosby, but that didn't really work out for me, so I have to stop mentioning it. That's not a hero anymore.
Starting point is 00:39:16 Anyway, we're going to take a break and we're going to be right back with Scotty James. Okay. IHeart Radio is throwing it back. To the days of huge hits and unforgettable items. A non-stop stream of the biggest and best. Drake, Rihanna, Beyonce, Katie Gaga, the weekend. And more. All your decade defining favorites.
Starting point is 00:39:41 in one place. Hi, it's Katie Perry. Hey, it's Bruno Mars. This is Keshe. Find 2010's The Decade on the free IHeart Radio app. Preset the station, so it's always one tap away. Seems like just yesterday that the Two Guys Five Rings podcast was in Paris for the Olympics. And now we're heading to Milan for the 26th, Milan-Cortina Olympic Winter Games.
Starting point is 00:40:03 I'm Bowen-Yang. And I'm Matt Rogers, and we'll join athletes from 93 countries as Two Guys Five Rings hits the Italian Alps for the the 2026 Milan-Kritina Olympic Winter Games. Open your free IHart Radio app. Do we mention it's free? Search two guys' five rings. And listen now. Welcome to the A building. I'm Hans Charles. I'm in Alec Lamoma. It's 1969. Malcolm X and Martin Luther King Jr. had both been assassinated. And Black America was out of breaking point. Writing and protests broke out on an unprecedented scale. In Atlanta, Georgia at Martin's Almemata, Morehouse College, the students had their own protest. It featured two prominent figures in black history, Martin Luther King Sr. and a young student, Samuel L. Jackson.
Starting point is 00:40:53 To be in what we really thought was a revolution. I mean, people would die. In 1968, the murder of Dr. King, which traumatized everyone. The FBI had a role in the murder of a Black Panther leader in she, Chicago. This story is about protest. It echoes in today's world far more than it should, and it will blow your mind. Listen to the A-building on the I-Heart Radio app, Apple Podcasts, or wherever you get your podcasts. In the middle of the night, Soskia awoke in a haze. Her husband, Mike, was on his laptop. What was on his screen would change Soskiah's life forever. I said, I need you to Tell me exactly what you're doing.
Starting point is 00:41:42 And immediately, the mask came off. You're supposed to be safe. That's your home. That's your husband. So keep this secret for so many years. He's like a seasoned pro. This is a story about the end of a marriage. But it's also the story of one woman who was done living in the dark.
Starting point is 00:42:08 You're a dangerous person who prays unvulnerable and trusting people. Your creditor, Michael Leavengood. Listen to Betrayal Season 5 on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. And we're back with Scotty James. Okay. Scotty James is on his way to the Olympics. And this is not his first time at the Olympics. This is your fifth time at the Olympics.
Starting point is 00:42:34 Fifth. Yes. Vintage. Yeah, vintage. Fifth time. My gosh. Okay. So now we take questions from callers.
Starting point is 00:42:41 Got it. Are you ready? I'm ready. You seem ready. Yes. Catherine, what do we got? All right. Well, we're going to start with a couple skiing, snowboarding questions, but then move on to some interpersonal, juicy stuff. So then we're going to move on to some gynecology questions, just to keep you comfortable. Exactly. Right in your wheelhouse. So we're going to start with a brand new segment, which is our one drink question. And this is just a little quickie. So our listeners says, Dear Chelsea, this is not an incredibly deep question. It is about skiing. I grew up snowboarding and decided I wanted to switch to skiing after college for longevity purposes. I visualize a 50-year-old version of myself who's a badass skier and spends a third of my year and tell you ride. Here are my questions. One, what age did you start spending serious time skiing? Do you think 31 is too late?
Starting point is 00:43:30 No. Two, how long did it take you to feel confident on blacks? With age, my fearlessness has faded and I'm frustrated with how much hesitation I have going down the mountain. How many lessons did you have before you felt really? capable and confident to handle all terrain. Great questions. I love it. First of all, I didn't start getting into skiing like seriously, seriously until I was like 39. I mean, I skied in my 30s, but I didn't start like taking like actual private instruction, which are pretty expensive. So if you can afford that great, but if not, your fearlessness gets replaced by competency, I would say.
Starting point is 00:44:05 You know, what you lose in fearlessness, you gain incompetency and capability. So the more time you spend, on the mountain and the more runs you do in bad conditions, in good conditions, in powder, in groomers, all of it, you become a better skier. And I'm a really good skier now. I could ski down pretty much anything. My friends took me down something like two days ago that I was like, if I had done that 10 years ago, I would never have taken, I would never have made it right. I would have been like, no way. So that would felt really good. But, you know, 31, yeah, you're down. You could do whatever. It takes like, I think it takes a good hundred days on a mount, but you want to get instruction from someone who knows what they're doing so you don't create
Starting point is 00:44:45 really bad habits and then beat up your body, right? Scotty. Whoever asked the question lost me at, I transferred to skiing, so no comment. First of all, and also to our writer-in, you're doing the right thing by leaving snowboarding and transferring to skiing. Scotty and I are from two different schools of thought, obviously, and I support you 100%. And that's it. Problem solved. All right.
Starting point is 00:45:11 Cheers. Is that our one drink? Yes, Cuddy. And I can confirm Chelsea's actually looking at potentially you told me earlier you're looking at some instructing at a local resort. So maybe you could take that on. I got to get my level ones first.
Starting point is 00:45:29 I got to get my level one, two, three and four. Yeah, double blacks. Yeah, it takes a while to get down. But by the way, once you get good at skiing, a double black, you don't even look at whether it's black or blue or it doesn't matter. You're fine. It's true.
Starting point is 00:45:41 No, but to second you, you're right. I think the more consistency you have, and the more often you do it and your curiosity is where you'll win. So go for it. But you should stay on the board. Yeah. All right. Well, our first caller today is Jess, and she is calling in from Vancouver. So she says, dear Chelsea, I've fallen up.
Starting point is 00:46:05 This is another skiing question, but it will make sense to you, Scotty. So I've fallen out of love with skiing. Growing up, some of my best memories were spent on the slopes, and I chose a grad school partly based on proximity to a hill. Post-COVID, I took a break from my studies and moved to Queenstown, New Zealand to work on the ski field. I got paid to ski every day and loved it. Wanting to improve, I signed up for a ski instructor exam. I really enjoy developing my technique, and Chelsea, I too ended up sleeping with my ski instructor. We're now married. My husband is a highly skilled snow sports professional, and skiing is central to his world. But within that world, I often don't feel welcome. When we're with his friends, conversation revolves almost
Starting point is 00:46:47 exclusively around ski technique and criticism of the industry, and I largely feel excluded. Being surrounded by constant evaluation has made me wonder what he thinks about my skiing, what his peers think, too. It's such a visible sport, and I've seen the ego-driven underside of it. Over time, I've come to associate skiing with feeling inferior. When my husband and I do ski together, the days have slowly morphed into being about filming him for YouTube and marketing his business. I've become the cliche. I've become the cliche Instagram girlfriend. We moved to BC a couple years ago and have incredible skiing available to us.
Starting point is 00:47:22 We've had conversations about this, but I find myself sabotaging ski days by offering just to film without being asked just to avoid skiing myself. Honestly, I'd rather be in the lodge with a margarita. Chelsea, how can I build my ski self-esteem and fall back in love with the mountains again? Thanks so much, Jess. Well, Jess, I feel like you've got to find a group of women to ski with so that you don't feel like that. You've got a new, I mean, it doesn't even have to be women. It just doesn't be people that aren't that judgy or so psychotically talking about skiing all the time. That's not fun either.
Starting point is 00:47:52 Nobody wants to talk about technique all the time unless you're Scotty and you're on your way to do the Olympics and that's all you have to talk about. Even I don't do that, I promise. Yeah, actually go back and tell them. Scotty James doesn't even talk about it as much as you guys do, and he's competing in the Olympics. Yeah, when I was in New Zealand, we had, I worked in the industry a little bit, and I found some group of women that were a little bit less intense about it, so it was really fun.
Starting point is 00:48:18 But I haven't quite found that year in BC and Canada. But yeah, I think that's a great idea. But you know what? You could find ski groups online, you know? I'm in a ski group on Saturdays, like Club Link at Whistler, Black Home. Where I ski, you know, we have a guy that just cuts the lines for us, you know, when it's busy and, like, takes us, it's fun. You can do that. You can join, and then Cyprus and Grouse are in Vancouver. I mean, that's so much fun, night skiing. I love that. But yeah, I would just change the channel. Like, first of all, stop going and recording your boyfriend, husband, whatever he is. Like, what, why, what are you as assistant? I mean, have him go. That's not fun for anyone. I mean, do you have children?
Starting point is 00:48:57 No, not yet. Exactly. That's why you shouldn't be filming anybody. because he's an adult man. I mean, you know, Scotty, what do you have to say to this? Anything? I would say, firstly, you're welcome over to our side any day of the week. The snowboarding side. We can get you some snowboarding. Yeah, we can bring you in.
Starting point is 00:49:16 It'll be a warm welcome. Secondly, it's actually really interesting. My ears pricked up when you said that you sometimes don't feel like you fit in into conversation. It doesn't matter your level. I have that same feeling in my world. Sometimes there's maybe a certain type of person or a certain type of, you know, way that people perceive snowboarders or skiers in this case to be. And if you don't fit that mold, you don't really feel like you're a part of what they're doing. And it's, you know, even for me, I always got
Starting point is 00:49:49 a bit insecure about that. But I think that the second that you realize, I guess, who you are and what you're doing and why you're actually even out there, like, firstly, you just wanting to have fun and that's what anyone should be up there doing if you're not pursuing it professionally. I think just find a bit of sanity and that you actually enjoy it. And if people start to have a go at you about not being on their level of knowledge, like, who gives a shit? It doesn't matter, like, at all. It is quite a made-up sport, I suppose, too. Unless you're in a gate, you're trying to get from A to B really quickly or you're being judged on specific criteria it is made up. So I do try to tell myself that. Like, it doesn't really matter what I look like.
Starting point is 00:50:31 I'm still having fun and that's the point. But, but yeah, there's definitely a little bit of ego and I think that comparison that, yeah. But that's men. I mean, that's why, like, don't ski with a group of men. Like, that's just not fun. You know. That's your solution. Yeah, it's like, there are some exceptions. Yeah, there are. Scott, you seem like a really nice guy. But again, you know, still a snowboarder, a world champion, but a snowboarder nonetheless. So you just got to get, You got to change a channel and decide who you're skiing with. And just be honest with your partner and be like, listen, it's not fun. I don't feel like I want to have fun on skis.
Starting point is 00:51:03 I'm like losing my love. Have you expressed that to him, by the way? Yeah, we've talked about it a bit. I think the worst season was last season, just I didn't actually get a single day to ski to myself. But he knows how I feel. The issue is that he's trying to make YouTube his business. And I'm kind of tied into that as well, right? Like he doesn't really have anyone else to go out with him.
Starting point is 00:51:24 So sometimes sometimes I kind of get pulled into that. But I guess trying to make that boundary or draw that line. Find a college student. Find a college student to do that. Yeah, okay. That's a good idea. Great idea. I wasn't going to say that.
Starting point is 00:51:36 But I was going to say, you can also, you know, you do something for him. And then he does, you know, and then, okay, in exchange for that, you get to go skiing alone. Or you go skiing with a group of people or you go skiing and he's not allowed to talk about skiing for the entire day. You know, like figure out what the compromise is. While you're skiing, he's, you're not. allowed to talk about skiing while we're skiing. For every photo or video, it's one margarita. I mean, come on.
Starting point is 00:52:01 Yeah. Let's go. Good negotiation. What is your drink of choice on the mountains, Scotty, when you can have a drink, when you are celebrating, what is it? Good question. After like an event, probably champagne, actually. Yeah, I mean, that's because they're spraying it all over you, so readily available.
Starting point is 00:52:17 It's a bit cliche. Yeah. Yeah. I like a Moscow mule on the mountain or I like a stiff margarita because I like to have a margarita juice boost at around 11. If I go out around 9, I like to stop, have a little margarita at 11th, and then go back out and have a little more bravery. This is the Olympics of skiing, drinking, knowledge by Chelsea. Yeah. Yeah. So there you go, Jess. And hopefully I'll run into you out one of these mountains. Yeah. Yeah. Yeah, we're going to go into the interior in a few weeks in
Starting point is 00:52:44 February. So, but yeah. Yeah. Oh, good. Okay. Well, yeah, but don't lose your love. You know, if you love skiing, like, make sure you're like, you've got to like garden your passions, you know what I mean? Just like you have to like, guarding your relationship. You have to like make sure you do what you want to do and enjoy something that you love that you like kind of got ruined by somebody else. Like don't let that, don't let them take that away, you know, go and be like true to yourself and get back out there. Yeah. I think the idea of finding women to ski with is a good one. Yeah. Always. Always. If you're a woman, I like, you know, skiing with women. I like women guides every, I'm like, if she can move her body like that, then I can move my body like that. You know,
Starting point is 00:53:22 It's easier sometimes with a woman when you are a woman. Yeah, that's a good point. Okay, things to think about it. Thank you guys. Okay, great. Thanks for calling in. Take care. Thanks.
Starting point is 00:53:32 Thanks, Dan. I would love to do like a thing where they had to, with spectators had to compete drinking while at the Olympics and then interviewing the athletes after. Who could do that the best? And that would be me. I would lose my shit. The more alcohol in my system, the more clarity I get. I mean, I think that's a fair pitch.
Starting point is 00:53:51 I do too. I don't know why I'm not doing that. I don't know. They must have hired somebody else. Somebody more reliable. Okay, Catherine, what else? What else do we got? Well, our next caller is Rebecca. She says, Dear Chelsea, I am a 42-year-old who moved to a Greek island on my own just over a year ago. After nannying and waiting tables my whole life, I decided it was time to live my dream and stop waiting for my person for my life to begin. So I used my savings to do the golden visa and buy property in Greece, while giving myself a few years to really give my all to my business and gain clients. I know it will take some time to support
Starting point is 00:54:26 this life financially. With a savvy budget, I can support myself with savings for another year until my business picks up, or I have to go back to the U.S. and find another nanny job. Recently, I got on a dating app and found a really great guy who's also an expat. Our relationship is quite new, but we're very compatible and we're falling fast for each other. He's in a very different financial situation. He recently retired, he's in his 50s, with plenty of money and is constantly taking lavish vacations all over the world. At first, it sounds amazing, right? But when I really think about it, I'm not in a position to actually join him on these vacations. Even though I can work from anywhere, just paying for one splurgy meal on a trip would cost the same as my budget for two weeks here.
Starting point is 00:55:07 So my question is, how and when do I approach this money conversation? Do I just turn down trips with him? He's currently angling for a getaway to the Maldives. We're only six weeks in, so is it too soon to talk finances, Rebecca? Well, I mean, hi, Rebecca. How are you? Hi. Hi. This is our special guest, Scotty James. He's heading to the Olympics. He's the best snowboarder of all time. So you came to the right place because he's got lots of answers for you. Has it come up yet? Have you guys been on a vacation? I mean, usually the person that wants to go on the vacation that badly is happy to pay for it. But have you guys been on a vacation like that
Starting point is 00:55:45 together, like a nice vacation yet? Yeah. We went to Vienna for a New Year. He paid for most of it, but I had to pay for my plane ticket, which wasn't that much, but it's still significant for me. So I just kind of have to measure, like, how many times can I do that? We're going to Santorini in a couple weeks. And again, he's paying for the trip, but I'm paying for my plane ticket. And so, yeah, it's, you know, I'm not really sure how to, I'm not great at talking about it yet. And I'm not sure because it's so new what the best way to do it is. Yeah, well, I don't think for, yeah, I know it's not a sexy conversation to talk about finances.
Starting point is 00:56:20 especially when they're like, you're strapped for them. But I think you should just have a very honest conversation and just let him know, like, what your situation is. I'm sorry, I'm not as established. Like these vacations really, like even the plane ticket is a lot for me. That's like my budget for however. I mean, plane tickets are fairly, if you're in Greece and you're going to Santorini, obviously that's a little bit more affordable.
Starting point is 00:56:41 Yeah, yeah, that's true. That's true. It's more that they add up. And, yeah, and also just things like this summer, I don't like to be here. for August because it's too hot and too crowded. So like if I were single, I would be looking for a house swap or looking to house sit, like something free that I could do. Like he keeps talking about going to the Maldives and he keeps like hinting like, do you want to come? Or not, he hasn't actually directly said that, but he said like, do you like the Maldives? Do you think you'd ever want to come?
Starting point is 00:57:09 So it's like we're not quite there yet to like plan that. But then I need to also be planning my life just in case we don't go. But I think you should enter this car. Listen, Scotty's married to an heiress, so he's in the same boat, basically, as you are. Okay. But I think you should just bring a lightness to this conversation and be like, listen, I am excited about all of this potential, and I know we're very new, but I just really want to be transparent. This should be like an in-person conversation about where you are financially, what your plan is. Like, everything you just mentioned in your letter is worthwhile knowledge. You move to Greece, you have a year to set up your business, you know, or before you have to go back to the states, which you definitely don't want to do right now.
Starting point is 00:57:54 So you like, you know, just be very transparent without asking or expecting. You know what I mean? Just saying like, I want to figure this out together and I don't expect you to pay for everything. I want to contribute. So what's the best way I can do that? Maybe there's a different way that you can contribute. That isn't fiduciary, you know, like maybe you can, you know, I don't know. Maybe you can be involved in the planning more.
Starting point is 00:58:17 You could pick out the restaurants or do more of the legwork, you know, figure out a way to contribute if he's cool with it. But I think you should just, you know, don't make it dire. Just say, hey, I want to just start talking about this. I know it's not a sexy conversation. But I want to be transparent and I don't want to like take advantage of the situation. You know what I mean? Just be very honest.
Starting point is 00:58:36 I think that gets the ball rolling in the right kind of candor and transparency, especially at the beginning of a relationship. It's important to say those things. Yeah. Okay. Yeah. that's really helpful. Yeah, and then also giving him the option of like, if it doesn't work for, you know,
Starting point is 00:58:52 you just bring for the vacation, like, I'm totally cool to do a house swap and like I'll see in a month when you get back from the Maldives. Yeah. Yeah, threaten him. Who knows who I might meet in that time. Yeah, who knows who I'm going to meet while you go to the Maldives. That always works. And congrats on having the courage to move.
Starting point is 00:59:13 Totally. Try something different. I think that takes a lot of courage. So respect for doing that. Oh, thank you. Yeah, it does. It does. To get up and move to some place
Starting point is 00:59:23 where you don't know anyone and so far away, like, I love that move. And I think you'll get rewarded. I mean, Greece is always, always a good place to be. Yeah. Yeah, I love it here so far. Okay, well, good. Good luck.
Starting point is 00:59:38 And, yeah, let us know how that conversation goes. We like follow-up calls. Okay, awesome. Yeah, thank you so much. Thanks, Rebecca. Okay. Bye. Bye. We're going to take a quick break and we're going to be right back to wrap up with Scotty James.
Starting point is 00:59:53 IHeart Radio is throwing it back. 20s, the decade. To the days of huge hits and unforgettable albums. A non-stop stream of the biggest and best. Drake, Rihanna, Beyonce, Katie Gaga, the weekend. And more. All your decade defining favorites all in one place. Hi, it's Katie Perry.
Starting point is 01:00:13 Hey, it's Bruno Mars. This is Kesha. Find 2010's The Decade on the Free I Heart Radio app. Presets the station, so it's always one tap away. Seems like just yesterday that the Two Guys Five Rings podcast was in Paris for the Olympics. And now we're heading to Milan for the 26 Milan Cortina Olympic Winter Games. I'm Bowen-Yang. And I'm Matt Rogers and we'll join athletes from 93 countries as Two Guys Five Rings hits
Starting point is 01:00:40 the Italian Alps for the 26 Milan-Cortina Olympic Winter Games. Open your free IHeart Radio app. Did we mention it's free? Search two guys' five rings. And listen now. Welcome to the A building. I'm Hans Charles. I'm Mena Lake Lamoma.
Starting point is 01:00:57 It's 1969. Malcolm X and Martin Luther King Jr. had both been assassinated. And Black America was out of breaking point. Writing and protests broke out on an unprecedented scale. In Atlanta, Georgia, at Martin's Almemada, Morehouse College, the students had their own protest. It featured two prominent figures in black history.
Starting point is 01:01:17 Martin Luther King Sr. and a young student, Samuel L. Jackson. To be in what we really thought was a revolution. I mean, people would die. In 1968, the murder of Dr. King, which traumatized everyone. The FBI had a role in the murder of a Black Panther leader in Chicago. This story is about protest. It echoes in today's world far more than it should, and it will blow your mind. Listen to the A building on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.
Starting point is 01:01:53 In the middle of the night, Saskia awoke in a haze. Her husband, Mike, was on his laptop. What was on his screen would change Saskia's life forever. I said, I need you to tell me exactly what you're doing. And immediately, the mask. King off. You're supposed to be safe. That's your home. That's your husband.
Starting point is 01:02:23 So keep this secret for so many years. He's like a seasoned pro. This is a story about the end of a marriage. But it's also the story of one woman who was done
Starting point is 01:02:38 living in the dark. You're a dangerous person who prays unvulnerable and trusting people. Your creditor, Michael Levin Good. Listen to Betrayal Season 5 on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. And we're back with Scotty James. Scotty, do you spend a lot of time on the mountain when you're not, like, do you spend any time on the mountain when you're not training? Yeah, I would say when my family's around, yes.
Starting point is 01:03:07 Like my dad loves snowboarding, so he's always keen to be on the hill. He's the guy that's up at the lift line first and waiting for the chairlift to open. So I definitely, when he's around, I'm up there just for fun and to go cruise around. But to be honest, during a competition week, I'm not on the hill too much other than competing and training. What is your meal right before you compete? I love spaghetti bolognese. Yeah, I just, I mean, probably night before, because if I had it right before I compete,
Starting point is 01:03:38 it might be a little on the heavy side. I'm already heavy, as I explained earlier. So, throwing around, spaghetti bolognais in my stomach. doing flips is not a great outcome. But yeah, probably that, I would say. Yeah, it's nice to have to eat spaghetti bolognese for your profession, since you need to carbload and you need to get your body stored up. It's nice to have that kind of responsibility.
Starting point is 01:04:02 True, yeah, this is true. And will your family, your family's going to be at the Olympics, yeah? Yeah, so the fan will be there, which will be really nice. They, let's see, with the last Olympics was in China. The country was still closed. it was pretty interesting experience. It was like just us. And robots. It didn't really feel like in Olympics and robots. And it was strange. So it wasn't like, didn't really feel the energy last time. So it'll be nice to have, you know, Italy will be great. Oh, yeah. Italy is a country.
Starting point is 01:04:35 Spaghetti bowl and A's on hand, obviously, whenever. But no, it'll be nice to have the family. That'll be good. Okay. Well, I cannot wait to see you win a gold medal. So we will be watching. It was delightful speaking with you. I hope I get to meet you someday in person. Maybe I'll pop by the Olympics this year. Who knows? Anything's possible. If I get the job done, we'll promise you one thing. We're going snowboarding together. You shake on it. And then I'm going to take a photo of it and be like, she's transitioned. Yes, transition and more ways than one. Thank you, Scotty. Thanks for being here. Thank you guys so much for having me. Appreciate it. Okay, take care. Okay, guys, the high and mighty tour
Starting point is 01:05:21 is about to begin. I'm in D.C., February 13th, February 14th, Atlantic City, which I just added. 15th is Norfolk, Virginia, February 19th, Madison, Wisconsin, February 20th is Milwaukee, Wisconsin. February 21st, Detroit, Michigan, February 22nd, Rama, Ontario. That's Canada, for those of you who don't speak Canada. March 13th, Cleveland, Ohio. March 14th, Columbus, Ohio. March 15th, Cincinnati, Ohio. And then March 20th is Denver, Colorado. March 27th, Portland, Maine.
Starting point is 01:05:55 March 28th, Providence, Rhode Island. March 29th, Springfield, Massachusetts. April 10th is Chicago. I'll be at the Chicago Theater. April 11th, Indianapolis, Indiana. April 12th, Louisville, Kentucky. April 16th is Albuquerque, New Mexico. April 17th is Mesa, Arizona.
Starting point is 01:06:15 April 23rd is Kansas City, Missouri. April 24th is St. Louis, Missouri. April 25th is Minneapolis, Minnesota. April 30th, Nashville, Tennessee. May 1st is Charlotte, North Carolina. May 2nd is Durham, North Carolina. May 6th, I'm doing Netflix as a Joke Festival. I will be in Los Angeles.
Starting point is 01:06:35 That is a new announcement. And May 15th, Saratoga, California. May 16th, Monterey, California. May 17th, Modesto, California. And then June 4th, Portchester, New York. June 5th is Boston, Mass. And June 12th is Portland, Oregon. And then Seattle is June 13th.
Starting point is 01:06:56 So suck on that, everybody. Go to Chelseahandler.com for tickets. Do you want advice from Chelsea? Write into Dear Chelsea Podcast at gmail.com. Find full video episodes of Dear Chelsea on YouTube by searching at Dear Chelsea Pod. Dear Chelsea is edited and engineered by Brad Dickert, executive producer Catherine Law. And be sure to check out our merch at
Starting point is 01:07:17 Chelseahandler.com. It seems like just yesterday that the Two Guys Five Rings podcast was in Paris for the Olympics. And now we're heading to Milan for the 26 Milan-Cortina Olympic Winter Games. I'm Bowen-Yang. And I'm Matt Rogers and we'll join athletes from 93
Starting point is 01:07:39 countries as Two Guys Five Rings hits the Italian Alps for the 26 Milan-Cortina Olympic Winter Games. Open your free IHartRadio app Did we mention it's free? Search two guys' five rings. And listen now. In the middle of the night,
Starting point is 01:07:56 Saskia awoke in a haze. Her husband, Mike, was on his laptop. What was on his screen would change Saskia's life forever. I said, I need you to tell me exactly what you're doing. And immediately, the mask came off.
Starting point is 01:08:13 You're supposed to be safe. That's your home. That's your husband. Listen to Betrayal Season 5 on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Black history lives in our stories, our culture, and the conversations we still having today. This Black History Month, the podcast, I didn't know. Maybe you didn't either. Diggs into the moments, perspectives, and experiences that don't always make the textbook.
Starting point is 01:08:41 Let me tell you about Garrett Morgan. Brough had to pretend he didn't even exist just to sell his own invention. Listen to I Didn't Know. Maybe you didn't either. From the Black Effect Podcast Network on the I Heart Radio app, Apple Podcasts, or simply wherever you get your podcast. 1969, Malcolm and Martin are gone. America is in crisis. At a Morehouse college, the students make their move.
Starting point is 01:09:09 These students, including a young Samuel L. Jackson, locked up the members of the board of trustees, including Martin Luther King's senior. It's the true story of protests and rebellion. in black American history that you'll never forget. I'm Hans Charles. I'm in a lick Lamoma. Listen to the A building on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. This is an IHeart podcast.
Starting point is 01:09:34 Guaranteed human.

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