Under the Influence (with Jo Piazza) - April 02, 2026


The Chess Queen Who Wants Women to Stop Waiting for the Perfect Move

Topics
Why So Many Mothers Are Unraveling and Filled With Rage with Libby Ward The Fine Line Between Cult and Wellness Movement—One Woman's Escape From One Taste and Finding Humor in the Aftermath

Episode Stats


Length

43 minutes

Words per minute

182.29

Word count

7,866

Sentence count

492

Harmful content

Misogyny

20

sentences flagged

Toxicity

15

sentences flagged

Hate speech

16

sentences flagged


Transcript

Transcript generated with Whisper (turbo).
Misogyny classifications generated with MilaNLProc/bert-base-uncased-ear-misogyny .
Toxicity classifications generated with s-nlp/roberta_toxicity_classifier .
Hate speech classifications generated with facebook/roberta-hate-speech-dynabench-r4-target .
Topics generated with Qwen2.5-3B-Instruct.
00:00:00.000 hey y'all joe here and you are listening to under the influence today we're talking about chess
00:00:11.120 and in talking about chess we're going to be talking about life my guest today is jen shahadi
00:00:16.740 a two-time u.s women's chess champion a competitive poker player a writer and one of those people
00:00:22.960 who makes you want to immediately become smarter bolder and maybe a little less afraid of taking
00:00:28.540 risks. Her new book, Thinking Sideways, uses chess not as some dusty metaphor for genius,
00:00:35.100 but as a tool for living better in a chaotic world. One where planning 10 moves ahead is a
00:00:40.420 fantasy, and the real skill is staying flexible, creative, and open to possibility. Today we're
00:00:47.580 going to chat about how chess became a global obsession, why the game is still so tangled up
00:00:52.380 with misogyny and manosphere culture. Yeah, we even mentioned Andrew Tate in this one,
00:00:57.180 and his dad. Yeah. We also talk about what Jen had learned from a lifetime of competition about
00:01:03.820 failure, confidence, momentum, and making your move before you feel fully ready. We also get
00:01:10.000 into some of the delicious history of chess and the history of the role of the queen in chess,
00:01:14.620 which I'm just, I'm never going to be able to forget now. And I love it so, so much. At its
00:01:19.960 heart, I really think that this is a conversation about how to live when the future feels unstable
00:01:24.480 and when the path ahead refuses to stay fixed.
00:01:28.640 Jen truly believes that the real power is not in predicting every outcome.
00:01:32.460 It's in staying present, seeing the possibilities,
00:01:35.240 and making the strongest move that you can exactly where you are.
00:01:41.460 Here's my chat with Jen. 0.98
00:01:49.320 Hey, Jen. How you doing? 0.96
00:01:51.800 Fantastic. Good to be here.
00:01:53.340 So good to have you here. I mean, you, in my head, you are such an amazing chess queen. And I just, I have like three days worth of questions for you about the world of chess, about how you even get involved in competitive chess, about the world of chess influencers.
00:02:14.500 But I want to start out just like with the basics, because I'm so curious, how did you get your start in chess in the first place?
00:02:25.880 You know, I actually went to Greenfield Elementary School, which is where, yeah, full disclosure, our kids go to school together.
00:02:31.800 They've been they've they've been in school together since kindergarten.
00:02:34.760 They also do rock climbing together.
00:02:37.480 But I actually I didn't know you went to Greenfield.
00:02:40.020 Yes, I did.
00:02:40.740 So I grew up in Philadelphia, and my father is a three-time PA state champion.
00:02:47.160 So with a lot of chess players, especially girls and women, they get into it via their family because they're often less encouraged by the schools and the society.
00:02:57.880 So you'll see that the top female chess players in the world, there's an extraordinary number who have a sibling who's a great player or a dad or a mom who's a great player.
00:03:07.580 Oh, wow. 0.96
00:03:07.880 And this is not the case for boys.
00:03:10.420 For boys, it's much less true.
00:03:12.000 I mean, sure, of course, there is going to be a lot of times parents who teach boys,
00:03:15.260 but it's much more common that it's a completely other pathway for boys.
00:03:18.540 Yeah.
00:03:20.120 Wow.
00:03:20.680 OK, OK.
00:03:21.240 So your dad was into it.
00:03:23.320 And did it just feel like you didn't have a choice in the matter?
00:03:26.020 Or were you like, OK, I really like this?
00:03:28.320 Actually, somewhere in between, because I have an older brother who is wonderful, also
00:03:32.840 went to Greenfield, and he just had a much faster learning curve than me.
00:03:36.740 So when he picked up chess, he became the youngest master in the country at the time, one of the youngest ever.
00:03:44.240 And I was much slower by comparison.
00:03:47.280 So even though my family was very supportive, I was kind of like, maybe chess isn't my thing.
00:03:52.720 And so I stopped playing for a little while and I just got back to it in high school.
00:03:56.500 But I find it really interesting because later I discovered and my my dad told me this much later when I was an adult that my brother actually broke the record for like the highest IQ score at Greenfield ever at the time.
00:04:09.720 Oh, gosh. Yeah. And they always kept that a secret from me because they didn't want me to like think that I was, you know, first of all, you know, IQ has debatable relevance.
00:04:18.380 And I think they were already kind of aware of that. It's often used for nefarious purposes and eugenics.
00:04:25.420 But then also on top of that, they didn't want me to think that I wasn't smart or something.
00:04:28.820 Right.
00:04:29.600 Right.
00:04:29.980 Totally.
00:04:30.360 Well, and it's funny because, you know, we're around the same age and I remember those IQ tests in school.
00:04:36.020 I don't think they do them the way that they did them for us anymore.
00:04:40.680 Yeah, I think they are.
00:04:41.840 The validity of them has like come into question.
00:04:43.660 I think they can be really useful for finding out if somebody has a disability that needs to be addressed.
00:04:49.120 But I think, like, you know, average or high ends, like, their efficacy is, like, really questionable, to say the least.
00:04:57.920 Right, right.
00:04:58.540 So then you find out this, like, this big secret about your brother that your parents have been keeping from you.
00:05:04.440 And how do you move into the competitive chess world and decide that that's something you really want to focus on in your life?
00:05:10.980 Well, I think the reason I mentioned my brother is because people have the stereotype of chess players being geniuses.
00:05:16.020 and like that they have to be like super, super smart in this, you know, right brain way, like
00:05:21.520 analytical and math. But I actually was very interested in creative things from the beginning,
00:05:26.060 art, travel, literature. And as it turned out, there was actually a very, very deep and long
00:05:33.740 tradition of those topics in chess as well. Like Marcel Duchamp was a chess master, chess literature.
00:05:40.100 there are more books about chess than anything in the world. One of the earliest books that was
00:05:47.020 distributed widely was a chess book. And so actually, there was just like this treasure
00:05:51.980 trove of things that I could learn from the game. And I also got to travel, which really
00:05:56.340 absorbed me. My first international trip was to Brazil. And at the time, I was good at chess,
00:06:04.940 but I wasn't great yet. And I remember my very first game, I was so nervous. I felt I was going
00:06:10.680 to throw up. And I was playing against a Brazilian girl and she had all these fans and media around
00:06:16.760 her. And I won the game and I played like my best game ever. And I remember that that really stayed
00:06:24.180 with me because it taught me that being super nervous and feeling those butterflies was actually
00:06:30.340 potentially a sign that I was developing into the player that I could become, not something that
00:06:36.360 meant I was going to fail. And how old were you when that happened? I was 15 at the time. And then
00:06:43.340 also in Brazil, I went to Mastermind for high school. And I mean, I was like, I had fun. I had
00:06:49.780 a lot of great friends, friends that I still have today. But, you know, I didn't like go to parties
00:06:53.180 or anything like that. And in Brazil, it was like every night, everyone went to like a discotheque
00:06:58.380 and like everybody was like making jokes in Spanish.
00:07:01.120 And I just, it was like a real eye-opener.
00:07:03.800 And I was like, wow, if I get good at chess,
00:07:05.460 I can go to places like this.
00:07:07.520 Like I'm gonna study more.
00:07:09.700 You're like, that sounds great.
00:07:11.080 That sounds wonderful.
00:07:12.760 And so in 98, you became the first woman 0.98
00:07:14.820 to win the U.S. Junior Open, which is a huge deal.
00:07:18.980 And then you won the U.S. Women's Chess Championships
00:07:21.920 too in 2002, right?
00:07:24.780 Yeah, in 2004, yes, yeah.
00:07:26.680 Again, I don't know enough about the hierarchy of the world of chess, but at this point, you're a pretty big deal in the chess world.
00:07:35.100 Yeah, for sure. I'm an Olympic player, and I travel the world playing chess.
00:07:42.140 I did go to NYU at the time, so basically in the summers, I would do chess full-time, and I would often take off classes to play chess.
00:07:49.520 Same with high school, college, post-college. I was basically a professional chess player, yeah.
00:07:54.100 and at that time there wasn't as much money in chess as there is now so it was it was definitely
00:07:58.480 a bit of a hustle but I was uh yeah really loving the life I went to like dozens of countries to
00:08:04.400 play chess met so many amazing people and won these national championships which was you know
00:08:10.260 huge for me because every time I won one of these titles I was never actually the favorite so I was
00:08:15.520 always kind of punching above my weight when I won these big championships which I think goes to
00:08:22.180 my study habits. So when I played in a really important tournament, I was not only very good
00:08:28.680 in the board and in the flow state, but I was also very good at like kind of trying to create
00:08:33.980 dossiers in my opponents and figuring out how to beat them. And your first book was called
00:08:39.680 Chess Bitch, Women in the Ultimate Intellectual Sport. First off, I want to talk a little bit 0.97
00:08:45.780 about the gender bias in the world of chess. Again, this could be its whole entire own episode.
00:08:52.180 but it is a major issue in the chess world.
00:08:55.440 Can you talk to me just a little bit about that?
00:08:58.300 Yeah, so my first book I called Chess Bitch
00:09:00.700 because as soon as I came up with the title idea,
00:09:03.140 you know, I was like wrestling with ideas
00:09:04.500 like women in chess, you know, 1.00
00:09:05.880 I'll start to like boring ideas. 1.00
00:09:07.540 And then like when I came up with this idea of chess bitch 0.99
00:09:10.200 because there was Bitch Magazine at the time, 0.99
00:09:13.080 I was a subscriber to that. 1.00
00:09:14.540 And I understood that this idea of bitch 1.00
00:09:17.320 was a reclaiming of the idea that a woman 0.95
00:09:19.940 who is fierce and aggressive can also be called a bitch and that that was something that i wanted 0.91
00:09:27.760 to aspire to in chess for sure i wanted to crush my opponents and i wanted to celebrate 0.96
00:09:32.580 the predecessors who had done the same thing which actually goes all the way back to the queen of
00:09:38.720 chess who used to be the least powerful piece on the board before 1500 and then i don't i don't
00:09:46.180 know anything about this you have to you have to you have to explain all of this to me because i
00:09:49.400 I'm a complete newbie.
00:09:51.180 Yeah, so there's a lot of predecessors of chess.
00:09:53.080 It's a very ancient game.
00:09:54.360 But the current roles that we're playing with are about 500 years old.
00:09:58.300 So thousands of years ago, we played a version of chess called Shatrang.
00:10:04.000 And in that game, the queen didn't even really exist.
00:10:08.260 But you could kind of call her predecessor was like the messenger to the king, basically.
00:10:14.220 And that was a very weak piece.
00:10:16.600 It could only move one square diagonally in each direction.
00:10:19.400 and then in about a thousand it moved to Europe and circulated there and the queen became the
00:10:28.720 queen so this piece that was formerly the messenger became called the queen but she was still very
00:10:33.460 weak piece really the weakest piece on the board to improve the rules of chess because we probably
00:10:38.700 would have died out with that rule set I mean it just wasn't a very fun game the balance wasn't
00:10:43.200 very strong because it would just take forever without the queen the game just would last a very
00:10:49.000 long time. It'd be very difficult to checkmate your opponent. So they experimented with rule
00:10:53.580 changes. And one of the experiments they tried was to make the queen the most powerful piece
00:10:57.960 on the board, really making her eight times more powerful than she was before. So it wasn't like
00:11:02.640 a small upgrade. It was just completely a game changer. And this game caught on because it was
00:11:08.960 a much better game. First and faster too. And also, you know, it's reality. The women are the
00:11:16.420 generally the most powerful people and also the most under-recognized ones with power. 1.00
00:11:22.180 Exactly, which you can see right away, because at first this game was, you know,
00:11:25.940 looked askance at, and they called it the Mad Woman's chess game. 0.94
00:11:29.180 Sort of crazy woman. 0.62
00:11:30.140 No, they didn't. 0.98
00:11:31.820 Yes, they did.
00:11:32.580 They called it the Mad Woman's game.
00:11:33.840 And in fact, there was an artist who created a chessboard with engravings for every square
00:11:41.720 in the chessboard with a nasty comment about the queen.
00:11:44.220 oh my god wow i want to see i want to see is there a picture of this chessboard there is there's a
00:11:53.440 picture of it it's in old french um so yeah it's his name was grunt gratian dupont he actually
00:11:58.560 tried to stay anonymous at first and the the nasty words like overly ambitious she devil
00:12:04.980 things like that and my husband and i actually we made a updated version of this where all of 0.89
00:12:11.880 the squares on the board were insults to women chess players and commentators and 0.60
00:12:17.460 influencers in the world of chess. And every square was like a mean YouTube or Twitter comment
00:12:23.360 for them. Wow. It's extraordinary to see how similar the comments were, even though they're
00:12:29.440 like hundreds of years separation. Right. Right. Right. I mean, and how many of them are like
00:12:34.480 knocking the fact that a woman would dare be ambitious? A decent number. I mean, they really 1.00
00:12:39.480 range from being like more like microaggressions, like should wear more makeup, wears too much
00:12:43.840 makeup. So yeah, you really can't win there. To being extremely sinister, like should be hit with
00:12:48.620 a baseball bat. So there's a broad range. And when I talked about the retelling, the modern 0.97
00:12:55.080 version that Daniel and I made. I mean, there's a million ways to insult women. And also women 0.99
00:13:01.340 have been insulted in the same ways for thousands of years at this point. Exactly. And the interesting 0.99
00:13:09.220 thing was the mad woman's chess game stopped being called the mad woman's chess game and it's
00:13:13.160 literally chess as we play it now there have been very few rule changes since that massive one in
00:13:17.840 500 500 years ago which also empowered the bishop the bishop used to be weaker too
00:13:21.680 but that rule set is essentially what we play today and so chess is still the mad woman's chess
00:13:28.580 game i would prefer it be called the mad woman's chess game i actually think i mean i'm a perfectly
00:13:35.660 serviceable chess player, but I think I'd be even more into it if I could call it the Mad
00:13:41.620 Woman's chess game. Yes, exactly. And so we've got to bring that back. We really do. It's funny.
00:13:47.540 I mean, I've been working on a new thriller that's set at a dude ranch and the name of the
00:13:53.820 canyon is the Crazy Lady Canyon. And because they claim that all these women went crazy and they
00:13:59.440 haunt it. But of course, none of them were actually crazy. And now I kind of want to call it Mad 0.55
00:14:03.720 woman's canyon yeah yeah go for it right just inspiration all around it is a very inspiring
00:14:11.400 history that jess has that's for sure so you didn't know any of this going into it but you
00:14:17.500 you know you just absorbed yourself in this world and as you mentioned there wasn't as much money
00:14:23.460 in chess back then but is there now can you now make a career out of playing chess oh definitely
00:14:31.000 I mean, there's so much more money in chess. There's also a lot more saturation, though. So there's a lot of people interested in making money in chess. So it's not as easy as it might meet the eye. But there are huge prize funds for chess tournaments, much larger than they were before. Major sponsors interested in chess. Chess.com is a billion dollar company.
00:14:51.720 I mean, who would have thought that a chess company could become a billion dollar company, but it truly is.
00:14:58.040 And the influencers who are big in chess get millions and millions of subscribers.
00:15:05.140 What really was shocking was that chess blew up enormously in 2020s.
00:15:12.500 It was actually kind of rising steadily if you were paying attention, even the decade prior.
00:15:17.460 ever ever since like the mid 2000s it had really been in an upswing but 2020 was when it just went
00:15:25.060 completely massive and a lot of that was because of this Netflix show The Queen's Gambit
00:15:31.580 beautiful show it was really I loved that show I did fantastic it was so good I loved it too
00:15:38.420 and they one thing they did that was very revolutionary in that show is that they hired
00:15:44.260 really smart chess people to do the consulting. So every chess position you see in the Queen's
00:15:50.980 Gambit is like a real accurate chess position. So you can kind of watch it on two levels. You
00:15:56.380 can watch it as this like wonderful drama about a woman who beat the odds. And you can also
00:16:01.840 actually analyze the chess games, which of course all the chess nerds did. And that was super fun.
00:16:08.240 And that got a lot of people into chess as well. Yeah, no, I mean, I can imagine that the chess
00:16:13.100 nerd forums were blowing up while Queen's Gambit was on. I mean, I definitely learned something
00:16:20.060 while watching it. And now it is a lot of fun for me because with my son starting to get into chess,
00:16:27.660 I'm much more interested in chess. And I know you play a lot with your son too. You led a chess
00:16:34.440 club at our school for the kids, which was awesome and amazing. And you also post a lot of videos
00:16:41.460 online and they show some of the actual misogyny in the chess world. I want to talk about those
00:16:48.680 when we get back from a quick break. Expedia. Hey, you. What you doing? Scrolling? Doom
00:16:59.100 scrolling? Looking at other people's vacations? Miami? San Diego? Cancun? Okay, what about you?
00:17:06.600 What places will you go?
00:17:08.120 Expedia is the one place you go to go places.
00:17:10.720 Your trip can earn rewards which you can use towards your next eligible stay.
00:17:14.620 Soon people will be doom scrolling you.
00:17:16.760 You'll be that friend's friend, but with rewards.
00:17:19.500 What are you waiting for?
00:17:20.720 Expedia, the one place you go to go places.
00:17:23.160 Terms apply.
00:17:27.540 Okay, we are back.
00:17:29.080 So talk to me a little bit about chess on social media and how that relates to just generalized misogyny and our favorite topic on this show, the patriarchy.
00:17:43.600 chess social media has really blown up ever since 2020 and the queen's gambit and also it's blown up
00:17:51.520 in conjunction with the rise of algorithmic social media feeds becoming much more targeted
00:17:57.920 to and personalized to user so it's as you talk about so much on this show it's less about your
00:18:04.120 followers and more about the content more tiktokified and so what's happened with chess
00:18:10.060 is that a lot of influencers have gotten very wealthy
00:18:13.400 because the chess videos just end up going out
00:18:17.320 to millions of people
00:18:18.300 and people can build a following very quickly.
00:18:20.440 Why?
00:18:21.200 I mean, it's funny because I also play poker
00:18:22.680 and I realized at some point
00:18:25.200 that part of the reason chess is so beautiful
00:18:26.860 is that nobody owns it.
00:18:29.000 So anybody can just start making a chess video.
00:18:31.040 It's not like you have to ask permission
00:18:32.300 from Mr. Chess or something like that, right?
00:18:34.840 There's no regulation.
00:18:35.940 So you don't have to worry about like
00:18:37.120 different countries that ban it
00:18:39.480 or different countries where it's not allowed or age restrictions.
00:18:43.000 So it's very international.
00:18:45.700 And so it ends up getting a really big audience in these algorithmic fees,
00:18:50.080 especially, of course, if you've got some kind of extra asset,
00:18:53.620 like you're good looking, you're a great chess player, you're charismatic,
00:18:56.580 some combination of the three.
00:18:57.960 For the biggest influencers, you've got to really have all three.
00:19:01.960 And that's true for every influencer across the board.
00:19:05.140 It just is.
00:19:07.060 Yeah, exactly.
00:19:07.860 when you also have the right time need to have the right timing but what really struck me at
00:19:13.100 some point especially as i started to do the chess videos with my son is that despite the queen's
00:19:19.060 gambit boom and the idea that because of the queen's gambit somehow maybe more women were
00:19:23.320 going to be interested in chess this is kind of the fantasy that everyone has feminists like me 0.98
00:19:28.200 but even just any chess player because they want to see the game grow it if you look at the 1.00
00:19:34.220 demographics of what the algorithmic stats are doing and who they're pushing these videos to,
00:19:40.700 it was kind of alarming. Like my breakdown in gender and my different profiles is like usually
00:19:45.980 65 to 70 percent male because I'm interested in poker and chess, but then 30 percent female because
00:19:51.800 I'm a very vocal and well-known feminist. So, of course, I have a lot of female followers as well. 1.00
00:19:58.160 But when I make chess videos, it goes out to something like 96 to 99 percent men.
00:20:05.480 So I can click on the demographics and I see that they're really not pushing this content to women.
00:20:11.540 And it's highly associated with the manosphere, which is very upsetting to me.
00:20:17.700 Now, that doesn't mean that everybody who watches chess videos is an Andrew Cate fan.
00:20:21.220 Not at all. But what I'm saying is that those statistics of ninety nine percent men and one percent female feel very aligned with manosphere content.
00:20:32.600 Yeah, yeah, they do. Absolutely. And fun fact that you emailed me earlier was that Andrew Tate was a scholastic chess player and his dad was a legendary chess champion who used to call the queen the bitch.
00:20:46.080 That's right. 0.85
00:20:46.540 Amri Tate was a really great legend.
00:20:48.620 He was one of the first African-American international chess masters.
00:20:52.520 He beat grandmasters all over the globe.
00:20:54.420 Incredibly talented.
00:20:55.900 Also very talented at speaking.
00:20:58.940 So he did this thing where he would come to a chess tournament and he'd win a game.
00:21:02.160 He'd like checkmate some grandmaster in some incredible way.
00:21:05.700 And he'd stand up on a chair and he'd say,
00:21:08.220 Amri Tate show is starting in two minutes.
00:21:11.380 And like just dozens and dozens of people would crowd around him.
00:21:15.240 A lot of children, honestly, I was I was very young at the time, maybe 15, 16 at these times.
00:21:21.600 And me and my buddies, we loved it.
00:21:23.280 We thought he was like the funniest guy of all time. 1.00
00:21:26.200 And he would just he would speak in this just kind of very graphic language, you know, about chess, chess, bitch, the G5. 0.95
00:21:34.240 And I always thought it was kind of ironic because the queen is the most powerful piece.
00:21:37.560 So I didn't really see it necessarily as super misogynistic at the time.
00:21:41.700 I thought it was like kind of tongue in cheek.
00:21:44.200 But yeah, sometimes he was obviously misogynistic when he was four.
00:21:49.320 But that wasn't his job.
00:21:50.880 Like he wasn't a professional misogynist, right?
00:21:52.820 Like he was a professional chess player.
00:21:54.100 Unlike his son, he was not a professional misogynist.
00:21:57.060 Exactly.
00:21:57.740 Exactly.
00:21:58.220 And so when I hear Andrew, you really hear his father, like the way they talk, the speed,
00:22:04.000 the kind of mania.
00:22:05.440 It's very similar.
00:22:06.960 And unfortunately, the charisma, like the way that Emery was able to get, you know,
00:22:11.740 hundreds of people sometimes at these tournaments which literally had hundreds of people you'd get
00:22:16.080 the entire tournament to like crowd around while he stood up on a chair and showed his checkmates
00:22:20.980 um andrew has been able to do that successfully and it's like really scary and disturbing uh and
00:22:28.940 yes you will see andrew talk about chess if you listen to enough of his videos i'm not recommending
00:22:35.260 that you do but he sometimes um does talk about his chess career and how chess is like a metaphor
00:22:40.060 for domination and, you know, crushing your opponent,
00:22:44.240 which is not how I see it.
00:22:46.060 But those are the terms that he speaks about it.
00:22:49.160 And yeah, it's definitely a scary kind of parallel there.
00:22:56.220 How do you see chess?
00:22:58.000 I mean, what is your overarching chess philosophy?
00:23:01.580 It's not about dominating your opponent.
00:23:03.620 What is it about for you?
00:23:06.140 Yeah, I don't see it that way.
00:23:07.900 You know, the way I really fell in love with chess, I mentioned this tournament in Brazil, is the beauty of the game and making moves that are surprising, just in the same way like an artist or a writer would come up with like a surprising angle that nobody ever saw before.
00:23:24.900 That's how I saw it.
00:23:25.980 And once I saw it that way, I got a lot better.
00:23:28.620 You know, I remember in that very tournament in Brazil, which is such a breakthrough for me.
00:23:32.500 Like I would look at chess books, which had these types of problems, these artistic problems where the correct solution is something that you would never expect, like sacrificing your queen, like, you know, moving your knight in a way that you would never move it.
00:23:46.140 And when I found it, it feels like you're unlocking the key to a puzzle.
00:23:51.480 Yeah, and that's how I saw it.
00:23:52.760 And then if I could do that better than my opponent, I win.
00:23:55.420 And in a way, I dominate them.
00:23:56.600 But that that was like the the consequence of trying to find these beautiful ideas, not the primary motive.
00:24:05.860 And in your new book, Thinking Sideways, I just, you know, one of the first lines of the description is something that I love, where you say chess is the art of the possible.
00:24:17.400 After all, there are more possible chess moves than atoms in the universe.
00:24:22.720 And I find that very hopeful and also very purposeful. But also, in a way, it feels like a very, to me at least, female way to look at the game because I feel like women are so open to different possibilities, that we are open to pivoting, that we are open to bringing more people and more ideas into the tent.
00:24:48.900 obviously not all women. I would love it if that were true. But I just love that way of looking at
00:24:54.520 chess. Yeah. Yeah. Thank you. And the reason I really wanted to focus on that in this book is
00:25:01.180 because I think so many people have this misconception that chess is a metaphor for
00:25:06.300 being brilliant and strategic and that that metaphor is thinking really far ahead and
00:25:11.820 having everything figured out, planning 10 moves ahead. Like one of the most frequent
00:25:16.140 questions I'm asked as a chess champion is how many moves do you think ahead? And I really wanted
00:25:21.040 to show the truth, which is that many chess players have no idea what's going to happen in
00:25:25.140 five moves. The greatest in the world don't know what's going to happen in three moves sometimes.
00:25:29.680 But what they're really good at is not planning super far ahead, but actually staying present
00:25:34.980 and being flexible and looking for possibilities. And I mean, that's definitely a metaphor that I
00:25:40.740 feel like we need right now more than ever, as it's really hard to plan ahead right now.
00:25:44.860 Oh, my gosh. Yeah, I can't I can't even begin to think about planning six months in advance, much less a year in advance, because there's just so many possibilities happening right now. Why did you name the book Thinking Sideways? What does it mean to think sideways?
00:26:04.480 It's to look for those options.
00:26:05.780 So instead of looking ahead, looking for the options that exist right now, like all the different possibilities, the different, you know, pathways in the multiverse, that that is being a great chess player, more than, you know, thinking too far ahead. 0.97
00:26:19.140 Because in what you say about women, I agree with. And I think one of the key reasons that it's so powerful to look at more possibilities rather than kind of tunnel ahead on your favorite one is because it implies that you're not just thinking about yourself, but that you're thinking about your opponent. Right. So if I'm thinking 10 moves ahead, chances are I'm not really thinking about you or what you're thinking. I'm just assuming I know what you're going to do. And I'm just going to plan based on my assumption. But the reality is so much messier.
00:26:49.140 I make a move, you make a move that I wasn't expecting, then all those moves that I planned
00:26:54.180 ahead of you are going to be moved, right? And that's the reason it's a superior way of thinking
00:26:59.660 to stay present and to look just a couple moves ahead, but try to make sure you're looking at
00:27:04.540 your possibilities and your opponent's possibilities. And you have so many great
00:27:11.920 ideas in the book about how you can apply chess strategies and playing chess to actually just
00:27:19.920 living your life and living a fulfilling life. I want to talk a little bit more about those
00:27:25.520 when we get back from our last break.
00:27:27.380 okay we are back I love all of these ideas that you use that you've taken from chess
00:27:44.180 from your long career in chess to be able to apply to living life and living a fulfilling
00:27:52.300 and purposeful life. I want to go through some of these ideas and then have you unpack them for me.
00:27:58.840 The one that I like a lot is don't let a perfect move be the enemy of a good move. What do you
00:28:05.360 mean by that? That was an idea that I put in the chapter about making decisions under time
00:28:12.140 constraints. Because that is chess. All games are time. I'm never going to be basically allowed to
00:28:16.880 just think for hours. And so you need to make decisions quickly. Otherwise, you're going to
00:28:22.860 lose on time. And this is very vivid in chess because there's this big double-sided clock face
00:28:28.740 that literally ticks down as the game goes on. And you can see when it's running low,
00:28:34.760 you're going to lose the game if you don't make more moves. In life, sometimes I think we forget
00:28:39.100 that though. And we're looking for certainty. We're looking for perfection before we submit
00:28:44.260 our proposal before we send an email. And I mean, that's one thing I'm so impressed by you about
00:28:50.000 your incredible output. You do so many things in a week. And I think that a lot of people can't do
00:28:55.860 that because they are so perfectionist and they have anxiety about like that, like step of
00:29:02.020 submission and that chess forces you to make decision after decision after decision under
00:29:07.780 time constraints. So you get used to that. Yeah. Well, and I say that all the time. I'm like that
00:29:12.300 perfection is the enemy of done. And we just have to find a way to move forward or we're going to
00:29:17.640 constantly get stuck. Exactly. You also say that chess players are pros at failing sideways. What
00:29:25.020 does it mean to fail sideways? Well, what I mean by that is that chess players lose again and again
00:29:31.560 hundreds of games. We play so many practice games. It's impossible. I remember one of my first
00:29:36.480 chess, my first jobs was teaching chess in Harlem when I was going to NYU. And there was this
00:29:41.360 wonderful lady there who, you know, just really loved the kids, loved chess. And I taught him a
00:29:46.380 lesson one day on double attack. And then like a week later, one of the children lost the game to
00:29:51.460 the double attack. And she was, she made it in a nice way, but she's like, how is that possible?
00:29:55.760 Jennifer just taught you that. And I'm like, no, no, you're going to lose again and again with
00:30:00.160 the same beams. And it's fine. You know, it's good because it shows that you're trying, that
00:30:05.960 you're playing lots of games. But the one thing that you don't want to do is you don't want to
00:30:09.920 lose the exact same game twice, right? And that I think is the same in life, right? We have so
00:30:16.540 many different ways to move ahead and we want to try new things. You also say that you can use
00:30:25.420 chess techniques to better manage your time, even if you're not a chess player, but something like
00:30:31.420 using a chess clock to time your tasks, which I'm like, oh my gosh, now I have to get a chess
00:30:36.040 clock. What are some of your tips for how you can use these chess techniques to actually organize
00:30:41.160 your life a little bit better? Yeah, I love the chess clock one because what the chess clock has
00:30:46.760 that a timer doesn't, it has two sides. So Tim Irvine used this in his own life and he's the
00:30:55.740 guy who writes Wait But Why, where he'll have four hours for his deep work, like writing his book or
00:31:02.640 working on blogs and ideating and then four hours for like more administrative things like
00:31:06.920 replying to emails chatting with friends that kind of stuff and so when he's doing one he hits one
00:31:13.020 side of the clock and then you hit the other side and so you're really not only timing out your deep
00:31:18.020 work but you're also making sure you have time for those other types of tasks and one thing I love
00:31:22.840 about the chess clock is that you can get like a really old school antique one which is very
00:31:28.180 really beautiful and analog, but I also sometimes like using a digital one on my phone because then
00:31:33.900 when it's on, I don't check my phone. So it's just okay to like keep myself off the phone and see
00:31:39.560 instead this kind of digital representation of the time that I'm using.
00:31:43.420 Oh, fun. I see. I immediately went to, I was like, Jen, can we go thrifting for like a beautiful
00:31:48.920 analog antique chess clock? Yeah. Yeah. I have a couple old ones. I mean, they're great. Now
00:31:54.580 they're all digital, but there is some antique ones that you can buy online. You also use the
00:32:01.000 acronym SOFA, which immediately makes me think of couch. And I love couch. Couch is my favorite
00:32:06.820 thing. But you're using it to say sleep, organize, focus, and activate as a way to help us remember
00:32:13.820 the key components of improving our memories. Talk to me a little bit about that. Yeah, a lot
00:32:19.020 of people have this feeling that they don't have good memories. And that's probably not true.
00:32:23.660 that often just means you haven't tried especially for someone who says like i'm just so terrible at
00:32:29.180 remembering names a lot of times it's not an attribute it's just a failure to give it a shot
00:32:34.860 and develop that skill and i became friends throughout writing this book with a world
00:32:39.540 memory champion and her name is yenja and the first thing i learned about her is that she's
00:32:44.280 absolutely obsessed with sleep if she has a memory competition that's literally the most important 0.82
00:32:48.480 thing for her because she knows that she's going to succeed more if she has her full eight hours 0.70
00:32:53.480 uninterrupted. So that's a big part of it. And the second technique that she helped me understand
00:33:00.540 the importance of is organizing. Like you really need to organize the information that you're
00:33:05.280 trying to memorize in order to do it efficiently. That could actually take more time than everything
00:33:09.560 else and that's okay. And then focus. The ability to totally focus when you're trying to remember
00:33:14.840 something is really crucial. It is easier said than done, but many people don't have this
00:33:23.020 ability to fully focus because they're so used to being on call. And so if you can give yourself
00:33:28.860 that luxury of full focus, you're going to be shocked at how much you can remember.
00:33:33.760 In fact, I'm a professional poker player too. And I use this strategy in one of my recent
00:33:39.640 tournaments and I had the best tournament of my life, winning more money than I'd ever won in a
00:33:43.460 poker tournament. Now, part of it was luck. I'm not going to say it's all because of these
00:33:47.000 these techniques. But I not only wasn't using my phone on the brakes, but I was actually using a
00:33:53.780 notebook and a pen. And what I found was that I was just really able to remember everything about
00:33:59.480 my opponents and my strategies better because of my detachment from my cell phone and because of
00:34:07.380 the physical process of handwriting, which is the other thing, being active. That's the last part of
00:34:13.820 the acronym about really activating the information that you're trying to use and remember. And one
00:34:20.380 way to do that is to write things down. Yeah, I feel the same way with my writing, right? Like
00:34:26.620 if I, I mean, I write books on the laptop. I write books on the phone. I like type out entire chapters
00:34:34.440 when I'm like in line at the grocery store. But there is something very activating in my brain
00:34:42.480 about using a pen and a pencil to just write down ideas and that physical connection between
00:34:49.780 body and mind, I think. I think that's when I really start to, it sounds kind of woo-woo,
00:34:55.680 but start to unlock things. Absolutely. And the research has shown that part of the reason for
00:35:01.280 that is that it's slower. So when you're writing something down, you have to, with a pen and paper,
00:35:08.200 You have to kind of prioritize what's most important, and that just activates more memory formation and more creativity.
00:35:16.300 I feel like we totally just skipped over another huge part of your bio.
00:35:20.280 How did you go from chess player to poker player?
00:35:23.620 Well, I just also really love the game of poker.
00:35:26.980 It's very psychological, and it brings a whole new set of people and challenges that chess, you know, doesn't challenge you quite as much on.
00:35:36.700 And so I think that's really it. I love the culture of poker and the challenge. And so I started traveling the world to play poker as well.
00:35:44.900 Which is just one of many, many super cool things about you. I, all right, this is not something I want to admit. I don't really know how to play poker. And Nick is constantly trying to teach me, but I don't really want Nick to teach me. I'd rather have you teach me.
00:36:00.280 Oh, yeah. We should definitely get a game together.
00:36:02.620 We could get like a whole Greenfield mom's poker gambit going.
00:36:06.840 Yes, there's a couple of moms who play mahjong who already said they want to do poker as
00:36:10.740 well.
00:36:11.060 So we can definitely do that.
00:36:12.820 OK, let's make this is a thing that I really think we need to make happen because I think
00:36:15.880 it will.
00:36:16.400 Yes, this will this will improve my life.
00:36:19.020 So, yes, absolutely.
00:36:20.880 We are totally, totally going to do that.
00:36:23.920 Do you like one or the other better or are they both just kind of exercising different
00:36:27.800 parts of your brain?
00:36:29.160 Yeah, they're so different.
00:36:29.960 And I do. I feel like the game of chess, the actual game, because of its history and art, artistic lineage, maybe I love the game more.
00:36:37.400 But I really love learning more about people and myself from poker.
00:36:41.120 You learn so much about it.
00:36:42.340 I was just thinking we could have the Mad Woman's poker game where queens beat kings.
00:36:46.900 We are going to call this the Mad Woman's poker game. 0.51
00:36:48.940 And that that is a rule we are going to enforce. 0.88
00:36:51.320 And let's make that let's make that a thing.
00:36:53.440 Is Mad Woman's poker even a thing or can we just coin this?
00:36:56.360 Yeah, that's it. That's definitely a great idea.
00:36:58.320 Okay, done. Done. We're going to influence this to happen. I'm very, very excited about that.
00:37:06.400 One last thing I want to talk to you about that is another pullout from your fantastic book,
00:37:12.640 Thinking Sideways, How to Think Like a Chess Player and Win at Life, is to make the most of
00:37:17.520 a hot streak. What do you mean by that? To me, I took it as, you know, celebrate your wins and
00:37:23.560 also try to capitalize them. Because I think that we often dwell so much on our failures and don't
00:37:29.640 think nearly enough about when we're doing things really well or when life is going the way we want
00:37:34.260 it to. Yeah. Well, I think if I look at my own career, I feel like when I had a big win, I would
00:37:41.600 often really celebrate. But sometimes I would celebrate a bit too much because actually when
00:37:46.120 you're winning, that's the moment where you can kind of get the most out of people, where you can
00:37:49.420 really level up and i see very successful people are excellent at doing that like there is a great
00:37:56.220 poker player who's now um a famous speaker and you know does all sorts of great things um live
00:38:03.260 and i remember watching an interview with her after she won this big tournament and she was
00:38:07.660 just like yeah i'm determined to make the most of this same thing with a u.s champion jennifer you
00:38:12.640 who was already winning a tournament and she had like 10 out of 10 so like I think it was 0.98
00:38:21.240 nine and a half out of 10 points so she had already clinched the victory so the 11th game
00:38:25.280 she doesn't even need to win you know and she won the game spectacularly anyway and after the game
00:38:30.920 I asked her like well you know why was it so important for you to win this game and she said
00:38:35.080 because that's what a champion does a champion wins and I was very impressed by that quote she
00:38:40.420 was only 18 at the time because to me I hadn't seen it that way I saw it as like once you win
00:38:47.580 you should like kind of take a step back and relax and let someone else win but that's actually
00:38:51.980 not the way to accumulate wealth and success and I think sometimes as women we're not taught about
00:38:57.420 that secret I think a lot of men already know this very very early yeah I think I think it's
00:39:02.040 just like natural to them yeah when you win you just kind of you keep pounding you go go go and
00:39:06.640 because there's always going to be dark spots in your life there's always going to be downswing
00:39:10.280 And so you really want to accumulate as much success and power when you're having a hot streak.
00:39:16.620 And you also say give yourself more chances to win.
00:39:19.940 Yes. Oh, yeah, that's a huge one.
00:39:21.740 I mean, that's something I really learned from poker.
00:39:24.580 It's better to play in, you know, a few games.
00:39:27.920 And even if those games aren't as good, but if you have multiple chances, that will help you.
00:39:32.240 I mean, that's something I'm interested in sports now.
00:39:34.540 I wasn't before I had a son.
00:39:36.260 But now with Fabi being a massive like Sixers Eagles fan, I'm really all of the sports, all of the Philadelphia sports are our religion, essentially.
00:39:44.660 And we're going to get a WNBA team. We have to wait till 2030.
00:39:47.840 But I know that I know. But I know. But Charlie's already so excited about it.
00:39:52.500 I'm so I'm too excited. But yeah, the the this is something that's really kind of borne out in sports analytics, too, that basketball teams will try to, you know, make one shot, even if it's not a great shot called the two for one shot.
00:40:04.120 So they get two chances because the analytics have shown that kind of waiting for the perfect shot is worse than just taking two shots and trying to get that second possession.
00:40:13.760 And I feel like that's, you know, that's a beautiful metaphor for life.
00:40:16.740 You know, take a shot and then take another shot rather than try to align yourself for the perfect shot and get one more often.
00:40:24.320 It's better to get two less frequently, but you have two shots.
00:40:28.400 Take all the shots.
00:40:29.180 Yes. And it's something else that I think that women aren't always trained in and that doesn't always come naturally to us.
00:40:36.800 Yeah, exactly. You want you want that. And I get it. 1.00
00:40:39.420 Sometimes, you know, you really want you want you've been you've been kind of training for something and you want to appear your best, perform your best.
00:40:48.060 But that's, again, an idea that when we look at chess, when we look at poker, when we look at sports analytics, you look at the data and you see that successful people are just doing it and understanding that getting more shots is even more valuable than trying to be a perfectionist.
00:41:07.920 Absolutely. Absolutely.
00:41:09.740 Will you tell everyone how they can learn more about you and where they can find this gorgeous new book of yours?
00:41:15.360 Well, it's available everywhere in April 7th.
00:41:17.540 all the places. And I also did read the audio book. So if you like my voice, you can get that
00:41:22.840 as well. And I am also on Substack and everywhere at Jen Chahadi. So you can find me on all the
00:41:30.920 places. And I hope you will enjoy the book. I had so much fun writing it. Actually, I tell people
00:41:38.400 that I wrote the book for myself. I wrote Chess Bitch because I needed to become a little bit more
00:41:42.320 bitchy when people disrespected me. And I wrote Thinking Sideways because I needed this book to
00:41:48.280 make me understand that I could do new things at any age and I could like change and improve the
00:41:54.560 way that I think no matter where I was in my life. So I wrote this book for me and I hope
00:41:59.560 that will come across people that it's very passionate and that I hope it will be useful
00:42:07.000 for the reader as well. It absolutely will. And I think the audiobook option sounds wonderful
00:42:12.900 because I love your voice and would just love to have you have you explaining all of this in my
00:42:17.440 ear. Yeah, well, I can't wait for that poker game. All right, Jen, go have a great day.
00:42:22.000 Great to talk to you. Thank you so much for having me.
00:42:37.000 We'll see you next time.
00:43:07.000 You