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We wanted to see whether AI can predict romantic chemistry. So, we had Jill and four guys answer the same 30-question compatibility assessment. We then fed the questionnaires into Chat GPT and Claude, and they ranked her potential matches in order of most compatible. Then, Jill speed dated each guy before learning who AI picked for her. Will her choice match AI's? Wait, he's a compatible? All right, let's see the first contestant. First up, Landon. Will these opposites attract?
Hi. Hello. Jill. Jill, Landon. Hi, Landon. Hi, I love the outfit ensemble. Thank you. Do you dress like this on like a day-to-day basis? Literally every day. Most of the time. Okay. So, That's your style. Is it yellow flag, green flag, red flag? We don't know yet. For me, it's I don't know. I It's a lot. I can do push-ups in this still. You can do push-ups. You work out. You have like abs underneath that tuxedo. Maybe. Who knows? So, what is your nationality? Like, Asian? I'm mixed, actually.
Okay. I'm German, Japanese, and Puerto Rican. Ooh, nice. What about you, though? I noticed an accent. Yes, Jamaican. Yeah, I'm a Jamaican. I went once. You went once? Cool. On a cruise. It was the You know what I'm talking about? Hot, hot, hot. Yeah, that's what we were singing on the bus. So, it was pretty fun. What do you like to do on your day-to-days? I like to play the piano.
Oh, nice. So, you So, you like music. You're a music cat. And what do you like to do per day? Uh I love to do art. I love music. I love to sing. Maybe a little collab. Okay, maybe we could collab. Do you need a song choice? If you got my hand, might let me know. All the stars are closer. I feel like I'm more of like a rapper, you know what I'm trying to say? Like, Then hit a beat. Let me Okay, I got you. All right, ready? Freestyle it. Uh-huh. Yeah. Mhm. All right, I'm at Landon with Lynn. Damn, he look like Uncle Sam.
Maybe Lynn Dan. All you need is a TOP HAT. DAMN. THE AI compatibility report may be on to something. Landon and Jill are aligning on communication styles. I have a question. Mhm. If you were to have your own concert and you can invite three people living or dead, who would you invite to perform? Of course I say Michael Jackson.
Yes. Yeah, yeah, yeah. I like that, yeah. Tupac, fine. You're annoying. That's all my answers. Tupac, Michael Jackson, and BTS. That's that's a K-pop. Yeah, yeah, yeah. You know, like Dynamite, like and it starts tonight. Yeah, that one. Do you like to role play? I do. Like you could play like Batman, I'll play Catwoman. Ooh. Stop. That's That's really good. Come to save the day. I like that. I That's that's really That's hot. I like it. Okay. Well, it was nice meeting you, Landon, and I look forward to like getting to know you more. Pleasure meeting you.
Landon, I like Landon. He's very cute. I like that he's like I don't know, very adventurous, too. It's very cool. I don't know about the outfit. The outfit threw me off. Like I don't know, like every day you talk about you wearing that's a lot. That beatboxing moment, oh my god. A little bit dorky on my end. Overall, I think it was quite well. Next up, Tom. Could his balanced energy be the perfect match for Jill? Hi. Hi, you're so cute. Oh, thank you. You look gorgeous. I look what? You look cool. You know, you remind me of that guy from Shrek.
The Farquaad? Farquaad, but Farquaad was hot. Okay. I guess you look like Fiona, maybe. What are you guys doing here? Ouch. Seems like they might not be the perfect match after all. So, what do you like to do in your spare time? Go to the gym. I like to listen to music. Go to the beach. Do you swim, by the way? Yeah. Okay, cool, cuz you can teach me how to swim. Cuz I don't know how to swim. I can teach you how to swim. I was a lifeguard. Really? Yeah. Nice. As far as like role-playing and stuff like that in the bedroom, do you do that? Do you like
to like dress up and stuff? Cuz I like to do that. I can do role I can role-play. You can role-play? Yeah, that could be fun. Spice it up a little bit. Yeah. What do you want me to be? Like a bellhop, you know? No, I want you to be Batman. Batman, huh? Okay. Batman, yeah. That's kind of hot. Where is she? Like that? Yes. Yeah. Yes. I'll do that. Who are you going to be? Catwoman. Two-Face off Catwoman. That's that's cool. that? Okay, what's the longest relationship you had? Like a year, I'd say.
Okay, that's pretty chill. Yeah. What about you? 3 years. It was a good relationship, it was just my fault, you know, less lessons learned. Can you do that? Okay. No, I'm not too bad. yeah. The corners are missing. Yeah, I know, it's cool. Like if you just like Yeah, I like that better. Yeah. Nice. It looks it opens brightens your face up, you know? Yeah, I like this better. Yeah. And I like that you work out, too. Mhm. And you said you could cook, right?
Yes. What's your favorite dish? I like ground turkey. Like with seasoning and stuff? Yeah, like Cajun, chili. I used to not put anything. I used to just like literally put meat like in a pan and just cook it up and eat it. Well, it was nice meeting you. Oh, damn, that was a firm handshake. All right, Tom. All right. I like Tom. I don't know if he was a little bit nervous. I could tell he was a little bit nervous, but I think that was He's cute. I like that he's disciplined, though. His physique is nice. I like that he works out. As far as conversation, I don't know. I wasn't really feeling that spark. She might not be the type of person to have a relationship with. Like, definitely see
her being a good friend. I'm ready for the next guy. Jill's next date is with Lex, quiet, grounded, and relationship ready. Is this exactly what Jill needs? Hi. Pleasure to meet you. I'm Lex. I'm Jill. Pleasure to meet you. What's your nationality? Half Ecuadorian, half Dominican. Okay. I'm Puerto So, what do you like to do for your spare time? I like to spend time with my dogs. Oh, nice. Those are like my babies. Okay. You like cats?
Yeah, I play with cats. I like them. You like to play with the kitty? Yeah. I mean Yeah. So, like, what time do you wake up? Like, 6:00 a.m.? No, I'm up at 4:30. 4:30? 4:30. So, you going to wake me up? I'm waking you up. Boom, I'll make sure you good. You know, you got breakfast, you're fed, you know what I'm saying? You walking the dog? Yeah. Boom, got to walk them between like half an hour to an hour. A half hour walking the dog? That's a lot. I know. But, it's you know, that's the dedication, you know?
[clears throat] When you have something that you have to be responsible for, you got to wake up. So, you want kids? Yeah, absolutely. In this economy, like, two. Cool. Yeah. Okay. Do you like spicing it up in the bedroom like as far as like toys? Yeah, that's why communication is key. Yes. And, you know, if that's what you know, you're into, then yo, we got to go get some toys and stuff. Do you believe in sharing is caring? Yeah, sharing is caring. Yeah, absolutely. Wait, woah. I thought food wise. Yeah, yeah, yeah.
Food wise, absolutely. Sharing is caring, you know what I'm saying? But, I don't know about all that sharing. You sure? Like, what if like a third person like wants to join in? Is No, just us. Like, what if like if we get all boring, you know? Nah, I don't get bored with me. All right. Where do you like see yourself um settling down? I could see myself maybe like in the Smoky Mountains of North Carolina. Like in the clouds, you know? We want to retire. Not now. Next 3-5 years, you know. Oh, no, no. See, no, no. See, here maybe a little bit. Yeah, okay, okay. So, like Brooklyn. So, like a nice condominium, nice apartment.
Jersey, you know? Jersey? Yeah, Jersey's nice. Do you skateboard? No, I wish. I take walks. You don't lift. How much do you bench? What can you bench? 150? You can do 150? Yeah. OH, NO. AND YOU DON'T WORK OUT. AND YOU SAID YOUR NAME was Lex. Okay. And you're Jill. Jill, yeah. Pleasure. Nice meeting you, Lex. you as well. I like Lex. I like that he's tall He looks like he's tall. He's a New Yorker. I like that. Very nice smile. I love his smile. I just don't like the whole like you don't work out thing. Like you just
walk. I don't think he I think he walked to work. My interaction with Jill was great. She had a beautiful smile. She's from Queens. Feel good. All right. I'm ready for the final guy. Jill's final speed date is with Ethan, creative, spontaneous, and fiercely independent. But is he too free-spirited for Jill? Hi, I'm Jill. What's your name? My name is Ethan. Two fingers. Two I don't want to hurt your hand. Hunger Games. Yeah. So, um what do you like to do for fun?
I paint. I make social media content. I did a internship at a corporate office. I had a hurt foot actually at the time. Okay. And so I You're always hurting yourself. Yeah, I'm I'm quite injury prone. What happened to your arm? I fractured my thumb playing basketball. So, what do you like to do for fun like The gym I go to, there's a coed sauna. I love talking to people in the sauna. friendly. I'm very friendly. Yeah. Okay. You? Am I friendly or what do I like to do for fun? Friendly and friendly. but I don't like to date someone that's overly friendly. I like a serious like Jason Momoa.
Yeah. I get that. Yeah, but I like to go out, you know, hiking. Hiking's fire. Yeah, I love events like social stuff around New York City. Love chess. Chess. Yeah, they actually kicked me out of the um the You were in a club? I was in a chess club. You got booted? Yeah, they took me out of the emails. What happened? It's a long story. You're very giggly. It's giggly. Yeah, yeah, yeah. Your smile is lighting up the camera. nice smile, too. Thank you. I appreciate that. So, how often do you work out? When I'm healthy, 100% like four, five times a week.
Okay, you have abs? Sort of right now, but like I haven't really been able to do much. What was your longest relationship? Six months. Six months? Yeah. That's your longest relationship? longest relationship. My longest Okay. Almost stay about 2 year, 3 year. Okay. I'm a very loyal, you know, person. I would assume. I Yeah, I mean And I like one, you know, one man. One man? One man, one man.
Oh, one Oh, okay. Yeah, Jamaican. I'm Polish and Russian. Polish? I know like you TV class via La biblioteca, what? I must say you [cough] have really beautiful eyes. Oh, thank you. Do you know any Russian? No. I know privyet and hamburger. You want me to ask a question? Yeah, go ahead. Okay. You're at a pizzeria, you get two slices of cheese. How many napkins are you going to grab? And they're like they're paper things. I take a lot of them. Yeah, yeah, yeah. Grab, grab, grab, grab, grab. I'm not like a pizza person. Like I'm a pasta, Italian food, authentic. What is your favorite movie?
Kung Fu Panda. I don't have another answer besides that. That's like the go-to like childhood movie. You? Um Did you not like that answer? I like a nice suspenseful thriller. Like oh, who did it? It was nice meeting you, you know. Likewise, yeah. You're very different. I like your vibe, you know. I feel like I can have a really good conversation with you. Likewise. You're very cute, too, by the way. You're very cute. Mucho gracias. Mhm. You are as well. All right, Ethan. Bye. So, Ethan, he's really cute. He's very funny, too. But he gets hurt a lot, so I don't know.
Maybe I don't know about taking care of him all the time. I think he's going to be interesting to talk to, you know. a cool first impression. A lovely, bubbly stranger with a great personality. So, after going on four speed dates, which guy did Jill feel with most connection to? Most definitely Ethan. I really like Ethan. I thought he was cute. He's just like a chill vibe. I feel like being around him, I would be relaxed. Now that Jill thinks Ethan is her best match, it's time to reveal the results of the AI-generated compatibility report. Lex, aka the heart-led realist, the emotional connection wild card. Lex leads with connection and honesty.
He values deep bonds and meaningful communication over status or structure. According to our AI matchmaker, Lex's compatibility score is 68%. I mean, 68 is passing, but he's not my vibe. Okay. Thomas, aka the grounded gentleman, the safe, emotionally secure option. Yeah, that He is safe. I feel like I could push him over a little bit, take advantage of him, and I don't want that. I want someone to like put his foot down, you know what I'm trying to say? According to our AI matchmaker, Tom's compatibility score is 76%.
76%? That's pretty high. I mean, I could see that. Then I don't know. He threw me off. All right. Ethan, the free spirit creator, the fun but risky choice, charismatic, artistic, and unpredictable. Ethan lives in the moment and follows his instincts. He brings excitement and creativity, but thrives more in spontaneity than structure. According to our AI matchmaker, Ethan's compatibility score is 60%, making him the least compatible bachelor out of the four. Wait, Ethan is the least compatible? I Okay. Damn, I don't know. I mean, I feel like 60% is good. Landon, aka the intentional partner, ambitious, disciplined, and intentional, strong alignment on ambition, very compatible on emotional connection.
According to our AI matchmaker, Landon's compatibility score is 88% making him Jill's top AI match. I can see that. I can see me and Landon, you know, having emotional connection. I like his questions the best. And then he does music, too. Jill seemed pretty set on Ethan, but could our AI matchmaker cause a change of heart? Well, Landon makes sense. It makes sense. Uh-oh, looks like Landon's score is getting harder to ignore. Well, that escalated quickly. Okay, so I mean, after further evaluation I maybe I should think more logical about this. If I'm looking for longevity
in love, I kind of have to agree with AI. Ethan, he's cute. I was just looking at the cute dance and like the eyes and stuff like that, but I that's why I failed in my past relationships. I mean, I have to go with Landon. I have to switch my choice now. Hello, Jill. Hi. Well, you're on my choice. Oh, wow. Yes. So, um with AI, our compatibility cuz you were a number one. Oh, wow. That's great. Yes, yes, yes. You were number one. We had 88% compatibility. Oh. We did. I like that we have the same similarities as far as like music taste, so that we can play like together. It says you bring structure, clarity, and long-term vision to a relationship. I
like that long-term like, you know, that we get to plan for the future. Mhm. All the other contestants, they were talking about like short-term or like very like spontaneous. Let's go with the flow. Like and that's what I was used to going with the flow, and I don't want to go with the flow no more. You said you wanted kids, right? Absolutely. It would be great to see a little bit mini Landons walking around. Right. Yeah, yeah, yeah. Like I feel like we'll have some cute babies. I like how free-spirited you are. So, my question would be is and what would be like your dream date?
Let's hear it. date? Yeah, what would be like something you'd be like, "Wow." I'm a adrenaline junkie, so I would say like a helicopter ride to get along. or like skydiving. Yeah, we're going to get along. So, come with me. We're going to go ahead, have a cup of coffee, and then be like, "Hey, babe, what are we doing?" Let's go. Thanks. Your hands are cold. I know. It's cold. That's why I have a coat on.
