Dating Coach Mark Sing
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Episode 735 · March 10, 2026 · 23 min

WINGMAN MASTERCLASS

About this episode

In this high-level episode of The Unapologetic Man Podcast, host Mark Sing delivers a complete Wingman Masterclass, breaking down the strategies and mindset behind effective winging and why the right wingman can dramatically change your results with women.

From planning your night out to handling obstacles, Mark shares practical tactics for working as a team, controlling the social dynamic, and navigating group interactions so you and your wingman can approach confidently and create opportunities that would be difficult to achieve alone.

Key Takeaways: - Why having the right wingman can dramatically improve your close rate - The most common mistakes guys make when going out together - How to plan approaches and coordinate targets with your wingman - Why momentum and teamwork are critical in group interactions

Key Timestamps: [00:00:00] – Episode intro [00:01:39] – The "bros before hoes" rule and wingman loyalty [00:02:26] – Getting into the right vibe before going out [00:03:36] – Why nightclubs still produce the hottest women [00:04:44] – Warming up and opening conversations [00:05:15] – Making a plan and choosing targets [00:06:56] – The linebacker (cockblock) problem explained [00:10:04] – The cousin technique for neutralizing obstacles [00:11:34] – Pulling your target away from the group [00:12:40] – The bar challenge and drink game strategy [00:15:00] – Handling attention from other women in the venue [00:16:25] – The bait and switch wingman strategy [00:18:12] – Why most men never actually take action [00:19:02] – Overcoming fear of rejection and building real confidence [00:22:31] – Episode outro

Connect With Mark:

Apply for Mark's 3-Month Coaching Program: https://coachmarksing.com/coaching/ Check Out The Perks Program: https://coachmarksing.com/perks/ Email: CoachMarkSing@Gmail.com Instagram: https://www.instagram.com/coachmarksing/ Grab Mark's Free Program: The Approach Formula - https://www.CoachMarkSing.com/The-Approach-Formula

About The Unapologetic Man Podcast

The Unapologetic Man Podcast is your resource for mastering dating, attraction, and relationships from a confident, masculine perspective. Hosted by Mark Sing, this podcast gives men the tools and mindset shifts needed to succeed in their dating lives and build lasting, high-value relationships. #DatingAdvice #MensDating #Wingman #Confidence #SocialDynamics #NightGame #Masculinity #Attraction #SelfImprovement #DatingStrategy #InnerGame #UnapologeticMan

Read the full transcript Show

The hottest of the hot go to nightclubs. We all know this. So you're going to have to play the game to get the hot girls. Believe me, boys, I hate nightclubs just as much as you do. But guys, this is where hot girls are. The hottest girls I've ever pulled have come from the nightclub circuit. But if you have a good wingman, he is worth his weight in gold. So we're going to go over a bunch of techniques. This is real winging 101, and this is the way to pull the hottest of the hot.

The Unapologetic Man Podcast. In today's episode, I am going to give you a bunch of different ways to wing with your wingman. This is actually a wingman masterclass. I have been in this industry for a very long time. I've had many wingmen. Some were good. Some weren't that good. But if you have a good wingman, he is worth his weight in gold. So we're going to go over a bunch of techniques, including the bait and switch technique, the cousin technique, the linebacker technique, and the rip and pull technique.

Are those actual techniques? No, I pulled those out of my ass. I just made that up right before I sat down to record this episode. But recent research confirms that if you have a wingman, your close rate is going to go up by 98%. Is that true? No, that's bullshit as well. I'm just throwing so much bullshit at you, but here's the deal. I am actually going to give you a ton of techniques. Whether they have these names or not doesn't matter. The fact of the matter is, this shit works.

And in my opinion, this is the creme de la creme information when it comes to winging. So make sure to stay tuned until the end. Don't blow out my analytics the way you blew your load this morning with your Pornhub frequent masturbator platinum card. Stay until the end, boys. I got a lot of good info. So winging should be all about your friend. You need to make him the priority. The worst thing you could ever do is get in a fight with your friend about some chick that both of you guys want.

So you're going to set the parameters immediately if you want to have him listen to this episode. And you guys can kind of change or modify what I say here. But having your friends back is the most important thing. As the old saying goes, go to bed with an itchy butt, wake up with a smelly finger. No, no, that's not the saying. What I meant to say is the old saying goes, bros before hoes. And that's the way this is going to work. Never, ever under any circumstance, throw your friend under the bus, talk shit about him, or try to yank a girl that he wants when you guys have decided which girls you're going to go for.

And we're going to get into that. So first and foremost, let's say you guys are going to a party, a nightclub, a bar, anywhere where it's going to be you and your friend. And you're going to try to pull some girls. What I suggest to do is to get each other fired up. What I like to do is work out with my buddy. We call it the swole before you roll, where we do push-ups and pull-ups and you do some curls and you get your muscles all good to go because you're going to go out and pull girls.

And what you guys want to do is you want to have a good vibe between you, but don't talk on your way to the nightclub bar party. In this instance, I'm just going to use nightclub as the example. You guys are going to the nightclub. You're not going to talk. Why is this? Because you want to save what you have to talk about for the nightclub because you don't want to make it about other people. You want to make it look like you and your friend at the nightclub having a good time together.

And you don't want to look like your lions on the Serengeti stalking the little gazelle, creepily staring at chicks as you sit at the bar with your arms crossed and a drink in front of your face. That is the wrong vibe to have. The right vibe to have is that you're there with your friend. You guys are catching up. That's why I suggest you wait to talk until you get to the nightclub. All right. Now, obviously, you're there to pick up girls. Why do we need to go to nightclubs to hang out with our friends?

Girls go to nightclubs because they actually like that shit. But for us guys, going to a fucking loud environment and hopping around on the dance floor like a damn bunny rabbit is the biggest waste of time and the stupidest shit we could possibly imagine. Believe me, boys, I hate nightclubs just as much as you do. But guys, this is where hot girls are. The hottest girls I've ever pulled have come from the nightclub circuit. A couple here and there from like supermarket game or I'm walking down the street and I see a girl jogging, yoga classes, things like that.

But the hottest of the hot go to nightclubs. We all know this. So you're going to have to play the game to get the hot girls. This isn't to say that you can't get girls differently by cold approach or by like joining yoga or Pilates studio. But this is real winging 101 and this is the way to pull the hottest of the hot. So we go to nightclubs. We pretend we like it, even though we really don't. And we are there to pull girls. So what you're doing is you're talking to your friend and you guys are making a game plan.

So here's what I suggest. You get in there. You open a couple people. The way to warm up, in my opinion, is to maybe give a couple compliments. Hey, I love your outfit tonight. It looks awesome. Keep up the good work. Or something I like to say too is, hey, that's a really powerful pose you have there. Keep that up. That's real strong. And then you bounce. Open and eject, as I always talk about. You guys are kind of opening people. You're talking to people. You're talking to each other.

And what you're doing at this time is you're assessing. You're looking at different girls and seeing who you want to open and you're making a game plan. Now, one thing I have to stress, and I alluded to this a few minutes ago, is do not stare at girls. Do not look like you're there to hunt. You're there to have a good time with your friend. And that's all that matters to you. At least that's the vibe you want to portray. If you're sitting there staring at a girl, she knows it.

Even if it's at her perfect little ass and you think she doesn't know, her friends are seeing you stare at her. And they have this sixth sense. They know what's going on around them. So do not stare at girls, boys. Literally, when you're making your plan, I want you to look at the girl for 0.3 seconds, and that's the last time you look at her. The reason this is is because, again, they can see when you're staring at them, and it turns them off. If, on the other hand, you assess her very quickly and be like, all right, there's a blonde right there I want to meet, there's a brunette over there, a redheaded girl there, an Asian chick right there, a Mexican chick right there.

I'm going to first go for the Mexican chick. Then what I'm going to do is have the blonde see me talking to her. I'm going to open the blonde next. I'm going to go to the brunette over there, and then the redhead. You guys are making a plan. Now, does the plan always go exactly as you plan it? We all know how that is. As the old joke goes, the best way to make God laugh is to tell him your plans. And this especially includes nightclubs where it's a changing dynamic.

It's very nebulous and always moving around. But generally speaking, you're making a plan of who to open. So you guys decide who wants who, and you're going to target the girls who both of you guys want. And the other guy who isn't targeting the girl that your friend wants, for example, you're going to play defense against the linebacker. And this is the linebacker technique or the cousin technique, which I'm going to get into in a second. So when you first get in there, you're warming up, you're having a good time.

Maybe you guys get some drinks. You talk to some girls that really don't matter, and you're just warming up to do the real game, which is to approach the girls you want. Now, here's a general rule that I think all you guys will agree with. The guy who opens the set, the guy who first approaches, and yes, I do suggest that one guy approaches at a time, is the guy who gets his pick of the target. So say, for example, there's a blonde over there, real thin, tight ass, thigh gap, long blonde hair, bangs, turkey titties, and a belly button ring, which I basically just explained my exact type.

I say to my buddy Eric, for example, I'm going to go open the set with the blonde in it. Let's say it's three girls. I'm going to go open that set. And when I give you the signal, you're going to come in and neutralize the linebacker. What is the linebacker? It's a fucking cock block. She's the one who's going to blow you out because every single guy goes for her friend. So when I approach them, I approach them as a group and I talk to all of them, not even really giving the target that much attention.

Then when I'm ready to signal in my friend, I signal him in and then he neutralizes the linebacker who otherwise would be flying horizontally off the 10-yard line into the end zone and sacking my quarterback. As a lot of you guys have experienced, what is the old saying? The fridge always protects the snacks. So you have to neutralize that fridge. And I'm going to tell you how to do that. So we talk about what we're going to do. We make the plan. Let's say I'm going to approach that blonde.

So I'm going to go in and approach the entire group. Something like, hey, what's up, ladies? How you doing tonight? Saw you standing over here. Wanted to come meet you. What's your names? Okay. They tell me their names. And then I say, how do you all know each other? They tell us how they know each other. The fridge is good friends with the blonde. Since 2002, they used to live together and now they're out partying. And then you do the best friends test. Well, if you guys really are best friends, let me ask you a question.

What kind of shampoo does she use? Or what's her favorite movie? If she could date any actor, which one would it be? You do the best friends test. You're neutralizing everybody. Then you signal in your wingman, who is at the bar, maybe talking to somebody else, peripherally aware of what's going on. That Mark is over there talking to that set. I need to go in when he signals me. Now, the signal that me and my wingman always had was just like scratching the back of my ear or the back of my neck.

And then he comes in. When he comes in, you want to turn towards him and say, hey, what's up, brother? This is my friend, Matt, Eric, whatever. Tell a couple cool things about him. He's the only guy who was able to climb this really difficult climbing face in under 20 minutes. He's got like some world record. This guy's amazing. Anyway, this is Shadynesty was your name again. And I always do that to the target. Your name was Shadynesty, right? And she's like, oh, my name was Sarah.

And I'm like, okay, Sarah. And then it was Becky and Amy, right? And they're like, yeah, that's right. Then what your target does, and this is called the cousin technique or the linebacker technique, is he tells the unattractive girl who's probably going to be a cock block, and you can tell just by the energy, he tells that girl that she looks exactly like his cousin or his best friend or his sister. Guys, this works so unbelievably well. I want you to steal this. Anytime you want to neutralize a girl who you think is going to be a cock block, the simple thing you do is, is tell her she looks like your cousin.

I was talking about this last night in my coaching call, and my guys were like, dude, how do you think of this shit? And I was like, you know what? With that one, I actually said it to a girl once who did look like my cousin. She looked exactly like my cousin, Natalie. And I was like, dude, you look exactly like my cousin. What's your last name? And I was like, no, you guys don't have the same last name, but you're seriously doppelgangers. That's insane. She's from Holland.

Where are you from? Okay. I did that, and unbeknownst to me, it was a great way to neutralize her because, first of all, she can't get attracted to you because she looks like your cousin, and that would be some incestuous kind of shit, right? Secondly, she likes you because you've buttered her up, and because of these two things, she's not going to blow you out. So you've essentially neutralized her and prevented her from blowing you out. And I've even had girls who I've told they look like my cousin introduce me to their hot friend.

So this is a great technique. You steal it, the cousin technique. So your buddy comes in. He neutralizes the obstacle. Then once you're talking to the target and you feel like you have a good vibe, here's what you do. You say, hey, listen, I'm going to go get a drink at the bar. We'll come right back. Come with me. She's going to say yes, hopefully, obviously. It's hard to do a podcast about all the potentialities. We could be here for 10 hours. But let's just say she says yes, because you're smart.

You built up attraction. You know she's into it. You'd be like, come on, let's get a drink. Now, you're not saying you're going to buy her a drink. You're saying, come on, let's get a drink. And I'm going to get to that in a second. Then what you do, and this is so genius, is you turn to the girl who's the alpha female, the grenade, the linebacker, the cock block, and you ask her permission. Hey, is it cool if Kelly and I run to the bar real quick and grab a drink?

We'll be right back. Because she likes you, hopefully, she's going to say yes. That's how you peel the girl off of her friends. And I call that the rip technique. Again, I really don't call it anything. But the way to get listeners to listen is to say, I'm going to teach you the rip and the cousin and the blindbacker and the fucking Bigfoot's dick technique. It's going to be amazing. And then people stay on and they don't blow out my analytics like they blew their load this morning with, yes, their Pornhub frequent masturbator platinum card given to only five men per year for those who are record holder masturbators.

So you take her to the bar and then you do this. You do a game. You'd be like, all right, here's what we're going to do. We're going to play a little game. If you win, I'm going to buy you a drink. If I win, you buy me a drink. Deal? And she says, deal. Then what you do, and this is so gangster, I win every single time I do this, is you get a lemon and you take out two lemon seeds. You're going to keep the big lemon seed and I'll tell you why in a second.

So she gets the little lemon seed or the smaller one. You get the big one. You say, okay, here's the game. Whoever can shoot this the farthest wins and who gets the drink bought for them. Deal? And she says, deal. Now you have the big lemon seed, which of course, according to physics, is going to fly faster because it carries more momentum and more tertiary weight. So you're going to squeeze it between your fingers and launch it. It's going to launch across the room. She's going to do hers.

It's going to flop in front of your feet and you'll be like, ah, you buy me a drink. So she buys you a drink, thus inducing cognitive dissonance. When she does something for you, such as buying you a drink, she automatically gets more attracted to you because she has to justify why she's doing so. This, by the way, boys, is why you never buy women drinks. You always do this competition. Girl asks you to buy her a drink. You say, yeah, for sure. But how about this?

Let's play a game. If I win, you buy me the drink. If you win, I buy you the drink. Deal? And she says, deal. Do the lemon seed contest. You take the bigger one. You launch it further. You win. She buys you the drink. Meanwhile, you're friends with the cock block. And he's like, ah, dude, what am I doing? Well, because I've split her from the group and we're having our thing over here, he can leave now. He could be like, hey, ladies, I got to get back to my friends.

It was good to meet you. Then usually those girls will hang out alone or go to the bathroom or they might even come to the bar and talk to me and the other girl, but I'm already locked in, so I'm okay with that. It may require a little bit of logistical swinging on my side, figuring out how to deal with these three chicks. But ultimately, we go in. He neutralizes so I can pull the girl away. I get her going, hopefully pulling her number within that time frame.

She regroups with her friends, and then I leave to go work on the next step. Now, I was also asked last night, well, what do you do when you're talking to all these girls and other girls see you? Most importantly, the blonde girl whose number you got, what do you do then? What you do, boys, is you don't touch them. You don't flirt with them too much. You're very much platonic vibing. And if they call you out on talking to all these girls, you say, yeah, I talked to all girls.

I hit on all girls. I even hit on my grandma last night. It was a little uncomfortable, which is called agree and amplify and frame control. But ultimately speaking, if they really push the matter, like, why are you always talking to all these girls? You and your friend are like always talking to girls. I'll be like, dude, I'm social. You're social too, right? You're at this nightclub. Besides, I could say the same thing to you. I see you talking to all these dudes and all these girls.

We're social. That's why we're here. What's the big deal? So that's what I always do. I say, yeah, I hit on everybody. I hit on my grandma last night. It was a little uncomfortable. No real talk. I'm a social person. Do you see me hitting on these girls? Do you see me making out with them? Have you seen me take one phone number tonight? And that, by the way, boys, is whenever I get a girl's phone number, I kind of have her do it under the bar.

I'll be like, hey, I really don't want to get a bad reputation. I don't usually do this. But here, put your phone number on my phone and we'll catch up later. Get the phone number. Stay a few extra minutes or a few extra seconds. Leave her on a high note. And this is what I always say. I promise to text you 500 times in a row until your cell phone overheats and burns a hole in your purse. That always cracks her up. I say, hey, have a good night.

Go regroup with my friend. Then we're going to work on his set. Now, here's the bait and switch method. The bait and switch method is very similar, but this is with two hot girls, let's say, or two hot girls and a linebacker. Again, the logistics are not always so clear cut when recording a podcast, which is really why you need coaching, because every situation requires a different strategy. But let's say there's two cute girls and you and your friend. The thing to do is go ahead and approach as one guy.

Do the same thing I just talked about. Butter them up. Make them like you. Call in your friend. Your friend comes in. Now you're both talking to them. Then what happens is if you chose the blonde girl, as I usually would, I would go ahead and talk to her friend as my friend talks to the blonde girl. Then what we're doing is we're building each other up. I'm talking about him and he's talking about me. Telling how great the guy is. Then what we do at the right moment, like usually three to five minutes, whatever it is, you switch.

And that's the bait and switch. So we approach as one. Next guy comes up. We start talking to each other's targets. Then when we feel like we have good momentum and we've built them up enough, we switch and then we focus on each other's targets. We can pull one girl away by doing the bar technique, which is, hey, let's get a drink, play in the game at the bar, hopefully getting her to buy a drink for you. He's pulling the number. You're pulling the number. And voila, that is winging.

Now, this is all great in theory, right? You're like, dude, that's a sweet technique. Go practice it, bro. And you're going to botch it dozens of times before you actually get it. This too is why in my program, it's an experiential program. I make guys go out and talk to women. I rewire their brains with NLP to feel more confident so they can actually pull shit like this off. Because I guarantee you, 95% of you are going to listen to this and be like, oh, those are some good ideas, man.

Maybe one day. And then you'll never do it. And honestly, you'll never get results. So it's kind of like the podcast jockey I always talk about, right? He's riding the podcast Kentucky Derby on his fucking horse, just getting information and more information and more information, which leads nowhere. What most of you guys need is an actual transformation, accountability with me and my coaches hovering over you and making you do this shit. Because if you don't do it and all you're doing is saddling up your podcast jockey horse, you're not going to get anywhere.

You got to go out and try this shit, even if it's this weekend, you and your buddy being like, you know what? Let's go out. And maybe we're not going to do like the bait and switch and all the stuff, but let's just go talk to chicks. Let's get the fuck out there. Stop being a pussy. Just go open them. Just get in conversation. Stop making it into such a big deal. Like she has to approve of me. I have to get her phone number. She has to validate me.

Which by the way, if you're afraid of rejection, it's because you don't feel like you're enough within yourself and you're putting all the importance on what she said. What she says and what she thinks of you, but what she thinks doesn't fucking matter. And you know why that is? It's because you have a belief system that you're not enough and women's opinions of you actually matter to the point where you give a shit about what they think. Why? Belief systems, bro-tendo, which is exactly what I'll tear out of your brain if you come into my three-month coaching program, remapping it with, all that matters is what I think of myself.

When you have that, you're not afraid to approach a hot blonde and her two friends who, if they reject you, you're like, dude, you guys are idiots. And there's tons of other women I can go talk to. I got my boy with me who too went through Mark Singh's program and who too has unlimited confidence. You guys are getting more ass than a toilet seat. So if you're just the podcast jockey, here's what I suggest. Get out there and fucking try this stuff. Get out there and actually do it.

Get pumped up with each other. Work out together. Drive to the nightclub just listening to music. Go in there and talk to each other and then start opening sets. Do the linebacker technique, the cousin technique, the bait and switch technique, and watch what your results will do. You'll finally start getting girls that you actually want rather than canyon mules or sea donkeys that choose you because you don't have abundance or because you're so afraid of what that eight or nine thinks that you're too afraid to approach her, thus settling for the six or the seven.

Fuck that. I told my boys last night, what if this is it? What if we die and it's blackness? What if you're on your deathbed and you realize that and you're like, dude, I never got to the point of success with women that I really wanted. I settled because of fear. I don't know about you, but that sounds like absolute torture to me. And I'll tell you this, brothers, fear is nothing but false evidence appearing real. You are making it way worse than it actually is.

And once you get out there and actually challenge yourself, which we will make you do in my three month coaching program, you realize that all this shit you were fearing, rejection, cold approach. What if she doesn't like me? What if I'm relegated to the results that I'm not satisfied with? You realize that those were all just puny little fears that you were way overblowing in your head. Sign up below, guys. It's my three month coaching program. All I want to do is talk to you. You're going to get on a one hour breakthrough session with me and my team to assess whether or not we can 10x your results.

We have a 95% success rate. Think about that, brother. 95%. That means that if you come into this program, I will guarantee you to 10x your results or you can stay with us until you do. That's why we have the 95% success rate. So sign up below. I would love to talk to you. Go practice winging with your wingman this weekend. Don't be afraid. Make it into a game. And if you get rejected or it goes weird, who gives a shit? It's funny. Laugh at it. Stop taking it so seriously.

Lighten the fuck up, man. Lighten the fuck up. That's what we all need to do. We're all taking this way too seriously. Have fun. It's a game. Treat it as a game. Don't give a shit about what happens. And as ironic as it is, you will have success with it. All right, gentlemen, I drop podcasts every Tuesdays. The next one is an absolute banger. So I will see you in the next episode. What is up, brother? Just wanted to thank you sincerely for watching this episode.

If you've gotten any value whatsoever out of my content, the single best way to help me is to like, comment, subscribe, leave me a review. You have no idea how much that helps me. Also, if you're struggling with women and you want to talk to me personally about how I can help you achieve your goals with women, sign up for my three-month coaching program below and you and I will talk. Join us in the unapologetic army.

This transcript was made automatically, so a few words may be off.

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