How to Get a Girlfriend with Connell Barrett - Tongue-Tied with Women? Become a Funny Flirt with 3 Simple Moves and Get Her Giggling! (Live Coaching with Jake)

Episode Date: May 20, 2025

Do you feel tongue-tied around attractive women? Want to be funnier and flirtier, but you’re not sure how? In this live coaching session with his client Jake, dating coach Connell Barrett shares 3 simple moves to master funny banter and playful flirting. You’ll hear Jake go from awkward silences to laugh-filled connections, learning how to be funnier and way more attractive—without any weird pickup-artist tricks! Because women are attracted to your most authentic self.You’re About to Learn:03:01: Why Women Tell Guys Like Jake, “Sorry, Not Feeling a Connection”07:11: How to Lightly Tease Women in a Way they Love15:32: The Right Way to Use Sarcasm on a Date—and the WRONG Way21:03: An Easy Technique to Never Run Out of Things to Say25:39: 3 Ways to Ace Your Next Speed-Dating Event… and Get Phone Numbers!34:58: The First-Date Question to Ask Every Woman43:57: The Secret to Unlocking True Charisma, While Being Authentic54:57: 1 Simple Move to Get Out of Your Head and In the Zone on DatesFOR A FREE STRATEGY CALL WITH CONNELL TO FIND OUT IF DATING COACHING IS RIGHT FOR YOU: http://www.datingtransformation.comWANT A FREE COPY OF CONNELL’S NO. 1 AMAZON BESTSELLING BOOK, “DATING SUCKS BUT YOU DON’T”? EMAIL CONNELL AND WRITE “FREE BOOK” IN THE SUBJECT LINE AND YOU’LL GET IT INSTANTLY:[e-mail]

You might find out her first concert was Nickelback. And you could say, what? Your first concert was Nickelback? Well, you know why they call them Nickelback, right? Their music's so bad, everybody wants their Nickelback when the show's over. ["Nickelback Theme Song"] Welcome back to the How to Get a Girlfriend podcast. I am your host, dating coach, and author, Connell Barrett. I am here to help you flirt with confidence

and get a great girlfriend all by being authentic. Women like you for you. No sketchy pickup artist moves needed. I coach gentlemen, good guys, intellectual types, white-collar guys, sometimes shy introverts. And I have a shy introvert here today for you to meet. You're about to listen to a live coaching session I just did with my brand new client, a guy named Jake. Jake is 31. He's an educator. He lives down in the South and he is a very intellectual, logical guy. And he struggles to be flirtatious on dates and when talking to women. He struggles with what to say, the right thing to say, and he wants to be funnier. He wants to be more charming and funny and more flirtatiously attractive to women.

And that's one of my specialties. I love guys getting really good at banter, at being able to make sparks happen on dates so we can stay out of that friend zone. And you're going to get to meet Jake today. This is a really good episode or a good coaching session that I recorded with his permission, of course. And you probably are going to relate to Jake because he tends to default to analytical, logical conversation, but not quite know how to get on that flirty, funny wavelength. And today I talked to him him or in this session, this coaching session, we

went over some three or four of the core basic ways to be funny and flirty with women. Being sarcastic, being playfully teasing. I also gave him a real simple way to never run out of things to say on dates so that he and you can make women laugh but do it in a flirtatious way. So being funny, being flirty, it's very learnable. So stay tuned for that. And a quick housekeeping thing, I'm about to take three months off of coaching and just start writing my second book. My first book, Dating Sucks But You Don't, came out about four years ago. I'm about to take three months off to work on my second book. My second book is all about flirting.

So I'm about to close my coaching slots, but I will be coaching for another few weeks. So if you like this podcast and you are looking to talk to me about how dating coaching works and you want to go from struggling with flirting and what to say or just struggling with self-confidence and becoming a lot more confident and really good at flirting and making some sparks fly like Jake is gonna learn today just go to datingtransformation.com you can book a free call with me and you and I will get on the phone and I'll give you a plan and we'll figure out if dating coaching is right for you and even if we don't work together you'll get a free fun call

out of it and I can help you get clear on how to get your girlfriend. So go to datingtransformation.com and book a free call with me because I'm about to stop taking clients for several months while I write book number two. Okay, let's get to it. Let's talk to my client, Jake. Enjoy. All right, Jake, let's get to it, man.

What are the dating problems you're looking to fix? What are some of your goals? How can I help you, man? Yeah. So, Connell, one of the things I've been noticing I've been struggling with probably for a very long time, but it's just become more noticeable to me now that I've really kind of started to focus on dating a little bit is kind of initiating humor, flirtation, teasing, that sort of thing, not only just day-to-day conversations, but specifically with women that I want to be

dating or women that I am dating. So I've gotten a little bit better at least with just kind of being able to hold interesting conversation, asking intriguing questions, that kind of stuff. But the conversation just kind of goes like I'm talking to like just anybody else. If it's a friend, if it's a family member, like it's like, I don't really change a whole lot with the exception of an occasional comment. And so flirting and basically the teasing aspect is challenging for me. And the funny thing is I can do it if somebody else initiates it. Like I have a pretty decent idea of how to respond with that kind of stuff, but for whatever

reason I just kind of have a block when it comes to figuring out, okay, like not only when to initiate it, but what are some like kind of good times to do that? What context are we talking about? Are we talking about a first date? Are we talking about a conversation at a party or a social event? I'd probably say a little bit of both actually. So it's kind of like even if I'm on the date and I've piqued the woman's interest a little bit and I'm just kind of getting to know her a little bit, it's more of a get to know you

rather than kind of building that romantic tension, so to speak. And I've definitely noticed that because I've gotten a lot of like, hey, this was great, but I'm just not feeling that spark. Okay. Got it. How do you currently flirt or do you intentionally? So intentionally, compliments, I've started to do a little bit more from like when I was

a, I can't, I think when I was reading your book, you were talking about like the challenge to do like- Do you mean bestselling book, Dating Sucks, but You Don't by Connell Barrett, published by Simon and Schuser? Exactly. Okay. Yeah. And so, no, that's okay.

So essentially it was like I got to the homework assignment on one of the chapters or it was like, give compliments. So I was trying to be a little bit more aware of like, okay, like I saw a girl today that was at my dog daycare that had a little tattoo of a paw on her arm. And so I'm like, okay, this kind of sounds like it seems like it's the, her dog. That was my assumption. I'm like, oh, is that the tattoo of your dog's paw? That is really cool.

And she got like really excited and started talking about it. So I've been doing good with that. And occasionally when people initiate a little bit of teasing or a little bit of sarcastic sense of humor, I can kind of dish it right back. So something, I'm trying to think of an example of when that happened recently, but it's blanking right now. No worries. So we've talked about teasing so far on this call

and flirting. Now teasing is a kind of flirting. Yes. Is that what you want to focus in on? Specifically teasing, flirting. I would probably say so, yeah. Because there's many, many flirting tools. Teasing is a great one to choose.

So let me ask you this, how do you tease your friends or people close to you when you are in that teasing zone or do you? I can do it with my friends sometimes. My closer friends, so like I have one friend who he's also a very sarcastic sort of person. And so generally the primary way I'll tease him is about his teaching style, so to speak, because he's a teacher. Yeah, you're both in education. And essentially he's very sarcastic with his students and everything like that. So I'll kind of poke fun at him with like with some of the things that he does,

because he knows he's kind of a dick, so to speak, with some of his students. But so it's like kind of like something like that. I can't remember a specific example, but. Great. Yeah, here are a couple rules of thumb on teasing. Think of it like it does, Canon does work with many women, not all, but many. And I think it's something built into our systems. You know, it's like, imagine the 10 year old boy who's got a crush on the girl sitting in front of him in grade school, pulling her pigtails, pinching her because he likes her. It's a way to show, hey, I like you.

And I'm going to tease you to show you that. So I think of teasing as something very natural and normal and healthy, as long as it's done with good intentions, which of course, it would be with you, as opposed to the old school pickup guys, which are like neg, you know, call out her crooked teeth and say she looks like Bugs Bunny to make her insecure. Like that bullshit is, is so 2000 late. It's really old. And I know that's not what you're asking about, but I do. I just wanted to make that differentiation. Flirting is a great,

as long as it's innocent and good intention. So here's how we do it in a way that can be very effective and fun is think of it. Like, what can I I what can I gently nudge her about and we want to choose a topic that is not something that a reasonable person would get upset about the underlying truth. For example, here's what not to do. You're on a date and she's had three or four drinks and you, not you, Jake, but the royal you, you say, oh boy, that's your fourth one. What are you, some kind of raging alcoholic? Well, don't say that. Some women might laugh at that, but other women might have that

as a sore point. Or I had a client do that once or a guy who came to me right before he started working with me, he told me that story and he said that it instantly killed the date because she took that topic seriously. So we want to tease about surface level things, things like her taste in music. You find out what her first concert was. Like what's what's a band that's like a cheesy rock band that you don't like? Um, I would say Nickelback. Um, I would say Nickelback. Perfect example. I love hating Nickelback.

You might find out her first concert was Nickelback. And you could say what? Your first concert was Nickelback? Well, you know why they call them Nickelback, right? Their music's so bad, everybody wants their Nickelback when the show's over. And you tease her about what a bad taste in music she has, or at least what a sad choice she had for her first concert. Any reasonable person's not going to get offended by that. So tease about things like taste in movies, taste in music. You could tease

about little things like little verbal things. If you feel like she's a fairly comfortable, or sorry, confident person being articulate, you could tease her about how she pronounces things. I remember on my second date with my girlfriend, Jess, I heard this, this pencil or sorry, this Connecticut kind of pronunciation, she would she wouldn't say soft, she was a soft have have a little bit of oah in there. And I said, ooh, I love that trashy Connecticut accent, which by then we had a good rapport. And so I'm not calling her trashy, of course. I'm calling her accent a little trashy. So you want to choose things like, you know, taste in movies, food, music, TV shows,

or surface level behavioral things, as opposed to alcohol or weight or attractiveness. Here's one more what not to do. My client, I'll call him, this is not his real name, I'll call him Chris. My client Chris recently had a really good first date.-hmm, and then by text he tried a little too hard to tease a woman She's she's about 10 years older than he is. She's almost 40 and he called her a cougar. Mm-hmm She got very upset and basically it was over. Yeah, so

Understandable some women of a certain age might be uncomfortable about that kind of joke. So yeah, does this help? Yeah I would definitely say so and it's interesting you bring up the pronunciation because I actually had somebody on a little bit of a different story, a dating app. One of her hinge prompts was, don't hate me if I pronounce the L in salmon. So she had Salman basically. And so I was thinking about that action. Like, how do I use this to my advantage here? Because I don't say it like that. So I think that actually, I think that probably would help in that aspect of things. Yeah, looking for little things like that.

Especially you as an educator, very articulate. I'm assuming you're gonna be very attracted to women who are well-spoken and vice versa. So verbal people like you, like me, very conversational people, this is a fun area to explore. And do it gently, you know, she might say something like, the love of my life from the teens, a woman named Alex, who I dedicated my book to, there's a whole chapter about her in my book, her name is Alex, and I remember

I was teasing her about how she pronounced, she couldn't pronounce the word rural. Which is a hard word. She kept saying rule. Like no, it's rural. Rural. It just became a silly little back and forth. And so I'm reading her and you know, you always want to read the room and kind of notice how, oh, is this teasing working? Is she giggling? Is she punching me back? But good naturedly. Or does she like not play with you back? So it's like tease and then kind of notice and watch and see how she responds. And I guess that actually is the next question I wanted to ask about that too.

So if it is something where it's like you make the attempt to tease and you notice it's taken maybe a little bit more poorly than you'd hoped. How do you recover from that? Because I think that's one of my challenges there is being a little nervous to do it first just because I'm not really sure what the reaction is going to be. Yeah, that's a mindset challenge for you. I remember us talking about this before. You want to have the... First, you want to remind yourself'm I'm the boy and it's my job to go first. Yes. To be ready to lead the dating dance. And so don't wait for the green lights to tease and joke if that's if that's authentic to you if that feels like it's Jake. That said so it's just a

little bit about doing the thing that's a little scary. Right. I'm gonna tease her now. Yeah. But but you then said, Oh, but what if it isn't taken well? It kind of depends on what her reaction is. If it just sort of doesn't land, but no big deal, ignore it. And just move on. If she pushes back and says, Hey, that's not funny. Or pushes back a little bit, then fall on your sword and say, hey, that's not funny or to offend. But if her dad is Chad Kroger, okay, maybe. Maybe you find out, oops, then you could just kind of own it. And owning it can actually be pretty attractive because she's like, okay, he screwed up, but he took it and accepted responsibility. So if it's just more like it didn't land type thing, don't even worry about it. Just move on, maybe

try one more time. But if she's like, hey, wait a minute, that's not funny. You go like, you know what? Sometimes I put my foot in my mouth. I apologize. Sometimes I'm not funny. Like that time I've said that many times. Gotcha. Yeah. Great questions. Thank you. Yeah. And I know that you were saying that the teasing was kind of one part of flirting. And I think part of with that situation, and I might be getting in my own head on this a little bit too when it comes to this is like,

I'm thinking it's like, okay, are there certain moments, certain things to look out for? Kind of like what you're saying about the knuckleback. If I'm finding something that I personally don't like teasing about it can be kind of a good way of doing that as well. So like with other forms of flirting, so I know you had sent me a list the other day of

different forms of just like humor and things like that. So if I were to be doing something like sarcasm or something like that, how would that be a little bit different in that term in terms of things like that? Sarcasm, I mean, I'm sure you know what sarcasm is. Oh yeah. Right? It's just saying the opposite of what you mean with a little edge in your voice and looking for an opportunity in the moment

when that presents itself on a date or in a conversation with a woman who you just met. What I like to do, here's a little bit of an advanced move. You can combine sarcasm with a sincere compliment. Okay. These are two flirting tools. It's like crossing the stream in Ghostbusters. Across the streams, it can be extra powerful. And maybe you, I don't know, I'm just, here's a hypothetical. You're on the first date, five, 10 minutes in, you're both getting comfortable with each other. She looks incredible. She's put together. She's really cute, cute outfit. And she says, Oh, what do you think of my outfit? She's probably fishing for a compliment, which who wouldn't I love compliments. And you might give you might sarcastically say something like, oh, you definitely don't look absolutely incredible tonight. You're not the cutest girl here.

And that sarcasm lets her know you mean the opposite. And so you're paying her a compliment and you're having a little bit of that sarcastic edge. So you can give a compliment in a sarcastic way. I told my girlfriend Jess on our first or second date, I said, just so you know, I definitely don't want to see you again. I don't think you're stunning and witty and sexy and cool, and I really don't want to take you out for a third date next Saturday night at 9 p.m.

Made it very clear what I wanted. Oh yeah, definitely. And she likes that indirect fun, bantery humor. So you can use it that way, or you can just use it in an organic moment. As it comes up, like, you know, she's running late for the date, she gets there 10 or 15 minutes late. Parking was crazy. And I don't know, let's say you I know you don't live there. Let's say you live in Atlanta. Yeah, you're, you know, you're like, she's like, I'm

sorry, I'm late. I parking was crazy. Then instead of saying, Nope, no problem. Parking is crazy in sorry, I'm late. I parking was crazy. Then instead of saying, no, no problem. Parking is crazy in Atlanta, which is fine. Nothing wrong with that. But you could sarcastically say, I don't know what you're talking about. It's so easy to get parking in downtown Atlanta on a Saturday night. What are you? What are you talking about?

Maybe a little smile to underscore the sarcasm. So really, anytime you want to say the opposite of what you mean, but with that little edge in your voice that can speak to a woman's flirting channel, make her smile if she likes that kind of communication. Yeah, and come to think of it, as you were talking about that right now, I actually did think about a specific example from a friend. I have a friend that's chronically late. And so whenever she's kind of coming over and she was like oh I'm sorry I like I'm always so late and stuff like that I think I had said to her at one point I'm

like oh no you're totally punctual what are you talking about like I've never seen you get go late to anything. Right yeah exactly perfect yeah and the nice thing about sarcasm and teasing is you can practice it with people who you're not on dates with within reason. No. Choose the right social context. Don't maybe, don't tease your boss too harshly if you don't have that kind of relationship.

But you can tease, bust balls with your friends, use sarcasm and allow it to come out in that authentically expressive way. And yeah, it just adds, it's kind of like, by the way, all these flirting tools we've been talking about so far, especially sarcasm and teasing. I think of these as pepper in a dish of a first date. Or maybe it's salt if she loves the teasing, but it's not the dish. So it's easy to overcorrect and just go on a date and say, I'm going to tease, tease, tease, sarcasm, sarcasm, sarcasm.

Now think of it like pepper or salt. But the dish though is just you being genuine in yourself and present and your best version of you. And then we add some flirting, 10, 20% at most of the conversation is the fun, flirty stuff. Yeah. Gotcha. Yeah.

And so typically, I think I had mentioned to you, I think one more as well that I thought just fit with my humor style, which was just kind of observational humor, which is kind of looking around at different things. I know you gave the one example about the girl putting a whole bunch of sugar in her coffee as one opportunity to point that out. Are there other times where you can think of for yourself where you just noticed something and that was a good opportunity to jump on that? Yeah.

What you're referring to is a really great way to approachach for those first the first opening line when you approach a woman Yes, which is noticing something unusual about the situation and calling it out. Mm-hmm such as The cute girl next to you is put just put six sugars in her coffee and you look to her and say it Oh, I haven't seen you at any of the sugars anonymous meetings. Mm-hmm and and you look to her and say, oh, I haven't seen you at any of the Sugar's anonymous meetings. And yeah, anyway, but in terms of, so that's a great way to break the ice. In terms of a conversation that's already ongoing, like a first date or you're five minutes in to an approach conversation at a bar, at a venue, at a party,

then I really like using observational humor on a first date. And essentially it's about noticing what you notice around you on the date. And it's a great way to collaborate with her and get the two of you on the same team in a sense, in a way that's like togetherness. So the observational humor, it could be as simple as you are on a date, and this is something that happened to me many years ago. I'm on a date with a very attractive late 20s woman.

At the time, I'm pushing 50, late 40s probably, so like a 20 year age difference. And then I observe, a couple of tables away, a couple of seats away on this rooftop bar, another kind of middle-aged dude, mid to late 40s he looked like. He was a silver haired fox. I still got most of my red hair,

but he was a silver fox with a very attractive 20 something woman. And we noticed that. And I said hey check them out look it's our twins our twins are here our doppelgangers were here and we just got to comment on them and talk about them or I was on a date once where you ever been on in a bar at a restaurant more probably more of a bar where there's a couple that's getting way too physically sexual in a public place, like straddling each other.

I was on a date once and that was happening. We were talking about that. So it just can be noticing things around you and, and saying to her, Hey, look at that couple over there or look at that. Look at that. Oh, here's one more thing you can do on a date. You can look at other couples or look at two. Oh, here's one more thing you can do on a date. You can look at other couples or look at two people and try to guess the relationship or where they are. It's like are they married? Are they two hours away from divorce? Is it their first date too? That's a fun early date topic to get the

butterflies out. Just look around you and notice what's going on in your environment and just both comment on it together. So it's not even about being funny necessarily. It's noticing unusual things in your environment and just calling them out and vibing about them. Mm-hmm. You struggle with dating, right?

Sure, you have a good job and cool friends, but you just aren't sure how to flirt, the apps don't work for you, and sometimes women put you in the friend zone. It's frustrating. Hey, I struggled with dating too. As an introvert and a total nerd, I didn't just live in the friend zone, I owned real estate there. But I escaped. Using the dating philosophy of radical authenticity, which I've used to help thousands of men in 17 countries Find love it's what I wrote about in my best-selling book dating sucks, but you don't and Radical authenticity is why psychology today called me the best dating coach in America And now I want to personally help you attract your dream girlfriend

So go to dating transformation calm and book a free call with me. On our call, I'll tell you how my one-on-one coaching will help you find your dream girlfriend and you'll be doing it by flirting with confidence and authenticity. No creepy pickup tricks needed. So go to datingtransformation.com, book a free call today, and let my personalized coaching help you get a great girlfriend. Gotcha. Yeah, and that makes a lot of sense and I appreciate the examples that you gave there

because I think that helps and I'm already thinking because I had mentioned before we kind of started recording the call that I'm doing speed dating tonight for the second time before in my life. And so I was thinking it's like the observational humor might be useful for the speed dating tonight for the second time before in my life. And so I was thinking it's like, oh, the observational humor might be useful for the speed dating because it's in a little brewery bar with like kind of a nice outdoor area. And there's always kind of like interesting things going on there. So I was kind of thinking about like, okay, how can I, how can I use that in those moments as well? Yeah, you can look around you and do the observation of something unusual.

And the trick is kind of like with approaching, you look around the room and just notice what you notice. Yeah. Notice what stands out just 10% different. You know, like I was on a date once and I remember, Hey, look at that guy over there. I thought there's an 81% chance that's John Stamos. God, that looks like John Stamos. I don't think it was him, but it looked like it was, it can be the dumbest thing.

Okay. And, but in a speed dating event, you, that's a great thing to do because no other guy going to the speed dating event is going to be talking about fun, interesting observations that are around you. They're all going to be probably asking the typically boring, get to know you job interview type questions. And some of those are okay to an extent, but you can be the one guy who's more in the present moment, checking in with how you feel, checking in with her, using a little sarcasm, maybe one playful tease. How long are they each date? What's the structure of the speed dating event?

How does it work? So essentially what it's gonna be is I think we start at seven and I think they have a certain amount of tables set up where they'll have the little like conversational cue cards if you need them, like in the center of the table, you'll have your own little cue card that you have your name on it. And then there's also what your interest is age and what you do and

like you can share that with the date if you need to or want to and then I think you have around seven minutes to Talk to that one person at your table and then you move on to the next person then you have another seven minutes just to kind Of have that conversation and kind of so on and so forth. Okay Great. Can I give you three quick speed dating tips? Please. I almost don't want to give you any more than that because less is more. When you go on a date, you want less is more. In a way, you don't want 27 thoughts on a date or a speed date, but I'll give you three

quick ones. Here's some good speed dating tips. The first one would be, and this is good for any date, but you want to do it within seven minutes. Assuming you're attracted or intrigued by this woman. In other words, you would like to see her again. Then look for something about her in those seven minutes that is a trait based thing that you find genuinely charming and tell her what it is before you're done. Whatever it might be. You could say, maybe you might notice her wit, her intelligence, or she has a great taste in music, whatever it might be. Maybe she has an incredible laugh. It can be almost anything as long as it's

not purely physical. And then just tell her what it is. Hey, Rebecca, can I be honest with you? We have like one minute left. You know what's really charming about you? You have the most incredible laugh and you're so present. You're such a great listener. I feel like I just haven't thought about anything else except for these six or seven minutes. This has been great. And you just let her know, Hey, you're, I'm finding you charming. And you're letting her know the person is charming. Mm-hmm. It's not just she's cute. She's pretty which is hopefully she is. Yeah, but yeah, it's that internal if you really want to be bold. This is optional, but if you really want to be bold you could say the word sexy. Mm-hmm. You know, it's really sexy about you.

It's the way you blank. Seven minutes in a speed dating event. I would respect it if that was a little too intense for you. But the very least charming, you know what's really charming about you? Everybody wants to be charming and that'll make you stand out in a very classy gentlemanly way. Second tip would be to, yeah in your case I would say look for one thing to tease. Don't force it if you can help it, but look for one of those surface level fun little behavioral things that we talked about. Whether it's music, movies, TV, or if she says or does something that you could call kind of nerdy or dorky, that's another good fertile area of teasing. It's like, oh my God, you're a secret nerd, aren't you?

Really? You've seen every game of Thrones three times. Oh my god How can you be the cutest girl here and also the nerdiest? It's a woman after that's called a push-pull I just did a push-pull Compliment plus tease together. It's like Two great tastes it tastes great together. It's like Reese's cups So anyway look for a tease that is somewhat organic for you, just for your own progression, Jake. So you're like, okay, now I'm leading first, right? And the third tip, optional, but I love this.

I did this a couple of times on speed dating events back in the day is Break the rules. Mm-hmm. I Assume the way this work will work is you're all gonna check a box or put in a card or something about who you might want To see again essentially. Yeah, I think that's probably how it works Here's what I did once and worked really well. I went to a speed dating event put on by an improv team company So it was very fun a lot of playful improv games When I was first getting into improv and I was just feeling so good and it was going so well with this woman That I said, hey, we have and we have one minute left

But you know what to hell with the rules. I'd love to see you again What's your number? I'm not gonna put in my phone because I don't want to get in trouble. I'll remember it. Go ahead. 917 and It became a fun little a little we're breaking the rules together. Yeah, okay women Generally like a guy who is confident bold and it's okay to bend the rules Get a little bit of bad boy points there if you want So if you really like a girl a woman and you're down to a minute or two left, you could say, hey, you know what? I know I want to see you again. I don't need to fill that card out. What's

your number? I have an amazing memory. What is it? If you want, if you do have a good memory. If you don't, maybe take your phone out. Or as soon as you write it down, you know, put it under the table. It's kind of like you're collaborating, you're being devious together, breaking the rules because you like each other. That's a really fun thing to do on a speed dating event. Okay, yeah, I like those tips, especially the first one about the compliment at the end because I felt like it's like I'll think about it sometimes. Like I can recognize even in certain other situations, like where I'm like I think a compliment and maybe I'll even vocalize it to like somebody else as I'm like kind of talking, but it's like very

rare that I'm like, I think it and then I say it. And so I like that because that kind of gives me that thought of like, okay, I want to remember to do this. Yeah. And make it a, make it a you by a you statement. Yeah. Ad hominem, you know, at the man. I forget. I don't know what Latin Latin what's Latin for at the woman. Let's say to her you hey, you know what's really charming about you. It's the way you blank, whatever the blank might be. And it might feel a little bit risky, like, oh, I'm being vulnerable, I'm putting it out there. But remember, you're complimenting a quality, you're calling her charming, you can't lose. You're going to make her feel better no matter whether she wants to see you again for a date or not. And it's not a compliment about her looks or her body, even though she hopefully is very physically attractive to you. You're complimenting her in herself at least seven minutes worth that you can see, and that makes you stand out because very few men do that

Awesome and with the speed dating too because I can't remember exactly what I talked about in the one that I was in a while ago But what would you say are some like really good? Short conversations to stick to that kind of make you memorable So because I know it's not there's not like a whole lot of time to dive too much into it But what make what kind of conversations can you have you have that make it just an enjoyable seven minutes? It comes back to banter. My definition of banter is light conversation about light topics. And there's a whole episode you might want to look up. Yeah. You, Jake, or you the listener, where I talk about the seven or eight banter topics, food, travel,

culture, movies, music, talking about little stuff. Why do we love Seinfeld, the show about nothing? Because they talk about life things, but in a way that's important to them. That's actually a really nice wavelength on any date, especially a speed date. Remember, she just left work, just like you did. She's been in a logical headspace all day. Her boss has maybe been a jerk to her. She's frustrated with five things at the office. And the last thing she wants to do is have a logical fact-based conversation where you swap information. Yeah. That's what most other

guys will probably be doing at your speed dating event. You want to think, well, what topics would be a nice change of pace from what she's used to but also the the tone the the lightness of it so I like to do things like think Okay, what can I what can I talk about with her? That is? light and also also What's the right word, playful. And so it's, it's more about the way you talk

about the topics as opposed to the topics themselves. And somebody like you, Jake, you're such a articulate social person, partially why I wanted you on my podcast, because you're, you're well spoken, you have the verbal ability to bounce around to different topics. So what I would do is free associate a little bit. Maybe have one, you know what you could do if you get nervous a little bit on dates, you could have maybe one back pocket question to ask any or every woman. A really simple one. Like if you could, I'm just curious, I'm a big movie fan, you might say to her. If you could have any actor play you in the movie of your life, who would it be? Or if you and I could transport anywhere

in the world right now and be in another country, where would we go? You could have something, you can have like a back pocket question if you, just in case you get stuck, like break glass for date question. But otherwise, I would say you allow yourself to just stick to topics that are light, such as food, music, observing things around you. And of course, talking about her and learning a little bit about her. One of my favorite questions to ask a woman on a first date, and you can absolutely have this at the ready today, tonight, is what do you love to do for fun more than anything else? You know, besides have speed dates with handsome men named Jake, trying to throw a little cheeky humor in there. Yeah. But I love asking the question, what do you love to do? Because she's about to tell you something that she cares deeply about. And whatever her answer, you can talk about that topic for many minutes if you want to, because it matters to her.

Awesome. Yeah, I like that. And I was thinking too, and I don't know what your thoughts are on this, I had on my dating profile and I also, I like this question because I think it kind of elicits an interesting response is like, if you could freeze time for a day, what would you do with that time that you had? I love that question. Yeah. One of the categories of banter topics from the previous episode, I haven't memorized my own content, I should.

But one of them, you just reminded me, I think I called it creative what-ifs. Fun what-ifs. What if we could freeze time? That's a great one. You could even use the time constraint of the speed date to have a smooth transition into that. Here we are. We got seven minutes to fall in love. Boy, no pressure, huh? Sarcasm? Fall in love? Flirtatious or even or at least playfully. Oh, speaking of time, oh my god, we only have seven minutes. I'm curious, speaking of time, I'm curious, if you could freeze time, boom, ask your question. Not that you need a smooth transition, but if you want one, that would sound really smooth. It's definitely helpful. Doesn't hurt. Yeah.

And then the other thing, and this probably is with speed dating, I don't know if there would be an opportunity to do this or not, but I was thinking about it as we were talking and we were talking about flirting is the idea of kind of like physical touch. So that's been something like, I've never really been like a very touchy feely sort of person with family and things like that. So it's something that's been very foreign to me. So I've been trying to get a little bit better at it. And so I've been kind of trying to kind of like laying a light hand on my shoulder, on her shoulder, or when she says something funny, or when we're laughing about something together, or kind of like just trying to grab her hand and look at a ring or something like that

when we're talking about that and just little things like that. And I've been noticing it's like, it's something that I have to like consciously think about in order to be able to do it. So it's just like it's just so much in my head that it makes it difficult to just kind of like let it happen naturally. Is that something that you find like just through practice gets a little bit more natural and it's not such a thought? Absolutely. Yeah. It's like anything else in life that's uncomfortable for you. Once you do it, do it an inch more, an inch more, a step more, a yard more, and then your comfort zone grows each time. So it sounds

like you're doing old school classic, the jewelry inspection, the ask her about her ring jewelry. Did you get that from me? I did. Somewhere else. I didn't invent it. I listened to something you had recorded today, but I actually did it like a few months back because I read something and I'm like, oh, this is something that I can do here with that. Yeah.

I hardly invented it, but I always like that tip. My old coach called it the jewelry inspection. Take her hand and go, oh, interesting. This is a cool ring. As you take her hand for a few seconds, what's the story behind this ring? Yeah. Sounds like you're already doing that, which is a good way to kind of small baby step it toward increasing physical comfort doing it. But also, these little things are the right, that's the right measure of touch

early on in a date. She doesn't know you that well. So that's the appropriate amount. But the biggest secret to making touch feel normal and not creepy and good for both of you is simply having a reason for the touch. The reason is, oh, what's the story with this ring? Or that touch of her shoulder when you're expressing yourself. That's an extension of expression, right? You're nonverbal. It's a very normal thing for humans to do. I was on a date once with a personal trainer. And we were talking about working out and her workout, my workout. And I said, make a muscle. I want to see how strong you are. She made a

muscle, you know, I got to squeeze her bicep. I'll admit it, it was just a move. I just wanted to get comfortable because I thought it would be weird or creepy to touch a woman randomly. And it is to do it randomly. It's not creepy or weird to do it with a sense of, it's okay. We're on a date, it's okay to be a little bit touchy. We're humans. But also having a reason for it makes it make sense to her. But also having a reason for it makes it make sense to her as opposed to what I've seen on dates or in bars Which is the the dead fish hand that's just like on her back for no reason Just have a reason for the touch and it all will make sense And then of course as you do it you're in this this goes for every every

Flirting move on a date or every part of a date read the room Yeah for every flirting move on a date or every part of a date, read the room. Notice how she's feeling to the best of your ability and she'll tell you, she'll touch you back a little bit or maybe she won't. And then you might reassess, okay, she's not a big touchy person. Bottom line is, yeah, just keep taking little baby steps and every time you'll get more comfortable. Yeah.

And I'm assuming even with speed dating, if the opportunity does present itself, then it is okay to initiate that form of physical touch as well. Or is it something that it's like, hey, because it is so small, maybe not. It kind of, well, it kind of depends on the setup, but I imagine it's going to be musical chairs style, or you're going to be sitting across from each other or maybe next to each other. But because you only have seven minutes, the only touching I would do in a first date

normally, within seven minutes, probably just a hug. Hello. You probably wouldn't even do that here. I would imagine. Yeah, I don't know. You can read the room. Who knows? But I would say, you know, you could do a little fist bump. Hello, or a fist bump goodbye. That's more playful than a handshake. Don't I don't like handshakes. You're not meeting with your accountant. You're on a date. And you could do a little fist bump. You do maybe do the jewelry inspection. But yeah, there's very little touching is

going to happen in seven minutes anyway. So it's not something I would worry about too much. I would just do a friendly little friendly playful little fist bump if you want to or maybe a high five Okay. Yeah. Awesome. Oh the another one I used to I don't know if you have big hands small hands or medium hands But I used to like to do the hand compare hand sizes I Would look at her hands ago. Oh my god. Look at your hands You have little baby hands Yeah, I'm not saying I'm the biggest person with the biggest hands in the world, but I think

my hands are normal size or slightly above average. So I just wanted to, sometimes I would go, put up your hand next to mine and I would press her palm against mine. I wanted her to feel a little bit, I wanted the physical touch and I also wanted her to feel, oh, big strong man, right? And make her feel like that small feminine person. There were a couple of times she had pretty big hands. And I think I called one man hands, but got away with it.

I'm like, oh, man hands. So that's a risky one. Yeah, but I got away with it. Her name was Sarah. She liked it. But you never know. Your mileage may vary. Yeah.

And so I think that is very helpful. That kind of gives me some ideas of where to go with like kind of like the speed dating tonight and kind of seeing how that works out. I think I just need to kind of do a little more practicing with some of that stuff. And I had one other thing that I wanted to bring up with you as well, just because it's something that I noticed in one of my friends, but I thought that it was really cool how he's able to do this. And I know it's probably more natural for him is charisma. And I can describe it with him with vivid detail. Like when he comes into the room,

he just has like this aura about him essentially, where it's like he's like smiling, having a great time, just like, and when he's talking to you or when you're talking to him, essentially, it just like you feel like kind of a little bit of a, how would I describe this feeling? It's kind of like, comfortable, I guess is the best word for it. You feel like immediately comfortable with talking to him and like even some of his stories, the way he kind of tells the stories always seem to like catch people's attention. And so like, I know like some people just have that very naturally. Some people are just very good at practicing it and building it up. But I think my challenge and I think the reason why I wanted to talk about this with you is

because I feel like sometimes that can be helpful for me when it comes to dating because I don't want to feel so nervous. I want to feel more just relaxed in myself and I feel like that's part of why he comes off that way. And so is there anything, not even just in like how you talk with someone, but how you kind of present yourself body language wise that you feel like is kind of helpful and kind of building that for yourself. Yeah, take up some space, sit up straight. These are very, probably pretty basic things. I'm not inventing the wheel right now. No.

But when I was dating, and I still do this with my clients when I go out as their wingman, helping them approach women, sometimes I'll do demonstration approaches. I'm going to take up space shoulders back. I would say my voice in my body, I want my voice in my body amplified, not necessarily to a 10, but seven, eight, nine. So I'm going to talk with a little bit of, I'm going to check in with my vocal tonality. Have you ever heard of a charismatic person who sounded like this?

Nope. Hi. Hi, I'm Connell. I'm really charismatic? No. Charisma can mean a lot of different things to different people, but there's some commonalities. Charismatic people let their voices be heard. Walt Whitman, I sound my barbaric yawp.

Doesn't mean you yell, but it means you let your voice project. It means sit up nice and tall. Let's say you're seated at the bar for the first date or at the speed dating event. Sit up tall, manspread a little bit. Manspread a little bit. In other words, knees not together, man spread a little bit. Just take up some room, take up some space, and let your voice and body be amplified to a solid seven, eight, nine. And that will inform a lot of your emotions in a positive way. Physiology, and you might know this as an educator,

you're a super smart guy, but the way we use our bodies, physiology for better or worse equals emotions. So if you want to feel good and confident and more charismatic on a date, let it come through your voice, let it come through your body. And if you want to do this little tip, I've done it a million times, my clients do it. Well you're going to be at a speed dating event, so there'll be people to talk to anyway. But one of the things I would do is when I get to the bar, I get there about 10 minutes early and I will grab my phone, which I'm doing right now for

anybody watching this video on YouTube or on Spotify video, and I will have a fake phone call. I will take my phone and I will say, yeah, yeah, just got here. It's 745, this is how my voice sounds. And I'll have a conversation. I want my voice to be at or slightly louder than the baseline noise level of that venue. Because the way a woman would judge your charisma and your overall presence is she's gonna hear your voice. And it happens on a emotional level. She's not intellectually saying

he is or isn't charismatic. She's just feeling it. Yeah. But she's going to hear that unstifled voice. Hey, nice to meet you. I am Jake. What's your name? Versus Oh, hi. Hi. Hi. What's going on? I'm Connell. I said I'm calling you know, that then I'm in trouble. So charisma is a lot of things. I would say it's body and voice first. And then one other thing about charisma, which I think is really a wonderful message for guys, and I want you to hear this as well, which is charisma. There's a lot of different kinds of charisma. There's Tony Robbins on the stage. There's, I don't know, there's young Al Pacino, Godfather 1 and 2 when he's really stoic, smoldering.

Then there's older Al Pacino. Hoo-ah! Scent of a woman, big and loud, right? Both of those Al Pacinos are charismatic in different ways. And there's also different kinds of charisma in dating. So it does really does really come back to, okay, your most authentic self, Jake, will be that version of you. He's loud enough. He's sitting in a way that lets his body feel good. But then you really want to lean into your authentic real self, sharing your thoughts, your personality, your sense of humor. And also combining that with being really present with that woman really actively listening. And all of these things together create a charismatic story and feeling to women,

or at least to women who really vibe with what you're bringing to the table. women or at least to women who really vibe with what you're bringing to the table. So it's really eye of the beholder. So I'll try to remember my own quote here, but I feel like I came up with a charisma, a charisma formula. Basically it's, it's, it's authenticity, always authenticity, because you can't be charismatic trying to be somebody you're not authenticity plus really present Plus I would say Expressing expressing yourself Really saying true real things and that's going to become charismatic to

Women who like your type not woman, but more than enough. Yeah. Awesome. Yeah, I guess probably where some of the challenges is coming from for me there is maybe it is the nerves come to think of it as I'm thinking, because when you're talking about just kind of being more authentic and just being able to speak about

what you like and kind of carrying your voice and things like that, I think thinking back on some of the other dates, probably nerves maybe got in the way a little bit of just kind of just being authentic and being not like, what's the word I'm looking for here? There's like kind of a barrier between me being comfortable on the date. And so it's, I feel like that might be part of the problem there. Here's what I would say. Here's a bonus. I don't want you to have 14 thoughts in your head tonight.

I want you to have two or three at the most, ideally just two. But one of the things you can do increasingly with women and dating and talking to people in general is here's what's charismatic to a lot of people is a full range of expression. When you really like something about what she just said, don't just say you like it, say you love it. Oh my God, I love that you, I love that your first concert was Tina Turner. She's a freaking legend. I love that. Or wait, what? Your first concert was Nickelback? Oh my god, I was really loving you right there. And now I feel like I should ghost you sitting right here. This is over. Can I just rip up these piece speed dating papers? I'm kidding, obviously.

But a little bit of love and hate. A full range of expression, you know, think about think about public public figures who are extremely charismatic to the people who love them, you know, Howard Stern, Joe Rogan, Bill Maher. These are people with very amplified strong opinions. They're not afraid to say I love this and I hate that basically all Howard Stern does every episode is I love, love, love this. I hate, hate, hate this. That makes him really charismatic to his audience. Not that you need to be Howard Stern-like or anything. We can use some of these things that draw people to a voice. And part of the tool here is expressiveness. Let her know what you love, let her know what you hate. Give her strong, authentic, but strong points of view

on whatever the topic is, or at least sometimes, but keeping it still light, because it is a date. And to me, that's part of charisma and making a strong, positive, impactful impression on a date. Being willing to let her know exactly how you feel, good or bad, love or hate, respectful toward her, of course, but also, I'm just calling it like I see it. It's like, what is it about, you know, I quote a lot of movies because I'm a movie nerd, something about that character in the movie who just says the truth,

movies because I'm a movie nerd. Something about that character in the movie who just says the truth, right? Quint from Jaws. You want to catch a shark? Ah, he'll help you catch a shark. He's just like puts it out there. Or big characters in, you know, Al Pacino movies. There's something powerful about somebody just sort of telling it like it fucking is. Yeah, in their own way. That is really charismatic to the right person. So I don't know if that tangent helped you or not But that's where my brain does is even when I even when I'm thinking about the one friend that I was mentioning Like when we're talking and like he's asking you a question He seems genuinely interested in what you have to say. Yes, like his presence is the charismatic guy you mentioned. Yes. Yeah I'm so glad you said that you you under you reminded me of a

Super important point that I should have mentioned a big part of charisma. It's not the loud guy talking at her it's the super attentive guy who's hanging on her every word, yeah, or at least listening to every word and Presence also goes for you too. You want to hear your own words and that's really compelling to other people. I Don't know how well I've done on this coaching call I've done my best and I'll continue to try to help you but I've been Literally hanging in every word you said trying to really in the moment with you and I learned this on in Dating and an improv I learned how to be incredibly present Yeah, and listening

into every word and that makes the other person feel so important. Most of us spend so much of our time like, okay, what am I gonna say next? What's in my head next? And like really getting in that moment with her is, I think that's part of, a big part of creating romantic attraction feeling Projecting charisma because she just says wow This guy is so Present with me right now in the moment and there's something about it I don't know how to define it, but it feels so good and she might say charisma

Yeah, it can be that simple awesome. Yeah, that's really good to know too, because I think it's just something I think I do get very much in my head sometimes, especially with like a first date of like, okay, what do I say next? And what's something that I can do to make her laugh? And I feel like that takes away from me being my genuine self, and actually is counterintuitive to what I'm trying to do essentially. So that's actually kind of good to hear from you as well. So your definition of quote in your head is, what do I say next, right?

Essentially, yes. What do I say next? Oh gosh, like I'm running out of things to say. Oh gosh, is this going to be funny or not? That kind of stuff. So that's kind of like where my brain goes to. Well that comes from an understandable place, wanting to do well, wanting her to like you

if you're looking for love. Nothing wrong with any of those things. At the same time, it can create a paradox of performance, having to have a high bar of performance. And I don't want you performing on dates. No. I want you amplify, I want you expressing and listening and being present, but no performance. And I don't want you performing on dates. No, I want you amplify. I want you expressing and listening and being present but no performance. So lower the bar for how funny you think you need to be. Okay.

Lower the bar for how good your content needs to be. It doesn't need to be good content. You're just having conversations with people. And paradoxically by lowering the bar with practice and being really present. Paradoxically, the funny content, the funny jokes, the wit, all that good stuff, that will happen much more organically by not reaching for it, straining for it. So it's super zen. It's like, okay, if you wanna be funny, witty,

and charismatic, don't try to be funny, witty, and charismatic. Get in the moment with her, because that will bring you to the present moment. And with time and practice especially, oh, I'll notice those little moments of things. Oh, let me tease now. Let me be sincere now. Let me tell a story now. Let me just really listen to her now because, whoa, she's talking about something that's important to her. I want to hear every word. And the right things will come to you. So something I learned both in improv and dating at the same time in my

life was anything I'm planning in advance is not going to be nearly as funny or interesting or powerful as the thing that comes out of that moment spontaneously right then and there with her or in the improv scene and in the case of comedy. Awesome. Yeah I appreciate that Connell. Thank you. I think a lot of spontaneously right then and there with her or in the improv scene in the case of comedy. Awesome. Yeah I appreciate that Connell thank you. I think a lot of this has been really helpful and it's given me some some pretty good tools to be able to work with tonight. I'm excited to try them out. Great here's my last tip and then I'll let you go because I know you got a speed date event to get to.

There's a concept I talk about briefly in my book I call it the essence of the craft which is when we go out to a speed dating event or a night out approaching or a first date whatever it might be it's really easy to have like 47 things in your head. But we don't want 47 things we want maybe one or two. so I learned this from a high a Coach of champion athletes guy who used to coach a rod he coached Luke Donald a former world number one golfer I think he coached John McEnroe briefly Anyway, this coach Jim Fanon is his name. He's like our essence of the craft boil it all down to one sentence

So the one sentence might be here's what I used to use all the time on a first date anyway, I would say here's my essence in one sentence, all I'm gonna focus on tonight is I am going to be, I might ask myself how can I listen, flirt, and express myself. That was one little mantra I had. Another one was, was make her smile and crack jokes because that's very much me. That's authentic to me. Anyway, so feel free to think, okay in one sentence, what's a good little one sentence in cantation to bring to the date? So instead of trying to remember 17 things that we talked about, in a way I'd rather have you focus on just one simple phrase to go, you know what, tonight I'm just gonna I'm gonna be present, tease a

little bit, and have a good time or you know or learn about what makes her special. So I'll leave you with that. Give yourself like a one phrase mantra to try to simplify your head mind so you can be more present and then the right words will come in the right moments. I have no doubt. Awesome. I appreciate it.

Thank you so much. You got it, Jake. All right. Best of luck and shoot me a text tomorrow. Let me know how the speed dating event goes. Will do. Okay. Hang on the line one second. Let me just end this podcast by saying,

thank you so much for listening. You spent an hour with Jake and myself will do. Okay, hang on the line one second. Let me just end this podcast by saying thank you so much for listening. You spent an hour with Jake and myself. And there's a million podcasts. Thank you for being with me. Don't forget your dream girlfriend is out there, just like Jake's is out there. Who knows? Maybe he'll meet her tonight. And she's going to love you. She just has to meet the real authentic you. So until next time, thanks for listening. Bye!