Troubleshooting Your Dating and Relationship Mistakes - Evan Marc Katz Blog: Recent Episodes

Evan Marc Katz

Dating Coach for Smart Successful Women

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I want to challenge that the key to finding love is figuring out your “type.”

It sounds logical. It feels right. And yet, if that approach actually worked, you wouldn’t still be searching. Because here’s the truth no one tells you:

Your type tells you who you’re attracted to.

It doesn’t tell you who’s good at relationships.

If you’re the CEO of your love life, THAT’s what you’re hiring for.

Who is good at being my partner?

That’s where the Big 5 personality traits come in. This is one of the most researched, validated ways to understand how people think, behave, and relate to others.

In other words, it tells you how a man is going to show up when it actually matters.

Let’s talk about what that means in real life.

The first trait is openness.

This is about curiosity and flexibility. A man high in openness is willing to consider new ideas, have real conversations, and grow over time. A man low in openness tends to be rigid, set in his ways, and resistant to change.

If you’ve ever felt like you were dragging a man through emotional conversations while he shut down or dismissed your perspective, you’ve experienced low openness.

You don’t need someone who agrees with you on everything. You need someone who is willing to engage with you.

My wife and I are very different people but we’re both high in openness. Our default is to say “yes” to each others’ requests. You MUST choose a man who says “yes” more than no.

The second trait is conscientiousness.

Conscientiousness is about reliability, responsibility, and follow-through. It’s the difference between a man who says he’ll call and does, and a man who says he’ll call and disappears for three days.

When women tell me they feel anxious in dating, nine times out of ten, they’re dealing with a man who lacks this trait.

I’ve often said that my wife didn’t meet the image I’d built in my mind of my ideal partner. Turns out she didn’t have to. The one thing I know about her is that she’ll ALWAYS do the right thing. She’s honest, ethical, good to the core, and I never have to worry about whether I trust her to do the right thing. Why would ANYONE have a partner they can’t trust?

The third trait is extraversion.

This one is often misunderstood. It’s less about being loud and more about engagement and initiative. A man with healthy extraversion leans in. He asks you out. He expresses interest. He creates momentum.

A man on the low end may be perfectly nice, but he leaves you guessing. You end up doing the emotional labor, initiating plans, wondering where you stand.

Attraction needs movement. Relationships stall when no one is driving.

In my marriage, my wife is very affable, but I’m more extraverted. I’m the one who looks for cool things to do in Los Angeles, makes the reservations, and picks up the check. I’m the one who called my wife every day we were dating – and she never had to call me once.

I don’t judge those who are more passive and content doing nothing; I just think it’s a lot easier to understand the intent of a man who leads your relationship forward.

The fourth trait is agreeableness.

This is about kindness, empathy, and cooperation. A man high in agreeableness is considerate, respectful, and capable of seeing your point of view.

A man low in this trait turns everything into a negotiation or a fight.

If every disagreement feels like a battle, you’re not dealing with a “strong personality.” You’re dealing with someone who lacks the emotional generosity required for a healthy relationship.

I’m thrilled to say I chose a partner whose default setting is to please others – and it’s rubbed off on me over the past 19 years. The best dating advice I can give to men is to say “Yes, dear,” rather than “You’re not the boss of me!”

The fifth trait is emotional stability – a lack of neuroticism.

This might be the most important of all.

Emotional stability is about how someone handles stress, conflict, and uncertainty. A man who is emotionally stable doesn’t spiral, withdraw or lash out when things get hard.

The question isn’t whether challenges will arise. The question is whether he can handle them without making you feel unsafe or misunderstood.

My wife is decidedly less neurotic than I am. I hate that but it’s true. I’m grateful that most of the time, I lead a stress-free life. I’m also conscious of the costs of being with someone on an emotional roller-coaster.

If I could give anyone blanket relationship advice applicable to all sexes: marry someone happy and reasonable. If you choose “unhappy and unreasonable” men, all the chemistry and common interests will not matter.

Now step back and look at what we’ve been taught to prioritize instead. Height. Income. Shared hobbies. Whether he likes dogs. Whether he grew up in the same religion.

These things are easy to see. They’re easy to list on a profile. They’re easy to bond over on a first date. But they tell you almost nothing about how a relationship is going to feel in six months, much less six years.

A man can check every box on your list and still be rigid, inconsistent, passive, combative, and emotionally volatile. A man who doesn’t perfectly match your “type” can be open, reliable, engaged, kind, and steady.

One of those men will give you butterflies. The other will give you peace.

If you want the relationship you deserve, you have to start paying attention to the traits that actually predict that outcome.

If this is hitting a nerve, it should.

Because once you see this, you can’t go back to choosing men the same way.

The only question is what you do with it.

If you’re ready to stop guessing and start choosing better, I invite you to schedule a private consultation with me.

We’ll talk about your patterns, what’s been keeping you stuck, and what it would take to finally create the relationship you deserve.

Love,

Evan

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You’re not struggling because there are no good men.

You’re struggling because you’ve been taught to screen men out before they ever get a chance to show up.

Let’s establish a few things we can all agree upon:

  • 90% of guys out there are not for you.
  • Dating app profiles like Bumble and Hinge offer three prompts and six photos max.
  • The world is highly polarized and many people have bad opinions.
  • You’re busy and you have limited time for dating.

The net result is what we see right now:

You swipe left on 95% of men.
You don’t have enough information to make conversation via text (and neither does he).
You both say generic things to start: “How’s your day? What do you do?”

And because you don’t want to get hurt and don’t want to waste your time, you quickly move into investigative mode.

You’ll scour every line of his short bio to see if you can pick up rhetorical red flags.
You’ll look up his social media to see if he has any “bad” opinions.
You’ll ask him tough, important questions via text, on the first phone call, on the first date, to ensure that he’s compatible with you on the big issues.

I understand the impulse. NO ONE wants to get hurt. NO ONE wants to waste time.

And yet, allowing men to reveal themselves over weeks and months is still the best way to date.

The goal of dating isn’t to eliminate risk before the first date.
The goal is to gather information over time while staying emotionally safe.

We’re not talking about wasting two years of your life on someone who is immoral or incompatible. We’re talking about the normal act of discovery that you use in every single relationship—work, friend, family member.

You don’t hand your future friends a compatibility test before you grab coffee. You don’t give your boss a compatibility test before you take the job.

You spend time together and see how it feels.

Interviewing for red flags is fear-based and ineffective. It assumes that any interaction with someone who is not your soulmate is a huge mistake.

It’s not. It’s part of the process.

You go out with people. You bring your best self to the date. You see how you feel at the end of the date. If you feel good, you go on another date. If you don’t, you don’t go on another date. There is nothing scary about this.

What’s scary is that, by interrogating strangers for incompatibilities before you’ve ever met, you discount the possibility that your screening method may be flawed.

You probably know my example:

I would have passed up my own wife online because she was 3 years older than my (flawed) search criteria. She would have passed me up if I led with demands about how to raise our future kids.

Neither of us did.

Yet, here we are, 19 years later, all because our connection was so strong that I was willing to let go of my preconceived biases.

I know I lean on this example a lot but there are millions of stories like this. 4 of my 5 male cousins and 4 of my 5 best friends from college were Jewish guys who married Christian women. All are still married 20 years later. None would be if they tried interviewing their future wives for red flags right up front.

To be clear: there are some things that can be dealbreakers.

But the more dealbreakers you have, the less likely you are to find a deal.

That’s exactly what social media and other dating experts are encouraging in the social media age. We retreat further into our bubbles, convinced we can only date someone who is JUST. LIKE. US. It’s just not true.

I’m not telling you to hold your nose and marry someone whose views you find distasteful.

I am telling you that the worst way to date is to ask these questions up front in an attempt to rule men out quickly.

I promise: you wouldn’t want some guy ruling you out because you’re 61, or married twice, or don’t agree with everything your political party says.

There are good men out there.

But you won’t find them by trying to screen them out before they’ve had a chance to show you who they are.

If you’re ready to date differently and get better results, schedule a private consultation.

Love,

Evan

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This is a free preview of a paid episode.
https://youtu.be/gCXIOQVhSlE

Click here to join for Lovesplaining for free and listen to our full conversation.

On this coaching call with Cynthia, a 37-year-old living in Paris, we discuss how to navigate dating while moving. In this call, we cover topics such as:

  • How to make the most of her temporary situation and how to use the time to fine-tune her relationship skills.
  • The importance of honesty and open-mindedness when dating.
  • The virtues of allowing your relationships to develop naturally without putting pressure on potential partners.

Whether you’re thinking of moving or have done the long-distance thing before, this episode’s for you.

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This is a free preview of a paid episode.

Thanks for all the amazing questions in this month’s mailbag. I’ve posted them below. You can watch the full video where I answer them all by subscribing on Lovesplaining.

Patty

How many times should we write back and forth on a dating app before the guy asks for a phone number? It seems like some of these guys want to be pen pals.

Joya

If you’re going through a big change like starting a new job, having a health procedure, etc. would it be wise to hold off on dating until you’re settled? Or does it depend and if so, is there a different way one should approach dating if going through things like this to set expectations? When is the right time to have that kind of conversation?

Carrie R

When is it a good idea (or at least not a bad idea) to get back with an ex- boyfriend? Especially if neither party cheated. If you do date again at what point should the “what are we doing” conversation happen? Should women wait for the man to bring it up or should we?

Lu

I am 40, healthy and fit, and have just frozen a few very good quality eggs after a medically smooth but really stressful process. If I was dating someone a bit more seriously, should I bring this up and tell him? I am very mindful of not interrogating a man or putting pressure on him – as a matter of fact, I’ve suffered from the very opposite of that my whole life. But I don’t want men to think I am worthless as a wife and future mother of their children because I am 41 or 42. I need them to know I have very good chances.

Annie M

Something I run into is having a good exchange on an app, exchanging numbers, setting up a date, and then it’s crickets from their end once the date is set up. No further communication or attempt at connection/getting to know me until the date. I get why people do this but it kind of kills the connection for me. Should I be more open to meeting a guy when this happens, or am I right to be turned off by this?

Monica

When does a player realize he wants a serious relationship? Or do they never have one because that’s the point of being a player?

Nathalie

I have a question about “testing the goods” BEFORE making him my boyfriend. I agree with your advice to not sleep with him until he’s my boyfriend if I want a relationship. This has been my experience too. However, I have been finding myself in unsatisfactory sexual relationships, and then feeling shallow for being dissatisfied, when he’s such a great guy otherwise and now I’ve already made him a boyfriend. For example, erectile dysfunction, very small penises, premature ejaculators, 50-year-old men who have sex with the sophistication of a teenager, etc… I’m comfortable expressing my needs and evolving with someone, but some of these things are beyond that. Yes, I could end it then, but that seems so cruel. How do women get around this dilemma?

Estela G.

Where should women meet good quality men outside apps? Is following our own interests enough?

Yvonne

I would like an official EMK opinion about the Burned Haystack Online Dating Method. See Jennie Young Instagram. I found it to be extremely refreshing.

Dana

I’ve seen a lot on social media lately about attachment styles. Is this something that a mental health professional needs to diagnose? From your experience and observations, how self-aware are men and women about their attachment styles and their willingness to address or improve any attachment issues?

Subscribe below to watch me answer ALL these questions.

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💖 Apply to Love U
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This is a free preview of a paid episode.

Click here to join for Lovesplaining for free and listen to our full conversation.

On this video coaching call with Shari, we discuss how she can present herself as cute and sexy without attracting the wrong kind of attention from men. Together, we cover:

  • The delicate balance of showcasing your sex appeal while avoiding potential misinterpretations.
  • Why you shouldn’t worry about the unsolicited criticism of random men.
  • How to write a profile that appeals on multiple levels, including playfulness, kindness, and sophistication.
  • The power of the Love U community in helping women find self-compassion, confidence, and encouragement.

https://youtu.be/WukjzzgIgfc

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You have questions. I have answers.

Thanks for all the amazing questions in this month’s mailbag. I’ve posted them below this teaser.

You can watch the full video where I answer them all by subscribing to Lovesplaining.

Why do men hang around, text, disappear, come back, but never ask for dates? Are these men worth any time and energy? – Janell

You suggest that every woman be the CEO of their own love life. Somewhere there is a male dating coach that probably suggests every man be the CEO of his love life. I know when I have male friends or co-workers talk to me about dates, relationships, etc, I advise them to act more CEO-like because they sometimes come off as desperate. Then you have two people, potentially, that are vying for CEO. Is this problematic? Does there always have to be a CEO and an intern?-Erin

Hi Evan, I listened to a recent podcast that you posted about if you’re not on dating apps, dating weekly, you’re not putting enough effort in and you’re not going to meet your person. I’m on there and, if I have to be honest, I’m hardly attracted to anyone. I work hard on myself. I do a lot of inner work. I know what I want. I also do not want to waste anyone’s time. I don’t want to go out with a guy if I’m not attracted to them. I had that in the past and it won’t work. I feel weekly is unrealistic. – Paula

How can I love an avoidant man that will be there for some situations but not others – but somehow works for both parties by giving them stability and emotional fulfillment? – Estela

How fast is too fast in the early stages of dating? I was thinking my guy was moving slowly in our dating but actually, I feel today it’s perfect. Last night I looked at our first emails and it’s been a lot faster than it felt to me at the beginning. But one of my Love U sisters really got on me this week in a post saying I need to slow down. What looks like a good time frame, Evan? My guy is really being responsive and loving, I feel so happy. I also want to be the CEO and keep an effective-not too fast or too slow-pace for our relationship. – Shari

Where’s the line between communicating your needs/wants vs. trying to mold someone into something they’re not? For example: if you value playfulness but they are more the serious type. I assume personality traits you have to accept, vs. something like wanting to them open car doors for you (simple behaviors), etc. can be communicated. Thank you! – Annie

When you met your wife she was 37 years old, did you ever feel pressured about the issue of children and/or her biological clock at the beginning of the relationship? – Cynthia

After a breakup with an avoidantly attached man 7 months ago, I’m dating intentionally and want to call in an emotionally available man. Even though I’ve done a lot of inner work to heal, when I visualize what I want, I see the face of my ex. Intellectually, I know I need to let go; yet, there is still a part of me that holds on to the hope of creating something different with him in the future. He’s made it clear that he’s “on a different path.” Do you think I can be successful with dating when there is part of me that hasn’t let go? And, what else can I do to fully let go? Or will this come in time. . .? – Cokie

What’s your take on dating divorced men in their 60s who have a ‘victim-like’ story about their ex-wife? They make out that she was of mad/cruel/ controlling. And they paint themselves as the innocent victim of this awful woman. My feeling is stay away unless they have owned their own part in it and done their own inner work. What do you think? – Carol

The guys that I do want to date, and they seem interested, I will ask to have a phone conversation first before we meet. To break the ice and see how we connect first, 90 percent won’t do it? Why? And how do we navigate this? I use it as a screening tool. To see if I want to meet…. I feel if you can’t bother giving me 5 minutes before we meet so I feel more comfortable, then this is a big red flag. Thoughts? – Paula

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💖 Apply to Love U
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This is a free preview of a paid episode.

During this week’s live coaching call, featuring Lovesplaining subscriber, Deb, we explore the timing of re-entering the dating scene when dealing with medical issues. On this coaching call, you will learn how to:

Embrace the reality that there’s never a perfect time for dating, but there are opportune moments to prioritize love.

Recognize the importance of self-care and emotional readiness before seeking a romantic connection.

Understand the value of slowing down and allowing relationships to evolve naturally, even during periods of recovery.

Explore the hidden advantages of vulnerability, which can reveal the true character of potential partners.

Embrace hope and optimism while navigating life’s uncertainties.

Click here to join for Lovesplaining for free and listen to my response:
https://evanmarckatz.substack.com/p/can-i-look-for-love-when-dealing

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🔥 Take my quiz to find love now
💖 Apply to Love U
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You may be surprised by the answer.

Discover how to navigate the complexities of dating in your sixties on this enlightening coaching call with Lovesplaining subscriber Susie. You’ll learn:

  • How dating in your 60s is not that different than dating in your 30s
  • How to identify if you’re behaving like an intern or if you are acting like the CEO of your love life.
  • Actionable steps to break old patterns and pave the way for a fulfilling romantic future.

Click here to join for Lovesplaining for free and listen to my response.

🫶 Subscribe to Lovesplaining for free🔥 Take my quiz to find love now💖 Apply to Love U📷 Follow me on Instagram

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Women have it rough. We can count the ways.

  • Men are rewarded for being direct and confrontational; women are labeled difficult or bitchy.
  • Men are praised for working long hours to support a family; women are told they’re not good enough as mothers.
  • Women are faced with the dilemma of taking off time to become mothers; men are not expected to take paternity leave and fall behind in their careers.
  • You work your way to the top and it’s still an old boys club that underrepresents women and devalues work/life balance for women.

We can go on, and Jessica Grose does, in this article about the pressures high-achieving women face and the consequences they have to bear.

Grose’s piece was motivated by a new movie (which I have not yet seen) called “Fair Play.” The film was inspired by the director’s experience in Hollywood and discovering her “success didn’t totally feel like a win, because of the kinds of men I had been dating — that me being big made them feel small.”

Read the full article on Lovesplaining.

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When you fall in love, your heart does things that... READ POST

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Today I want to share the story of how my little Sister, Daryl, met her husband, Dave.

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Just because a guy is interested in you (or in love with you) doesn’t mean he’s ready for marriage/kids in an accelerated time span. As long as he can ignore your reality, he’s fine.

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Entitled "5 Things Our Judgments of Others Say About Us," it's a useful window into dating behavior, in which we are far more likely to blame the opposite sex for our failures than to see how our realities and experiences are shaped by our beliefs.

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Lori Gottlieb is one hell of a writer. She published her childhood diaries as a book. She's written for the New York Times, The Atlantic and NPR.

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You dated a guy who decided - after much interaction, intercourse and deliberation – that he did NOT want to be with you. Whether that was because of his job, his lack of attraction to you, his feeling that you were not “the one” or a hundred other reasons doesn’t really matter.

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Summer, 2000. I’m out to dinner, in West Hollywood, with the most physically attractive woman I’ve ever dated. We’ve been boyfriend and girlfriend for a few months. She lives with her Mom an hour away and is currently unemployed. I’m a struggling writer with big ambitions and a desire to love and be loved. We’re lonely and dysfunctional but passionate.

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In and of itself, that's not a problem. But if you're attracted to toxic narcissists, it is. If you're attracted to damaged men, it is. If you're attracted to avoidant, non-commital men, it is. Over half of my job is breaking women of their harmful relationship patterns and teaching them to value healthy, functional relationships.

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I am determined to help women find love and acceptance in a romantic relationship, rather than doing the easy thing and giving up and continuing to view the world from the vantage point of that first ego-driven mountain.

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I agree that our chemistry and connection was amazing. I want sex too but I just don’t want men to want me just for sex. What can I do to either change that thought or change the guy?

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It took me awhile but I finally outgrew the desire for butterflies – probably when I realized that butterflies had never been a good predictor of my future.

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We see a lot of this in the comments section - people so committed to the worldview that has led them to being single and unhappy - that when this blog challenges them, the only thing they can do is lash out at a guy who gives free dating advice on the internet.

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Finally, I’ll remind you that a camera only capture what’s actually there. Which is to say that if you look good in a photo, you look exactly that way in real life. Please don’t continue to believe false and negative things about your own looks; it’s disempowering. You may be the cute cheerleader’s friend, but guess what? Guys find her attractive, too!

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Many of you wrote back to tell me how much those lessons resonated – and how painful it is to look back at all the crap you’ve put up with from men. But there’s a big difference between realizing you’ve acted insecure in the past...

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Whether you've ever labeled someone a "10" or are well-versed in the concept of "sexual market value" doesn't matter.  It may be crude and it may be un-PC, but according to a study cited in a  recent Atlantic article, leagues DO seem to exist.

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My sister is a beautiful, smart, and funny 29-year-old woman. She wants to get married and have a family someday, but her problem is that she’s not attracted to anyone.

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Are the vast majority of men really that unattractive?... READ POST

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I love infographics, even when they’re based on silly, not-peer-reviewed,... READ POST

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Since this has already been shared 46,000 times, I wouldn’t... READ POST

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You’ve had enough. You’ve loved. You’ve lost. You have no... READ POST

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Hello, Evan, I have written to you before saying I... READ POST

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Evan, I fall into the majority of divorced women with... READ POST

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Evan, What do you mean by smart, strong and successful... READ POST

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If you (you being the one who wants to find... READ POST

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Hi Evan, I just turned 37. I am very attractive... READ POST

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It recently occurred to me that I have two types... READ POST

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You may have heard of Samantha Brick by now. Her... READ POST

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Nearly 40 percent of U.S. working wives now out-earn their... READ POST

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If you find that your dates consistently don’t go well,... READ POST

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I have a guy friend who is perpetually single. He’s... READ POST

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Dearest Evan, Wow! Thanks for helping me grow! I have... READ POST

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Elizabeth Gilbert, author of Eat, Pray, Love, felt trapped. She... READ POST

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One of the most common things I hear from my... READ POST

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I’ve got a great story that I want to share... READ POST

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Hello Evan. Four months ago I met this guy. I... READ POST

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I am a 56-year-old teacher, and met a nice man... READ POST

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Have you ever been nervous about a first date? Not... READ POST

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It’s a fact that most of us have checklists describing... READ POST

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Hi Evan, I have been enjoying your blog for quite... READ POST

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You’ve been hurt by men before. You’ve been hurt bad.... READ POST

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You ever go out with a guy who is completely... READ POST

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Have you ever gone through a long dating dry spell?... READ POST

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The belief that the future will be much better than... READ POST

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A reader called me up last week to inquire about... READ POST

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Hi Evan, Love your blog. Here’s my situation. I’m 37,... READ POST

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Go on, admit it. You’ve had one or two “you... READ POST

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The one thing I know about you is that you’re... READ POST

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No one wants to be merely average. And, if you... READ POST

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Mulligan or not acceptable? I read your blog daily, have... READ POST

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How can I appear to be a great catch when... READ POST

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Evan, I’m one of those smart, career-oriented, busy women. I... READ POST

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I’m not your usual reader, I’m 18 and I’m not... READ POST

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I have a question that I don’t think you’ve been... READ POST

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I just started going out with a guy whom I’ve... READ POST

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I am a heterosexual woman, but I am finding it... READ POST

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Dear Evan,This is a problem I’ve had ever since I... READ POST

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Let’s face it: we’re hypocrites. We’re not necessarily evil, but... READ POST

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Hi Evan, First I wanted to say that I am... READ POST

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Last week, I resumed coaching with my client Lian in... READ POST

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My girlfriend of 2 1/2 years just put all our... READ POST

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As a dating coach, I serve many roles. Friend. Confidante.... READ POST

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Hi Evan, I’ve been reading your blog weekly for almost... READ POST

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Dear Evan, I lost 60 pounds (hooray!) and physically I... READ POST

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Evan, Just a little confused about this dating thing; why?... READ POST

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A former client emailed me yesterday to say that he’s... READ POST

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Understand the rules of dating according to dating coach... READ POST

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Hi Evan,   I don’t know if you actually have time... READ POST

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Evan, I just read “Why He Didn’t Call You Back”.... READ POST

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Evan, I met a girl online and we are meeting... READ POST

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Evan, A few months back, I met a woman online... READ POST

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I’m a 33 year old, single father with primary care... READ POST

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The New York Times had a story yesterday on their... READ POST

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Dear Evan, I am a 28 year-old single woman living... READ POST

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I hope you don’t find me to sound conceited or... READ POST

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Wouldn’t it be great if people were like computers? Instead... READ POST

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Wow. Where do I start? I’m 42, and have never... READ POST

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If you’re a regular reader, you probably knew that I... READ POST

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I am a 33-year-old woman and I work as a... READ POST

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Dear Evan, Six months ago, I relocated to a new... READ POST

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I’m a 42 year old single mom who is very... READ POST

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The below chapter is not in the new book, but... READ POST