Episode 77

Why Can’t I Find Men At My Level?

In this episode, Hilary breaks down 7 brutally honest reasons smart, successful women keep dating down—and how to stop.
17 mins
Hilary Silver dressed in a black t-shirt with the word 'AMOUR' and leather pants poses playfully, blowing a kiss against a simple background.

Show Notes

You’ve got your life together: thriving career, financial independence, emotional intelligence, and yet your love life? A hot mess of emotionally unavailable, underemployed, or unstable men. What gives?

In this episode, Hilary calls it like it is: this pattern isn’t about the men. It’s about you. More specifically, your subconscious beliefs, unresolved self-worth issues, and fear of real intimacy.

Hilary breaks down 7 brutally honest reasons smart, successful women keep dating down—and how to stop. From choosing men who need you so they won’t leave, to settling for “projects” instead of partners, she gets to the root of why high-achieving women sabotage their own love lives.

In this episode, you’ll learn...

Episode Highlights:
  • Why you freeze (or flee) when a high-quality man actually shows up
  • How caretaking can be a way of earning love when you don’t believe you’re enough
  • The hidden fears that drive you to choose men who feel “safe” but drain you
  • Why identity work, not another dating strategy, is the real key to change
Episode Breakdown:
[00:00] Why Smart Women Keep Dating Down
[01:25] What “Dating Down” Really Means
[03:10] Reason #1: Feeling Not Good Enough
[05:06] Reason #2: Tying Your Worth to Being Needed
[07:03] Reason #3: Fear of Abandonment
[10:15] Reason #5: Fear of Real Intimacy
[14:29] Reason #7: Dating from Loneliness
[16:03] How to Break the Pattern for Good

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If you’re a smart, successful, high achieving woman,

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but you keep attracting, dating

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or ending up with men who are just not at your level,

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this conversation is for you.

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I see this all the time.

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Women who have their lives together,

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crushing it in their careers, making great money,

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and yet they’re dating men who are unemployed,

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financially unstable, emotionally unavailable,

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or just who have issues.

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It’s not because there aren’t amazing men out there, it’s

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because something deeper is going on, something inside

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of you that’s keeping you stuck in these patterns.

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So today I’m going to give you seven brutally honest reasons

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why successful women date down

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and more importantly, how to stop.

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Welcome Back, lovelies,

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and if you’re new here, I’m Hilary Silver.

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I’m a former clinical psychotherapist turned master coach

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of 25 years, and I’m the founder of Ready For Love.

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We’ve been helping high achieving women create the loving,

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supportive relationships they’ve been dreaming

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of since 2017, all by focusing on the relationship

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that they have with themselves.

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And my approach is radically different

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because it’s not man centered, it’s woman centered,

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it’s self-centered

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because getting everything

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that you want always starts with you.

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If you wanna know more about Ready for Love,

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you can watch my free masterclass to learn more about

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what we do and see if we can help you too.

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I’ll put the link in the description below.

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Dating Down is a term that I created

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and use with my clients who have amazing careers.

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They’ve lived an accomplished life

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and are stable, ambitious, and financially independent.

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Yet the men that they attract

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and often end up with don’t share

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that same level of success.

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They find themselves dating men who are struggling,

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who are financially or emotionally unstable, underemployed

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or unemployed, don’t have the savings

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and retirement that you do all the way to men

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who have problems that you are really good at fixing,

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like addiction issues

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or problems with their ex, that kind of stuff.

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Men who are projects instead of partners

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and ladies, projects are for landscaping.

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Your backyard projects are for work.

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They are not for your love life. Okay?

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So ultimately this means there is an imbalance

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to the mental, emotional

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and financial contribution to the relationship,

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and you, the woman end up doing everything, paying

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for things, being what I call the stabilizer for someone

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who needs stability and it’s exhausting and depleting.

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So let’s dive into the seven real reasons

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behind this pattern, which believe it

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or not, are rooted in your own subconscious beliefs

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and unresolved issues.

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Let’s face it, if you keep attracting

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and choosing partners who bring you down,

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you are the common denominator here, right?

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If there’s a pattern, then you are the common denominator.

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There is something inside of you drawing you to

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that dynamic, and until you are willing

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to have a look at what’s going on,

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your pattern will only continue to repeat.

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So let’s get into it.

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Reason number one, deep down, you don’t feel good enough

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for the good guys in your rational mind intellectually,

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you know you’re amazing and deser and deserving

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and you’re a great catch, but deep in your subconscious

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where things don’t always make sense, there’s

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that little voice whispering that kind of man won’t like you

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where you see him out

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and your initial reaction is, what kind

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of woman would I have to be to get that kind of man?

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So when a high quality, confident, successful man shows up,

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the kind of man that you say you want to be

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with, you shrink.

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You second guess yourself, you get awkward,

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you self-sabotage, you put him on a pedestal

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and see yourself as less than whether you realize it or not.

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That energy pushes him away.

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I know that if I saw you walking down the pier at a boat

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marina, I’d think, Ooh,

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that woman’s getting into the yacht at the end of the dock

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just because of how you look

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and how you move and how you carry yourself.

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But when you get to the end of the dock,

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you look at the yacht and instead turn

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and get into the little dinghy,

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the little fishing boat next door.

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Internally, there is a part of you that doesn’t feel worthy

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or deserving to be in the yacht.

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You internally feel less than or inferior

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because deep down part

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of you feels like you just don’t deserve the yacht.

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Even though you look like you belong on it,

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you don’t feel it inside.

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One woman once told me, I’ll get on the yacht,

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but then once I’m on, I go hang out with all the wait staff.

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That’s the kind of self-concept we’re talking about.

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So if you don’t feel like you deserve to be with

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that caliber of man, even if you are his equal,

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you won’t allow it to happen.

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You will sabotage it.

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He will walk up to you and you clam up, or you get awkward

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or you get insecure or you get nervous or you push him away,

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or you say things that aren’t true for you.

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You turn into somebody that you’re not.

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You’re just not yourself.

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You’re trying to be somebody better than you are

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because you think that’s who you need to be

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or that who you are isn’t enough internally,

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you shy away from those men because of how it triggers you

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and makes you feel not enough.

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And so you go for the men who aren’t at your level,

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they’re not intimidating.

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I know it sounds crazy and none of this is conscious,

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but it is real.

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I hear it every single day from smart women

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who are neurosurgeons and lawyers

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and executives who say they look 10 years younger than they

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are and they have all the great friends in a fabulous life.

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It’s not at all what we would think is actually happening

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inside of her head within themselves,

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but it is so reason number two,

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you don’t value yourself enough.

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If you don’t inherently feel valuable just for who you are,

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then you’ll try to create value

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by turning yourself into a commodity,

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by being someone he needs.

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Women have told me, what value do I bring if I’m not

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doing something for him?

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Dating below your level gives you a role

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or a purpose, someone to help fix, rescue support

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or save, because deep down,

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you don’t feel like just being yourself is enough.

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So instead, you make yourself indispensable,

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you earn your place in the relationship by

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what you do for him.

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Women turn themselves into a therapist, a case manager,

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the business coach, the ATM or the nurse.

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One of my clients gave her boyfriend at the time $80,000

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to help him catch up on his child support.

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And when she no longer wanted to be with him,

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she felt like she had to stay with him

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until he paid her back.

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I could not make this up if I tried. Here’s the thing.

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At first it might feel fulfilling.

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You feel important, you feel needed,

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but over time you don’t feel loved for who you are.

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You feel used, taken for granted, unappreciated,

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taken advantage of, and that’s

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because the entire relationship is built on

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what you can provide, what you can do

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for him rather than just for who you are.

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It’s transactional.

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And deep down, you’ve internalized the belief that love has

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to be earned through service, sacrifice and caretaking.

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It’s a vicious trap.

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But the important thing here is to see

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that you’re doing this to yourself

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and remember that this is what we want.

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We want you to be the problem.

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We want your unhealthy patterns, whatever they are to be

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of your own doing because then you can commit

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to figuring it out and get a different result, right?

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Reason number three, you pick men who need you

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so they won’t leave.

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This is a big one, and while it might sort of seem similar

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to the last, it’s actually different.

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If you have a fear of abandonment,

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you may subconsciously pick men who rely on you financially,

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emotionally, logistically

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because you believe that if he needs you,

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he won’t leave you.

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You are somehow protecting yourself against being abandoned.

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This is when I hear women end up taking care of his kids

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or having him live with her because he’s in between jobs

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or hasn’t settled into something stable

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for himself since a divorce.

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Maybe not having him even pitch in towards the mortgage.

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It’s tough to hear, but if there’s any part of you

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that’s afraid of being rejected

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because you’re not good enough, then dating a man

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who depends on you feels like a guarantee that he’ll stay.

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But here’s the heartbreaking truth.

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These men still leave,

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and even when they don’t, they drain you.

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They take advantage of your generosity

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and they make you feel less loved, less lovable, not more,

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because when someone stays out of need rather than by choice

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out of a place of love, it never truly feels safe

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or secure anyway.

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This too is a transactional relationship

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and it’s a setup for both of you

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to constantly be disappointed.

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He feels he’s never good enough and can’t measure up

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and constantly disappoints you, and he feels emasculated

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and you feel he just can’t give you what you want

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and may even treat you poorly

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because of how he feels about himself.

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Either way, you’re left empty handed.

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Reason number four, your afraid of being found out. Okay?

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This is a really sneaky subconscious one here.

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If way deep down you feel like you’re not good enough,

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then when you are with somebody

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who you think is less than you, it will never be discovered

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that you are the one who’s not enough.

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It’s not a conscious decision. It is completely unconscious.

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It feels safe because he can’t reject you

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for not being good enough.

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Make sense? So subconsciously,

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you’re dating at your own internal level.

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If you think that he’ll somehow discover

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that you’re not worthy or you’re not good enough

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or that you are broken, you won’t date somebody

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who has the power to hurt you by discovering

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that and leaving.

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So you will date somebody quote unquote beneath you

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because you will always be more than him.

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You’ll always be the one with the upper hand.

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You’ll always be more than him, you, he’s less than you.

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And that means you never have to face the scary possibility

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that someone could truly see your flaws

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and all of the things that make you not enough and

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and then ultimately decide

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that you’re not good enough for him.

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I know it’s really tricky,

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but again, it is super subconscious

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and happening beneath the surface.

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Reason number five, you’re actually afraid of getting

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what it is that you want.

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You say that you want love

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and you think that you want a committed,

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healthy relationship with intimacy and passion and trust

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and deep connection emotionally,

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but deep down it terrifies you

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because real intimacy means being vulnerable.

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It means being seen, letting someone in,

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and that is so much scarier than dating someone who’s

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emotionally unavailable because if you never really have

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to let love in, you can’t get hurt.

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This is why some women repeatedly choose men

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who aren’t capable of deep connection,

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if he’s emotionally unavailable.

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You never have to face your own fears of intimacy,

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rejection, or abandonment.

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So you intellectually think, I want this amazing love.

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I want the fairytale. I want the romance.

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I want this amazing partnership.

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I want to be seen and witnessed and valued.

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I want my true equal.

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I want love in all the ways I wanna be seen and adored

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and cherished and valued.

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But in order to have that, you have to let someone see all

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of you, and that actually scares the s**t out of you.

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So when you pick men who aren’t capable of adult, mature,

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healthy intimacy, then by default you don’t have

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to be vulnerable yourself.

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You’re avoiding a situation where you’re required

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to be transparent and visible and face potential hurt.

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And here’s the truth about this.

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You may be picking men who are emotionally unavailable,

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but you are also emotionally unavailable,

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avoiding emotional intimacy and connection,

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but it looks like he’s the problem and all of your friends

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and family and social media,

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and even your therapist will tell you he is the problem.

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So I’m really glad we’re here today having

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this honest conversation.

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Reason number six, you want to feel safe and in control.

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Dating down can make you feel powerful and in control.

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If you are with someone who needs you, you feel

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that you hold all the cards,

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but really it’s an illusion of control.

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You deep down think that dating someone who’s not at your

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level means you can just relax

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because you think you won’t be judged

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or you can’t get controlled

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by him if your hand is on the button.

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So it could be that you have a pattern

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of shrinking yourself, losing your autonomy, giving in,

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allowing someone else’s needs or opinions or wishes

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or their agenda to eclipse your own.

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And by being with someone not at your level, you,

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you subconsciously aim to prevent this from happening.

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Or it could be that you only feel like you can be your true

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self with a man who isn’t your equal

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because he won’t judge you or reject you.

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And if he does, it just doesn’t matter as much.

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When you don’t admire

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or respect this person, when you don’t have high regard

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for them, you’ve got nothing

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to lose when you really don’t care so much, right?

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Whereas a man at your level will trigger all

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of your naugh enoughness

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and you don’t feel like you can just be your true self.

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If you have a belief that you have to be perfect

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to be loved, then picking a man

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who is clearly not perfect means, ah, I can relax

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and I don’t have to be perfect either.

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But here’s what actually happens.

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You end up wasting years on the wrong men, feeling unseen,

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unfulfilled, and even living with your own truth,

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that you are lukewarm.

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You’re just half in and half out emotionally.

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You’re not all in

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because you know deep inside he’s just not your person.

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You know he’s not your guy, and that you’re settling.

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Finally, the last super subconscious reason that you end up

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with men who are not at your level.

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You are lonely. You are starved for love and attention.

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You’ve been in a love desert, deprived and parched.

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Deep down you have low self-esteem.

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And so you’re easily flattered that this man who’s handsome

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or you have chemistry with or who compliments you

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or gives you just the right amount of whatever it is

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that you’re needing has you sucked in.

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This is when you become not just a magnet for love bombers,

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but a target, a sitting duck.

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You are blood in the water for the sharks.

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This state of being is a vibe.

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So you end up taking what you’re getting

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rather than getting what you want.

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You’re not actually doing the picking at all he is,

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and he picks you so you go along with it.

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You’re only interested in him

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because of his interest in you.

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And of course he’s interested in you.

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You’re amazing, even if you don’t fully

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acknowledge this deep in your soul,

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and at first all this attention makes you feel so good,

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but then it doesn’t.

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And once you’re in and you do care about him and

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or he’s come to rely on you, it can be very hard to leave.

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So the bottom line, our relationships are a mirror

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and like attracts like,

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and the universe does not give us what we want.

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It gives us who we are.

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So if you are dating men who are not at your level,

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it is a reflection of something deeper inside of you

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that this is how you feel about yourself deep inside,

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despite all your outward success, you are the problem here.

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And that is the best news I can give you.

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Because if you are the problem,

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that also means you are the solution.

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The only way to stop all of this stuff, all these patterns,

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is to work on this relationship with yourself, to change

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what you think and believe about yourself, to relate

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to yourself in a whole new way at the deepest subconscious

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level so you can show up with a new energy and vibe,

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and then make better choices for yourself.

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Identity work is the gateway to everything that you want.

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It always starts with you.

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This is what we do in the Ready for Love program.

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We are the leading longest running and most successful

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and sought after programs in the world

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for high achieving women who are ready

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to change their patterns for good, who are committed

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to doing the work, investing in themselves,

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and finally getting the love they deserve.

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I’ll put the links in the description

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so you can check it out.

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And if you like this video, please give it a thumbs up

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and share your thoughts with me.

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Thanks for being here. I’ll see you next time.

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