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Dr Robert Glover01 June 2024

Why Most Men Fail To Attract A Quality Woman - Dr Robert Glover - #791

7Frameworks
21Insights

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Frameworks in this episode

Insights & moments

The myth-busts, hot takes, explainers, and tools worth keeping.

Myth Buster· 2

Myth Buster10:30

The Paradox: Trying to Please Women Doesn't Make Them Want You

Glover names what he calls the central paradox of Nice Guy work: pursuing and pleasing women does not make them interested, does not make them like you, and does not make them want to sleep with you. Counterintuitively, dropping the pursuit of approval is what actually makes a man more attractive.

  • Pleasing women, listening to their problems, and hiding your sexuality does not create attraction
  • Not trying to please women tends to make a man more interesting to women generally
  • Women are drawn to a man comfortable in his own skin, living life on his terms, connected with other men
  • Seeking 'This Woman's approval' has to be removed from the equation entirely

Pursuing women and trying to please them doesn't make them interested in you. It doesn't make them like you. It doesn't make them want to…

Robert Glover · 11:00

Actually not trying to please women tends to make a guy more interesting to women in general.

Robert Glover · 11:00
#attraction#nice-guy-syndrome#myth
Myth Buster23:30

It's Not Fear of Failure — Nice Guys Secretly Fear Success

Glover challenges the assumption that nice guys are mainly afraid of failing. He argues the deeper fear is often success itself: rising expectations, more visibility, a brighter spotlight, and loss of control over one's time. This fuels unconscious self-sabotage, like staying messy or never checking one's bank balance, that quietly keeps them from reaching full potential.

  • The biggest hidden fear for many nice guys isn't failure or looking foolish — it's success
  • Success raises the bar, increases visibility, and invites attack, which feels threatening
  • Staying disorganized (messy room, unchecked bank account) is an unconscious way to avoid rising to potential
  • This self-sabotage is rarely conscious — most nice guys don't recognize it as sabotage

One of the biggest fear states the typical nice guy might have isn't fear of failure — it's fear of success.

Robert Glover · 23:30

Keeping things messy around you is actually a pretty good way to not live up to your full potential.

Robert Glover · 24:00
#self-sabotage#fear#nice-guy-syndrome

Hot Take· 2

Hot Take42:00

There's No Such Thing as 'Feminine Approval'

Glover makes a striking claim: unlike the masculine, which has clear, stable standards (hit the target, make the money, win), the feminine has no fixed standard of approval — it's about what's moving in the moment. Chasing consistent 'approval' from a woman is chasing something that structurally doesn't exist, and a man only matures when he stops seeking a woman's love as validation.

  • The masculine world has clear, achievable standards; the feminine does not
  • A woman can adore you in one moment and disapprove the next with nothing having changed
  • Chasing feminine approval is chasing a moving target that isn't nailed down
  • 'A man does not mature until he quits seeking the love of a woman' as validation

Actually, there is no standard of feminine approval. The feminine is not about standards, it's just about whatever is moving.

Robert Glover · 42:00

A man does not mature until he quits seeking the love of a woman.

Robert Glover · 43:30
#attraction#masculinity#validation
Hot Take58:00

"The Real N-Word of 2024 Is Nuance"

In discussing why the public conversation on masculinity flattens into black-and-white takes, Glover jokes that media and social media reward simplicity and punish nuance so severely that nuance itself has become a forbidden word.

  • Media and social media strongly favor black-and-white framing over nuanced positions
  • Glover jokes that nuance has become taboo to even bring up in these conversations
  • This dynamic drives the 'nice guy vs toxic jerk' binary in public discourse

The real N-word of 2024 is nuance.

Robert Glover · 58:00
#culture#media#nuance

Explainer· 11

Explainer00:00

The Core Definition of 'Nice Guy Syndrome'

Glover gives his elevator-pitch definition of the Nice Guy: someone who, at a very young age, inaccurately internalized the belief 'I'm not okay just as I am.' To compensate, he unconsciously tries to become whatever will make people like him while hiding his real needs, wants, and sexuality — which makes him fundamentally inauthentic.

  • Nice Guy syndrome starts with an inaccurately internalized childhood belief: 'I'm not okay just as I am'
  • He tries to become what others want so he'll be liked, loved, and get his needs met
  • He hides his needs, wants, and sexuality to avoid negative reactions
  • This creates a 'not real him' — leading to dishonesty, resentment, and passive aggression

A nice guy is a guy who inaccurately internalized the belief system at a very young age: I'm not okay just as I am.

Robert Glover · 00:00

While he's trying to get laid, he's hiding his sexuality.

Robert Glover · 00:30
#nice-guy-syndrome#shame#authenticity
Explainer01:30

The Telltale Traits of a Nice Guy

Glover lists the core traits that identify a Nice Guy: chronic people-pleasing, seeking external validation (especially from women), failing to reach his potential, a baseline dishonesty he doesn't recognize in himself, and a persistent low-grade depression from feeling he 'should' have the life he wants but doesn't.

  • Core tendency: people-pleasing and seeking external validation, usually from women
  • Nice guys often insist they're 'pretty honest' — which Glover calls a contradiction in terms
  • Failing to live up to one's full potential is a hallmark trait
  • Most nice guys carry a dull, chronic depression: 'I should be happy, I should be getting what I want, but I'm not'

I always laugh when men tell me they're pretty honest. I say that's actually a contradiction of terms.

Robert Glover · 02:00
#nice-guy-syndrome#people-pleasing#validation
Explainer03:30

How a Generation of Tyrant Dads Raised a Generation of Nice Guys

Glover traces a generational pattern: Baby Boomer men reacted against their emotionally unavailable, patriarchal 'tyrant' WWII-generation fathers by softening themselves. But their own sons, raised by these newly 'nice' fathers, absorbed a different lesson entirely — how to avoid upsetting mom — producing an even more compliant generation with no other model of masculinity.

  • Boomer men often rebelled against distant, authoritarian 'tyrant' fathers
  • That generation associated their own nice-guy tendencies with absent dads, divorce, or alcoholism
  • Younger men increasingly say their dad WAS a nice guy who taught them only 'don't piss off your mother'
  • The pattern flips from tyranny to compliance across generations without landing on health

My dad was a nice guy, and about all he taught me about life was don't piss off your mother.

Robert Glover · 04:30

One generation had the Tyrant and the other generation had the compliant.

Chris Williamson · 05:00
#nice-guy-syndrome#fatherhood#generations
Explainer07:30

The Two Flavors of Nice Guy: 'I'm So Good' vs 'I'm So Bad'

Glover explains that nice guys don't all come from the same mold — temperament splits them into two rough categories. The 'I'm so good' nice guy always did everything right; the 'I'm so bad' nice guy rebelled early (undiagnosed ADHD, drugs, dropping out) before a 'come to Jesus' moment pushes him to overcorrect into niceness.

  • 'I'm so good' nice guy: always did everything right, never stood out
  • 'I'm so bad' nice guy: rebelled young, self-destructed, then had a turning-point moment (religion, military, marriage, a death) that flipped him into niceness
  • Temperament (conflict-aversion, easygoingness) also plays a large role, independent of upbringing
  • There's no single origin story — Glover initially assumed there was, but found many paths into Nice Guy syndrome

He's always impulsive, getting in trouble... and then maybe at some point has a come-to-Jesus moment.

Robert Glover · 08:00
#nice-guy-syndrome#temperament
Explainer08:30

Why Every Boy Is Wired to Please Women First

Glover argues the drive to please women starts as pure survival wiring — every infant's caregiver is a woman, so learning to keep her happy is literally life-or-death. Historically, a masculine initiation around age 12 pulled boys out of that world and taught them to face fear in the company of men. That initiation has vanished, leaving men stuck seeking female approval indefinitely.

  • From birth, survival depends on a woman, so pleasing her is a deeply wired instinct
  • Glover had only one male teacher before junior high — modern boyhood is overwhelmingly female-supervised
  • Historically, men initiated boys around age 12, teaching them to face fear in the masculine world
  • Without that initiation, men never learn to stop seeking female approval and validation

From the time we're born, our very survival, our sustenance, our okayness depends on a woman.

Robert Glover · 09:00

There's no initiation to teach them how to go face their fears in the scary world of the masculine.

Robert Glover · 10:30
#masculinity#initiation#child-development
Explainer17:30

Nice Guys and 'Jerks' Are the Same Anxiety Response, Pointed Different Ways

Glover reframes the nice-guy/jerk split as two sides of the same coin: both are trying to manage underlying shame ('I'm not okay') and anxiety about rejection or pain. The nice guy manages it via flight/freeze (avoidance, appeasement); the 'jerk' manages it via fight (aggression). Neither is aware they're doing it, and the fix isn't a midpoint between the two — it's a different plane entirely: self-soothing, assertiveness, and boundaries.

  • Shame ('I'm not okay') and anxiety are the twin drivers behind Nice Guy syndrome
  • The 'jerk' and the 'nice guy' sit on the same fight/flight/freeze continuum — just opposite reactions to anxiety
  • There is no healthy midpoint between the two dysfunctional extremes
  • The real solution is a different plane: learning to self-soothe, be assertive, and set boundaries rather than just managing anxiety

I think they're both in a fight-flight-freeze mode of managing their internal states of anxiety.

Robert Glover · 18:00

I actually don't know where the tipping point is between two dysfunctional extremes — it doesn't exist.

Robert Glover · 19:00
#shame#anxiety#masculinity
Explainer34:30

Why Nice Guys Are Terrible at Receiving Help

Glover unpacks why nice guys struggle to let people do things for them — because having needs feels dangerous and 'less than.' He shares two personal stories: refusing help taking out the garbage until he realized his wife just wanted to walk with him, and leaving laundry folded by a girlfriend on his couch so he could keep feeling loved instead of immediately putting it away.

  • Nice guys believe having visible needs is what causes bad things to happen to them
  • Refusing help isn't generosity — it robs the other person of the joy of giving
  • Glover's 'garbage' story: saying no to his wife's help until he realized she just wanted to be with him
  • His ex-girlfriend's folded-laundry story taught him to consciously let people give

That's the thing about being a bad receiver — it robs people of the enjoyment of helping you.

Robert Glover · 37:00

I'm leaving it out there to remind me somebody loves me.

Robert Glover · 38:00
#nice-guy-syndrome#relationships#vulnerability
Explainer59:00

Why Attraction Requires Polarity: Dominance and Submission

Glover argues attraction cannot exist without polarity — a dynamic of dominance and submission between partners. He describes small, everyday acts of masculine leadership (opening a car door, choosing where to eat, ordering for his wife) as the subtle dominance that creates tension and draws his powerful, independent wife toward openness, versus two equally passive partners who never spark anything.

  • Attraction requires polarity, and polarity requires dominance and submission — however uncomfortable those words are
  • Small consistent acts (opening doors, deciding where to eat) create healthy, subtle dominance
  • His wife is objectively strong and capable but doesn't want to be 'in charge' in the relationship — she wants to be led
  • Without any polarity, two people are 'like two bodies lying next to each other waiting for something to happen'

For there to be attraction, there has to be a polarity, and polarity involves dominance and submission.

Robert Glover · 60:00

You can't have sex without dominance and submission, otherwise you've got two bodies lying next to each other waiting for something to happen.

Robert Glover · 60:30
#attraction#polarity#relationships
Explainer65:00

Why Women Crave Emotional Tension (and Men Try to Kill It)

Glover explains a key gender difference: men want to resolve emotional tension as quickly as possible (hence sports with clocks), while women don't get tired of tension and will even create it if it's absent. He points to romantic comedies dragging out will-they-won't-they plots as proof, and warns that men who rush to relieve a woman's tension — like listening endlessly to her problems — often kill attraction rather than build it.

  • Men are wired to want tension resolved fast (sports now have literal clocks); women are comfortable with prolonged tension
  • If the feminine isn't feeling tension, it gets bored and will manufacture some
  • Romantic comedies protract tension deliberately — which frustrates men watching them
  • There's an inverse relationship between time spent purely listening to a woman's problems and the odds of sex — you become 'her girlfriend with a penis'

The feminine never gets tired of tension. If it isn't feeling tension, it's bored — it will create tension.

Robert Glover · 67:00

There's an inverse negative relationship between the amount of time a man spends listening to a woman talk about her problems and the likelihood he's…

Robert Glover · 70:00
#attraction#emotional-tension#relationships
Explainer91:00

Why Your First Sexual Experience Still Shapes Your Sex Life

Glover explains that because sexuality is the essence of who we are from birth, our earliest sexual memories — whether openly celebrated or hidden in shame — get emotionally 'cross-wired' into how we relate to sex for life. He estimates that for roughly 99.9% of people, that first experience was wrapped in secrecy, guilt, or shame, which explains why sex often feels complicated or difficult well into adulthood.

  • Sexuality is treated as the core essence of identity, present from birth, not something that switches on in adolescence
  • Whether a first sexual memory was celebrated openly or hidden in shame shapes lifelong sexual patterns
  • Glover estimates ~99.9% of people had a first sexual experience wrapped in shame or secrecy
  • This 'cross-wiring' can explain adult confusion about low sex drive or sexual difficulty

For about 99.9% of the people on the planet, our earliest sexual experience was wrapped in shame, in hidden darkness, in guilt.

Robert Glover · 93:00
#sexuality#shame#child-development
Explainer97:00

How a Single Formative Experience Can Rewrite Your Whole Past

Building on a Paul Conti concept, Chris and Glover discuss how formative emotional experiences don't just shape the future — they retroactively rewrite our memory of the past, so a car-accident survivor might insist 'I've never liked driving' even though they loved it for years before the crash. Glover adds that because memory is reconstructed every time it's recalled, there's no such thing as a perfectly accurate memory — what matters is the emotional roadmap it leaves behind.

  • A formative event can reshape not just how we see the future, but our memory of the entire past before it
  • Example: someone in a car accident at 25 may later insist they 'never liked driving,' erasing years of enjoying it
  • Every act of recalling a memory alters it slightly, because we're in a different emotional state each time
  • What matters isn't factual accuracy of the memory but the emotional 'roadmap' it creates going forward

Every time we recall a memory we fundamentally change the memory... an accurate memory does not exist.

Robert Glover · 98:00
#memory#trauma#psychology

Story· 3

Story20:00

Why a Look on Your Partner's Face Can Trigger a 'Dying' Feeling

Glover explains the child-development principle that for an infant, abandonment literally equals death — a wiring that never fully switches off. He illustrates it with his own marriage: when his wife gets a certain look on her face, he feels a surge of anxiety that, at a nervous-system level, genuinely feels like his survival is at stake, even though he consciously knows it isn't.

  • Child Development 101 principle: for every child, abandonment equals death
  • Humans take far longer than any other animal to reach self-sufficiency
  • Even 30 years into his own recovery, Glover still feels his nervous system react to his wife's expression as a life-or-death threat
  • The reaction is an old embodied emotional state, not a conscious thought

For every child, abandonment equals death.

Robert Glover · 20:00

It triggers a really old emotional state that does feel like I'm going to die if this doesn't get better right now.

Robert Glover · 21:30
#anxiety#attachment#relationships
Story45:00

Alain de Botton's Warning: 'He Never Made a Fuss'

Chris brings up an Alain de Botton video about a person whose greatest life achievement, by the end, was that they never caused a ripple or made a fuss — a portrait of the ultimate nice guy. Chris connects this to the idea that a life spent avoiding conflict means never truly earning your own accomplishments, since it was the 'role' you played, not your authentic self, that got the results.

  • De Botton describes people whose legacy is simply that they 'never made a fuss'
  • Chris frames this as the natural end-state of unresolved nice-guy behavior
  • A life built entirely on pleasing others means the accomplishments belong to the persona, not the real self
  • You can end life having made either all the mess or zero mess — both are extremes to avoid

A person whose greatest achievement would be after their death people would say they never made a fuss.

Chris Williamson · 46:30

It wasn't you that earned that — you didn't earn your money, the role that you're playing earned the money.

Chris Williamson · 47:30
#legacy#authenticity#alain-de-botton
Story87:30

'Only the Irrational Behavior Survives' — The Mom Who Stopped Traffic

Chris shares his friend George's concept: what people remember and love about us at a funeral is never the smoothed-over, agreeable version of ourselves — it's the irrational, rough-edged moments. He illustrates it with a story about George's conflict-averse mother stopping her car in traffic to physically break up a street fight, an act everyone will remember precisely because it was irrational and true to her.

  • 'Only the irrational behavior survives' — people are remembered for their rough edges, not their smoothness
  • Story: George's mother, who hates fighting, stops her car mid-traffic to break up two much-larger young men fighting
  • The point isn't the specific action but that authentic, unfiltered personality is what people connect to and miss
  • Glover echoes it with his own example of missing his dog's annoying-but-authentic bark

Only the irrational behavior survives.

Chris Williamson · 87:30

I don't care, I just don't like fighting — no one's fighting.

Chris Williamson · 88:30
#authenticity#personality#story

Q&A· 1

Q&A48:30

Why 'Nice Guy' Problems Get Less Airtime Than 'Toxic' Ones

Chris asks why there's so little cultural conversation about men being too pliable or too nice, compared to the volume of discourse about toxic, immature masculinity. Glover attributes it partly to a decades-long overcorrection against patriarchy that swept up legitimate critiques of nice-guy dishonesty into the broader 'toxic masculinity' narrative, amplified by social media incentives and a vocal minority.

  • Discourse on 'nice guys' tends to still get framed as a subset of toxic masculinity rather than its own issue
  • Glover ties this to an overcorrection against patriarchy that had to swing to an extreme before correcting back
  • Social media algorithms reward the most extreme, most 'toxic masculinity' framed takes
  • Glover believes the discourse is starting to shift as men's-work themes go more mainstream

When women do write their blog articles about nice guys, it is most often how nice guys aren't nice.

Robert Glover · 50:00

The slowest dumb [expletive] on the freeway is going to control how fast everybody can go.

Chris Williamson · 57:00
#masculinity#culture#media

Takeaway· 2

Takeaway76:00

The '5-Minute Timer' Trick for Letting a Partner Decompress

Glover shares a playful but effective tactic from his own dating life: setting a five-minute timer on his phone and giving a partner his full, undivided attention to vent about her day. The bounded, dominant framing of the exercise — rather than open-ended listening — usually lets her run out of steam and shift back into enjoying the moment before the timer even ends.

  • Set a visible 5-minute timer and give total, undivided attention while a partner vents
  • Bounding the listening time (rather than open-ended venting) is itself a small act of loving dominance
  • The partner usually runs out of things to complain about before the timer runs out
  • This helps pull a partner out of a rigid 'masculine' work mindset back into a relaxed, feminine state

You have my undivided attention for five minutes.

Robert Glover · 76:30
#relationships#communication#tactic
Takeaway83:00

'Blurt and Act on Impulse': Killing Tension Kills Attraction

Glover's advice for recovering nice guys learning to date: say the thing you're censoring, act on the impulse you're holding back. He shares how blurting out an unfiltered compliment ('I enjoyed watching you walk away from me') that he feared would 'blow it' actually became something a former partner said she loved months later — illustrating that holding back kills tension, and tension is what creates connection.

  • Nice guys censor themselves out of fear of saying or doing the 'wrong' thing
  • Holding back an authentic impulse kills the emotional tension that creates attraction
  • Glover's own story: blurting 'I enjoyed watching you walk away from me' — feared it blew the date, but she later said she loved it
  • Some blurted comments will 'crash and burn,' but that's the cost of being real instead of curated

Blurt and act on impulse. It's crazy as it sounds, but the truth is it lets them be themselves.

Robert Glover · 83:00

By the way, I enjoyed watching you walk away from me.

Robert Glover · 83:30
#attraction#authenticity#dating