Oliver Cowlishaw
On this channel, I help single men stop people-pleasing and finally build the confidence to attract and keep a healthy long-term relationship.
Through practical tools, psychology, and real-world challenges, you’ll learn how to:
✅ Break free from approval-seeking
✅ Build rock-solid confidence and self-respect
✅ Communicate with clarity and masculine leadership
✅ Attract high-quality women who value you
✅ Create lasting, healthy, and passionate relationships
Subscribe now and start your journey from Nice Guy to Confident Leader.
Oliver Cowlishaw
What is your Nice Guy score? (take the quiz in the comments and find out)
1 week ago | [YT] | 7
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Oliver Cowlishaw
Single men, this is for you.
If you’re reading this, chances are you’re a Nice Guy.
You might think that’s a compliment.
But in dating, being “too nice” is one of the fastest ways to kill attraction.
If you keep ending up in friend-zones, short pointless flings, or with women who walk all over you…
Chances are, you’ve got hidden Nice Guy habits sabotaging you.
That’s why I created this free quiz.
In just 2 minutes, it will reveal your blind spots and show you exactly what’s holding you back plus how to fix it.
What You’ll Discover:
✅ Your Nice Guy Score (20–100) and what it means.
✅ The habits, behaviours, and fears that silently kill her attraction.
✅ Your #1 focus area for the next 7 days (confidence, boundaries, flirting, leadership, or self-worth).
✅ Simple actions you can take this week to start turning it around.
Take the quiz now and get your personalized results instantly.
www.olivercowlishaw.com/free-quiz/
1 week ago | [YT] | 14
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Oliver Cowlishaw
Are you an introvert or an extrovert?
1 week ago | [YT] | 13
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Oliver Cowlishaw
Finish the sentence...
"Right now, I am…"
2 weeks ago | [YT] | 12
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Oliver Cowlishaw
Be honest ... which one holds you back the most?
1 month ago | [YT] | 13
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Oliver Cowlishaw
I’m running a live workshop for the men who are done being the “nice guy”.
If you’ve ever felt like you hold back your truth, get overlooked, or end up in situations where people (especially women) don’t take you seriously… this is for you.
We’ll spend 2 hours together digging into:
- Why your inner "nice guy" exists and what created him.
- How to release the root causes of "nice guy" syndrome.
- Assertive communication without guilt
- Becoming a social leader vs an approval seeker
📅 Sunday August 17th
📍 Live on Zoom (Replay available)
🎟 £47 – 20 spots maximum
I want this to feel like a turning point for you ... a space where you drop the mask and start leading your life.
Reserve your spot here: www.olivercowlishaw.com/live-workshop/
1 month ago | [YT] | 36
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Oliver Cowlishaw
For as long as I can recall, I've harbored an inner intensity that I've struggled to tame.
A men's retreat in Ireland recently changed everything.
I was called into a ritualized boxing match.
Quietly, I was nervous.
Being in a fight with 100 people watching is an act of deep vulnerability.
But instead of shrinking, I finally met the part of me that's unapologetically dominant.
It wasn't shamed.
It was celebrated and respected.
And that experience changed me forever.
I vow to never stifle my fire again.
I'll master it, but never extinguish it.
The water's off.
Watch me.
OC
1 month ago | [YT] | 77
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Oliver Cowlishaw
The other day I had a conversation with one of my favourite people on the planet.
Entrepreneur and porn addiction recovery specialist, Shane Melaugh.
We cover:
Why martial arts is essential for men
Our own people pleasing horror stories
How to communicate your desires with women
Why people pleasing is devastating to a man's confidence
And much more.
If you're a nice guy, struggling with people pleasing, give this a watch.
https://youtu.be/WdmhzK26qOc?si=sv96W...
1 month ago | [YT] | 5
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Oliver Cowlishaw
Finish the sentence:
"My true self is a lot more ___________ "
(add your own comments below)
2 months ago | [YT] | 12
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Oliver Cowlishaw
For as long as I can remember, I’ve felt a demon inside me.
Rageful, fierce and doesn't take any shit.
It craves combat, challenge, and the ecstasy of chaos.
But as a boy, I was told not to be angry, aggressive, or intense.
So I buried it and became “Mr. Nice Guy” ...
An agreeable, people-pleasing, “wouldn’t hurt a fly.” type.
On the surface, I was calm. But inside, I was dying as decades of rage suffocated me from within.
A few weeks ago, at a Sacred Sons immersion, I finally let that wild man out.
I roared, growled and got face-to-face with a brother, staring into his soul with fire in my eyes.
When it ended, my body relaxed in a way I hadn’t felt in years.
Since then, I’ve been walking taller, speaking slower, moving with more intention.
And my heart aches for the men who have this wild man locked away.
Domesticated, suppressed and emasculated.
This is the state of modern man.
One day, I pray we live in a world that can hold a man’s intensity. With boundaries, yes, but without shaming him for it.
This is part of my mission.
To awaken the inner wild man in myself and other men.
The world will be better for it.
OC
2 months ago | [YT] | 88
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