Deep dives
One concept at a time, taken all the way down. The kind of breakdown that makes you go oh, that's why that keeps happening to me.
From the notebook of Conversational Freedom
Get out of your head.
You know the voice. How am I doing? Is this landing? Why did I just say that? Two conversations at once, and only one is with the person in front of you. This is where you fix that.
Work with me directly
The 90-Day Sprint
1:1. Me and you. Twelve sessions, four phases, and the conversations you've been avoiding for years. Everything gets built around your life: your patterns, your rooms, the people you actually have to talk to. By application, because the whole thing gets built for one person at a time.
Apply for the Sprint →
Application first. If it's a fit, we talk.
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The Community
146+ people running the same reps. Deep dives, live feedback, and something specific to go do every week. Try it for a week before you pay anything.
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$27/month after. Cancel anytime.
Sound familiar
“I'm just not a people person.”
Or: I'm awkward. I'm the quiet one. I'm an acquired taste. Somewhere it stopped being a description and became your identity.
A room went badly. Someone said something. You felt like an outcast. You reached a verdict about yourself, and every conversation since has been evidence for it, because you only count the ones that fit.
Hard to fix something when you believe it's your personality.
It isn't personality. It's a verdict, and you were the only one in the room when it was passed.
There are two ways it plays out. The industry only names one.
If the verdict was stay quiet
- Your mind goes blank mid-sentence and you forget everything you know about anything.
- You rehearsed the line, waited for the gap, and let it pass.
- You drive home replaying every word. Every pause. Every moment you didn't say the thing you actually meant.
- I don't want to bother them. It feels polite. It's usually insecurity dressed up as politeness.
- There's a hard conversation you've been putting off for weeks. Maybe months. The longer you wait, the heavier it gets.
If the verdict was fill the gap
- You were on. You were funny. You filled every gap. Then you got in the car and realized you couldn't name one thing about them.
- You don't run out of things to say. You run out of room to stop.
- You're not being the best version of yourself. You're being whatever version you think they want, and you can feel yourself doing it while it's happening.
- Being you is exhausting and nobody would ever guess it.
- You replay it that night and the word you reach for is cringe.
Nobody tells the second group they have a problem. Every book, every video, every coach sells the same story: you're too quiet, put yourself out there. Half the people who come to me are doing the opposite.
You also have a private rule for what counts as a conversation going well. You've never written it down. You just grade yourself against it. We find it in session one, and most people realize the standard was never reasonable.
And you've tried. Videos, books, therapy, Toastmasters, improv, weekends of brute force until you couldn't face it. Long talks with an AI about what you should have said. Awareness, yes. Skill, no. Content doesn't build the skill. Reps do.
You're overeducated and undertrained.
The whole idea, in one word
From the notebook
Con·ver·sa·tion·al Free·dom
noun
the ability to make friends with anyone, anywhere, anytime.
Charisma isn't a personality trait. It's a skill — and conversation is like push-ups. You get better by doing them. Most people hand you content. I hand you a system and send you into the field.
Done well, it feels like magic. It transcends fitness, money, looks. None of it matters as much as your ability to connect with another human being. This is the gym.
Before anything else
We build your map before I teach you anything.
Most programs hand everyone the same curriculum. I did too, until I went back through 70 calls with my own clients and found they weren't struggling with the same thing.
One felt unshakeable travelling and shut down at home. One was at her best with the people who intimidated her, and couldn't open a conversation with anyone. One asked good questions and gave nothing back, until a date told him it felt like an interview.
Telling all three to get more reps would have been right for one.
So the first call isn't a lesson. It's your roadmap. By the end of it we know:
- The exact moment you're here for
- Where it holds, and where it doesn't
- What you've been doing instead
- What's left when you stop doing that
- What the next ninety days look like, in order
And we build it so you'll actually want to do it. Reps that feel like homework don't get done.
You leave the first call with one move to make inside 48 hours. Not ninety days from now. Two days.
We come back to it at session six, and again at twelve. The change is the score.
Why this actually works
Without the foundational principles, the tools are just performance.
Everybody wants the line. The opener. The clever thing to say. And I get it — but if you don't understand how to think underneath the line, you're just performing. People feel the difference instantly. They can tell when you're running lines.
So I don't start with tricks. I start with the principles — how to actually think about a conversation, a room, another person. Get that right and the tools stop being tricks. They become you. That's the whole difference between someone who "knows some techniques" and someone who's actually free in a room.
Here's one, so you know what I mean. Every conversation you've struggled in had the same question running underneath it. Do they like me? It's a question about something you don't control, asked about a person you've stopped looking at. Swap it for do I like them? and everything downstream moves. Your posture. Your pace. What you notice. Whether you're performing. That's session one, and it's a frame rather than a line to use.
A second thing, and it's the one most programs skip. Reps heal the nervous system. Not insight. You already know most of this intellectually, and that's the problem rather than the solution. Your body has to find out it's safe, and the only way it finds out is by going.
One warning about what this isn't. Likable is forgettable. Being agreeable is not the same as being liked, and it's the opposite of being remembered. I'm not here to make you nicer.
Master the principles first. Then the tools are yours instead of a costume.
What happens inside the community
Real conversations. Real feedback. Real action.
Ask me anything
Bring your actual situations. The conversation you're dreading. The person you can't read. The room you keep shrinking in. Ask. Get a real answer.
Live feedback
Post what happened. What you said. How it went. I read it and I respond — so do 150 other people doing the same work. You're not journaling into the void.
Something to go do
Every week there's a specific rep. Not "reflect on this." Go do this. Come back with what happened. That's the whole mechanism.
It's supposed to be fun
You level up through reps, not through watching. Nobody in here takes themselves too seriously. They do the work and have a good time doing it.
Built live, with you
The curriculum is shaped by the people inside it. Your questions. Your field notes. It's a living thing and you're part of building it.
If you've always called yourself one
You're not an introvert. You've got the brakes on.
It's the first word most people reach for. Introvert. Said like a diagnosis.
Some people genuinely are. They recharge alone, they like small rooms, nothing to fix. Most people who say it to me mean something else. They've been quiet long enough that quiet started to look like character.
It isn't character. It's practice. And practice runs both ways.
I don't think of myself as an introvert anymore… I've met so many new people!
Follower · DM
As an introvert, I love how your content motivates me to get out of this stereotype and hone my charisma.
Follower · DM
What people ask for
You don't want to be good at conversation.
Nobody has ever said that to me. Here's what they say instead.
- Never having to think about it. It just flows. No script, no rehearsing the line, no running the tape afterward.
- Walking into a room without the nerves. Not owning it in a loud way. Just being in it, as yourself, without the countdown to leaving.
- One friend you don't have to perform around. Most people have plenty of acquaintances. It's the levelling up that never happens.
- Going places alone. Events, dinners, rooms where you don't already know somebody, without needing a friend as a buffer.
- Saying whatever, wherever. Without the delay while you check it first.
This weekend at a festival, I told a short story impromptu in front of a small crowd of strangers at a fire pit, it was amazing, I made so many friends because of speaking first.
Follower · DM
I coached myself this morning. I was like "what would Dylan say?"
Follower · DM
I trialed a tip at a local market and the type of conversation was really different and I realised that's an area I can improve on and how fun too.
Follower · DM
Sparks the light in me that I've always had to just be authentically myself and the conversation with him has been super flowy. Less about me and more about connection.
Follower · DM
The 90-day sprint
Twelve sessions. Four phases. Me and you.
The community gives you the system and the reps. The Sprint gives you me — watching your specific patterns, in your specific life, telling you the truth about what I see.
Same arc for everyone. What we spend the time on depends on what came back low.
Installation · Sessions 1–3
- 1. Frames: You're Not Auditioning
- 2. Attention
- 3. Permission to Play
We name the rules you've been running and rewrite one. Not smooth yet. Moving. That's the win this early.
Traction · Sessions 4–6
- 4. Student of the Game
- 5. Awkward on Purpose
- 6. Being Interesting
It starts to hold. What you staged in week two happens on its own. At six we re-score the map.
Progression · Sessions 7–9
- 7. Genuine Curiosity
- 8. Warmth
- 9. Tension
Range. The conversations that were off the table, and recovery when one goes sideways.
Integration · Sessions 10–12
- 10. Reading the Room
- 11. The Conversational Expert
- 12. The Field
It stops being something you do. We score the map a last time, and the last session is about what happens when I'm not in your week.
How the week runs. Session, reps, log, session. Twelve times. 45 minutes each, and you leave with two to four reps that have a number on them.
Between sessions I'm your second consciousness. Good, bad, ugly. Text me, voice memo me, send screenshots. A conversation that went sideways on Tuesday is worth more than a clean report on Friday. There is no version of this where you're bothering me.
Before you apply
You can hold a conversation. That was never the problem.
The gap is between who you are in your head and who shows up when it counts.
A friendship went quiet because you never said the thing. You're good at everything else. This is the one that won't come.
You already know if this is you.
If it isn't, don't apply. I'd rather tell you now than take your money.
If it is, that's the ninety days.
The guarantee: show up and do the reps. If you don't feel it, I keep going until you do. Fully refundable. The only thing you're risking is time.
Apply for the Sprint →Takes about 3 minutes. No pitch on the form. Payment plans available.
Who I say yes to
I'm picky, and not about where you're starting.
Someone asked me how I choose. Four things, and none of them are how bad it's got:
- Your heart's in the right place
- You're ready to change
- You're coachable
- I'd enjoy working with you
I spend a lot of time with my clients. It's a big undertaking for both of us, and I want people who bring me life. It makes me a better coach.
They're determined, well intentioned, and usually have a history of getting what they go after. They're just misunderstood. Those are my favourite people to help win.
this is the part that filters
Apply for the Sprint.
Answer honestly. I read every one of these myself. If it's a fit, you'll hear from me to book a call, and that call is about whether this is right for you, nothing else.
The numbers
More people saved it than liked it.
542,401
Saves
14.6M
Views
154K
Followers
89%
Reached are strangers
542,401 saves against 449,214 likes. Nobody saves something they just enjoyed. They save it because they're planning to use it.
KeynoteI've taught hundreds of people how to raise private capital and close more deals
Cast on Netflixyes, that's me. yes, that's a red balloon. long story
Giza, Egyptthe trip where I had dinner with my taxi driver
15 years on the matwhere I learned that reps beat theory every single time
Here's what people say after they actually do the work:
I'm already having way better conversations. More confident and relaxed instead of anxious and rushing to get out of it. For real, thank you.
Community member · DM
As a recipient of this method from a man in a romantic context, I have never felt safer as a woman. That conversation healed me in more ways than I can count. 10/10.
Verified · 162 likes
I used the triangle pyramid thing the other day. It worked — especially the part where you say how you feel about bringing it up. Really disarms.
Framework used in real life, same week
I sent it to my best mate and said hey, love ya. Sorry for not letting him sit in the mud with me.
Friendship repaired, same day
You ever hear something you didn't know you needed and it hits so deep it brings tears? This was that for me this morning.
Unsolicited DM · stranger
Bro you are a real one. This should be taught in school.
Verified creator
I started going out with a goal to compliment five people a day. Especially on the days I wasn't feeling good.
Content → habit change
Walking through the hardest season of my life. Your videos reminded me nice people really are out there. Thankful to feel less alone.
Comment
Who's behind this
I'm not a guru. I'm a practitioner.
I was twelve. New state, new school, and nobody had a reason to talk to me.
I found How to Win Friends and Influence People in my dad's room and read it like a manual. Then I did what it said. It worked. It felt like magic.
A year later I was student body president.
After that I couldn't leave it alone. I wrote down what people did. What landed. What didn't. What worked on me.
The better I got, the more my life opened up.
Confidence? Trainable.
Sales? Trainable.
Dating? Trainable.
Friends worth keeping? Trainable.
Like someone handed me the cheat codes.
I never told anyone. It came out of being insecure, and talking about the skill meant admitting where it came from. So I kept it to myself for over a decade.
Then I taught a couple friends. It worked for them too. I trained a few people on sales, and they made money. I realized this wasn't just something for me. I could transfer it.
Charisma is a skill, not something you're born with. I've quietly obsessed over it for fourteen years. It's taken me around the world, given me friendships I'd do anything for, and somehow landed me on Netflix.
I still replay conversations. Not to pick them apart. Because I'm getting better, and every one makes me one better than the last.
Nobody around me cared about this like I did. So I built what I wished I'd had at twelve.
The community
Less than a dollar a day.
I'm still building this out and the price says so. It locks in while it's this size.
$27/ month · cancel anytime
First 7 days free.
- Deep dives on what's actually blocking you
- A specific rep every week. Something to go do, not think about.
- Post what actually happened. I'll tell you what I'd have done.
- I'm in there daily, and I answer
- New frameworks land here before Instagram
- 146+ people who want to see you win
If it's not for you, walk. If it is, you'll know by day three.
last thing
You've saved enough videos.
The friend you want to make, the opportunity you want to create, and the person you want to date are all on the other side of an awkward hello.
one community · one 1:1 sprint · both start with you