LEARN TO
APPROACH
WITH
CONFIDENCE
I'm a dating coach based in New York City. I go out with you, show you the ropes, and help you have real conversations with real people. No scripts. No weird tactics. Just you, becoming more you.
START YOUR JOURNEY →
MODERN DATING
IS BROKEN.
We live in the most connected era in human history, and somehow people have never been more alone. Men have stopped approaching. Women wish they would. And the gap keeps growing.
The desire to connect in person is there, on both sides. What's missing is the confidence and the skillset to actually do it.
THE COACH
BEHIND THE
STANDARD.
I'm a 26-year-old originally from the Bay Area, California — and a lover of the world. Endlessly curious about people, places, and what makes us all tick. I founded an advertising agency that worked with brands like Red Bull, Volvo, and Credit Suisse before selling it, then went on to build multiple technology startups and raise capital along the way. Before all of that, I was a competitive gamer and a musician. Two worlds that taught me more about focus, reading people, and performing under pressure than any business book ever could.
Through all of it, the thing I kept coming back to was people. Every deal I closed, every room I walked into, every pitch I gave came down to the same thing: connection. Knowing how to read a room, hold a conversation, and make people feel something real.
Now I teach that. I meet up with you in person. We go to bars, lounges, and social spots across Manhattan together. I show you how it's done, then walk you through your own conversations, coaching your body language, energy, and delivery as it happens.
I keep my client roster small. Guys at the top of their field who are used to winning everywhere except this. My time is limited, so I choose who I work with carefully. The goal isn't to turn you into someone you're not. It's to bring out the most confident, magnetic version of who you already are.
WHAT CLIENTS SAY
"I'd been on the apps for two years and got maybe three dates. First night out with Jackson, I got two numbers and actually enjoyed the conversations. It just clicked."
"I can close a seven-figure deal without blinking, but I couldn't start a conversation with a woman at a bar. Jackson helped me realize the skills are the same. I just needed someone to show me."
"Jackson has this energy where the second he walks into a room, people just gravitate towards him. He takes that gift and teaches you how to find that same presence in yourself."
"I was skeptical. Thought this would be some pickup artist thing. It's the opposite. He just helped me be more myself, and that turned out to be enough. Dating someone great now."
Join them.
SEE HOW IT WORKS →THIS ISN'T PICKUP.
THIS IS THE OPPOSITE.
WHAT OTHERS TEACH
- Scripted openers and canned routines
- Manipulation tactics and "negging"
- Volume-based approaches. Treat it like a numbers game
- One-size-fits-all systems
- Performative confidence that falls apart under pressure
WHAT I TEACH
- Authenticity. How to be compelling as yourself
- Organic connection. Reading energy, not running scripts
- Presence and body language that draws people in naturally
- Tailored to your personality, your goals, your life
- Real confidence that compounds across every area of your life
Maybe you're looking for a fun night out and want to learn how to meet someone incredible in the moment. Maybe you're ready to find the love of your life and need to learn how to actually start that conversation. Whatever your goal, whether a night of connection or a lifetime of it, I'll get you there. The approach is the same: be real, be present, be you. Everything else follows.
HOW IT WORKS
THE CONSULTATION
We hop on a call and have an honest conversation about where you're at, what your goals are, and what's been getting in the way. From there, I put together a plan that actually fits your personality.
THE FIELD SESSION
We hit the bars and social spots of NYC together. I show you how it's done live, then coach you through your own approaches with real-time feedback on body language, openers, and conversational flow.
THE DEBRIEF
After each session, we sit down and break it all down. What clicked, what didn't, and exactly what to tweak next time. You walk away with clear takeaways and a plan for the week ahead.
CHOOSE YOUR PATH
SINGLE SESSION
One focused evening out. Perfect if you want a taste of live coaching and a solid confidence boost.
WEEKEND INTENSIVE
Two back-to-back evenings of immersive coaching. Great for breaking old patterns and building new instincts fast.
MONTHLY PROGRAM
Four sessions over a month with ongoing check-ins. For guys who are serious about real, lasting change.
VIRTUAL STRATEGY CALL
Not in NYC? No worries. Start with a 60-minute video session to map out your goals and build a game plan.
EVENT WINGMAN
Got a networking event, fundraiser, or industry party coming up? I'll be right there with you, helping you work the room and make the right connections.
EXECUTIVE PRESENCE
Social coaching tailored for founders, execs, and high-performers. Show up stronger at client dinners, investor meetings, and professional settings.
DATE PLANNING
Where to go, how to set the vibe, what to wear. I'll help you plan a date that actually stands out and feels like you.
YOUR PRIVACY IS
NON-NEGOTIABLE.
I keep my client roster intentionally small. This isn't a course or a group program. It's dedicated, one-on-one attention from someone who's built companies, closed deals, and understands what's at stake for people at your level.
Everything we do together stays between us. No social media posts about our sessions, no name-dropping, no case studies without explicit permission. My clients value their privacy, and I protect it.
Trust is the foundation of this work. You need to feel comfortable being vulnerable, trying new things, and making mistakes in order to grow. That only happens when you know your coach has your back, and your confidence.
Spots fill up fast. Don't sit on it.
BOOK YOUR CALL →GOOD
QUESTIONS.
Not even close. This is about becoming a more confident, social version of yourself. No scripts, no manipulation, no weird routines. Just real social skills that make you someone people want to talk to.
Absolutely. Some of my best results have been with introverts. The whole point is to work with your personality, not against it. You don't need to become the loudest person in the room. You just need to feel comfortable being in it.
We meet up, grab a drink, and head to a few social spots around Manhattan. I'll demonstrate some approaches first, then coach you through your own. After, we debrief everything and I give you specific things to work on before next time.
For in-person sessions, yes, you'll need to be in New York (or willing to visit). But I also offer virtual strategy calls that work great as a starting point no matter where you are.
That feeling is totally normal, and honestly, most of my clients felt the same way before reaching out. The consultation is zero pressure. We just chat, and you can decide from there.
Most guys notice a shift after the very first session. You won't be a completely different person overnight, but you'll feel the difference right away. The longer you stick with it, the more it compounds.
REQUEST A CONSULTATION
This starts with a conversation. Tell me a bit about yourself and what you're looking for. No pitch, no obligation. I'll get back to you within 24 hours.
MESSAGE SENT ✓
Thanks for reaching out! I'll get back to you within 24 hours.
READY TO MAKE A CHANGE?
The hardest part is showing up. Everything after that, we figure out together.
Limited availability. Currently accepting 3 new clients per month.
TAKE THE FIRST STEP →