One-on-one mentorship · Boys aged 15–18 · Melbourne

Helping teenage boys
go from directionless
to themselves.

A 6-month one-on-one program that gives your son something no school can: a genuine sense of who he is and where he's going.

Book a free call → See the Program

Who this is for

Your son is capable.
He just hasn't found
his direction yet.

He's not in crisis. He's not failing. He's just drifting — his whole identity tied up in his social life, no real sense of what he's building toward.

He lives for the weekends but can't tell you what he's actually interested in

His confidence is social — dependent on his friend group, not something he owns

Conversations about the future go nowhere — he's capable, but not applying it

He makes decisions based on what's approved of, not what he actually wants

The transformation

By the end of six months

Something that's his

A personal passion or practice he's found and built on his own terms.

Internal direction

He makes decisions from the inside out — not from fear of what others think.

Real confidence

Not social confidence — the kind that comes from knowing who you are.

A forward plan

A written plan for who he wants to be — and how to keep building it.

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About Oscar

He just lived it.
That's the whole pitch.

Oscar is 18 years old. He went to Caulfield Grammar, achieved a 90.45 ATAR, and coaches both cricket and Aussie rules. He knows what it feels like to be a teenage boy who is drifting.

Year 10. New school. No direction. He spent that year trying to fit in until he found something that was his. The transformation wasn't dramatic — it was quiet, private, and built one afternoon at a time. Running. Reading. Spending real time alone. Going from skipping school to becoming someone his whole friend group turns to for guidance.

In Year 11, he ran a semester-long mentorship with a Year 9 student through a formal school program. At the end of it, the student's parents reached out to tell him how much of a difference it had made. That outcome is what led him here.

Caulfield Grammar 90.45 ATAR Cricket coach Aussie rules coach School mentor

The Program

Four phases.
Twelve sessions.

Each phase builds on the last. By the end, he has the tools to keep doing this work on his own.

Foundation

Sessions 1–3

Getting honest. Mapping who he is now and the environment shaping him.

Discovery

Sessions 4–6

Finding something that's his. Exploring passions and building a real practice.

Identity

Sessions 7–9

Unpacking values, the approval trap, and where real confidence comes from.

Integration

Sessions 10–12

Relationships, reflection, and a forward plan that outlasts the program.

Full program breakdown →

How it works

Simple from the start

Get in touch

Send a message — a brief note about your son and what you've noticed. We'll arrange a short call to see if there's a fit.

Complete the intake

Both you and your son fill out a short questionnaire separately. This gives Oscar the clearest possible picture before Session 1.

The program begins

Fortnightly 60-minute sessions, online or in person. Structured but conversational — your son drives where it goes.

Check-ins with you

You receive a brief update after Session 6 and at program close — so you can see the change, not just hear about it.

Common questions

Got questions?
Fair enough.

No. This is mentorship — a structured conversation between your son and someone who's been through the same thing recently. It's not clinical, diagnostic, or therapeutic. If your son needs professional mental health support, Oscar will tell you that clearly. This program is for boys who are capable and drifting, not boys in crisis.

Most boys who seem resistant come around once they realise this isn't a lecture. The first session is deliberately low-pressure — Oscar just asks questions and listens. That said, the program only works if your son is willing to engage. The discovery call is a good chance to gauge that before committing.

In-person in Melbourne is preferred — it's a better environment for the kind of honest conversation this program is built around. Online is available when needed, but most sessions will be face to face.

Boys aged 15–18. The sweet spot is Year 10–12, when identity questions are most active and the window to shape good habits is still wide open. Oscar won't take on a client he doesn't think he can genuinely help — if the fit isn't right, he'll tell you on the discovery call.

There's a check-in with you after Session 6 — halfway through. If something isn't landing, that's the moment to course-correct. Oscar takes this seriously. The program is built around your son specifically, not a fixed script, so it can adapt as needed.

Investment

$2,800

AUD · Full 6-month program

A small number of places are taken each intake to ensure quality. Choose a payment option below to secure your son's place.

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What's included

12 × 60-minute one-on-one sessions, fortnightly

Full client intake (parents + your son separately)

Parent check-ins at Session 6 and program close

Written forward plan at program completion

In-person (Melbourne) or online if needed

For comparison

This programPsychologist

Cost $2,800 total $285/session

Waitlist ✓ Immediate 3–4 months

Peer connection ✓ Yes No

Direction focus ✓ Yes No

Secure your place

Choose your
payment option.

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Helping teenage boys go from directionless to themselves.

Your son is capable.He just hasn't foundhis direction yet.