By Invitation Only

Boss Private Coaching Club

8 one-hour sessions every month — 2 a week, live on Zoom.
Directly with The Boss.

$1,000/month

Request An Invitation

Limited membership. Applications reviewed personally.

Private Coaching, In Detail

How it works, and why it’s different.

How It Works

Live On Zoom

8 one-hour sessions every month — 2 a week, scheduled directly with The Boss, any day Monday through Sunday.

Boss Method

Every session is built around communicative and conversational skills — speaking and understanding.

Every Level Welcome

From complete beginner to advanced — sessions adapt to exactly where you are.

Why It’s Different

The Boss Method, One-On-One

The same proven method behind every course — now built entirely around your gaps, your goals and your schedule.

Taught By The Boss Himself

Not a rotating pool of tutors — every session led personally, by the same teacher, every time.

Reads You In Seconds

A few seconds into your first session is enough for The Boss to know what you need and exactly what to work on.

Accepted, Not Purchased

Membership is capped on purpose. Every application is reviewed personally, not filled first-come, first-served.

What Students Say

Real sessions, real results.

I hadn't spoken Italian in forty years and was sure I'd be the exception he couldn't help. He adjusted the pace to exactly where I was from the first session — no rushing, no condescension. Three months in, I'm having real conversations with my cousins in Calabria again.

Richard, 68

Between work and two teenagers, I genuinely didn't think I had the time for this. The sessions fit around my week, not a fixed class schedule, and that's the only reason I've actually stuck with it this long.

Diane, 47

I'd already spent money on apps and a group course that went nowhere. This is different because every minute is mine — no competing with ten other students for his attention. Expensive, yes. But it's the first time I've felt like my money actually bought progress.

Michael, 63

I avoided group classes for years because I hated the idea of stumbling through sentences in front of strangers. One-on-one changed everything — I can be as slow and as wrong as I need to be, and nobody's waiting on me.

Susan, 67

I had three months before moving to Milan for work and needed to actually function, not just pass a quiz. He figured out what I was weak on almost immediately and built every session around closing those specific gaps. I landed and could hold a real conversation on day one.

Jason, 35

I'll admit I was skeptical that “private coaching” really meant him personally and not some assistant. It's him, every session, and you can tell — he remembers exactly where we left off each time.

Laura, 34

Questions

What to know before you apply.

How does billing work?

$1,000/month, billed monthly and renewing month to month. There's no fixed term to commit to upfront.

Can I cancel anytime?

Yes. Cancelling stops all future billing — months already paid for aren't refunded.

How is this different from Live Group Lessons?

The group classes follow a shared curriculum. Here every minute is built around your gaps and your goals — it's a different format, not a smaller version of the same one.

What happens after you apply?

If accepted, you’ll receive an invitation by email.
We’ll agree on your starting date and weekly schedule.
You’ll train twice a week, one-on-one with The Boss.
We’ll focus on the biggest thing holding back your Italian.
As you improve, we move to the next priority.

Request An Invitation

Apply for Boss Private Coaching.

We’ll review your application and be in touch.