Velvet Rope Playbook

There’s a little place on the Upper East Side called Velvet Jack’s.

No website. No phone number. No way in—unless you already belong.

It’s the same principle that fuels every high-net-worth deal, luxur…

Fast Freddie Fontana was burnt out.

Cocktail hours, mixers, endless handshakes… and nothing to show for it.

👉 He had the business cards.

👉 He had the LinkedIn connections.

But the one thing he didn’t hav…

There are two kinds of people in this game:

Those who wait for an invitation…

And those who walk in like they belong.

Here’s the truth:

👉 High-net-worth clients don’t hand out invitations.

👉 The powerful …

Some handshakes? Forgettable.

A quick grip at a networking event. A bland introduction at a meeting.

But the right handshake?

Can change your entire career.

Today’s story is about Louie Calabrese—a finan…

Here’s a quick question:

Who asks for discounts more—people with real money… or the ones barely scraping by?

If you’ve been in business long enough, you know:

👉 The nickel-and-dimers haggle.

👉 The wealth…

It’s July 4th—the grills are fired up, the fireworks are flying…

But today’s not just about hot dogs and sparklers.

We’re talking about a different kind of independence:

👉 The freedom to control your bu…

Two agents. Same start. Same market.

Very different endings.

Today’s episode is the true tale of Scrappy Benny Flowers—still grinding for commissions—and Victor “The Sable Fox” Lupo, who quietly domina…

Most people think image consultants… pick out clothes.

But in elite circles? The best ones shape perception, command status, and open doors money alone can’t buy.

Today’s story is about Simone Winters—…

There’s one question that makes most professionals crumble in front of wealthy clients:

👉 “Why should I pick you?”

The panic sets in.

The over-explaining starts.

The client smiles politely… and your deal…

Ever walk into a room full of wealthy, powerful people… and feel like you’re one wrong move from getting kicked to the curb?

That feeling? It’s real. And it holds a lot of smart professionals back fro…

Working with the wealthy isn’t always champagne and private jets.

Sometimes? You run into the ones who think money means power—and that power gives them permission to treat you like you’re lucky just …

Let me tell you about a guy named Easy Vincent—the kind of man who could sell a penthouse to a monk and convince him it was part of the monastery.

Vincent didn’t have the pedigree.

No trust fund.

No Ivy…

You can have the polished website.

The fancy credentials.

The glowing testimonials.

And still—wealthy clients politely pass you by.

That’s exactly what happened to James.

In today’s episode, you’ll hear h…

Ever walk into a room and feel like you're one wrong step from being exposed?

That’s imposter syndrome—and it’s one of the biggest silent killers of success when it comes to working with the affluent.

…

Who’s really stopping you from landing affluent clients?

It’s not the wealthy.

It’s not your résumé.

It’s not your lack of a Rolex or a yacht club invite.

👉 It’s you.

In this episode, you’ll meet Cadillac…

Ever overthink every word when speaking to a wealthy prospect?

Talk yourself in circles trying to impress?

Yeah—most professionals do.

And it costs them the deal.

In today’s episode, you’ll hear the stor…

If you're a real estate agent, consultant, advisor, or entrepreneur trying to attract high-net-worth clients, there’s something you need to know:

It’s not about credentials.

It’s not about perfecting y…

Worried about coming across as “too salesy”? You’re not alone. In today’s episode, we dive into one of the most dangerous fears that holds professionals back from landing high-net-worth clients: the …

Ever freeze up when speaking to a high-net-worth client—worried you’ll say the wrong thing, get judged, or not “sound smart enough”? You’re not alone. Many professionals fall into the trap of thinkin…

Ever walked away from a deal because you assumed the wealthy client was already locked up by someone else?

“You’re too late.”

“They’ve been with that advisor forever.”

“They’d never switch.”

Wrong.

Becaus…