About — The Sixteen Club

Friends raising wine glasses at a quiet evening gathering

How It Started

An answer to the decade-long waitlist

Oakville has never lacked for private clubs — it has lacked one built for how families actually live now. The established institutions ask for patience measured in years and a facility measured in acres. We asked a simpler question: what if the membership itself was the asset?

The Sixteen Club began with ten founding families, deliberately drawn from different corners of the professional world — law, medicine, engineering, technology, and business ownership among them — who agreed to help build something rather than simply join it.

What We Believe

Curation over acreage

Three ideas guide every decision we make, from who joins to what we host.

Trust before scale

Every member is known to us before they are known to each other. Growth follows referral, never advertising.

Family and career, equally

Most clubs choose a lane. We built two programming tracks on purpose, so no part of a member's life goes unattended.

Presence over property

We spend on the evening, not the mortgage — partnering with the city's best venues rather than maintaining our own.

Oakville lakeshore in early evening light

Why Oakville

A city that already keeps things quiet and close

Oakville and its surrounding communities hold one of the country's highest concentrations of established, private, unshowy wealth. What was missing wasn't money — it was a room built specifically for the people who already have it, and the referral, not the ad campaign, that gets them there.