Dear Cindy, Can I Come Over? logo
Cindy Gallop reclining on a red sofa with an oversized gold alligator.

A paid-subscriber open house

Dear Cindy,Can I
come over?

You’ve read her. Now come over. Join Cindy Gallop at the Sky Apartment for cocktails, candid conversation, and a very different view of New York.

November 14, 2026Midtown Manhattan

Become a paid subscriber

80 places. Invitations confirmed separately.
Paid subscription lets you request an invitation; it does not guarantee attendance.

An iconic apartment.
An even better host.

Cindy is opening the doors to the Sky Apartment for the people who support Dear Cindy. Come for a glimpse inside. Stay for the conversations you’ll be talking about long after you leave.

Cindy Gallop on a rooftop, hand on her hip, looking out over the Manhattan skyline.
Cindy Gallop seated on a white outdoor sofa on the Sky Apartment terrace, with Manhattan buildings behind her.
Cindy Gallop reclining on a white terrace sofa, with the Empire State Building visible behind her.
Cindy Gallop relaxing on the Sky Apartment terrace beside a white sofa, greenery, and illuminated steps.
Cindy Gallop in a white dress on a red sofa, photographed by Dorie Hagler.

For the questions
you actually have.

Work. Money. Sex. Relationships. The things you’re figuring out, and the things you wish someone would say out loud.

Dear Cindy is Cindy Gallop’s corner of Substack for candid advice. Become a paid subscriber to support her work, then request an invitation to take the conversation offline.

Get to know Dear Cindy

First, subscribe.
Then, say hello.

80 places for a gathering at Cindy’s home. Each invitation is confirmed individually.

  1. Become a paid subscriber

    Choose a paid Dear Cindy subscription on Substack. Already paid? Go straight to step two.

    Subscribe on Substack

  2. Request your invitation

    Use the same email as your paid subscription so the team can match your request.

  3. Watch your inbox

    Requests are reviewed. If confirmed, you’ll receive a separate invitation with the address and arrival details. Your request alone is not a confirmed place.

A few things
before you come over.

  • Does subscribing guarantee a place?

    No. A paid Dear Cindy subscription makes you eligible to request an invitation. With only 80 places, attendance is subject to review and availability. Please wait for your separate confirmation before making travel plans.

  • I’m already a paid subscriber. What do I do?

    Request an invitation using the email associated with your existing paid subscription. You do not need to subscribe again.

  • When and where is it?

    November 14, 2026, at the Sky Apartment in Midtown Manhattan, New York. The event time is forthcoming. The private address and arrival instructions will be shared with confirmed guests.

  • Is there a guest review?

    Yes. Because this gathering takes place in Cindy’s home, all invitation requests are reviewed, including background screening. Any additional information or consent needed for screening will be requested privately.

November 14 / The Sky Apartment

Join the
Dear Cindy Party

Become a paid subscriber

Invitations reviewed and confirmed separately.
Subscribing does not guarantee attendance.

Proudly sponsored by

Happily

Happily helps visionaries bring communities together by producing events from URL to IRL. We are proud to sponsor Dear Cindy and this unforgettable experience of visiting The Sky Apartment.

Learn more at teamhappily.com

Proudly sponsored by

Cellar Dominatrix

Cellar Dominatrix is a female-founded, small-batch California wine brand bringing irreverence and unapologetic pleasure to the world of fine wine.

Learn more at cellardominatrix.com