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The Conversations that never leave the room

A HiBob x 5 to 9 Society Dinner | New York City

Where honesty meets leadership.

Behind every big decision, every polished announcement, every “everything’s fine” — there’s a quieter story that rarely gets told.

Join HiBob and the 5 to 9 Society for an intimate dinner where senior leaders step away from the spotlight to talk candidly about what leadership really feels like today — the parts that don’t make it to LinkedIn, but define the way we lead, build, and grow.

This isn’t a panel or presentation. It’s an open, honest exchange between peers — a space where listening is valued as much as leading, and where real connection begins with candor.

📅 Tuesday, November 18, 2025 | 6:00 – 10:00 PM
📍American Cut — 363 Greenwich St., New York, NY 10013


What we’ll explore

Each conversation opens the door to a topic we all know, but rarely discuss out loud:

  • Silent Exits at the Top – When leaders disengage, who notices?

  • The Shadow Side of High Performance – Balancing brilliance with burnout.

  • The Politics of Truth – Creating spaces for honesty without chaos.

  • The Vanity of Purpose – What truly motivates people at the top.

  • The Era of Executive Loneliness – Why connection still matters most.

Leadership today is complex, human, and often isolating. This dinner is a chance to share what’s usually left unsaid — to learn from each other’s stories, spark new thinking, and leave with a renewed sense of purpose and connection.

At HiBob, we believe the best workplaces start with real conversations — even the hard ones.

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Where honesty meets leadership.

Behind every big decision, every polished announcement, every “everything’s fine” — there’s a quieter story that rarely gets told.

Join HiBob and the 5 to 9 Society for an intimate dinner where senior leaders step away from the spotlight to talk candidly about what leadership really feels like today — the parts that don’t make it to LinkedIn, but define the way we lead, build, and grow.

This isn’t a panel or presentation. It’s an open, honest exchange between peers — a space where listening is valued as much as leading, and where real connection begins with candor.

📅 Tuesday, November 18, 2025 | 6:00 – 10:00 PM
📍American Cut — 363 Greenwich St., New York, NY 10013


What we’ll explore

Each conversation opens the door to a topic we all know, but rarely discuss out loud:

  • Silent Exits at the Top – When leaders disengage, who notices?

  • The Shadow Side of High Performance – Balancing brilliance with burnout.

  • The Politics of Truth – Creating spaces for honesty without chaos.

  • The Vanity of Purpose – What truly motivates people at the top.

  • The Era of Executive Loneliness – Why connection still matters most.

Leadership today is complex, human, and often isolating. This dinner is a chance to share what’s usually left unsaid — to learn from each other’s stories, spark new thinking, and leave with a renewed sense of purpose and connection.

At HiBob, we believe the best workplaces start with real conversations — even the hard ones.

Vayner Media logo Multi Media LLC logo Ingenio logo Sensor Tower logo Customer.io logo Chili Piper logo Fiverr logo Bersin Partners logo Ramp logo Knix logo Algosec logo Extreme Reach logo Logz.io logo
Vayner Media logo Multi Media LLC logo Ingenio logo Sensor Tower logo Customer.io logo Chili Piper logo Fiverr logo Bersin Partners logo Ramp logo Knix logo Algosec logo Extreme Reach logo Logz.io logo
Vayner Media logo Multi Media LLC logo Ingenio logo Sensor Tower logo Customer.io logo Chili Piper logo Fiverr logo Bersin Partners logo Ramp logo Knix logo Algosec logo Extreme Reach logo Logz.io logo