
Upcoming Community Gatherings
Grab your spot at one of our upcoming events
Before we grow, we pause.
We gather people. We gather insight. We gather around shared values, challenges, and intentions.
Gathering is about connection. It’s where we listen, reflect, and begin to move forward—together.
This is your opportunity to connect with yourself and other curious and adventurous leaders who want to grow too.
upcoming gatherings
upcoming gatherings
Click a date on the calendar below to see more, or scroll down for a full list of upcoming gatherings for leaders like you:

The Lookout: Your Monthly Leadership Check-In - May 2025
The Lookout: A Monthly Leadership Check-In
Join a growing community of leaders for The Lookout—a monthly virtual event designed to help you reset, reflect, and lead with intention. Hosted by Gather and Grow, this 45-minute session creates space for high-level leaders, founders, and people managers to step back from the day-to-day and reconnect with what matters most.
Each session includes guided reflection, leadership insights, and the opportunity to connect with other experienced leaders. Whether you're navigating fast growth, leading through uncertainty, or simply seeking clarity in how you lead, The Lookout offers a monthly rhythm of pause and perspective.
This is not a webinar or training—it’s a leadership ritual.
Perfect for: senior leaders, executives, founders, and people-leaders in fast-paced environments.
What you'll gain: clarity, intention, peer connection, and a renewed sense of direction for the month ahead.

The Lookout: Your Monthly Leadership Check-In
The Lookout: A Monthly Leadership Check-In
Join a growing community of leaders for The Lookout—a monthly virtual event designed to help you reset, reflect, and lead with intention. Hosted by Gather and Grow, this 45-minute session creates space for high-level leaders, founders, and people managers to step back from the day-to-day and reconnect with what matters most.
Each session includes guided reflection, leadership insights, and the opportunity to connect with other experienced leaders. Whether you're navigating fast growth, leading through uncertainty, or simply seeking clarity in how you lead, The Lookout offers a monthly rhythm of pause and perspective.
This is not a webinar or training—it’s a leadership ritual.
Perfect for: senior leaders, executives, founders, and people-leaders in fast-paced environments.
What you'll gain: clarity, intention, peer connection, and a renewed sense of direction for the month ahead.

Wonder Walks: Guided Self Reflection Walks for Leaders
Start your mornings with other leaders like you for Wonder Walks, a series of curated morning walks, designed for curious leaders with a spirit of adventure who want space to self reflect and grow.

Wonder Walks: Guided Self Reflection Walks for Leaders
Start your mornings with other leaders like you for Wonder Walks, a series of curated morning walks, designed for curious leaders with a spirit of adventure who want space to self reflect and grow.

Monthly Intention Setting for Leaders
Join us at the beginning of each month for our Monthly Leadership Intentions Workshop—a transformative virtual event designed for curious leaders committed to their growth. This workshop is your opportunity to set meaningful intentions for the month ahead, ensuring you lead with greater intentionality and purpose.

Wonder Walks: Guided Self Reflection Walks for Leaders
Start your mornings with other leaders like you for Wonder Walks, a series of curated morning walks, designed for curious leaders with a spirit of adventure who want space to self reflect and grow.

Wonder Walks: Guided Self Reflection Walks for Leaders
Start your mornings with other leaders like you for Wonder Walks, a series of curated morning walks, designed for curious leaders with a spirit of adventure who want space to self reflect and grow.

Monthly Intention Setting for Leaders
Join us at the beginning of each month for our Monthly Leadership Intentions Workshop—a transformative virtual event designed for curious leaders committed to their growth. This workshop is your opportunity to set meaningful intentions for the month ahead, ensuring you lead with greater intentionality and purpose.

Wonder Walks: Self Reflection for Leaders
Join us Wednesday mornings for Wonder Walks, a series of curated morning walks, designed for curious leaders with a spirit of adventure who want space to self reflect and grow.

Wonder Walks: Self Reflection for Leaders
Join us Wednesday mornings for Wonder Walks, a series of curated morning walks, designed for curious leaders with a spirit of adventure who want space to self reflect and grow.

Wonder Walks: Self Reflection for Leaders
Join us Wednesday mornings for Wonder Walks, a series of curated morning walks, designed for curious leaders with a spirit of adventure who want space to self reflect and grow.

Wonder Walks: Self Reflection for Leaders - 8 May
Join us Wednesday mornings for Wonder Walks, a series of curated morning walks, designed for curious leaders with a spirit of adventure who want space to self reflect and grow.

Wonder Walks: Self Reflection for Leaders - 1 May
Join us Wednesday mornings for Wonder Walks, a series of curated morning walks, designed for curious leaders with a spirit of adventure who want space to self reflect and grow.

Wonder Walks: Self Reflection for Leaders
Join us Wednesday mornings for Wonder Walks, a series of curated morning walks, designed for curious leaders with a spirit of adventure who want space to self reflect and grow.

What’s Next Dinner: For Culture Shapers
WHAT’S NEXT for you and your people at work?
We’re bringing together an intimate group of culture and experience leaders who are shaping the experience of work as they lead their people into 2024 and beyond.
If you’re keen to engage in illuminating conversations with other leaders who are leading the design and change of today’s workplace culture, this intimate dinner party is for you.

What’s Next Dinner: For Culture Leaders
WHAT’S NEXT for you and your people at work?
We’re bringing together an intimate group of culture and experience leaders who are shaping the experience of work as they lead their people into 2024 and beyond.
If you’re keen to engage in illuminating conversations with other leaders who are leading the design and change of today’s workplace culture, this intimate dinner party is for you.