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Mission: Serendipity

We are a connection design studio changing the way we gather: One large-scale community gathering at a time. We curate joyful experiences designed to create authentic connection, and a deeper sense of belonging.

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Ride the Light: A community bike art adventure with Ben Davis, the founder of Illuminate.

2025

Our Mission:

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To create once-in-a-lifetime serendipitous experiences that help people connect.

These gatherings are designed to spark meaningful connection between strangers, colleagues, and communities in ways that feel natural, memorable, and deeply human.

Work with Us

We Offer:

Large-scale community gatherings

Conference and event programming

Interactive facilitation experiences

Keynotes and connection-centered talks

Custom designed connection formats

Let's Collaborate
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Signature Experiences

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The Drop In

The Drop In is a facilitated connection experience that helps people meet and relate without the heavy lift and awkwardness of traditional networking. Through guided prompts, partner exchanges, and playful structure, participants quickly move into heart centered meaningful conversation and shared presence.

Best used for conferences, organizations, and community gatherings.

Explore The Drop In
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Speaking and Facilitation

Mission Serendipity founder Stephanie Cowan offers keynotes and facilitated sessions that transform rooms into spaces of authentic connection and purpose. Her talks and experiences focus on belonging, human connection in a digital world, aligned leadership, joyful play and the power of intentional gathering.

Each session is interactive, energizing, and designed to create lasting impact beyond the room.

Learn more
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Corporate Workshops

In a world where genuine connection is often overlooked, Mission Serendipity brings a refreshing, intentional approach to fostering relationships within teams, clients, and communities. Whether for an offsite, retreat, brand activation, or leadership gathering, these custom experiences are designed to move beyond the surface, creating moments of real engagement, trust, and serendipity.

Work with us
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Mission Serendipity is responsible for over 10k authentic connections.

People have found best friends, lovers and business partners from attending our once in a lifetime days.

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Meet Stephanie

Mission Serendipity was founded by Stephanie Cowan, a connections specialist, facilitator, and speaker devoted to changing the way we gather.

Her work brings people out of isolation and into authentic relationship through thoughtfully designed joyful shared experiences. She is the creator of The Drop In, a guided connection format used at conferences, for organizations, and community events to help people quickly build trust and meaningful conversation. Proudly based in the Mission District in San Francisco, Stephanie has loved creating her connective formulas in this beautiful city.

Stephanie’s background blends community building, creative facilitation, and live experience design. She works with leaders, teams, and public communities to create gatherings that are structured, participatory, and deeply human.

Her mission is simple: To change the way we gather by bringing people into community and inviting them to a deeper connection to self.

Work with Stephanie
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The Drop In at One Market

2025

The Drop In at Summit Detroit

2025

You never know who you may meet when you surrender to serendipity

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You never know who you may meet when you surrender to serendipity ✸

Let’s Collaborate!

I’d love to hear from you! Please fill out the form below and we will reach out if we feel the collaboration is a good fit!

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