top of page

JOIN SUMMON SERENDIPITY  | WEEKLY PROMPTS TO UNLOCK UNEXPECTED OPPORTUNITIES

Friends connection Dinner

CONNECTION
CIRCLE

KAREN'S 

Cultivating the Conditions for Serendipity

In a world that is increasingly efficient, planned, and transactional, the most valuable opportunities often emerge through curiosity, openness, and genuine human connection.

​

Karen's Connection Circle helps organizations and individuals create more collaboration, creativity, community, and unexpected possibilities.

Serendipity, the art of discovering positive outcomes not sought after

We are more connected than ever.
Yet many of us feel increasingly disconnected.

​Our lives have become optimized for efficiency.

​

Algorithms recommend. Calendars schedule. Technology predicts.

​

Yet many of life's most meaningful moments and greatest discoveries still arrive unexpectedly

​

  • A conversation that changes your career

  • An idea that unlocks a solution

  • A partnership that creates new possibilities

  • A friendship that changes your life

​

Serendipity cannot be created. But it can be cultivated.

 

​

Serendipity Workshops

SEMINARS

Serendipity

For organizations, leadership teams, conferences, and communities.

​

Interactive workshops that teach practical ways to cultivate curiosity, connection, collaboration, and smart luck.

 

Participants leave with actionable tools they can immediately apply to unlock innovation, strengthen relationships, and discover opportunities beyond their immediate circles.​​

Serendipity Dinners
cocktail and dish_edited_edited.jpg

DINNERS

Serendipity

For curious humans seeking meaningful conversation and unexpected connections.

​

Carefully curated gatherings that bring together remarkable people who would not otherwise meet.

​

Every dinner is designed to foster genuine connection, inspiring conversations, and opportunities that often extend far beyond the evening itself.

​

Serendipity dinners take place in the San Francisco, Bay Area.

About
"Karen Dayan" "serendipity queen"

WHO'S KAREN?

Hi, I'm Karen.

​

For more than two decades, I've worked at the intersection of people, ideas, and opportunity.

 

From leadership roles at Microsoft and venture-backed startups to mentoring entrepreneurs and building communities, I've been fascinated by the question:

​

Why do some people seem to encounter more opportunity, connection, and success than others?

​

After years of observation and thousands of conversations, I realized that what set these people apart was not simply luck. They were actively creating the conditions for "smart luck" or serendipity through proactive curiosity, openness, genuine human connection. And I realized that I too have that gift of "Karendipity" that I want to share with the world.

​

Today, through Karen’s Connection Circle, I help individuals and organizations cultivate these behaviors so more meaningful opportunities, ideas, relationships, and moments of serendipity can emerge for them.

Connector by Nature

Share your Serendipity Story

Contact

JOIN THE CIRCLE

Interested in bringing more Serendipity into your life or the lives of others? We'd love to help!

Thanks for your interest! We will get back to you to set up a time to chat.​

© 2026 by Karen's Connection Circle

bottom of page