Shareapy: Real Conversations and Connection

Our season-long theme of “connection” couldn't be more timely. In September of 2025, the Surgeon General declared loneliness and isolation a national epidemic as many people struggle to maintain meaningful social ties. Remote work, social media, and increasing polarization have all contributed to rising loneliness and its impact on both our physical and emotional well-being.

For our final interview of the season, we welcome Scott Kelsey and Christine Passo from Shareapy, a platform that blends modern technology with the timeless practice of honest conversation. Through facilitated virtual gatherings, Shareapy creates a space where people can share openly, listen deeply, and build meaningful connection. It is not a substitute for social interaction or clinical therapy. Instead, it offers another way to strengthen our capacity for conversation—and, in doing so, deepen our connection with ourselves and others.

Rather than offering advice or trying to solve problems, Shareapy creates a welcoming community where people can be honest without pressure to put on a positive face, explain themselves, or immediately find solutions. Its focus on sharing, listening, and thoughtful conversation helps counter the isolation many of us experience in daily life.

In this conversation, we discuss:

• Scott and Christine's personal journeys and how those experiences shaped the creation and growth of Shareapy;
• Why so many people feel pressured to say they are "okay" when they are not;
• How Shareapy creates space for honest conversation and meaningful connection;
• Why Shareapy resonates so deeply with many people in midlife, especially Generation X;
• What Shareapy is—and what it is not designed to provide.

If you've ever wished for a place where you could simply be yourself, be heard, and know you're not alone, we think you'll find this conversation both encouraging and inspiring.