About this Session
A session for exploring boundaries, communication, trust, compatibility, forgiveness, and the ways relationships evolve over time.
Relationships rarely end with a single moment.
More often, they unfold through small doubts, repeated conversations, changing needs, or a growing feeling that something isn't quite right. Whether it's a romantic partner, a close friend, or someone who has been part of your life for years, deciding whether to stay or leave can be one of the most emotionally complex choices we face.
In this session, we'll explore the questions that often arise when a relationship reaches a crossroads. How do we know the difference between a relationship that's worth working on and one that's causing more harm than good? What role do hope, history, loyalty, fear, or guilt play in our decisions? And how do we navigate the uncertainty of not knowing what comes next?
This isn't a space to tell anyone what decision to make or to judge the choices we've made in the past. It's a space to explore the emotions, values, and questions that shape some of life's most difficult relationship decisions.
This session is for you if:
- You're questioning whether a relationship is still right for you
- You're navigating uncertainty in a friendship or romantic relationship
- You feel torn between hope and acceptance
- You're trying to understand your own needs, boundaries, or dealbreakers
- You're processing a relationship that has changed over time
- You're looking for a space to reflect without pressure to have all the answers
You don't have to be on the verge of ending a relationship to belong here. If you've ever wrestled with the question, "Should I stay or should I go?" this session is for you. Together, we'll hold space for the uncertainty, courage, and self-reflection that these decisions often require. 💛
About this Space
Belonging is the space where we ask: Where do I fit in the world, and where do I fit within myself?
It’s about identity, home, community, and the quiet ache of wanting to be understood. In this space, we explore the places where we feel connected, the moments where we feel othered, and the relationships that shape our sense of self.
This is a space for the in-between places where belonging changes, breaks, rebuilds, or surprises us.
How Does it Work?
This is an open, guided discussion led by your Keeper, Jesse. Each participant will have the opportunity to listen to and share experiences on belonging, identity, community, and whatever else comes up during the session.
When and How Do We Meet?
We meet digitally every couple of weeks to make participation easy for those with demanding schedules. Cameras are optional, and you’re welcome to join from wherever you are, even between shifts. We only ask that you find a private place to join or use headphones to help maintain the security of everyone present.
Meet the Keeper
Jesse
Hey there! I'm Jesse. My professional background is in communications and advocacy and I'm passionate about making the world a safer, more just place to live in. I've studied and worked across issue areas and organizations.
Originally from Austin, Texas, I now live in Italy. Outside of work, I love …
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