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The SpeakEasy Circle

A private membership space helping women find clarity and peace after heartbreak

Community
Strengthen my relationships
+1 more

When a relationship ends or turns painful, it is easy to feel like you are figuring everything out alone. The SpeakEasy Circle exists because founder Kesha Phillips lived that isolation herself, playing the fixer long after it stopped serving her, and built the space she wished she had had: a private room to process without judgment or pressure to be fine.

Instead of generic advice, members get monthly live sessions with Kesha, conversations with therapists and other specialists, and weekly reflection prompts that turn big feelings into workable next steps. A resource tool shed of scripts, guides, and worksheets sits alongside replay access, so members can return to what they need, when they need it. The Circle is not meant to be forever, it is a room to return to while you get your footing back.

Outcomes

  • Move from confusion to real clarity
  • Process heartbreak without judgment or shame
  • Rebuild confidence and a steadier sense of self
  • Stay grounded while navigating hard relationships
  • Find peace that actually feels like peace

What's included?

  • Monthly live sessions

    Live sessions with Kesha every month for real-time support and guidance.

  • Expert conversations

    Conversations with therapists and other specialists brought into the Circle.

  • Weekly reflection prompts

    Guided reflection prompts delivered weekly to help you process at your own pace.

  • Private community access

    A private, judgment-free space to connect with other members.

  • Resource tool shed

    A tool shed of scripts, guides, and tools you can return to anytime.

  • Early access

    Early access to new resources before they are released more broadly.

  • Replay access

    Replay access to past sessions so you never miss a conversation.

Who is this for?

  • Women who know a relationship is not working and are ready to stop pretending it is fine
  • Women processing a breakup or separation who want steady, judgment-free support
  • Women who have been the fixer for everyone else and are learning to prioritize their own clarity
  • Women who want structured tools like prompts, scripts, and sessions rather than generic advice

About the creator

Kesha Phillips picture

Kesha Phillips

Founder of The SpeakEasy Circle, helping women move from confusion to clarity.

Kesha Phillips is the creator of Kesha Speaks and founder of The SpeakEasy Circle, a private community for women navigating relationship uncertainty, emotional detachment, separation, and the messy middle of choosing themselves. Through storytelling...