Clarity Conversations with Jon and Ashley

Private support for boundaries, family pressure, estrangement, marriage strain, and the question, “What do I do now?”

Sometimes a post, podcast episode, book, or workshop gives you language for what you are carrying.

But sometimes your situation is too personal, too layered, or too emotionally complicated to process alone.

A Clarity Conversation is a private session designed to help you slow down, untangle the pressure, name what is happening, and discern your next faithful step.

Two people sitting at a table, seen through a glass window. The woman has dark hair in a bun, and the man has light brown hair, both appear to be in a conversation. There is a drink with a red straw on the table.

May Clarity Sessions

For a limited time, we’re opening a limited number of 50-minute Clarity Conversations at $119 instead of $180 for those who need help applying these principles to their specific situation.

These private sessions are for people navigating boundaries, family pressure, estrangement, marriage strain, spiritual guilt, reconciliation questions, or the emotional aftermath of telling the truth.

The session does not have to happen immediately, but it must be booked during the May offer window to receive the reduced rate.

Limited May availability.

Two women sitting across from each other at a table in front of a large window. One woman has dark, curly hair, glasses, and is wearing a blue top, smiling and holding her hands together. The other woman has long brown hair, wearing a beige top, and is listening attentively.

30 Minute Clarity Conversation

Focused guidance for a specific situation

These shorter sessions are designed for people who have one particular situation they want help thinking through.

Before the session, you’ll receive a short intake form where you can share the background and context of what you’re navigating.

This allows us to:

• Understand the key dynamics ahead of time
• Avoid spending valuable session time on backstory
• Use the full conversation to focus on insight, clarity, and next steps

In other words, when we meet, we can get right to what matters most.

Length: 30 minutes
Investment: $65

Two young men sitting across from each other at a table in a well-lit room, engaged in conversation.

May Clarity Conversation

For May, we’re opening a limited number of full Clarity Conversations at a reduced rate for those who need more space to unpack what they’re carrying.

This is a good fit if you are navigating:

• Family estrangement or low/no contact
• Marriage strain caused by extended family pressure
• Spiritual guilt or religious pressure around boundaries
• Reconciliation questions
• Ongoing emotional manipulation, triangulation, or loyalty conflicts
• A painful decision where you need help discerning the next faithful step

Length: 50 minutes
May Investment: $119
Regularly: $180
Limited May availability

Deeper support for a more layered situation

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Which Session Is Right For You?

Choose the 30-minute Clarity Conversation if you have one specific issue you want help thinking through.

Choose the 50-minute May Clarity Conversation if your situation is more layered, emotionally complex, or connected to a larger family or marriage dynamic.

Both options are designed to help you leave with more clarity, steadiness, and a thoughtful next step.

A private, thoughtful conversation
A place to organize what you are carrying
A way to gain language and perspective
A space to consider your next step with more clarity

What this is

Therapy
Legal advice
Crisis support
A place where we tell you what to do
A guarantee of reconciliation, estrangement, or any specific outcome

What this is not

Schedule a Clarity Conversation

This is a thoughtful space, not a crisis hotline or therapy replacement. Many people begin with a 30-minute clarity session to simply talk through what they’re facing.

Before the session I felt anxious and unsure how to move forward. After our conversation I felt less anxious, more hopeful, and finally at peace. Jon’s compassionate wisdom helped me see my situation more clearly and leave with a real next step.
— Anonymous Client, New Jersey

After booking, you'll receive a confirmation email with a Google link and a few optional questions to help us understand your situation.

If you are having any issues with booking an appointment, please reach out to us directly at jon@leavethencleave.com. If you are looking at shorter or longer appointments, we are happy to consider that and can share pricing via email.

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Group of six young adults sitting around a wooden table in a modern, cozy cafe, engaged in conversation and smiling, with drinks and snacks on the table.

Looking for a live workshop instead?

If you’d rather learn in a group setting, visit Cleave Events for upcoming live workshops and workshop recordings.

Estrangement Support Circle

Some conversations don’t belong in the comments section.

If you’re navigating family estrangement and need a smaller, private space to process, we’ve opened one.

The Estrangement Support Circle is a low-cost, private Instagram community for those who:

  • Are walking through distance or no contact

  • Are wrestling with guilt, grief, or backlash

  • Want clarity without chaos

  • Want support without pressure

This isn’t a venting room. It’s a growth room.

Inside you’ll find:

  • Thoughtful prompts

  • Guided reflection

  • Community discussion

  • Language for boundaries

  • A space to be honest without fear of judgment

For those who aren’t ready for 1:1 coaching — but don’t want to walk this alone, this is a great place to start.

Monthly membership: $4.99 (We offer a 14 day free trials to new subscribers)


Small. Private. Intentional.

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