Clarity Conversations with Jon and Ashley

Sometimes you don’t need months of coaching.

Sometimes you just need a clear conversation with someone who understands the dynamics you’re navigating.

Clarity Conversations are focused sessions designed to help you think through a specific relationship challenge — whether it’s boundaries with family, marriage tension, estrangement, or navigating emotionally immature dynamics.

These sessions are not therapy, but they are intentional conversations designed to bring perspective, language, and clarity to difficult situations.

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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

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1:1 Coaching Session

If you are navigating more complex family dynamics or want more space to unpack a situation, a full coaching session allows us to explore things more deeply and work toward a clearer path forward.

These sessions allow time to:

• unpack complicated relationship patterns
• explore boundaries and communication strategies
• process difficult family dynamics
• develop a thoughtful way forward

Length: 60 minutes
Investment: $180

For deeper conversations and ongoing support

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Which Option Is Right For You?

Choose the 30-minute Clarity Conversation if:

• You have one specific situation you want perspective on
• You want quick clarity on boundaries or communication
• You’re looking for guidance on a particular relationship dynamic

Choose a 60-minute Coaching Session if:

• You’re navigating more complex family or marriage dynamics
• You want time to unpack patterns and experiences
• You’re looking for deeper guidance and discussion

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
30 Minute Clarity Conversation
60 Minute Clarity Conversation

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.

View Session Agreement
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Workshops and Seminars

(Coming Soon)

We’re preparing small-group workshops and guided conversations focused on navigating family estrangement, boundaries, and healing relational patterns.

If you'd like to be the first to hear when these become available, join the waitlist below.

Join the Early Access List

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.

Join the Circle
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