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Rates & offerings

Initial Inquiry

Free

This is a simple starting point to learn what you’re navigating and what you’d like to explore. I offer one-on-one coaching for individuals and business leaders, focused on perspective, direction, and meaningful transitions. It’s also a chance for both of us to get to know each other and see if we’re a good fit. Share whatever feels relevant, and we’ll begin from there.

Working Together - In Person

$350

90 minutes

Meeting in person offers the chance to step out of your usual environment and look at things with fresh perspective.

We often walk outdoors or sit in a quiet setting, creating space to slow down and focus on what’s unfolding. Being physically present allows us to notice more — and often leads to deeper clarity.

When helpful, we can also move into the practical elements of your work — decisions, structure, finances, or creative direction — allowing insight to translate into grounded shifts.

It’s a way to step back and tend the trail together, in real time.

Working Together - Online

$350

90 minutes

This work can happen from wherever you are.

We meet one-on-one over video, creating time to step back, talk through what’s unfolding, and gain a clearer perspective on your next steps.

The conversations are open and flexible. You can bring questions, transitions, ideas, or simply a sense that something is shifting. Together, we explore what’s present, notice patterns, and allow new directions to come into focus.

It’s simply a way to tend the trail — from wherever you are.

Working Together - Business

$350

90 minutes

Online or in-person wayfinding offers space to step back and look at your business with fresh perspective. We meet over Zoom or face to face — often walking outdoors or in a quiet setting — to focus on what’s unfolding in your leadership and work.

These sessions are conversational and practical, exploring direction, growth, team dynamics, or transitions. When helpful, we can also look at strategy, finances, branding, or structure — connecting big-picture insight to clear next steps.

Student / Flexible Rate

Rate TBD
90 Minutes

Designed for students, early-stage founders, and those in transition, the flexible rate helps keep the work accessible while honoring its value. All that’s needed is a quiet space, reliable internet, and a willingness to slow down and look at the landscape together — tending the trail from wherever you are.

8 Directions Custom Ceremony

Min Rate $5,000

2-3 Months

The 8-Directions Custom Ceremony is a structured yet flexible container for meaningful transition — a guided arc designed to help you slow down, listen closely, and step intentionally into what’s emerging in your life or business.

Eight weeks to tend what’s ready to take shape.

This is a dedicated period of time to slow down, listen closely, and move intentionally through a transition.

Over eight weeks, we walk through a process of reflection, exploration, and integration. Each phase builds on the last, allowing insight to deepen and take form.

We begin by orienting to where you are. From there, we explore patterns, possibilities, and direction. As clarity emerges, we shift toward integration — grounding what you’re seeing into real movement.

This is a container for meaningful change — not rushed, not forced, but tended over time.

Contact

Andrew Wollenberg

Andrew@TendingTheTrail.com

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© 2026 Tending The Trail & Andrew Wollenberg

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