Facilitation and Retreats

Trust is the root. Everything else grows from there.

Here are some challenges that I’ve helped with:

  • You have a fully remote team and people feel disconnected from one another and the mission. You need a way to reconnect your team that leads to lasting change, not just a temporary boost in morale.

  • Your board, Executive Director, and staff are operating from different assumptions, priorities, or expectations, and you're not sure how to bridge the gaps.

  • Your leadership team isn't aligned on priorities, and it's creating confusion, frustration, and inefficiency throughout the organization.

  • Communication and collaboration across teams is siloed, creating friction, duplication of effort, and missed opportunities.

  • Trust has been strained by growth, change, conflict, or uncertainty.

  • Important conversations aren't happening, or when they do, they aren't leading to clear decisions, accountability, or meaningful outcomes.

  • You want a retreat or planning session that creates real momentum, not just a fun team-building experience away from the office.

Don't see your challenge listed here? Every retreat and facilitation engagement is customized to the unique needs of your team and organization.

I help leadership teams and organizations create the trust, alignment, and clarity needed to move forward together.

Whether you're planning a retreat or a leadership workshop, my first step is to assess your team or organization’s needs. This may include interviewing key stakeholders, observing the dynamics in a meeting, or creating an anonymous survey. Then, I’ll design and facilitate an experience that helps your people engage in meaningful conversation, strengthen relationships, and leave with clear next steps.

How I Can Help

Facilitated Retreats

Whether you're bringing together a leadership team, an entire staff, board members, or a cross-functional group, I create experiences that help people step out of day-to-day operations and focus on what matters most.

Together, we'll create space to:

  • Strengthen trust and communication

  • Build alignment around priorities and goals

  • Clarify the values that guide decision-making

  • Navigate challenges and differing perspectives

  • Make thoughtful decisions

  • Develop clear action plans and next steps

The result is a team that trusts one another more, aligns around what matters most, and moves forward with greater clarity and confidence.

Leadership Development Workshops

Interactive workshops designed to help leaders build the skills that create healthy, high-performing teams.

Popular topics include:

  • Cultivating a Culture of Trust

  • Effective Collaboration

  • Inclusive Listening Skills

  • Building Psychological Safety

  • How to Delegate (even when it feels impossible)

  • Giving and Receiving Feedback

  • Holding Your Team Accountable

  • Remember Your Resilience

  • Leading Through Change

  • Leading Under Pressure

Community and Stakeholder Conversations

When diverse perspectives need to be heard, a skilled facilitator can help create the conditions for meaningful dialogue.

I completed Basic Mediation Training with the New York Peace Institute in 2013 and am passionate about creating a space for powerful conversations that help groups build understanding, explore challenges and different perspectives, identify common ground, and move forward together.

Follow-Up Coaching

Any of these facilitation and retreat options can be supplemented with follow-up coaching so that the learning and progress sustains long after our session.

The most successful teams aren't the ones that avoid difficult conversations.

They're the ones that use them as a way to build trust, strengthen alignment, and move forward together.

Sometimes we don’t know what we need or what will support our team.

What People Are Saying

  • “The entire day was used productively. Stacy encouraged unfiltered and honest conversations about big picture items.”

    — Retreat Participant

  • “I feel like this was, by far, the most beneficial in person meeting/conference I have attended so far. It felt very dialed in to what we need to be working towards, and how we will get there. If we do this somewhat regularly, I think it will be a great way to judge our successes and goal plan for what’s next.”

    — Retreat Participant

  • "Your facilitation style created a space where ideas could be shared openly, and your guidance helped us connect the seminar’s theme directly to our day-to-day leadership challenges."

    — Retreat Participant

  • “I appreciated the open dialogue between all of us managers alongside the trust in our leaders to include us in big picture conversations and decision making/planning.”

    — Retreat Participant

Smiling woman with wavy blonde hair wearing a floral blouse.

About Stacy

Stacy Raye Kellogg is a leadership coach who helps people-pleasers and high-achievers cultivate more courage without sacrificing their values. Using her Outgrow The Grind framework, she helps her clients define their values, learn to set guilt-free boundaries, and reduce their dependence on external validation for a more meaningful life. She believes that cultivating more self-compassion not only helps you thrive, but also benefits your loved ones, your community, and the world.

What People Are Saying

 

Stacy has empowered me to reclaim my time, energy, and a life I am absolutely in love with.

— Kate

One supercharged coaching session with Stacy really helped me get unstuck in ways that years of therapy and coaching never did.

— Nita

“I learned to choose what I want for my life versus what’s expected of me and the impact of realizing that has been huge. My confidence now emanates from within.”

— K.V.