Leadership Team Offsites That End in Decisions, Not Just Ideas

Your Leadership Team Is Smart. Let's Make Sure Everyone Is Moving Together.

Planning an executive leadership offsite or strategic retreat?

I facilitate focused sessions that help CEOs and leadership teams align priorities, clarify who owns decisions, resolve difficult issues, and leave with an actionable plan.

Because too many executive offsites follow the same pattern.

Everyone arrives with good intentions.

The conversations are interesting.

The dinner is wonderful.

The team leaves feeling energized.

And then Monday arrives.

Suddenly, the same decisions are waiting, priorities are unclear, and everyone is back in their usual routines.

An executive retreat should change how your team works together after everyone goes home.

Lisa Goldenthal, executive coach, facilitating a leadership team session

What Your Leadership Team Will Accomplish

1. Alignment on Priorities

Agree on the few strategic priorities that matter most and define what success looks like.

2. Clear Decision-Making Authority

Establish who owns which decisions, what authority they have, and when an issue should be escalated.

3. Stronger Accountability

Clarify responsibilities and help team members take ownership of commitments and outcomes.

4. Better Leadership Communication

Create space for honest, productive conversations about the issues that need attention.

5. A Practical 90-Day Execution Plan

Turn strategic discussions into clear next steps, responsible owners, timelines, and measurable commitments.

Offsite and Retreat Formats

I facilitate customized executive sessions, including:

One-Day Leadership Team Offsites

Focused sessions designed to resolve priorities, strengthen alignment, and accelerate action.

Two-Day Executive Retreats

Deeper leadership conversations, strategic planning, team alignment, and decision-making work.

Executive Team Alignment Workshops

Practical workshops focused on improving communication, accountability, and shared direction.

Strategic Planning Retreats

Collaborative planning sessions that turn business priorities into actionable decisions.

Board Retreat Facilitation

Structured discussions that help boards and executive leadership teams address strategic issues and clarify next steps.

Customized Executive Leadership Sessions

Designed around your organization’s specific goals, challenges, and leadership dynamics.

How the Process Works

Before the Offsite: Understand the Real Challenges

We clarify your objectives and gather input from key leaders.

This helps us identify competing priorities, recurring issues, and decisions that need attention before everyone enters the room.

During the Offsite: Turn Conversation Into Decisions

I facilitate focused, constructive discussions.

We challenge assumptions respectfully, resolve important issues, align priorities, and establish clear ownership.

The goal isn’t just participation. It’s progress.

After the Offsite: Make the Decisions Stick

We document the team’s agreed priorities, decisions, responsibilities, and next steps.

Follow-through support and check-ins can be defined as part of the engagement.

Because the value of an offsite is measured by what changes afterward.

The Real Test Comes Monday Morning.

Does everyone know what matters most?

Who owns the decisions?

What happens next?

And how will progress be measured?

If those questions have clear answers, your leadership team has something more valuable than another strategic planning document.

It has a plan people can actually execute.

Leadership Team Offsites FAQ

What does an executive offsite facilitator do?

A facilitator designs and leads the session, gathers input from leaders beforehand, keeps the conversation focused on decisions, and documents owners and next steps.

How long is a leadership team offsite?

Most are one or two days. Board retreats and strategic planning sessions are also available.

What happens after the offsite?

Your team leaves with agreed priorities, clear owners and a 90-day plan, with follow-through support included in the engagement.

Plan Your Leadership Team Offsite

Whether you’re organizing a one-day leadership workshop, a two-day executive retreat, or a board strategic planning session, I’d love to learn about your goals.

Looking for one-to-one support as a CEO? Explore Executive Coaching