Strategy Workshop

From Strategic Ambiguity to Structured Execution

In high-growth and high-performance environments, strategic decisions compound quickly. Yet many leadership teams face persistent friction:

Competing priorities
Diffused accountability
Structural misalignment
Execution drag despite clear ambition

My Strategy Workshops are designed as a concentrated intervention to resolve these tensions. They align strategy, leadership, and operating design—translating intent into disciplined execution.

This is not a planning session. It is a structured, founder-led process grounded in:

Strategy as an executable system
Human performance as a designed capability
Organization architecture as the enabler of results

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In one focused engagement, we move from complexity to accountable action.

Core Outcomes

While each workshop is tailored, three outcomes remain consistent:

1. Strategic Clarity

Clear articulation of priorities, trade-offs, and resource allocation decisions.

2. Leadership Alignment

Consensus across decision-makers, with clarified decision rights and reduced friction.

3. Execution Architecture

Defined next steps with ownership, timelines, and performance metrics — embedding strategy into roles, processes, and incentives.

Why Start Here

Transformation efforts often stall because they begin without disciplined alignment.

Strategy Workshops create immediate clarity and establish a structural foundation for subsequent work—whether in organization design, operating model refinement, talent strategy, or growth execution.

For scaling companies (Series A–C), this often serves as a strategic inflection intervention.

For mid-market and enterprise teams, it provides reset and recalibration at critical moments.

How It Works

1. Preparation & Diagnostic Framing (1–2 Days)

Targeted leadership conversations
Focused research and framing of key decision tensions

2. Facilitated Strategy Session (1–2 Days, In-Person)

Structured discussions using performance and organization design frameworks
Explicit surfacing of trade-offs and decision points
Alignment on priorities and accountability

3. Strategic Output & Recommendations (1 Day)

Concise strategy document capturing decisions and sequencing
Recommendations for follow-on initiatives

All workshops are personally led by Robert Gutierrez Jr.

Investment

Format: In-person, hosted at your organization
Duration: 1–2 days

Domestic (U.S.)

$1,250 per participant, per strategy workshop

International

$1,850 per participant, per strategy workshop
(Inclusive of travel and accommodations)

Designed for 5–15 participants.
Structured pricing adjustments available for larger groups.

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Due to the founder-led nature of this work, workshop availability is intentionally limited each quarter.

Initial Conversation

Organizations considering a Strategy Workshop may request a brief introductory discussion to assess alignment, scope, and timing.

Introductory conversations are limited and scheduled selectively.

Click here: Request an Introductory Appointment

Select Advisory Partnerships

For a limited number of organizations, Strategy Workshops serve as the foundation for deeper transformation work—focused on operating model alignment, leadership architecture, and performance system design.

To preserve depth and direct founder involvement, long-term advisory partnerships are limited to three active organizations at any given time.

This ensures sustained attention, intellectual rigor, and structural continuity throughout the engagement.

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