Executive Support

CRAIG R. WILLIAMS 305-***-**** ************@*****.***

CRAIG R. WILLIAMS

CHIEF OF STAFF EXECUTIVE & BUSINESS OPERATOR AI-ENABLED OPERATING SYSTEMS Fort Lauderdale, FL (open to relocation) 305-***-**** ************@*****.*** linkedin.com/in/craigcrw PROFESSIONAL SUMMARY

Business and executive multiplier with 10+ years across strategy, growth, marketing, digital commerce, and operations, including nearly eight years partnering directly with CEOs, presidents, chairpersons, boards, investors, and senior leadership teams. Trusted to identify the priorities that matter most, translate ambiguity into decision-ready plans, establish operating cadence, and drive accountable follow- through across board, diligence, People and Culture, commercial, and enterprise initiatives. Combines executive operating experience with practical frameworks for founder-led value creation, leadership-team effectiveness, digital execution, and AI-enabled workflow design, including no-code automation and agentic workflows that improve speed, visibility, and organizational leverage. CORE CAPABILITIES

Founder / CEO Leverage & Executive Partnership Executive Operating Cadence & Leadership-Team Effectiveness 90-Day Prioritization OKRs Scorecards Decision Tracking Executive Decision Support & Communications Board, Investor & Diligence Preparation AI-Enabled Workflow Design & Agentic Automation Cross-Functional Transformation & Strategic Initiatives No-Code Automation Make Zapier Workflow Orchestration GTM, Digital-First & Commercial Execution Performance Media, E-Commerce & Content Systems People & Culture Leadership Development Succession Planning High-Velocity Execution in Ambiguous Environments PROFESSIONAL EXPERIENCE

GENEXA Fort Lauderdale/Miami, FL + Atlanta, GA (Hybrid) Aug 2021-May 2026 Chief of Staff to the CEO, President & Leadership Team

• Served as a trusted operating partner to the CEO and President, translating enterprise priorities into clear workstreams, decision-ready materials, accountable owners, and completed follow-through across product, commercial, People and Culture, and corporate functions.

• Owned the end-to-end quarterly Board reporting process for a five-member Board, establishing the annual calendar, standardizing templates, coordinating executive inputs, synthesizing issues, and delivering materials on deadline.

• Prepared the CEO and President for board, investor, leadership, and high-stakes external meetings by synthesizing context, clarifying decisions required, and ensuring follow-through was handled.

• Built OKR, KPI, and executive dashboard systems that surfaced risks, clarified ownership, and gave leaders a more reliable view of enterprise priorities and operating performance.

• Built and ran the executive operating cadence for an eight-member leadership team, integrating CEO/President 1:1s, weekly leadership meetings, priority and KPI reviews, decision tracking, issue escalation, and accountable follow-through.

• Acted as the primary coordination point for Series B and private-equity diligence across executives, investors, bankers, finance, and legal partners; organized data flow, drove responses, and improved turnaround speed.

• Led sensitive People and Culture work, including HRMS implementation with more than 85% adoption, compensation framework support, succession planning/organization mapping, and talent growth pathways. EZONE 2.0 Miami, FL Apr 2019-Jul 2021

Director of Marketing and Communication

• Scaled a digital-first, cross-market operating model for brand, communications, and commercial execution across 24 countries in Latin America and the Caribbean.

• Increased customer order velocity by 35% through workflow automation, funnel optimization, and tighter coordination across digital, commercial, and last- mile teams.

• Created performance frameworks and executive reporting that improved market visibility and accountability while aligning leaders, local operators, creative partners, and commercial teams around go-to-market delivery. DIGICEL CARIBBEAN LIMITED Miami, FL Apr 2017-Mar 2019 Group Senior Social Media, Global Digital-First Strategy Team

• Managed digital strategy across Digicel's telecom and OTT ecosystem, including PlayGo, D'Music, BiP, Billo, and SportsMax.

• Built omnichannel playbooks that enabled more consistent execution across regional teams and major tentpole campaigns.

• Led strategy and execution tied to the NBA, CPL, and FIFA World Cup, using segmentation, analytics, and agile optimization to strengthen engagement and platform adoption.

SEPROD GROUP Senior Group Research and Marketing Communications Manager (2015-2017)

• Directed brand strategy and go-to-market planning for 18 consumer and four commercial brands within a $200M regional portfolio. Developed growth and market-entry plans across Barbados, the Dominican Republic, Jamaica, Trinidad, and Guyana, aligning consumer insights, innovation priorities, route-to- market requirements, and senior stakeholders; coordinated brand, sales, operations, and external partners to move expansion priorities into execution. AIRPORT AUTHORITY OF JAMAICA Corporate Planning and Route Development (2013-2015)

• Led research, stakeholder coordination, and commercial discussions that contributed to expanded air service and broader tourism growth; produced strategic analysis and recommendations for aviation partnerships, market development, and executive decisions. SANDALS RESORTS INTERNATIONAL Head of Research and New Market Development (2010-2013)

• Led market research and growth analysis to identify expansion opportunities and support strategic planning; enabled commercial planning and executive decision-making through insight generation, market evaluation, and cross-functional coordination. JAMAICA TOURIST BOARD Statistical Analysis (2007-2010)

• Produced data-driven analysis and reporting to support tourism planning, market intelligence, and executive decision-making; managed insights that informed strategic planning and sector-level performance monitoring. CRAIG R. WILLIAMS 305-***-**** ************@*****.*** PERSONAL STRATEGIC FRAMEWORKS, PLAYBOOKS & BLUEPRINTS

• ELITE Chief of Staff Operating System Proprietary system for moving the Chief of Staff from executive support to enterprise leverage through the Intensity > Intentionality > Impactful > Inspiration progression; integrates executive capacity, leadership cadence, 90-day prioritization, decision architecture, issue resolution, governance, and capability transfer.

• Founder-Led Value Creation Strategic Framework Integrates founder readiness, priority-setting, operating cadence, go-to-market sequencing, capital strategy, KPIs, and accountability into one execution model.

• AI-System Command & Automation Blueprint AI-enabled operating architecture for research, synthesis, strategic development, executive communications, and recurring workflows; incorporates agentic AI, reusable prompt systems, human-in-the-loop controls, and no-code automation through tools including Make and Zapier.

• Portfolio Operations & Value Creation System Capability-building and operating reference spanning PE economics, Value Creation Plan architecture, diligence and IC support, operational levers, Board/CEO governance, and AI/digital value creation.

• Scale-Ready Company Investment Playbook Investor-oriented framework for assessing growth quality, operating scalability, downside resilience, value-creation levers, governance, and recurring re-underwriting across private equity, growth equity, and venture contexts.

• Paid/Performance Media Playbook Structures planning discipline, campaign governance, KPI tracking, cross-functional coordination, and ongoing performance optimization.

• Amazon Digital-First Execution Management Playbook Aligns commercial priorities, digital workstreams, operating cadence, accountability, and performance reporting for disciplined execution. PROFESSIONAL DEVELOPMENT

AI & Business Automation 2026 Applied training in ChatGPT Agents, Make, and Zapier covering no-code workflow orchestration, AI- assisted automation, webhooks, API-enabled integrations, conditional logic, dynamic data, reusable AI workflows, troubleshooting, and human-in-the-loop controls.

EOS Executive Operating System 2026 Applied training in Rocks, 90-day prioritization, and Level 10 Meeting disciplines, including scorecards, weekly accountability, issue prioritization, and IDS (Identify, Discuss, Solve) problem solving. EDUCATION

University of the West Indies - Master of Business Administration (MBA) University of the West Indies - BSc, Economics and Statistics TOOLS

Microsoft 365 (PowerPoint, Word, Excel, Outlook) Google Workspace Lattice Qualtrics Notion Asana ClickUp Salesforce HubSpot Concur Figma think-cell (Exposure) Power BI (Exposure) ChatGPT Claude Make Zapier Loveable

Contact this candidate