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Cleveland Strategic
Fractional Head of Data, Analytics & AI Readiness
Currently accepting a limited number of clients

Stronger data foundations. Clearer estate. Smarter AI.

Cleveland Strategic is a fractional Head of Data & Analytics practice that helps growing organizations move from fragile, ad-hoc reporting to a trusted data estate, modern business intelligence, and practical AI readiness through focused data strategy consulting and hands-on leadership.

  • Align data, analytics, BI, and AI strategy to real business outcomes and executive priorities.
  • Stabilize critical reporting, dashboards, and KPI definitions so leaders trust the numbers.
  • Inventory and curate your data estate across systems, pipelines, and reports for analytics and AI.
  • Prepare for AI with governed, accurate, and well-documented data foundations and data governance practices.
Schedule an introductory call
Or email directly: inquiry@clevelandstrategic.com

What Cleveland Strategic Can Help You Do

Services

Fractional leadership and practical consulting for organizations that need a Head of Data & Analytics to stabilize reporting, organize the data estate, and get ready for AI.

Typical work includes data strategy consulting, BI and reporting modernization, KPI and metric design, data governance and quality frameworks, and AI readiness assessments across tools such as modern data warehouses, reporting platforms, and automation solutions.

Fractional Data & Analytics Leadership
Act as your part-time Head of Data & Analytics, partnering with finance, operations, and IT to set priorities, unblock teams, and keep work aligned with the strategy. Gives you executive-level oversight without the cost and risk of a full-time hire.
Data & Analytics Strategy
Clarify where data, analytics, and AI should support the business, define the most important use cases, and translate them into a roadmap your teams can actually execute. Connects investments in data to measurable business outcomes and decision-making needs.
Modern Reporting & BI
Reduce reliance on fragile spreadsheets and one-off slide decks by moving to governed dashboards and a smaller set of trusted reports. Frees up your team from manual reporting so they can focus on higher-value analysis, forecasting, and AI use cases.
Data Quality & Governance
Establish ownership, definitions, and simple controls for your most important data and KPIs. Shifts leadership conversations away from "which number is right?" toward "what decision do we make?" and lays the groundwork for safe, reliable AI and regulatory compliance.
AI Readiness & Enablement
Assess where AI can realistically add value today, what data it depends on, and what guardrails you need. Aligns AI experiments with business priorities and ensures your data, governance, and risk posture can support AI instead of fighting it.
Data Estate Inventory & Curation
Catalog and rationalize databases, pipelines, and reports so you know what you have, what is trusted, and what should be retired. Reduces duplication and clutter while creating curated datasets that analytics, self-service BI, and AI teams can safely build on.

Results You Can Expect

Outcomes

Every organization starts from a different place, but engagements typically drive outcomes like:

  • A clear analytics and AI roadmap tied directly to revenue, cost, and risk goals.
  • A stable, trusted reporting environment where executives see the same numbers everywhere.
  • Consistent KPI definitions with clear owners, documentation, and business context.
  • A well-documented data estate, with clarity on which sources, pipelines, and reports actually matter.
  • Decommissioned or consolidated legacy reports and dashboards that were creating noise and duplicate work.
  • Curated datasets designed for analytics and AI use cases, instead of ad-hoc extracts and one-off tables.
  • Reduced dependence on a few “Excel heroes” and fewer fire drills to explain conflicting metrics.
  • A realistic, risk-aware path to adopting AI that matches the maturity of your data foundations.

How We Work Together

Approach

Simple structure, clear expectations, and plain language. No buzzword-heavy decks or vague “transformations.”

Step 1
Discovery & Assessment

Stakeholder interviews, review of your current reporting, and a quick diagnostic of data quality and governance. Includes a focused data estate inventory to understand key sources, pipelines, and reports and where trust is breaking down.

Step 2
Strategy & Roadmap

Define the target state for reporting, analytics, and AI, then prioritize a practical 90-day and 12-month roadmap. Links specific analytics and AI use cases to the data, governance, and technical work required so everyone understands the trade-offs.

Step 3
Execution & Ongoing Leadership

Provide fractional leadership, embedded with your teams as needed, to drive delivery, coach staff, and keep decisions anchored in business outcomes. Ensures that reporting, data estate cleanup, and AI pilots move forward together instead of in silos.

About Cleveland Strategic & Trey Childress

Background

Cleveland Strategic is the consulting practice of Trey Childress, a data and analytics leader with more than two decades of experience across operations, technology, and analytics in complex, highly regulated environments.

Trey has led data engineering, BI, and analytics functions; modernized reporting platforms; and partnered with executives to turn scattered, low-trust data into a stable foundation for decision making, automation, and AI.

  • Leadership across data engineering, BI, analytics, and operational reporting teams.
  • Consolidation of hundreds of reports into focused, executive-ready KPI and performance dashboards.
  • Hands-on understanding of data platforms, paired with clear, plain-spoken communication with senior leaders.
  • Experience building governance, data quality, and control frameworks that support AI rather than constrain it.

Engagements are structured to match where you are in your data and AI journey:

  • Fractional Head of Data & Analytics for ongoing part-time leadership across reporting, data estate, and AI readiness.
  • Project-based work for analytics and AI roadmaps, KPI definition, or stabilizing critical reporting and datasets.
  • Executive advisory and coaching to support your existing data, analytics, and technology leaders as they scale.

Ready to Talk?

Contact

This site will expand with case studies, data estate inventory examples, and AI readiness resources. In the meantime, Cleveland Strategic is actively working with a small number of clients.

If you would like to explore whether fractional data and analytics leadership is the right fit, share a brief summary of your current reporting, data estate, or AI questions. You will receive a few clarifying questions and a link to schedule time.

Contact: inquiry@clevelandstrategic.com