Fractional CDO and AI Advisory

Jay Hawkinson


Credentials and experience

NACD Governance Credentials

NACD Directorship Certified

The premier board director certification program

Board governance credential

NACD Effective AI Oversight

In collaboration with Carnegie Mellon University Heinz College

Responsible AI governance

NACD Cybersecurity Oversight

In collaboration with CERT at Carnegie Mellon University

Risk and threat governance

Industry Recognition

Forbes Technology Council

Invitation-only community of senior technology executives

Active Member

ICON Top 100 D&A

Annual recognition of top data and analytics leaders

Data & Analytics recognition

Informatica Award 2023

Business Acceleration Award recipient

Business Acceleration

25+ years building data-driven organizations at scale · PMP certified

Where we engage

Every engagement begins with your situation. Your business context, your organizational constraints, and the decisions you are actually accountable for. The three areas below reflect where this work most commonly creates clarity and momentum.

Strategy and roadmap

I help leaders clarify where data and AI can genuinely move the needle, and where they cannot. The focus is on building a realistic roadmap that aligns ambition with organizational capacity.

  • Clarify business outcomes and priorities.
  • Shape a multi-year data and AI roadmap
  • Align stakeholders around a straightforward, defensible narrative

Platform and architecture

I work with teams to evaluate what they already have, identify gaps, and make pragmatic platform decisions that support near-term progress without creating long-term drag.

  • Assess current platforms and technical constraints.
  • Define a practical target architecture
  • Support vendor and partner decisions

Execution and operating model

Strategy only matters if it translates into action. I help leaders design operating models that connect governance, delivery, and decision making in the real world.

  • Define roles, responsibilities, and ways of working
  • Connect governance to actual business decisions
  • Coach leaders through early execution challenges

Engagement models

Every organization’s situation is different. These three models provide flexibility to match the level of involvement your business needs right now.

Strategic counsel

A steady, confidential sounding board for your highest-stakes data and AI decisions. Pressure-test strategies, navigate organizational complexity, and maintain momentum between board cycles.

Fractional Chief Data and AI Officer

I operate as your CDO in practice, setting direction, building capability, and establishing governance. For organizations that need senior leadership now, without the 12-month executive search.

Board and CEO advisory

The most senior engagement, confidential support for leaders accountable when AI investments succeed or fail. Risk framing, governance design, and board-level clarity. Available exclusively through Hawksroost.  Explore at Hawksroost →

How we work together

“Jay is a big picture thinker who can think strategically and then quickly turn around and decompose that strategy all the way down to the smallest technical details. During my career, I have found this to be a very rare and highly valuable quality.

Stacey Fedorka, Chief Information Officer, Exactech, Former CIO, AFL. Managed Jay directly.

Specialized Assessment

EU AI Act Compliance Assessment

Prepare your organization for August 2026 enforcement with board-ready governance frameworks
$25,000
Starting investment
4-6 weeks
Complete assessment
18 months
Until enforcement
Board-ready compliance roadmap
Executive summary and implementation timeline
High-risk AI system identification
Complete inventory and risk classification
Governance framework design
Controls, oversight, and accountability structure
Risk mitigation implementation plan
Phased approach with clear milestones
NACD AI Oversight Certified • Carnegie Mellon University methodology
Timeline consideration: The EU AI Act enforcement begins in August 2026. Organizations operating AI systems in EU markets need compliant governance frameworks. Early assessment provides adequate time for proper governance implementation.

Investment and outcomes

Clear investment expectations for serious decision makers.

Strategic Counsel

Starting at $8,000/month
Flexible 3-6 month arrangements
  • Decision frameworks and risk assessment
  • Implementation roadmaps
  • Executive stakeholder alignment

Fractional Chief Data and AI Officer

Starting at $20,000/month
Typical 6-12 month initial engagement
  • Board-ready governance framework
  • Strategic roadmap and execution plan
  • Team development and capability building
JD

“Jay has a unique ability to break down data and IT topics and make them relatable to the company at large. He shares his knowledge freely and selflessly — I have personally been the beneficiary of his generosity.”

Joshua Dixon
President, CEO & Board Director, Industrial Manufacturing
15+ year professional relationship across Belden and Valmont Industries
SF

“Jay is a big picture thinker who can think strategically and then quickly turn around and decompose that strategy all the way down to the smallest technical details. During my career, I have found this to be a very rare and highly valuable quality.”

Stacey Fedorka
Chief Information Officer, Exactech
Former CIO, AFL — managed Jay directly
Board & CEO Advisory
Exclusively through Hawksroost • Premium governance engagement
Schedule consultation →

Specific scope and investment determined during initial conversation

Confidential exploration conversation

This is a fit check, not a sales call. We discuss your context, goals, and constraints and decide together whether there is a genuine match.

Engagement design

We agree on scope, pace, and level of involvement based on your needs and timeline.

Initial 90-day focus

We concentrate on outcomes that build clarity, momentum, and credibility with stakeholders.

Review and adjust

We reassess what is working and decide whether to extend, shift focus, or taper to lighter advisory support.

Not ready for advisory or fractional leadership yet?

If you’d prefer to start with tools, structured guidance, and peer learning, memberships provide a lighter on-ramp. Many members later move into advisory when deeper support is needed.

Let’s talk about what you are trying to decide

If you are exploring how data and AI can support your business, I’m happy to have a conversation and see if there is a fit.

Schedule a Confidential Conversation