AI Fluency
How confident are you explaining the difference between generative AI, machine learning, and traditional software to your board?
Very confident - I can explain clearly with examples
Somewhat confident - I understand the basics
Not very confident - Still learning the differences
Not confident at all - These terms are confusing
Strategic Decision-Making
When evaluating AI vendor proposals, how well can you assess technical claims and identify red flags?
I can critically evaluate and challenge vendor claims
I can ask some informed questions
I rely heavily on my tech team's assessment
I struggle to evaluate AI proposals independently
Governance & Risk
How well do you understand the ethical and regulatory risks of AI deployment in your organization?
Thoroughly - I can articulate risks and mitigations
Moderately - I understand the major categories
Somewhat - I know there are risks but not specifics
Limited - This area is unclear to me
AI Strategy
Does your organization have a clear AI strategy aligned with business objectives?
Yes - Documented, funded, and being executed
Partially - We have a strategy but execution is uneven
In development - We're working on it
No - We're doing ad-hoc AI projects
Personal Productivity
How often do you personally use AI tools (ChatGPT, Claude, Copilot, etc.) in your executive work?
Daily - It's integrated into my workflow
Weekly - I use it for specific tasks
Occasionally - I've experimented a bit
Rarely or never - I haven't gotten around to it
Board Communication
How comfortable are you presenting AI initiatives and answering AI-related questions in board meetings?
Very comfortable - I lead these discussions confidently
Somewhat comfortable - I can handle most questions
Uncomfortable - I defer to tech leadership
Very uncomfortable - I avoid these discussions
Change Leadership
How prepared is your organization's culture for AI-driven transformation?
Very prepared - We have AI literacy programs and embracing change
Somewhat prepared - Pockets of enthusiasm exist
Mixed - There's significant resistance alongside interest
Not prepared - Fear and skepticism dominate
Investment Framework
Do you have a clear framework for evaluating AI investment ROI and prioritizing projects?
Yes - We have AI-specific evaluation criteria
Partially - We adapt our standard frameworks
Developing - We're working on it
No - AI investments are made case-by-case
Talent Strategy
How would you rate your organization's AI talent strategy and capabilities?
Strong - We have or can attract the AI talent we need
Adequate - We have some capability but gaps exist
Limited - We struggle to attract and retain AI talent
Weak - We lack AI talent and strategy to address it
Competitive Awareness
How well do you understand how competitors and industry leaders are using AI?
Very well - I track AI moves across my industry
Moderately - I'm aware of major AI initiatives
Somewhat - I hear about AI news occasionally
Limited - I don't systematically track AI trends