FREE TOOLS

Diagnose before you decide.

Practical resources that give you a sounding board for expensive problems. Our offerings evolve; our commitment to helping you find the best path does not.

EXECUTIVE-LEVEL FRAMING

Built from workshop and operator experience, not generic checklists.

PRIVACY-FORWARD

No model training on your inputs; see each tool for retention details.

HONEST SCOPE

Education and diagnosis—not professional security or HR advice.

FOR CEOS & STRATEGY LEADERS

AI Readiness Assessment

Seven honest questions from our executive workshops. Rate your organization, see where you stand, and get practical next steps—not a sales pitch.

  • Self-score across vision, data, culture, and leadership
  • Instant readiness band with clear interpretation
  • Link to the full framework article and contact when you are ready
Typical time: ~5 minSTART ASSESSMENT

FOR LEADERS, OPERATORS, AND THE AI-CURIOUS

Dear Issy

A just-for-fun advice column on AI, work, and the human stuff in between—quick chat, optional letter coach, or read past letters and replies.

  • Ask Issy in the floating chat or use the full letter flow
  • Optional coach to shape your draft before you submit
  • First name or anonymous; we let you know when a reply posts
Typical time: A few minutesOPEN DEAR ISSY

FOR CEOS, CIOS, CTOS

Free Cyber Security Assessment

A leadership sounding-board: the questions to ask your team, the risk areas to pressure-test, and common threat patterns to investigate (not a replacement for your cyber tools or audits).

  • Contextual questions for your industry and stack
  • Threat themes and mitigations to explore with IT
  • Transcript you can copy or email—nothing stored long-term
Typical time: ~10 minSTART ASSESSMENT

FOR CEOS, CHANGE LEADERS, INNOVATORS

Stakeholder Mapping Coach

You tell us the players, we bring their personality profiles and our experience with similar personas. Get tailored strategies for advancing your AI initiatives.

  • Short intake on your initiative and blockers
  • Discreet profile context for key stakeholders
  • Actionable read on dynamics and next moves
Typical time: ~15 minMAP YOUR STAKEHOLDERS

WHY FREE

We lead with usefulness.

We believe the best way to start a relationship is by giving first. These tools reflect lessons from thousands of hours of executive workshops, building AI and structuring data in our own businesses, shipping products, and standing up innovation labs.

Important: We have not used client data in these tools. Insights are anecdotal and evolve. Use them, share them, and if you want to go deeper, we are here.

DATA AND PRIVACY

What to expect on these pages

  • We do not retain chat or conversation data server-side for the cyber tool. Copy or email it if you want it kept.
  • We do not use your inputs to train AI models or improve our services.
  • These tools are for marketing and education only—not professional security, legal, or HR advice.
  • Always consult qualified professionals before making security or compliance decisions.