The all-in-one AI plugin for CTOs

Skills for ctos 17

• cto investment evaluatorScores a project's ROI, payback, and sensitivity, like comparing a data warehouse upgrade against managed cloud alternatives.
• it strategy development assistantBuilds the full IT strategy, from SWOT and KPIs to governance, like a three-year plan for a 500-person manufacturer.
• technology trend analystResearches AI, cloud, and security trends into a decision-ready report, such as whether to adopt private models now.
• cto it project navigatorPlans projects and tracks risk, budget, and stakeholder updates, like a weekly status pack for a delayed ERP rollout.
• cto tech trend roadmapperMaps vendors and emerging tech into forecasts and roadmaps, like scoring three SIEM vendors against your risk profile.
• technology roadmap strategistPrioritizes your roadmap against business goals, budget, and talent, like sequencing platform work before an AI pilot.

Plus a start-here assistant, the prompt library and the app builder, and for members the daily brief.

Ready-made prompts 209

• Technology Roadmapping22 prompts, like Align Technology Roadmap with Business Goals
• Cost-Benefit Analysis22 prompts, like Gather Cost-Benefit Data
• Vendor Evaluation23 prompts, like Industry Research and Analysis Report
• Cybersecurity Strategy Development13 prompts, like Cybersecurity Risk Assessment
• IT Project Management16 prompts, like Agile Methodology Coaching
• Talent Management15 prompts, like Source Qualified Candidates
• Data Privacy Compliance27 prompts, like Automate Data Retention Policy Enforcement

Apps you can build with AI 3

• Architecture decision retrieval mapLets your architects look up why a design was chosen and when that reasoning changed, without digging through old tickets. Demo included.
• Source-linked AI use governance consoleKeeps a defensible record of everyday AI use, so reviews take less time and risk stays visible. Demo included.
• Assumption-driven market strategy decision workspaceLinks each strategy assumption to its evidence, so revisions are faster and debates are about facts. Demo included.

AI agents 12

In the download. An agent runs a whole recurring task for you, step by step, and asks you before anything important. Ask your AI: "Run the Acquisition Integration Milestone Agent". Each one also has a guided set-up with sample data on its page.

• Acquisition Integration Milestone AgentIntegration milestones and synergies are tracked against the deal case and recovered when behind.
• Engineering Capacity and Hiring Plan AgentA capacity and hiring plan by quarter and skill that matches the roadmap.
• Technical Debt Register and Paydown AgentA costed, ranked debt register and a paydown plan that can compete for budget.
• Open Source Dependency and License Risk AgentA dependency list with no license conflicts and a plan for risky or abandoned packages.
• Engineering Metrics Health Review AgentMetric changes are understood and turned into useful questions, not blame.
• Data Retention and Deletion Schedule AgentData is deleted when the policy says, with proof, and nothing under hold or in use is touched.
• Data Vendor and Third-Party Sharing Review AgentEvery vendor that receives data has a current agreement and review.
• Customer Data Consent and Preference Sync AgentConsent and preferences match in every system, with unresolved records listed.
• Product Sunset and Deprecation AgentA deprecation with every user identified, notified and moved before shutdown.
• Emerging Technology Fit Assessment AgentA reasoned recommendation to pilot, wait or reject a technology based on company fit.
• Disaster Recovery Test Evidence AgentMeasured, documented recovery times for every critical system, with gaps turned into tasks
• Vulnerability Remediation Tracking AgentEvery important vulnerability fixed within policy deadlines and verified by rescan

Connections (MCP servers) 5

A guide in the download. A connection lets your AI work in an app you already use. You add only the ones you use: ask your AI "Which apps can you connect to?" and follow the steps on each connection's page.

• Counsel MCP serverLets your AI run a structured debate on a tough question and hand you a written report with several viewpoints.
• Octagon Deep Research MCP serverLets your AI run deep research on any topic and hand you back a full written report. Official.
• Wisepanel MCP serverHave a panel of AI models debate your tough question and hand you the arguments that survived.
• Deep Thinker MCP serverHelps your AI work through hard problems step by step, with different thinking styles and a saved map of the reasoning.
• DC Hub MCP serverAsk your AI about data centers, power grids, energy prices, fiber routes and deals, with live answers. No install needed.

Your Grok Bot team 12

• CTO Investment EvaluatorGuides CTOs through cost-benefit analysis for technology decisions, from data gathering to final recommendations.
• IT Strategy Development AssistantDevelops and refines IT strategy from market analysis to implementation roadmaps.
• Technology Trend AnalystTracks tech trends and turns them into actionable IT strategy for global IT leaders.
• CTO IT Project NavigatorOversees IT projects from planning through evaluation, with AI support for every phase.
• CTO Tech Trend RoadmapperScans tech trends, assesses impact and risk, and builds roadmaps for CTOs.
• Technology Roadmap StrategistTurns your tech stack and goals into a prioritized, stakeholder-ready roadmap.
• Cybersecurity Strategy DeveloperDevelops and manages your organization's cybersecurity strategy from risk assessment to incident response.
• Cto AdvisorProvides technical leadership guidance for engineering teams, architecture decisions, and technology strategy.
• Technology Trends AnalystTracks and forecasts technology trends for an EVP of IT.
• Vendor Evaluation AssistantEvaluates vendors end-to-end for CTOs, from research to exit strategy.
• Vendor Selection and Management AssistantManages vendor selection, evaluation, and relationships for IT consultants.
• Executive Dashboard GeneratorTurns raw data into executive-ready reports with insights and recommendations.