All-in-one AI plugin for chief information officers
The All-in-One AI Plugin for Chief Information Officers
One download gives your AI 17 skills, 215 prompts, 3 apps and 12 Grok Bot agents for IT strategy, security, budgets and vendor calls.

- 17skills
- 215prompts
- 12AI agents
- 8connections (MCP)
- 3apps
- 12Grok bots
What's inside
Your week is a stack of decisions. Which security gap to close? Which vendor to sign? What does the cloud bill really cost? Does that new AI tool deserve a pilot? The answers sit in ten places, and your team waits on your call.
17 skills for your role
Cybersecurity strategy, risk assessment, digital transformation, IT budgeting, vendor selection, data governance, trend research, and cloud cost optimization. Each one walks you through the work step by step, in plain language.
215 ready-made prompts
Ten topics cover IT strategy, security assessment, vendor evaluation, data management, cloud migration, budgeting, AI integration, transformation, risk and compliance, and project management. Open one, fill in your details, and use the answer.
3 apps you can build
A governance console for AI use, a compliance evidence workspace, and an agent action screening portal. Each keeps a reviewable record so audits and reviews take less of your time.
12 Grok Bot agents
Specialists for cybersecurity strategy, risk assessment, transformation, trend adoption, IT budgeting, emerging technology, data governance, vendor management, data architecture, and more. They work alongside you on the same questions.
Works in eight AIs
ChatGPT, Claude, Microsoft 365 Copilot, Gemini, Grok, Grok Bot, Cursor, and Kimi. One download, same skills and prompts in each, so your team can work in whatever tool they already have open.
Daily news and ideas
Members get a live connection to Complete AI Training: the daily AI news for your job, one new idea every day with the prompt to run it, and automatic skill updates.
A day with your plugin
This plugin drops into the AI you already use. Ask for a security strategy, a vendor comparison, or a cloud cost review, and you get a structured draft with steps, risks, and numbers attached. No new login, no new tool to learn.
- Morning
Before your first meeting, ask the cybersecurity strategy skill for a one-page update on open risks and what changed overnight. You walk in with the facts already sorted.
- Late morning
A vendor sends a renewal quote. Run the IT budgeting and cost analysis skill to compare total cost of ownership against two alternatives, then send the summary to finance.
- Afternoon
Your team proposes a new AI tool. Use the emerging technology adoption skill to check readiness, cost, and risk, and get a pilot plan you can approve or pause.
- End of day
Open the compliance evidence app to log today's approvals and exceptions. Tomorrow's audit prep starts from a record that already exists, not a scramble.
Install it in your AI
Choose the AI you use. No technical knowledge needed: it's a few clicks and some copy and paste.
ChatGPT
Your own GPT on chatgpt.com, plus a plugin for Codex and ChatGPT workspaces. About 5 minutes.
- Download the ChatGPT version and unzip it (double-click the file).
- On a computer, open chatgpt.com/gpts/editor in your browser (or in ChatGPT: GPTs in the left menu, then + Create at the top right). You need a paid ChatGPT plan (Plus, Pro, Business or Enterprise) to make a GPT, and it can't be done in the phone app.
- You see two tabs at the top, Create and Configure: click Configure.
- Name it Chief Information Officer Assistant. Open
custom-gpt/instructions.txt, copy everything and paste it into Instructions. - Under Knowledge, upload all the files from the
custom-gpt/knowledgefolder. - Paste the lines from
conversation-starters.txtas conversation starters and click Create. - For the daily news, ideas and skill updates: at chatgpt.com go to Settings → Plugins → Create, add the Complete AI Training server and sign in with your membership. Your Connect page shows each click.
Download for members
Members download the plugin for every job, with daily news, ideas and skill updates. Or buy this plugin alone for $49, once.
Claude
A Claude plugin for claude.ai, the desktop app, Cowork and Claude Code. About 2 minutes.
- Download the Claude version. Keep it zipped.
- Open Claude (claude.ai or the desktop app), click your name at the bottom left, then Settings → Capabilities.
- Click Upload plugin and choose the zip file. Turn the plugin on.
- Start a new chat and type /start. Your chief information officer assistant introduces itself.
- The first time it uses Complete AI Training, Claude asks you to connect: click Connect and sign in with your membership.
Download for members
Members download the plugin for every job, with daily news, ideas and skill updates. Or buy this plugin alone for $49, once.
Microsoft 365 Copilot
A Copilot agent: set it up yourself in Agent Builder, or give IT the ready app package. About 5 minutes.
- Download the Microsoft 365 Copilot version and unzip it.
- Open Microsoft 365 Copilot (m365.cloud.microsoft/chat) and click Create agent, then the Configure tab.
- Name it Chief Information Officer Assistant. Paste everything from
agent-builder/instructions.txtinto Instructions. - Under Knowledge, upload the files from
agent-builder/knowledge. Add the starter prompts and click Create. - Working in a company? The
appPackagefolder is a ready app for your IT team, with the Complete AI Training connection built in. The README has a message you can forward to them.
Download for members
Members download the plugin for every job, with daily news, ideas and skill updates. Or buy this plugin alone for $49, once.
Gemini
Skills you upload to Gemini, a ready Gem, and a Gemini CLI extension. About 2 minutes.
- Download the Gemini version and unzip it.
- Go to gemini.google.com and open Settings → Skills → Upload.
- Upload the
SKILL.mdfiles from theskillsfolder, starting with the folder whose name ends in-assistant. Gemini now uses them by itself. - Prefer a Gem? Open Gems → New Gem, paste
gem/instructions.txtand upload the files ingem/knowledge. - Using Gemini CLI?
gemini extensions installon the folder also connects Complete AI Training for the daily news, ideas and skill updates.
Download for members
Members download the plugin for every job, with daily news, ideas and skill updates. Or buy this plugin alone for $49, once.
Grok
A Grok Project with all the instructions and files. About 5 minutes.
- Download the Grok version and unzip it.
- Go to grok.com, open Projects in the left menu and click New project. Name it Chief Information Officer Assistant.
- Paste everything from
grok-project/instructions.txtinto the project's instructions. - Upload the files from
grok-project/knowledgeto the project. - Start your work chats inside this project. Try one of the lines in
conversation-starters.txt.
Download for members
Members download the plugin for every job, with daily news, ideas and skill updates. Or buy this plugin alone for $49, once.
Grok Bot
One message that sets up a whole team of Grok Bot agents for your job. About 5 minutes.
- Download the Grok Bot version and unzip it.
- Open Grok Bot and create a new bot. Name it Chief Information Officer Team Lead.
- Open
SETUP-MESSAGE.md, copy everything and paste it as your first message. - The team lead sets up its own role and walks you through adding each specialist bot, one at a time.
- Add the Complete AI Training connector in Grok Bot so your team lead gets the daily news and ideas for chief information officers.
Download for members
Members download the plugin for every job, with daily news, ideas and skill updates. Or buy this plugin alone for $49, once.
Cursor
A Cursor plugin with the skills, rules and connection, or project files. About 3 minutes.
- Download the Cursor version and unzip it.
- In Cursor, open Settings → Plugins and add the unzipped folder.
- No plugins in your Cursor? Copy
skillsto.cursor/skillsandrulesto.cursor/rulesin your project, andmcp.jsonto.cursor/mcp.json. - Open the Agent chat and ask what it can do for you as a chief information officer.
Download for members
Members download the plugin for every job, with daily news, ideas and skill updates. Or buy this plugin alone for $49, once.
Kimi
A Kimi Code plugin, and instructions with files for Kimi chat. About 3 minutes.
- Download the Kimi version and unzip it.
- Kimi chat (kimi.com or the app): start a new chat, paste
kimi-chat/instructions.txtand attach the files inkimi-chat/files. - Keep using that chat for your work: Kimi now acts as your chief information officer assistant.
- Kimi Code: type
/plugins installwith the folder, then/reload. It connects Complete AI Training too.
Download for members
Members download the plugin for every job, with daily news, ideas and skill updates. Or buy this plugin alone for $49, once.
Once it's installed, type this
- "What can you help me with as a chief information officer?"Your AI introduces the plugin and suggests where to start.
- "Run the Operating Model Transition Agent"Starts one of your 12 AI agents. It asks you a few questions first, then runs the task step by step and checks with you before anything important.
- "Which apps can you connect to?"Your AI lists the 8 connections for chief information officers and walks you through adding the ones you use, one app at a time.
- "Find a prompt for …"Picks one of the 215 ready-made prompts and asks for your details.
Everything in the plugin
Your AI picks the right part by itself. You can also ask for one by name.
Skills for chief information officers 17
- cybersecurity strategy developerBuilds your enterprise security strategy, controls, and metrics, for example a 12-month plan to close gaps found in your last pen test.
- cybersecurity risk assessment assistantRuns risk assessments, threat models, and audit prep, for example scoring your third-party vendors before contract renewal.
- digital transformation strategy advisorProduces transformation assessments, roadmaps, and governance plans, for example a cloud migration roadmap with change management steps.
- it trend adoption assistantGuides a new technology from evaluation to rollout, for example piloting an AI help desk tool across two departments.
- it budgeting and cost analysis assistantAnalyzes IT spend, forecasts costs, and compares vendor TCO, for example a five-year cost model for two ERP options.
- emerging technology adoption assistantAssesses readiness, risk, and ROI for new technology, for example deciding whether to adopt an AI copilot this year.
Show all 14 skills
- tech risk adoption plannerTurns trend, market, competitor, and regulatory data into investment calls, for example whether to fund edge computing now.
- technology trends analystDelivers sourced trend, vendor, and competitor research, for example a briefing on what your top three rivals are deploying.
- data management governance assistantCovers data classification, governance, privacy, and quality, for example a data classification policy for customer records.
- vendor selection and management assistantHandles vendor research, RFPs, comparisons, and performance reviews, for example a scoring matrix for three managed service providers.
- transformation insight strategistBuilds trend summaries, impact reports, and transformation roadmaps, for example a competitor digital engagement analysis for your board.
- agency chief ai officer advisorAdvises on AI build vs buy, AI risk class, and AI cost math, for example API versus fine-tune breakeven.
- data integration and architecture plannerPlans data mapping, migration, MDM, and warehouse design, for example moving two legacy systems into one cloud warehouse.
- database cloud optimization cost optimizeFinds cloud savings without hurting reliability, for example right-sizing idle instances to cut your monthly AWS bill.
Plus a start-here assistant, the prompt library and the app builder, and for members the daily brief.
Ready-made prompts 215
- IT Strategy Development22 prompts, like Analyze Competitors' IT Strategies
- Cybersecurity Assessment13 prompts, like Build Incident Reporting System
- Technology Vendor Evaluation22 prompts, like Research Technology Vendors
- Data Management Best Practices11 prompts, like Data Classification for Sensitivity
- Cloud Migration Planning27 prompts, like Assess Infrastructure Readiness
- IT Budgeting and Cost Optimization22 prompts, like Analyzing Cost Trends
- AI and Machine Learning Integration22 prompts, like Data Preprocessing and Quality Assurance
Show all 10 topics
- Digital Transformation Guidance27 prompts
- Risk Management and Compliance22 prompts
- Project Management Support27 prompts
Apps you can build with AI 3
- Source-linked AI use governance consoleTrack every AI use case with its source, so your review board can approve or block with a defensible record. Demo included.
- Multi-framework compliance evidence and certification workspaceKeep audit evidence tied to its source across SOC 2, ISO 27001, and HIPAA, cutting prep weeks to days. Demo included.
- Agent action screening and governance portalScreen what your AI agents can do and log every block and approval for later review. 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 Operating Model Transition Agent". Each one also has a guided set-up with sample data on its page.
- Operating Model Transition AgentAn operating-model transition with no ownership gaps.
- Virtual Machine Right-Sizing AgentLower cloud and virtualization cost with no loss of performance
- Cloud Security Group Review AgentCloud network rules limited to what is needed, with each change tested
- Shadow IT Discovery AgentA current list of unapproved tools, each with a risk rating and a decision from the CIO
- Data Retention and Purge AgentData deleted on schedule, no earlier or later than policy, with held records protected
- Cloud Database Cost Review AgentLower database cloud cost with each change tested against peak load
- Digital Roadmap Dependency Check AgentEarly warning of roadmap slips caused by dependencies, with options for leadership
- Data Governance Exception AgentEvery policy exception recorded, time-limited and reviewed with controls verified
- AI Model Risk Register AgentA current register of live models with owners, reviews and risk status
- Technical Debt Prioritization AgentProduce a ranked debt plan that fits capacity and supports the roadmap
- End-of-Life Dependency Radar AgentKnow what reaches end of support soon and have a tested upgrade path for each
- Data Retention and Deletion Schedule AgentData is deleted when the policy says, with proof, and nothing under hold or in use is touched.
Connections (MCP servers) 8
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.
- Alderpost MCP serverLets your AI run paid lookups on domains, companies, threats, compliance, sales leads, sports, property and health data.
- ComparEdge MCP serverLets your AI look up current prices, plans and alternatives for 494 SaaS and AI tools.
- DataNexus MCP serverLook up security risks, licences, nonprofits, patents, and domains straight from your AI chat. No install needed.
- CloudPrice MCP serverCompare cloud prices across AWS, Azure, GCP, and OCI and get plain answers about costs and savings.
- Wisepanel MCP serverHave a panel of AI models debate your tough question and hand you the arguments that survived.
- Russian Software Registry MCP serverLet your AI search a Russian software catalog for local alternatives and certified products.
- DocSentinel MCP serverLets your AI review security documents and reports, then list risks, compliance gaps, and fixes.
- Regulated AI Compliance MCP serverAsk your AI about AI rules like the EU AI Act, NIST AI RMF or ISO 42001 and get plain answers. No install needed.
Your Grok Bot team 12
- Cybersecurity Strategy DeveloperDevelops and manages your organization's cybersecurity strategy from risk assessment to incident response.
- Cybersecurity Risk Assessment AssistantGuides IT VPs through cybersecurity risk assessments, from scans to reports.
- Digital Transformation Strategy AdvisorStrategic digital transformation guidance for IT executives, from assessment to adoption.
- IT Trend Adoption AssistantTracks emerging IT trends and guides their adoption from research to rollout.
- IT Budgeting and Cost Analysis AssistantAnalyzes IT spend, forecasts costs, and recommends optimizations for IT consultants.
- Emerging Technology Adoption AssistantGuides CDOs through emerging tech adoption from research to implementation and monitoring.
- Tech Risk Adoption PlannerTracks tech trends, assesses risks, and plans adoption for technology managers.
- Technology Trends AnalystTracks and forecasts technology trends for an EVP of IT.
- Data Management Governance AssistantAides VPs of IT in data management tasks from classification to compliance.
- Vendor Selection and Management AssistantManages vendor selection, evaluation, and relationships for IT consultants.
- Transformation Insight StrategistDigital transformation advising assistant for innovation strategists.
- Data Integration and Architecture PlannerPlans and documents data integration, architecture, and governance for a Chief Digital Officer. No execution without approval.
Get the plugin
Two ways to get it. Most people choose the membership: it includes every plugin and keeps them up to date.
Recommended
Membership
$9 a month, billed yearly
- The plugin for chief information officers, and for 500 other jobs
- Daily AI news and a new idea every day, inside your AI
- Skills update by themselves
- 700+ video courses and certificates
- Download up to 2 plugins a day
Pay on Stripe's secure page, no questions first. You're back here straight after, ready to download.
This plugin only
Standalone plugin
$49 once
- The plugin for chief information officers, for all eight AIs
- All 17 skills, 215 prompts, 12 AI agents and 3 apps
- The connections guide
- Yours to keep, no subscription
- No daily news, ideas or skill updates
Secure payment by Stripe. Bought it already? Use the link in your email.
Questions
What is a plugin, and how do I install it?
A plugin is a set of instructions and files that teach your AI new skills. You download it once and add it to your AI account. No coding, no servers, no IT ticket.
Which AI does it work with?
ChatGPT, Claude, Microsoft 365 Copilot, Gemini, Grok, Grok Bot, Cursor, and Kimi. You pick the one you already use. The skills and prompts behave the same in each.
What is the difference between the member download and the $49 plugin?
The $49 one-time plugin is standalone. It gives you the skills, prompts, and apps with no further updates. Members also get the daily AI news, a new idea each day with its prompt, and automatic skill updates.
Is my data safe?
The plugin is instructions and files. It does not store your chats or send your data anywhere. Your AI provider handles your conversations under its own privacy terms, the same as any other chat.
How many downloads do I get?
Members can download two plugins a day. That covers this one plus another role on your team, or a second tool you want to test.
Learn to use AI as a chief information officer
The plugin does the work; the learning path shows you how to get the most out of it, step by step.