Your AI Co-CEO. With a crew.
A strategic mirror that knows your context. Available 24/7. Maintained by expert coaches who understand how you think.
It's not that you don't have people to talk to.
It's that you can't always talk to them.
Your team below
Leadership means projecting confidence, even when you're uncertain. Your senior team needs to see resolve, not your deepest doubts.
Your board above
Strategic concerns need framing before they're shared upward. You can't think out loud with the people who are evaluating your judgment.
Your coach sideways
They need 30 minutes of context every time. They don't live in your world. By the time they understand, the moment has passed.
Your family and friends
They love you, but they don't have the business context to help you think it through. You don't want to burden them anyway.
And strategic concerns don't wait for office hours. They hit at 2am when you're staring at the ceiling.
Everyone around you comes with constraints. You need someone who doesn't.
A thought partner you can actually talk to
Work through strategic challenges in real-time, whenever they arise.
Kowalah Reserved is a desktop application where you can discuss what's happening in your organization, think through decisions, and explore strategic options. It's available at 2am when you're staring at the ceiling, on a flight before a board meeting, or in the quiet moments when the real thinking happens.
- Think out loud about concerns you might not share with anyone else
- Explore 'what if we're wrong about X?' without managing reactions
- No scheduling, no waiting, no 30-minute context re-establishment
A strategic mirror that actually knows your context
Not just the facts about your business. How you think about it.
What makes Kowalah Reserved different from a generic AI chatbot? It's configured to mirror your context through four pillars that our team builds and maintains for you.
Your organizational context, embedded
Memory captures the context of your workspace—your organizational structure, key relationships, strategic priorities, and how you think about the business. It's not just what you've told it; it's the accumulated understanding of how you operate.
Autonomous capabilities tailored to how you work
Skills are workflows the AI can invoke based on context. From structured strategic updates using the CEO Strategy Toolkit, to extracting insights from podcasts and articles, to creating investor updates—each skill is configured for your specific needs.
Your business systems, connected
Connectors give your AI Co-CEO access to your business data. Salesforce for CRM and pipeline context. NetSuite for financial reality. Workday for people data. Even Zapier for connecting to 7,000+ additional apps. Real-time access to the information that matters.
Specialized assistants for focused tasks
Agents are specialized subagents that handle focused tasks with isolated context. A competitive intelligence agent that researches market trends before board meetings. A freshness scanner that audits stale documents. An inconsistency checker that flags strategic contradictions.
Your files, your machine. Kowalah Reserved works with documents in your local directories—they're never uploaded to a cloud platform or stored externally. Expert coaches customize the setup specifically for how you work.
Why not just use Claude or ChatGPT?
The fundamental difference: Kowalah Reserved can take action.
Kowalah Reserved uses Anthropic's Agent SDK—the same technology powering Claude Code. It can navigate your strategic workspace, read your documents, create new files, update existing plans, and organize your thinking. It's not just answering questions; it's working alongside you.
| Capability | Kowalah Reserved | Generic AI Chat |
|---|---|---|
| File system access | Reads, creates, and updates your documents | Upload files manually |
| Workspace navigation | Moves across directories, discovers files dynamically | One project or GPT at a time |
| Skills & agents | Multiple skills working together, orchestrated automatically | Choose one GPT per conversation |
| Strategic frameworks | Core frameworks integrated into your workflows | Available, but you configure each time |
| Business tool connections | Deep integration with Salesforce, NetSuite, Workday, calendar | Basic integrations available |
| Context & memory | Learns your way of thinking, your terminology | General memory, not tailored to you |
| Personalization | Your own skills, agents, and memories—built through mirroring | Configure it yourself |
| Ongoing support | Dedicated strategist maintaining your setup | Self-service |
| Privacy | Documents stay in your local directories | Files uploaded to cloud storage |
What you can do with your AI Co-CEO
Strategic Planning & Execution
Drive strategic clarity across the organization with frameworks that scale.
- • Annual planning and OKR cascades
- • M&A opportunity evaluation
- • Market expansion strategy
- • Competitive positioning analysis
Executive Communications
Prepare high-stakes communications that align and inspire.
- • Board meeting preparation and materials
- • All-hands presentation drafts
- • Investor update narratives
- • Crisis communication frameworks
Enterprise Intelligence
Connect to your business systems for real-time strategic insight.*
- • CRM analytics (Salesforce, HubSpot)
- • Financial forecasting (NetSuite, SAP)
- • Performance dashboards (Tableau, Power BI)
- • HR insights (Workday, BambooHR)
* Integrations use the Model Context Protocol (MCP). Availability depends on official or community MCP servers for each platform.
Leadership & Talent
Make better decisions about your most important asset—your people.
- • Executive hiring evaluation
- • Leadership team development
- • Succession planning frameworks
- • Organizational design reviews
The more you use it, the more valuable it becomes
Most tools deliver the same value on day one as day one hundred. Kowalah Reserved is different.
Think out loud
Talk through ideas via voice or chat. Your stream of consciousness becomes structured memory the system draws on later.
Share your decisions
Past decisions, their rationale, and outcomes inform today's advice.
Show how you think
The frameworks you reach for, how you frame problems, your thinking patterns.
Work in your style
How you prefer to receive and share information becomes the default.
Map your landscape
Key relationships, team dynamics, recurring challenges, political realities.
Build on your knowledge
Industry insights, competitive intelligence, market understanding accumulated over time.
After six months, you're not explaining context anymore. After a year, it's like talking to someone who's been in the room for every strategic conversation you've had.
The Mirroring Process
Building your strategic mirror isn't a technical setup—it's a process of deeply understanding how you think, lead, and operate.
Understanding Your Mental Model
We learn how you think through a series of conversations.
- • Decision-making patterns and frameworks you naturally reach for
- • Organizational structure, key relationships, tensions and dynamics
- • Information sources: books, podcasts, mentors who've shaped your thinking
- • Communication style and how you prefer to receive information
Building Your Capabilities
Based on what we learn, we build out the mirror.
- • Custom skills tailored to how you work, not generic templates
- • Your frameworks embedded in the system
- • Specialist agents trained for specific domains of your business
- • Quick commands for your most common strategic tasks
Connecting Your World
We integrate with the systems that run your business.
- • CRM (HubSpot, Salesforce) for customer and pipeline context
- • Financials (NetSuite, SAP) for financial reality
- • Documents (Drive, SharePoint) for existing strategic materials
- • Communications (Email, Slack, Calendar) for information flow
After the initial mirroring, you're not on your own.
- Dedicated strategist maintains and evolves your setup
- Regular check-ins to capture new frameworks, processes, and context
- Continuous refinement as your business and thinking evolve
- Direct support whenever you need it
20+ Pre-Built Executive Skills
Each skill embeds proven frameworks and methodologies.
Strategy & Planning
- • CEO Strategy Toolkit (Playing to Win)
- • M&A Opportunity Evaluator
- • Market Expansion Planner
- • OKR Cascade Framework
Board & Investors
- • Board Presentation Builder
- • Investor Update Composer
- • Quarterly Business Review
- • Fundraising Narrative
Leadership & Talent
- • Executive Hiring Evaluator
- • Succession Planning Framework
- • Organizational Design Review
- • Leadership Team Offsites
Communications
- • All-Hands Presentation Planner
- • Crisis Communication Framework
- • Smart Brevity Executive Messaging
- • Stakeholder Update Builder
Complete Privacy & Control
Your most sensitive strategic thinking deserves absolute confidentiality.
Local-first architecture
All workspace files stay on your machine. No file uploads to Kowalah servers. Your documents never leave your computer.
Your own API key
Direct relationship with Anthropic. Messages encrypted in transit. Anthropic doesn't train on your data.
Secure connectors
MCP-based authentication for business tools. Credentials stored in your system keychain. You control which tools are connected.
Your documents, your machine
Edit and organize your strategic files anytime—no internet required. Your workspace is always accessible.
Apply for Kowalah Reserved
Kowalah Reserved is available by invitation to qualifying executives. Tell us about yourself and we'll be in touch.
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Questions
Mirroring is how we configure Kowalah Reserved to think like you. Over three months, we learn your language, your mental models, your decision-making frameworks, and how you approach problems. We connect your systems, build custom skills for your workflows, and train the AI on your terminology. The result is a strategic partner that feels like talking to yourself—one that already knows your context, your preferences, and your way of working.
Those are blank canvases. Kowalah Reserved is a mirror of your business and your thinking. It knows your context permanently, uses your frameworks, connects to your tools, and gets maintained by expert coaches. You're not teaching an AI from scratch every conversation—you're picking up where you left off with a strategic partner that already understands.
Kowalah Reserved is single-player by design. It's your private space to think, plan, and work through decisions before they're ready to share. While it can access shared documents and business systems your team uses, the conversations and strategic thinking happen between you and your AI Co-CEO alone. No team members see your chats or half-formed ideas.
However your business makes sense to you. Organize by department, region, business unit, time period, strategic initiative—or any combination. The workspace mirrors how you actually see your organization. Some executives structure around their direct reports, others around key projects or planning cycles. During mirroring, we help you design a structure that matches your mental model of the business.
Yes. All workspace files remain on your local machine. The application communicates with Claude's API for AI responses, but your documents never leave your computer. Business tool connectors use secure MCP-based authentication with credentials stored in your system keychain.
Think of it like chartering a yacht or private jet—the vessel alone isn't much use without the crew. Your Kowalah Crew includes senior strategic advisors who speak your language and understand executive priorities, supported by a technical team that works with your IT department to safely configure connections and build custom skills. They handle the setup discreetly, maintain your workspace over time, and ensure you're getting the most from the platform.
Kowalah Reserved isn't a fixed license or a simple subscription—it's a customized package built around how you'll use it. Pricing depends on several factors: the depth of the mirroring process, the number of enterprise connectors you need, how many strategic check-ins with your Kowalah Crew are included, and the complexity of custom skills we build for your workflows. After our initial conversation, we'll scope a package tailored to your specific situation and provide transparent pricing before you commit.
A skill is a documented way of doing something—the process, supporting documents, integrations, and templates bundled together. It allows your Kowalah Reserved workspace to carry out work the same way you, your EA, or your chief of staff would: creating documents, updating systems, making arrangements. Skills can be as simple as 'draft my weekly update' or as complex as 'prepare board materials from this quarter's data.'
Absolutely—and we strongly recommend it. We suggest using Wispr Flow, a voice-to-text tool that lets you speak naturally into any application. Many CEOs find that talking through problems is faster and more natural than typing. Wispr Flow works system-wide, so you can dictate directly into your Kowalah Reserved workspace, emails, documents, or anywhere else. It dramatically accelerates how quickly you can work with your AI Co-CEO.
No. The mirroring process is a series of conversations, not technical configuration. The interface is natural language. If you can send an email, you can use Kowalah Reserved.
The three-month mirroring process requires roughly 4-6 hours of your time per month—conversations about how you think and work. The Kowalah team handles everything else: building skills, configuring agents, connecting systems.
Immediately. You can start having strategic conversations from day one. The value compounds over time as the mirror becomes more accurate—by month three, it's like talking to someone who's worked alongside you for years.
Ready to have a strategic partner who truly understands?
Kowalah Reserved is for executives who want more than a chatbot. Apply to see if it's right for you.
Apply for Kowalah Reserved