By Invitation

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.

Kowalah Reserved desktop application showing strategic document editing with AI assistant

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
Kowalah Reserved chat interface showing a strategic conversation about Playing to Win strategy
Click to expand

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.

Memory

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.

Kowalah Reserved memory configuration showing workspace structure and AI Co-CEO identity
Click to expand
Skills

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.

Kowalah Reserved skills panel showing CEO strategy toolkit, content capturer, and investor update skills
Click to expand
Connectors

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.

Kowalah Reserved connectors panel showing HubSpot, Xero, Linear, and Zapier integrations
Click to expand
Agents

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.

Kowalah Reserved agents panel showing competitive intel, freshness scanner, and inconsistency checker agents
Click to expand

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.

Month 1

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
Month 2

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
Month 3

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
Ongoing: Your Crew

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.

Your information is confidential and will only be used to assess fit.

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