Guides · CEO Toolkit

The operating system for the CEO.

Metrics, cadence, decision rights, communication, and dashboards for CEOs of mid-market companies. Every worked example is labelled illustrative.

14 guides · 1 template

More CEO Toolkit guides

AI Governance for Finance and Operations: Who Approves What, and What Gets Recorded

AI governance as a standing routine: what AI may touch, who approves each action, what gets recorded, and what changes after a miss. With templates.

15 min read
agentic aifinance

Annual Operating Plan Process: A 20-Week Calendar That Ends in Routines

A 20-week annual operating plan process for mid-market teams: the calendar, who approves, and the routines the plan must hand off to so it holds all year.

13 min read
financestrategy planning

Decision Rights for AI Actions: A Matrix for Who May Approve What

Your delegation of authority covers people, not AI. A matrix for what AI may read, draft, recommend or do, who approves it, and how authority is earned.

15 min read
agentic aiceo toolkit

How to Trust an AI Finding: What to Ask Before You Act on It

Before you act on an AI finding, ask for its sources, arithmetic you can redo, the cause, what was ruled out and who approves. With a worked cash example.

15 min read
agentic aifinance

Operating Model Design Principles

Operating model design principles for mid-market companies: structure, decision rights, handoffs, spans, and governance, with a method for testing options.

14 min read
financestrategy planning

Operating Review System

Build an operating review system that changes results: agenda, decision log, owners, expected outcomes and a follow-up loop, with templates and an example.

19 min read
financeportfolio operations

Scenario Planning with Driver-Based Models

Scenario planning with driver-based models: pick the drivers that move EBITDA, build base, downside, and upside cases, and set triggers that force action.

14 min read
financestrategy planning

Strategic Options Review for Mid-Market CEOs

Run a strategic options review: frame the decision, generate real alternatives, score them on set criteria, test reversibility, and record why you chose.

14 min read
financestrategy planning

Strategic Planning Playbook

A strategic planning playbook for mid-market CEOs: set choices, size the gap, cascade into the operating cadence, and track delivery with named owners.

22 min read
financestrategy planning

Free templates

Working files that go with these guides, with the worked examples already filled in. Enter your name and work email and we send the file personally.

Free template · Word template

Decision Rights Matrix and 100-Day Communication Plan

A decision rights matrix with bracketed thresholds and a 100-day stakeholder communication schedule.

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