Essays - Convictional

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Adam McCabe

Oct 23, 2025

The Cognitive Cost of Constant Connection
Research-based exploration of how Slack and real-time communication platforms fragment attention through network effects and constant context switching.
Roger Kirkness

Oct 15, 2025

Launching Collaborative Email
Announcing Convictional's collaborative email product that addresses the erosion of workplace communication caused by chat tools and AI spam. We're building tools that restore email as an effective collaboration platform while solving goal alignment within organizations.
Bill Tarbell

Aug 6, 2025

Vibe Marketing
How we migrated from Webflow to a Claude Code-powered static site, enabling rapid development and empowering our marketing team with developer tools
Roger Kirkness

Aug 5, 2025

Founder Mode: Reviewing and recruiting
Exploring how founders can scale their impact through two key activities: review and recruit. While extroverted founders like Brian Chesky use extensive meetings, introverted founders can achieve similar results through mastery of email communication and written updates.
Roger Kirkness

Jul 11, 2025

How I Do Email
A comprehensive guide to using email as a productivity system, covering inbox management, task prioritization, and strategic email workflows for handling 150-200 emails daily.
Adam McCabe, Matt Chequers, Jake Beresford

Jul 7, 2025

Bridging the Data-Decision Gap
Our journey from naive natural language to SQL targeted at business users to our current production implementation using semantic layers and MCP tooling.
Adam McCabe

Jul 4, 2025

The Human-AI Workforce: How Trust and AI Capability Could Reshape Our Teams
A mathematical model exploring how trust in AI and capability factors could transform workforce composition, with interactive visualizations showing potential evolution paths.
Matt Chequers

Jul 1, 2025

From Transcripts to Decisions: A Research Project in Applied AI
Explore a technical applied AI research project at Convictional focusing on extracting structured decisions from meeting transcripts, including insights on decomposing complex tasks and the importance of data representation.
Roger Kirkness

Jul 1, 2025

Why Convictional implemented four day work weeks
How AI's evolution and its impact on work led to implementing a permanent four-day work week at Convictional to maximize team productivity and adapt to AI-driven changes.
Ben Crouse

Jun 30, 2025

Leading Machines, Not People
As software engineers become tech leads of coding agents, discover the essential skills for guiding AI: communication, architecture, context management, review, and project management.
Bill Tarbell

May 7, 2025

From Organized Anarchy to Judgment: The Garbage Can Model and the Future of Decision Making
How the classic organizational theory model helps explain modern decision-making challenges and points toward solutions.
Becca Crandall

Apr 25, 2025

Strategic Board Meeting Preparation for CEOs
Transform board meeting preparation from time-consuming information gathering to strategic insight delivery using Convictional's AI-powered context synthesis and narrative building.
Bill Tarbell

Apr 8, 2025

Weekly Team Updates Can Help Solve the Decision Context Problem
Discover how implementing weekly team updates in Convictional helps solve the Decision Context Problem by breaking down silos, capturing tacit knowledge, and maintaining organizational alignment as companies scale.
Bill Tarbell

Mar 14, 2025

The Decision Context Problem: Why Company Performance Suffers Despite Your Best Efforts
Discover why companies lose millions annually to the Decision Context Problem—when teams lack crucial business context, clear alignment with goals, and effective decision-making processes.
Bill Tarbell

Mar 11, 2025

Culture Shift: How AI Maturity Requires Workplace Culture Transformation
As organizations advance through AI maturity levels, workplace culture must transform from valuing execution to prioritizing judgment, transparency, and authenticity. Explore how AI adoption fundamentally changes what creates value in modern organizations.
Bill Tarbell

Mar 6, 2025

AI-Powered Customer Development
A comprehensive guide to modern customer development using AI to enhance problem validation, solution testing, and product iteration. Learn how to leverage AI tools while maintaining human judgment in building products customers actually want.
Jake Beresford

Feb 14, 2025

The Future of Leadership: Why AI is Your Competitive Edge, Not Your Replacement
Learn from Kasparov's Centaur Chess how AI enhances rather than replaces human leadership, combining machine precision with human creativity for superior business decision-making.
Bill Tarbell

Feb 6, 2025

Rethinking Leadership Offsites: Why Decision Making Shouldn't Be the Focus
Learn why traditional leadership offsites fail at decision-making and discover a better approach that leverages asynchronous work, AI tools, and face-to-face time for building trust and strategic thinking.
Adam McCabe

Jan 16, 2025

Convictional in the Age of AI Agents
As AI agents prepare to join the workforce, organizations need new infrastructure for human-AI collaboration. Learn how Convictional maintains human judgment at the center while leveraging AI to accelerate knowledge work and ensure alignment with organizational goals.
Matt Chequers

Dec 20, 2024

Engineering Time Reclaimed: Automating R&D Documentation with AI
How Convictional transformed a multi-week R&D tax credit documentation process into an automated AI pipeline, saving engineering time while improving documentation quality. A practical case study on using LLMs to extract and organize technical knowledge from Github repositories.
Adam McCabe

Dec 12, 2024

Context Entropy
An in-depth analysis of how business knowledge distributes across documents, based on 3,200+ entities from real organizations. Discover why 95% of entities need only 5-6 documents for complete context and when to choose RAG vs. entity pre-processing for your knowledge systems.
Roger Kirkness

Nov 26, 2024

Context is a Fluid: Permissions in an AI World
Why traditional document-based permissions fail in the age of AI and how context-aware permissions can balance security with intelligence. Learn how organizations must evolve from binary to probabilistic access control to harness AI's full potential.
Roger Kirkness

Nov 19, 2024

Quantum Business Planning: Understanding Direct Effects
Explore how AI enables quantum business planning by predicting all direct effects of decisions, allowing companies to maintain multiple planning scenarios and make faster, more confident choices.
Bill Tarbell

Nov 13, 2024

Business Decisions About the Coming Tariff Changes
A practical guide for businesses facing 20-60% tariff increases on foreign goods. Learn how to assess impact, evaluate mitigation strategies, and make coordinated decisions across pricing, suppliers, products, and operations to navigate major supply chain disruptions.
Roger Kirkness

Nov 11, 2024

3 Possible Futures for AI in Business
Exploring three potential scenarios for AI's role in business leadership: complete CEO replacement, human-AI partnership, or status quo. Why human-AI collaboration is the only viable path forward as AI capabilities advance.
Roger Kirkness

Sep 24, 2024

Play by Play: Choosing a Product Adoption Metric
Follow a real-world example of using Convictional's AI-powered decision-making tool to choose the right product adoption metric, transforming intuition-based decisions into collaborative, data-driven choices.
Bill Tarbell

Sep 14, 2024

The Decision Context Problem
Understand the Decision Context Problem that drains millions from businesses through poor decision making, misaligned efforts, and missed opportunities due to gaps in business context, goals, and decision processes.
Bill Tarbell

Sep 13, 2024

Using Criteria to Make Decisions
Learn how Convictional's AI-powered criteria generation helps teams make better decisions by suggesting relevant criteria and enabling collaborative prioritization for more transparent decision-making.
Roger Kirkness

Sep 10, 2024

What I've Learned So Far Using Convictional
CEO insights on using Convictional internally: how decision awareness transformed snap judgments into thoughtful choices, revealed biases, and improved both speed and quality of strategic decisions.