Convictional Posts Essays on business decisions, AI, and leadership from Convictional. https://get.convictional.com/posts/ 2026-07-14T00:00:00.000Z Convictional Launch - Summer 2026 https://get.convictional.com/posts/convictional-launch-summer-2026/ 2026-07-14T00:00:00.000Z 2026-07-14T00:00:00.000Z Roger Kirknessroger@convictional.com Convictional is reintroducing itself and launching the first product built to solve goal alignment in organizations, keeping teams mission-aligned by design as AI agents take over task work. Benchmarking Collaborative Agent Alignment https://get.convictional.com/posts/benchmarking-collaborative-agent-alignment/ 2026-07-13T00:00:00.000Z 2026-07-13T00:00:00.000Z Adam McCabeadam@convictional.com Exploring multi-agent collaboration and goal alignment by varying their communication tools. We introduce our work on GoalBench, a turn-based game played by a team of agents operating a software startup with shared and individual goals. Organizational Health in the Age of AI https://get.convictional.com/posts/organizational-health-in-the-age-of-ai/ 2026-07-13T00:00:00.000Z 2026-07-13T00:00:00.000Z Eleanor Liueleanor@convictional.com This writing explores the concept of organizational health and how it has changed with AI, from its definition to its importance, and how it can be applied tangibly within a real organization in this day and age. The Butterfly Effect in Applied AI and Human Subjectivity https://get.convictional.com/posts/butterfly-effect-applied-ai/ 2026-06-08T00:00:00.000Z 2026-06-08T00:00:00.000Z Matt Chequersmatt@convictional.com I ran an experiment to measure the 'noise' in our AI deep research pipeline: why the exact same question rarely gives you the same report twice. Here is why that variance is a fundamental limit of computing, and observing that human subjectivity created 2-3x more of it than the machine Are We Pigeons? https://get.convictional.com/posts/are-we-pigeons/ 2026-05-21T00:00:00.000Z 2026-05-21T00:00:00.000Z Aryan Guptaaryan@convictional.com On humanity, the role of humanity, and why being human first is important for companies in the future. The Power of Knowledge Bundles: Just-in-Time Compression for Better AI Deep Research https://get.convictional.com/posts/just-in-time-compression-for-better-deep-research/ 2026-05-06T00:00:00.000Z 2026-05-06T00:00:00.000Z Matt Chequersmatt@convictional.com I ran an experiment to see if 'knowledge bundles' assembled on-the-fly could replace pre-computed knowledge graphs. Here is why this dynamic approach beat our baseline, and how smaller models kept the costs in check. Souls Only https://get.convictional.com/posts/souls-only/ 2026-05-04T00:00:00.000Z 2026-05-04T00:00:00.000Z Bill Tarbellbill@convictional.com On the value of human-authored communication in an AI-saturated world, and why companies need new ways to signal that the words came from a person, not an AI model. Aligning Motives and Goals https://get.convictional.com/posts/aligning-motives-and-goals/ 2026-04-30T00:00:00.000Z 2026-04-30T00:00:00.000Z Roger Kirknessroger@convictional.com Explores the difference between motives and goals and their relationship to AI agent alignment. Decision Struggle https://get.convictional.com/posts/decision-struggle/ 2026-04-07T00:00:00.000Z 2026-04-07T00:00:00.000Z Roger Kirknessroger@convictional.com An essay that discusses the notion that in order for groups to preserve knowledge, they must struggle with decisions and record that struggle somewhere widely accessible. Why 'Searching' Can't Solve Business Complexity: Common Search vs. High Entropy https://get.convictional.com/posts/why-searching-cant-solve-business-complexity/ 2026-01-29T00:00:00.000Z 2026-01-29T00:00:00.000Z Matt Chequersmatt@convictional.com I ran an experiment to see if scoping our AI search to specific topics would improve accuracy, and it performed worse than doing nothing. Here is why 'High Entropy' data breaks standard search engines and why we had to build a community graph to fix it. Delegation Loops https://get.convictional.com/posts/delegation-loops/ 2025-12-02T00:00:00.000Z 2025-12-02T00:00:00.000Z Bill Tarbellbill@convictional.com AI has made it effortless to generate work. The real challenge now is applying judgment. Delegation Loops is an operating technique that has leaders delegating work, assignees surfacing work quickly and leaders evaluating quality in a rapid cycle. The Ethosystem: What your company wants may soon be what matters most https://get.convictional.com/posts/the-ethosystem/ 2025-11-19T00:00:00.000Z 2025-11-19T00:00:00.000Z Bill Tarbellbill@convictional.com As AI agents master execution, your company's ethosystem becomes your only defensible advantage. The collection of judgment, taste, and values living in your people is what sets you apart. The Cognitive Cost of Constant Connection https://get.convictional.com/posts/cognitive-cost-of-connection/ 2025-10-23T00:00:00.000Z 2025-10-23T00:00:00.000Z Adam McCabeadam@convictional.com Research-based exploration of how Slack and real-time communication platforms fragment attention through network effects and constant context switching. Launching Collaborative Email https://get.convictional.com/posts/launching-collaborative-email/ 2025-10-15T00:00:00.000Z 2025-10-15T00:00:00.000Z Roger Kirknessroger@convictional.com 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. Vibe Marketing https://get.convictional.com/posts/vibe-marketing/ 2025-08-06T00:00:00.000Z 2025-08-06T00:00:00.000Z Bill Tarbellbill@convictional.com How we migrated from Webflow to a Claude Code-powered static site, enabling rapid development and empowering our marketing team with developer tools Founder Mode: Reviewing and recruiting https://get.convictional.com/posts/founder-mode/ 2025-08-05T00:00:00.000Z 2025-08-05T00:00:00.000Z Roger Kirknessroger@convictional.com 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. How I Do Email https://get.convictional.com/posts/how-i-do-email/ 2025-07-11T00:00:00.000Z 2025-07-11T00:00:00.000Z Roger Kirknessroger@convictional.com 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. Bridging the Data-Decision Gap https://get.convictional.com/posts/bridging-the-decision-data-gap/ 2025-07-07T00:00:00.000Z 2025-07-07T00:00:00.000Z Adam McCabeadam@convictional.com Matt Chequers Jake Beresford Our journey from naive natural language to SQL targeted at business users to our current production implementation using semantic layers and MCP tooling. The Human-AI Workforce: How Trust and AI Capability Could Reshape Our Teams https://get.convictional.com/posts/the-human-ai-workforce/ 2025-07-04T00:00:00.000Z 2025-07-04T00:00:00.000Z Adam McCabeadam@convictional.com A mathematical model exploring how trust in AI and capability factors could transform workforce composition, with interactive visualizations showing potential evolution paths. From Transcripts to Decisions: A Research Project in Applied AI https://get.convictional.com/posts/from-transcripts-to-decisions-a-research-project-in-applied-ai/ 2025-07-01T00:00:00.000Z 2025-07-01T00:00:00.000Z Matt Chequersmatt@convictional.com 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. Why Convictional implemented four day work weeks https://get.convictional.com/posts/why-convictional-implemented-four-day-work-weeks/ 2025-07-01T00:00:00.000Z 2025-07-01T00:00:00.000Z Roger Kirknessroger@convictional.com 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. Leading Machines, Not People https://get.convictional.com/posts/leading-machines-not-people/ 2025-06-30T00:00:00.000Z 2025-06-30T00:00:00.000Z Ben Crouseben@convictional.com As software engineers become tech leads of coding agents, discover the essential skills for guiding AI: communication, architecture, context management, review, and project management. From Organized Anarchy to Judgment: The Garbage Can Model and the Future of Decision Making https://get.convictional.com/posts/the-garbage-can-model-and-the-future-of-decision-making/ 2025-05-07T00:00:00.000Z 2025-05-07T00:00:00.000Z Bill Tarbellbill@convictional.com How the classic organizational theory model helps explain modern decision-making challenges and points toward solutions. Strategic Board Meeting Preparation for CEOs https://get.convictional.com/posts/strategic-board-meeting-preparation-for-ceos/ 2025-04-25T00:00:00.000Z 2025-04-25T00:00:00.000Z Becca Crandallbecca@convictional.com Transform board meeting preparation from time-consuming information gathering to strategic insight delivery using Convictional's AI-powered context synthesis and narrative building. Weekly Team Updates Can Help Solve the Decision Context Problem https://get.convictional.com/posts/weekly-team-updates-can-help-solve-the-decision-context-problem/ 2025-04-08T00:00:00.000Z 2025-04-08T00:00:00.000Z Bill Tarbellbill@convictional.com 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. The Decision Context Problem: Why Company Performance Suffers Despite Your Best Efforts https://get.convictional.com/posts/the-decision-context-problem-why-company-performance-suffers-despite-your-best-efforts/ 2025-03-14T00:00:00.000Z 2025-03-14T00:00:00.000Z Bill Tarbellbill@convictional.com 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. Culture Shift: How AI Maturity Requires Workplace Culture Transformation https://get.convictional.com/posts/culture-shift-how-ai-maturity-requires-workplace-culture-transformation/ 2025-03-11T00:00:00.000Z 2025-03-11T00:00:00.000Z Bill Tarbellbill@convictional.com 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. AI-Powered Customer Development https://get.convictional.com/posts/ai-powered-customer-development/ 2025-03-06T00:00:00.000Z 2025-03-06T00:00:00.000Z Bill Tarbellbill@convictional.com 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. The Future of Leadership: Why AI is Your Competitive Edge, Not Your Replacement https://get.convictional.com/posts/the-future-of-leadership-why-ai-is-your-competitive-edge-not-your-replacement/ 2025-02-14T00:00:00.000Z 2025-02-14T00:00:00.000Z Jake Beresfordjake@convictional.com 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. Rethinking Leadership Offsites: Why Decision Making Shouldn't Be the Focus https://get.convictional.com/posts/rethinking-leadership-offsites/ 2025-02-06T00:00:00.000Z 2025-02-06T00:00:00.000Z Bill Tarbellbill@convictional.com 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. Convictional in the Age of AI Agents https://get.convictional.com/posts/convictional-in-the-age-of-ai-agents/ 2025-01-16T00:00:00.000Z 2025-01-16T00:00:00.000Z Adam McCabeadam@convictional.com 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. Engineering Time Reclaimed: Automating R&D Documentation with AI https://get.convictional.com/posts/engineering-time-reclaimed-automating-r-d-documentation-with-ai/ 2024-12-20T00:00:00.000Z 2024-12-20T00:00:00.000Z Matt Chequersmatt@convictional.com 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. Context Entropy https://get.convictional.com/posts/context-entropy/ 2024-12-12T00:00:00.000Z 2024-12-12T00:00:00.000Z Adam McCabeadam@convictional.com 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. Context is a Fluid: Permissions in an AI World https://get.convictional.com/posts/context-is-a-fluid-permissions-in-an-ai-world/ 2024-11-26T00:00:00.000Z 2024-11-26T00:00:00.000Z Roger Kirknessroger@convictional.com 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. Quantum Business Planning: Understanding Direct Effects https://get.convictional.com/posts/quantum-business-planning-understanding-direct-effects/ 2024-11-19T00:00:00.000Z 2024-11-19T00:00:00.000Z Roger Kirknessroger@convictional.com 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. Business Decisions About the Coming Tariff Changes https://get.convictional.com/posts/business-decisions-about-the-coming-tariff-changes/ 2024-11-13T00:00:00.000Z 2024-11-13T00:00:00.000Z Bill Tarbellbill@convictional.com 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. 3 Possible Futures for AI in Business https://get.convictional.com/posts/3-possible-futures-for-ai-in-business/ 2024-11-11T00:00:00.000Z 2024-11-11T00:00:00.000Z Roger Kirknessroger@convictional.com 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. Play by Play: Choosing a Product Adoption Metric https://get.convictional.com/posts/play-by-play-choosing-a-product-adoption-metric/ 2024-09-24T00:00:00.000Z 2024-09-24T00:00:00.000Z Roger Kirknessroger@convictional.com 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. The Decision Context Problem https://get.convictional.com/posts/the-decision-context-problem/ 2024-09-14T00:00:00.000Z 2024-09-14T00:00:00.000Z Bill Tarbellbill@convictional.com 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. Using Criteria to Make Decisions https://get.convictional.com/posts/using-criteria-to-make-decisions/ 2024-09-13T00:00:00.000Z 2024-09-13T00:00:00.000Z Bill Tarbellbill@convictional.com 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. What I've Learned So Far Using Convictional https://get.convictional.com/posts/what-ive-learned-so-far-using-convictional/ 2024-09-10T00:00:00.000Z 2024-09-10T00:00:00.000Z Roger Kirknessroger@convictional.com 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.