Wilkinson's Lindy agent records and analyzes his meetings, flagging psychological tactics like narcissism or manipulation. If it detects red flags based on a high-bar analysis, it sends him a text alert, providing an objective second opinion on interpersonal dynamics and helping him vet business relationships.

Related Insights

After a promising sales call, combat 'happy ears' by feeding your meeting notes into an AI. Ask it to identify the top three reasons the deal might *not* go through. This provides an unbiased third-party analysis, revealing red flags and potential objections you can address proactively.

Zapier built an AI coach that analyzes meeting transcripts to provide feedback based on company values and frameworks. This automates cultural reinforcement, normalizes constructive criticism, and ensures leaders consistently model desired behaviors, scaling what is typically a manual process.

A primary AI agent interacts with the customer. A secondary agent should then analyze the conversation transcripts to find patterns and uncover the true intent behind customer questions. This feedback loop provides deep insights that can be used to refine sales scripts, marketing messages, and the primary agent's programming.

Power dynamics often prevent leaders from receiving truly honest feedback. By implementing AI "coaching bots" in meetings, executives can get objective critiques of their performance. The AI acts as an "infinitely patient coach," providing valuable insights that colleagues might be hesitant to share directly.

To get truly honest feedback, Webflow's CPO programmed her AI chief of staff to be "mean." The AI delivers a "brutal truth" section, criticizing her for spending time on tasks below her role. This demonstrates how AI can serve as an unflinching accountability partner, providing feedback humans might hesitate to give.

Go beyond using AI for research by codifying your North Star, OKRs, and strategic goals into a personalized AI agent. Before important meetings, use this agent as a 'thought partner' to pressure-test your ideas, check for alignment with your goals, and identify blind spots. This 10-minute exercise dramatically improves meeting focus and outcomes.

To improve his management style, Wilkinson uses an AI tool to refine his communication. He can dictate his raw, unfiltered thoughts about an employee's performance, and a prompt called "a good boss" rephrases it into a toned-down, mature, and effective message.

Pushing the boundaries of autonomy, an engineer on the Goose team has their agent monitor all their communications. The agent then intervenes, proactively developing new features that were merely discussed with colleagues and opening a pull request without being prompted.

Rehearse difficult conversations by having an AI adopt the persona of your boss, partner, or employee. This allows you to practice your approach, refine your messaging, and anticipate reactions in a safe environment, increasing your confidence and effectiveness for the real discussion.

Use a conversational AI like ChatGPT as a personal executive coach. After many conversations, it learns your thought patterns and can provide objective, articulate feedback on your working style and flaws. This can be used to generate a highly accurate 'how to work with me' document for your team.

A Custom AI Agent Texts Andrew Wilkinson Post-Meeting Alerts for Manipulation and Gaslighting | RiffOn