Engineering leader. AI infrastructure, payments, developer tools.https://guruprasad.dev/https://guruprasad.dev/work/otter-incident-triage/https://guruprasad.dev/work/otter-incident-triage/Architecting a system that ingests production incidents, queries telemetry through 33 MCP tools, and learns from engineer feedback to automate root cause analysis.Thu, 28 May 2026 00:00:00 GMThttps://guruprasad.dev/work/telemetry-anomaly-detection/https://guruprasad.dev/work/telemetry-anomaly-detection/Building KQL pipelines to detect SSO latency anomalies across datacenter hops, and solving the meta-problem of telemetry systems becoming their own bottleneck.Mon, 25 May 2026 00:00:00 GMThttps://guruprasad.dev/work/auto-pr-agent/https://guruprasad.dev/work/auto-pr-agent/An auto-PR-from-tickets system at Microsoft, and what it taught us about the architecture decisions the industry would rediscover years later.Wed, 20 May 2026 00:00:00 GMThttps://guruprasad.dev/work/onepayment/https://guruprasad.dev/work/onepayment/How we consolidated five different payment systems across Expedia's portfolio brands into a single platform over three years.Fri, 15 May 2026 00:00:00 GMThttps://guruprasad.dev/work/copilot-whiteboard/https://guruprasad.dev/work/copilot-whiteboard/Bringing LLM-powered suggestions and automations to real-time collaboration across Web, iOS, Android, Surface Hub, and Teams Rooms.Sun, 10 May 2026 00:00:00 GMThttps://guruprasad.dev/writing/spotting-barrels-ai-era/https://guruprasad.dev/writing/spotting-barrels-ai-era/AI steepened the performance curve instead of flattening it. Output used to tell you who the barrels were. It does not anymore.Mon, 27 Apr 2026 00:00:00 GMThttps://guruprasad.dev/writing/barrels-and-ammunition/https://guruprasad.dev/writing/barrels-and-ammunition/Keith Rabois's framework on operators is more relevant than ever. AI just made ammunition dramatically cheaper. Barrels did not get cheaper at all.Sun, 26 Apr 2026 00:00:00 GMThttps://guruprasad.dev/writing/anthropic-million-conversations/https://guruprasad.dev/writing/anthropic-million-conversations/The experienced users have a 10% higher success rate. And the gap is widening, not closing.Sat, 18 Apr 2026 00:00:00 GMThttps://guruprasad.dev/writing/coder-to-code-reviewer/https://guruprasad.dev/writing/coder-to-code-reviewer/When AI generates the code, your job shifts from writing to verifying. Here is a practical playbook for the new reality.Sat, 11 Apr 2026 00:00:00 GMThttps://guruprasad.dev/writing/pr-review-paradox/https://guruprasad.dev/writing/pr-review-paradox/The amount of time spent reviewing a pull request is inversely proportional to how much it can actually break production.Fri, 10 Apr 2026 00:00:00 GMThttps://guruprasad.dev/writing/anthropic-advisor-strategy/https://guruprasad.dev/writing/anthropic-advisor-strategy/Sonnet + Opus advisor scores higher than Sonnet alone and costs 12% less per task. We were building this ourselves. Now we do not have to.Thu, 09 Apr 2026 00:00:00 GMThttps://guruprasad.dev/writing/ai-fluency-interviewing/https://guruprasad.dev/writing/ai-fluency-interviewing/Anthropic studied 10,000 real conversations and built an AI Fluency Index. 85.7% of productive AI conversations involve iteration, not acceptance.Wed, 08 Apr 2026 00:00:00 GMThttps://guruprasad.dev/writing/10x-to-100x-ai-leverage/https://guruprasad.dev/writing/10x-to-100x-ai-leverage/Most engineers are solving the wrong problem with AI. The real leverage is not getting faster, it is building systems that make asking unnecessary.Wed, 25 Feb 2026 00:00:00 GMThttps://guruprasad.dev/writing/copilot-agents-not-autocomplete/https://guruprasad.dev/writing/copilot-agents-not-autocomplete/The real shift is not chat. It is agents. Drop an .agent.md file into your repo and stop repeating context.Fri, 20 Feb 2026 00:00:00 GMThttps://guruprasad.dev/writing/ai-agents-social-network/https://guruprasad.dev/writing/ai-agents-social-network/Moltbook is literally Facebook for AI agents. I genuinely could not tell which posts were autonomous agent musings versus human-prompted content.Tue, 03 Feb 2026 00:00:00 GMThttps://guruprasad.dev/writing/openclaw-engineers-perspective/https://guruprasad.dev/writing/openclaw-engineers-perspective/The architecture is worth studying. The security model is not ready for production. Both of these things can be true.Mon, 02 Feb 2026 00:00:00 GMThttps://guruprasad.dev/writing/clawdbot-open-source-agent/https://guruprasad.dev/writing/clawdbot-open-source-agent/Have not had this 'wait, this changes everything' feeling since ChatGPT dropped. It is what Siri was supposed to be 13 years ago.Sun, 01 Feb 2026 00:00:00 GMThttps://guruprasad.dev/writing/anthropic-ai-hurting-developer-skills/https://guruprasad.dev/writing/anthropic-ai-hurting-developer-skills/The research is real but the headline is incomplete. Here is what the study actually found, what it missed, and what to do about it.Fri, 30 Jan 2026 00:00:00 GMThttps://guruprasad.dev/writing/context-engineering-production-agents/https://guruprasad.dev/writing/context-engineering-production-agents/Anthropic just published an excellent deep-dive and it crystallizes something I have been seeing across enterprise AI deployments. Prompt engineering was act one.Wed, 15 Oct 2025 00:00:00 GMThttps://guruprasad.dev/writing/ai-effectiveness-matrix/https://guruprasad.dev/writing/ai-effectiveness-matrix/Why AI tools deliver 300% gains for some teams and 10% for others. The answer is not the tools.Thu, 09 Oct 2025 00:00:00 GMThttps://guruprasad.dev/writing/prompt-engineering-core-skill/https://guruprasad.dev/writing/prompt-engineering-core-skill/The difference between mediocre and exceptional AI output is not the model. It is the prompt. Here is how to treat prompts as engineered artifacts.Wed, 08 Oct 2025 00:00:00 GMThttps://guruprasad.dev/writing/six-types-of-context/https://guruprasad.dev/writing/six-types-of-context/After analyzing hundreds of AI-generated code issues, six categories of missing context explain nearly every failure. Here is how to fix each one.Mon, 06 Oct 2025 00:00:00 GMThttps://guruprasad.dev/writing/why-ai-tools-arent-working/https://guruprasad.dev/writing/why-ai-tools-arent-working/The gap between AI-assisted teams (10-30% gains) and AI-ready teams (100-300% gains) is not the tools. It is the context.Thu, 02 Oct 2025 00:00:00 GMThttps://guruprasad.dev/writing/multi-agent-communication-patterns/https://guruprasad.dev/writing/multi-agent-communication-patterns/Individual agent intelligence matters less than seamless coordination. Three production-tested patterns for making agents work together.Tue, 23 Sep 2025 00:00:00 GMThttps://guruprasad.dev/writing/hackathon-multi-agent-lessons/https://guruprasad.dev/writing/hackathon-multi-agent-lessons/When your agent workflow fails at 2 AM and you need to ship by morning, you learn fast.Sat, 20 Sep 2025 00:00:00 GMThttps://guruprasad.dev/writing/new-ai-engineers-toolkit/https://guruprasad.dev/writing/new-ai-engineers-toolkit/Is it still coding if a significant part of your code is written by AI? The role of the staff and principal engineer is fundamentally changing.Mon, 15 Sep 2025 00:00:00 GMT