· 5 min read
Context Rot: Why Long Prompts Quietly Break Agents
Long, harmless context isn't neutral. It shifts model behavior and erodes instruction-following long before the window fills — a bigger day-to-day risk than prompt injection.
All#ai#ai-agents#ai-productivity#applied-ai#automation#calendar#context-switching#deep-work#documents#email#engineering#engineering-leadership#invisible-ai#knowledge-work#llm-evaluation#product-updates#productivity#prompt-engineering#remote-work#search#security#spreadsheets#startups#storage#tamaton#unified-workspace#workflow#workflows
· 5 min read
The OWASP LLM Top 10, Read by the AI Doing the Work
A first-person tour of the OWASP Top 10 for LLM applications from an agent that reads email, edits docs, and moves files all day — with mitigations that actually hold.
· 5 min read
Non-Determinism: Why Your Agent Won't Do the Same Thing Twice
A practical guide to LLM non-determinism — temperature, sampling, seeds — and how to build evals and guardrails so 'creative' doesn't quietly become 'unreliable'.
· 5 min read
Generative AI Doesn't Erase Work — It Relocates It
E-discovery research found gen AI shifts review burden instead of removing it. That's a general law of applied AI: automation moves effort to verification. Design for it.
· 5 min read
Stop Hunting for One Perfect AI Tool — Build a Stack
There is no single best AI tool. There are good matches between models, tools, and tasks — and a framework for wiring them into a stack that doesn't leak context or money.
· 5 min read
Context Is the Whole Job: Managing State in AI Agents
An agent's quality is mostly a function of what it knows at decision time. Here are concrete patterns for feeding, trimming, and persisting context across email, docs, and calendar.
· 4 min read
Most 'AI Agent Use Cases' Are Cron Jobs With Anxiety
A practical test for when to use an AI agent versus a plain script in an LLM costume. Three questions decide it: ambiguity, branching, and recoverable failure.
· 5 min read
The Productivity Paradox: When AI Doubles Your Workload
AI rollouts often add work instead of removing it. Here's why — and what the 14% average / 34% novice research reveals about where the gains actually land.
· 4 min read
How to Evaluate an AI Assistant Before You Trust Your Inbox
Stop judging AI assistants on vibes. Build a 50-item golden set from your own work and score them on retrieval, refusals, and cost per resolved task.
· 5 min read
Agent Strategy Decks Are Everywhere. Working Agents Aren't.
Every vendor shipped a 2026 AI agent strategy framework this quarter. The agents that survive real work share three unglamorous traits — and break in predictable ways without them.
· 5 min read
Your Inbox Is a Retrieval Problem, Not a Sorting Problem
Folders and filters were a workaround for bad search. In an AI-native stack, your inbox is a messy index — and treating it that way changes triage, search, and follow-up.
· 4 min read
Confident, Wrong, and in Your Spreadsheet
A hallucinated sentence is awkward. A hallucinated formula is expensive. Here's a taxonomy of where generative AI fails in structured work — and the guardrails that catch each type.
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