Recently I was chatting with a Staff-plus engineer who was struggling to influence his peers. Each time he suggested an approach, his team agreed with him, but his peers in the organization disagreed and pushed back. He wanted advice on why his peers kept undermining his approach. After our chat, I followed up by talking with his peers about some recent disagreements, and they kept highlighting missing context from the engineer’s proposals. As I spoke with more peers, the engineer’s problem became clearer: the engineer struggled to reason about a problem across its multiple layers of context.
Working with Contexts
The following article comes from two blog posts by Drew Breunig: “How Long Contexts Fail” and “How to Fix Your Contexts.”Managing Your Context is the Key
Context Engineering | Meetup
"Context engineering is the delicate art and science of filling the context window with just the right information for the next step" - Andrej KarpathyLearn about tools, frameworks, and code that is in service of context engineering from practitioners in this space.Dive into the set of strategies fo
Navigating ambiguity.
Perceiving the layers of context in problems will unlock another stage of career progression as a Staff-plus engineer, but there’s at least one essential skill to develop afterwards: navigating ambiguity. In my experience, navigating deeply ambiguous problems is the rarest skill in engineers, and doing it well is a rarity. It’s sufficiently rare that many executives can’t do it well either, although I do believe that all long-term successful executives find at least one toolkit for these kinds of problems.
The Architect of Constraints: Why Context Engineering Is the Human Skill That Matters
“If I had an hour to solve a problem, I’d spend 55 minutes defining the problem and 5 minutes solving it.” — Albert Einstein
Context Engineering
Context engineering strategies for AI agents: write, select, compress, and isolate context to optimize performance and manage long-running tasks.
Contextual Inquiry: Inspire Design by Observing and Interviewing Users in Their Context
Through observation and collaborative interpretation, contextual inquiry uncovers hidden insights about customer’s work that may not be available through other research methods.
The New Skill in AI is Not Prompting, It's Context Engineering
Context Engineering is the new skill in AI. It is about providing the right information and tools, in the right format, at the right time.
Model Leaderboard | Letta
Context-Bench measures an agent's ability to perform context engineering with:
Misplaced Divides? Discussing Political Disagreement With Strangers Can Be Unexpectedly Positive
Differences of opinion between people are common in everyday life, but discussing those differences openly in conversation may be unnecessarily rare. We report three experiments ( N = 1,264 U.S.-based adults) demonstrating that people’s interest in discussing important but potentially divisive topics is guided by their expectations about how positively the conversation will unfold, leaving them more interested in having a conversation with someone who agrees versus disagrees with them. People’s expectations about their conversations, however, were systematically miscalibrated such that people underestimated how positive these conversations would be—especially in cases of disagreement. Miscalibrated expectations stemmed from underestimating the degree of common ground that would emerge in conversation and from failing to appreciate the power of social forces in conversation that create social connection. Misunderstanding the outcomes of conversation could lead people to avoid discussing disagreements more often, creating a misplaced barrier to learning, social connection, free inquiry, and free expression.
The State of Context Engineering
As models improve, they bring surprising challenges for those building apps and harnesses. How context engineering has changed this year, and where it’s headed.
Protocols and Power
If "context" is king, we need to ensure it remains fluid and accessible by third-party developers
Best practices: conversation design
An introduction to IBM Research’s Natural Conversation Framework
Context Constitution
Today we are releasing the Context Constitution: a set of principles governing how AI agents manage context to learn from experience.
The Social Physics of Conversation: Why Communication Patterns Matter
Discover how communication patterns shape team performance, innovation, and collective intelligence. Learn why idea flow matters more than talent alone.
Luke Wroblewski on Twitter / X
If context engineering is the new hotness for engineering, context management is the new UI hotness/challenge for designers. pic.twitter.com/iXNTYnVRIi— Luke Wroblewski (@LukeW) July 10, 2025
Context Engineering Guide – Nextra
A Comprehensive Overview of Prompt Engineering