Instead of relying on lossy LLM-based summarization, architect agent memory into three tiers: an ephemeral scratchpad for immediate tasks, a deterministic state machine for history (e.g., Redis), and a semantic anchor (e.g., vector store) for global knowledge lookup.

Instead of starting new chats for every task, use single, long-running 'monothreads' for each major workstream. Advanced context compaction in tools like Codex allows these threads to persist memory over time, turning the AI from a simple Q&A bot into an ongoing project collaborator with deep context.

To manage context costs, Tasklet summarizes agent history with decreasing granularity over time. Recent interactions are sent verbatim, while older conversations have tool calls, thinking steps, and messages truncated or summarized. This is done in cache-aware buckets to minimize cost.

Before ending a complex session or hitting a context window limit, instruct your AI to summarize key themes, decisions, and open questions into a "handoff document." This tactic treats each session like a work shift, ensuring you can seamlessly resume progress later without losing valuable accumulated context.

Long-running AI agent conversations degrade in quality as the context window fills. The best engineers combat this with "intentional compaction": they direct the agent to summarize its progress into a clean markdown file, then start a fresh session using that summary as the new, clean input. This is like rebooting the agent's short-term memory.

Long conversations degrade LLM performance as attention gets clogged with irrelevant details. An expert workflow is to stop, ask the model to summarize the key points of the discussion, and then start a fresh chat with that summary as the initial prompt. This keeps the context clean and the model on track.

Large Language Models are inherently stateless. Creating conversational memory is not about finding a smarter model, but about engineering a robust backend infrastructure. The true intelligence of a multi-turn AI assistant resides in this system's ability to manage state, not the model itself.

To enable long-horizon tasks, Cursor incorporates "self-summarization" directly into its RL loop. The model learns to compact its own history and restart its context window with the summary. This allows it to operate over millions of tokens despite a nominal 200k context limit.

Tasklet completely re-architected its agent, moving from feeding chat history into the LLM to treating the file system as the primary context. The agent now receives hints and pointers to relevant files, enabling it to handle infinitely long histories and larger contexts beyond the token window.