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FeaturesSidekickUpdated March 11, 2026

Multi-Turn Context & Conversation Memory

Multi-Turn Context & Conversation Memory

As of v1.0.39, Sidekick retains the full context of your conversations — within a session, across sessions, and over time. This makes interactions feel continuous and natural rather than stateless and repetitive.

How It Works

Multi-Turn Context Within a Conversation

The agent tracks everything said in a conversation thread and uses that context to interpret each new message. You no longer need to restate prior information when refining a request.

Example:

You:   Find flights to London next Friday.
Agent: Here are the best options for London on Friday...

You:   Actually, make it Manchester.
Agent: Updated — here are flights to Manchester on Friday...

The agent understands that "it" refers to the destination and "Friday" still applies, without you having to repeat the full request.

Cross-Session Memory

Context is persisted between sessions. If you close the Sidekick dashboard mid-conversation, the thread is saved and fully resumable when you return. No context is lost between browser sessions or device switches.

Searchable Conversation History

All past conversations are indexed and searchable from the dashboard. You can:

  • Search by keyword, topic, or date to find a previous thread.
  • Reopen any past conversation and continue it — the agent picks up with the same context it had when the conversation ended.

Long-Term Preference Learning

Over time, the agent builds a persistent model of your preferences based on your conversation history. This means:

  • Recurring preferences (e.g. preferred airlines, meeting times, communication style) are remembered automatically.
  • The agent proactively applies learned preferences to new requests without being asked.
  • Preference understanding improves the longer you use Sidekick — no manual configuration required.

Key Behaviours

BehaviourDetails
Context scopeFull conversation thread, not just the previous message
Session persistenceContext survives browser close, device switch, and logout
History searchKeyword and topic search across all past conversations
Resumable threadsAny past conversation can be reopened and continued
Preference learningAutomatically inferred from chat history over time

Notes

  • Conversation history is stored per account and is private to your Sidekick workspace.
  • Preference learning is passive — no setup or tagging is required.
  • Long-term memory applies across all integrations; preferences learned in one context (e.g. travel) may inform behaviour in related contexts (e.g. calendar scheduling).