Problem
The current sidebar session rows make the title, pin, live state, timestamp, and message preview compete at nearly the same visual level. That makes it harder to quickly answer:
- Which session is active?
- What changed most recently?
- Is the session live?
- Is the session pinned?
- Which conversation should I open next?
Proposed direction
Explore a clearer three-part row anatomy:
- Identity — keep the existing neutral monogram.
- Conversation context — title first, with the latest-message preview directly underneath.
- Activity metadata — right-align recency and move pin/live indicators into a quiet trailing area so they do not interrupt title scanning.
The selected row keeps the existing orange rail and orange title. The proposal intentionally preserves the current typography, palette, spacing language, semantic status colors, zero-radius geometry, and one recency list with pins first.
Non-goals
- No new design tokens or visual rebrand.
- No cards, pills, gradients, shadows, or additional navigation.
- No change to session ordering or underlying behavior.
- This issue is for design discussion, not an approved implementation spec.
Questions for discussion
- Does the trailing metadata column make recency easier to compare at a glance?
- Should the pin remain persistent, or reveal only on hover/focus for unselected rows?
- Is the green live indicator clear enough in this location without competing with recency?
- Does this preserve enough preview width at the tighter sidebar width used when the canvas is open?
Selected concept

Problem
The current sidebar session rows make the title, pin, live state, timestamp, and message preview compete at nearly the same visual level. That makes it harder to quickly answer:
Proposed direction
Explore a clearer three-part row anatomy:
The selected row keeps the existing orange rail and orange title. The proposal intentionally preserves the current typography, palette, spacing language, semantic status colors, zero-radius geometry, and one recency list with pins first.
Non-goals
Questions for discussion
Selected concept