server: refresh model catalog daily

docs/api/rest.md

@@ -40,6 +40,7 @@ Chat upload limits:
 ```
 - OpenAI model lists are filtered to models that are expected to work with the backend's Responses API implementation.
 - `hermes-agent` is included only when `HERMES_AGENT_API_KEY` is configured. Set it to Hermes `API_SERVER_KEY`, or any non-empty value if that local server does not require auth. `HERMES_AGENT_API_BASE_URL` defaults to `http://127.0.0.1:8642/v1`; set `HERMES_AGENT_MODEL` only when you need an additional fallback/override model id.
+- The backend loads provider model lists at startup and refreshes them about once every 24 hours. If a later provider refresh fails, the response keeps the last loaded model list for that provider and sets `error` to the latest failure message.
 
 ## Active Runs
 
@@ -57,6 +58,42 @@ Behavior notes:
 - Clients should use this after app start or page refresh to restore per-row generating indicators.
 - The lists are not durable across server restarts.
 
+## Workspace Items
+
+### `GET /v1/workspace-items`
+- Response: `{ "items": WorkspaceItem[] }`
+- `WorkspaceItem` is a discriminated union sorted by `updatedAt` descending:
+```json
+{
+  "items": [
+    {
+      "type": "chat",
+      "id": "chat-id",
+      "title": "optional title",
+      "createdAt": "2026-02-14T00:00:00.000Z",
+      "updatedAt": "2026-02-14T00:00:00.000Z",
+      "initiatedProvider": "openai",
+      "initiatedModel": "gpt-4.1-mini",
+      "lastUsedProvider": "openai",
+      "lastUsedModel": "gpt-4.1-mini"
+    },
+    {
+      "type": "search",
+      "id": "search-id",
+      "title": "optional title",
+      "query": "search query",
+      "createdAt": "2026-02-14T00:00:00.000Z",
+      "updatedAt": "2026-02-14T00:00:00.000Z"
+    }
+  ]
+}
+```
+
+Behavior notes:
+- This endpoint is intended for combined conversation/search lists such as sidebars.
+- The legacy `GET /v1/chats` and `GET /v1/searches` endpoints remain available for clients that need separate collections.
+- The response currently combines up to 100 chats and up to 100 searches.
+
 ## Chats
 
 ### `GET /v1/chats`

ios/Apps/Sybil/project.yml

@@ -24,8 +24,8 @@ targets:
         GENERATE_INFOPLIST_FILE: YES
         INFOPLIST_FILE: Apps/Sybil/Info.plist
         ASSETCATALOG_COMPILER_APPICON_NAME: AppIcon
-        MARKETING_VERSION: 1.7
-        CURRENT_PROJECT_VERSION: 8
+        MARKETING_VERSION: 1.9
+        CURRENT_PROJECT_VERSION: 10
         INFOPLIST_KEY_CFBundleDisplayName: Sybil
         INFOPLIST_KEY_ITSAppUsesNonExemptEncryption: NO
         INFOPLIST_KEY_UIApplicationSupportsIndirectInputEvents: YES

ios/Packages/Sybil/Sources/Sybil/SybilAPIClient.swift

@@ -44,6 +44,11 @@ actor SybilAPIClient: SybilAPIClienting {
         try await request("/v1/auth/session", method: "GET", responseType: AuthSession.self)
     }
 
+    func listWorkspaceItems() async throws -> [WorkspaceItem] {
+        let response = try await request("/v1/workspace-items", method: "GET", responseType: WorkspaceListResponse.self)
+        return response.items
+    }
+
     func listChats() async throws -> [ChatSummary] {
         let response = try await request("/v1/chats", method: "GET", responseType: ChatListResponse.self)
         return response.chats

ios/Packages/Sybil/Sources/Sybil/SybilAPIClienting.swift

@@ -2,6 +2,7 @@ import Foundation
 
 protocol SybilAPIClienting: Sendable {
     func verifySession() async throws -> AuthSession
+    func listWorkspaceItems() async throws -> [WorkspaceItem]
     func listChats() async throws -> [ChatSummary]
     func createChat(
         title: String?,

ios/Packages/Sybil/Sources/Sybil/SybilChatTranscriptView.swift

@@ -7,9 +7,6 @@ struct SybilChatTranscriptView: View {
     var isSending: Bool
     var topContentInset: CGFloat = 0
     var bottomContentInset: CGFloat = 0
-    var tailSpacerHeight: CGFloat = 0
-    var onViewportHeightChange: ((CGFloat) -> Void)? = nil
-    var onPendingAssistantHeightChange: ((CGFloat) -> Void)? = nil
 
     private var hasPendingAssistant: Bool {
         messages.contains { message in
@@ -23,16 +20,6 @@ struct SybilChatTranscriptView: View {
                 ForEach(messages.reversed()) { message in
                     MessageBubble(message: message, isSending: isSending)
                         .frame(maxWidth: .infinity)
-                        .background {
-                            if isStreamingPendingAssistant(message) {
-                                GeometryReader { proxy in
-                                    Color.clear.preference(
-                                        key: SybilPendingAssistantHeightPreferenceKey.self,
-                                        value: proxy.size.height
-                                    )
-                                }
-                            }
-                        }
                         .scaleEffect(x: 1, y: -1)
                 }
 
@@ -46,39 +33,13 @@ struct SybilChatTranscriptView: View {
             }
             .frame(maxWidth: .infinity, alignment: .leading)
             .padding(.horizontal, 14)
-            .padding(.top, 18 + bottomContentInset + tailSpacerHeight)
+            .padding(.top, 18 + bottomContentInset)
             .padding(.bottom, 18 + topContentInset)
         }
         .frame(maxWidth: .infinity, alignment: .leading)
         .scrollDismissesKeyboard(.interactively)
-        .background {
-            GeometryReader { proxy in
-                Color.clear
-                    .onAppear {
-                        onViewportHeightChange?(proxy.size.height)
-                    }
-                    .onChange(of: proxy.size.height) { _, height in
-                        onViewportHeightChange?(height)
-                    }
-            }
-        }
-        .onPreferenceChange(SybilPendingAssistantHeightPreferenceKey.self) { height in
-            onPendingAssistantHeightChange?(height)
-        }
         .scaleEffect(x: 1, y: -1)
     }
-
-    private func isStreamingPendingAssistant(_ message: Message) -> Bool {
-        isSending && message.id.hasPrefix("temp-assistant-")
-    }
-}
-
-private struct SybilPendingAssistantHeightPreferenceKey: PreferenceKey {
-    static let defaultValue: CGFloat = 0
-
-    static func reduce(value: inout CGFloat, nextValue: () -> CGFloat) {
-        value = max(value, nextValue())
-    }
 }
 
 private struct MessageBubble: View {

ios/Packages/Sybil/Sources/Sybil/SybilModels.swift

@@ -168,6 +168,75 @@ public struct SearchSummary: Codable, Identifiable, Hashable, Sendable {
     public var updatedAt: Date
 }
 
+public enum WorkspaceItemType: String, Codable, Hashable, Sendable {
+    case chat
+    case search
+}
+
+public struct WorkspaceItem: Codable, Identifiable, Hashable, Sendable {
+    public var type: WorkspaceItemType
+    public var id: String
+    public var title: String?
+    public var query: String?
+    public var createdAt: Date
+    public var updatedAt: Date
+    public var initiatedProvider: Provider?
+    public var initiatedModel: String?
+    public var lastUsedProvider: Provider?
+    public var lastUsedModel: String?
+
+    public init(chat: ChatSummary) {
+        self.type = .chat
+        self.id = chat.id
+        self.title = chat.title
+        self.query = nil
+        self.createdAt = chat.createdAt
+        self.updatedAt = chat.updatedAt
+        self.initiatedProvider = chat.initiatedProvider
+        self.initiatedModel = chat.initiatedModel
+        self.lastUsedProvider = chat.lastUsedProvider
+        self.lastUsedModel = chat.lastUsedModel
+    }
+
+    public init(search: SearchSummary) {
+        self.type = .search
+        self.id = search.id
+        self.title = search.title
+        self.query = search.query
+        self.createdAt = search.createdAt
+        self.updatedAt = search.updatedAt
+        self.initiatedProvider = nil
+        self.initiatedModel = nil
+        self.lastUsedProvider = nil
+        self.lastUsedModel = nil
+    }
+
+    public var chatSummary: ChatSummary? {
+        guard type == .chat else { return nil }
+        return ChatSummary(
+            id: id,
+            title: title,
+            createdAt: createdAt,
+            updatedAt: updatedAt,
+            initiatedProvider: initiatedProvider,
+            initiatedModel: initiatedModel,
+            lastUsedProvider: lastUsedProvider,
+            lastUsedModel: lastUsedModel
+        )
+    }
+
+    public var searchSummary: SearchSummary? {
+        guard type == .search else { return nil }
+        return SearchSummary(
+            id: id,
+            title: title,
+            query: query,
+            createdAt: createdAt,
+            updatedAt: updatedAt
+        )
+    }
+}
+
 public struct Message: Codable, Identifiable, Hashable, Sendable {
     public var id: String
     public var createdAt: Date
@@ -524,6 +593,10 @@ struct SearchListResponse: Codable {
     var searches: [SearchSummary]
 }
 
+struct WorkspaceListResponse: Codable {
+    var items: [WorkspaceItem]
+}
+
 struct ChatDetailResponse: Codable {
     var chat: ChatDetail
 }

ios/Packages/Sybil/Sources/Sybil/SybilQuickQuestionView.swift

@@ -219,6 +219,11 @@ struct SybilQuickQuestionView: View {
     }
 
     private func submitQuestion() {
+        guard viewModel.canSendQuickQuestion else {
+            return
+        }
+
+        promptFocused = false
         _ = viewModel.sendQuickQuestion()
     }
 }

ios/Packages/Sybil/Sources/Sybil/SybilSidebarView.swift

@@ -159,10 +159,7 @@ struct SybilSidebarItemList: View {
                 .padding(10)
             }
             .refreshable {
-                await viewModel.refreshVisibleContent(
-                    refreshCollections: true,
-                    refreshSelection: false
-                )
+                await viewModel.refreshSidebarCollectionsFromPullToRefresh()
             }
         }
     }

ios/Packages/Sybil/Sources/Sybil/SybilViewModel.swift

@@ -95,6 +95,7 @@ final class SybilViewModel {
 
     var chats: [ChatSummary] = []
     var searches: [SearchSummary] = []
+    var workspaceItems: [WorkspaceItem] = []
 
     var selectedItem: SidebarSelection?
     var selectedChat: ChatDetail?
@@ -388,10 +389,12 @@ final class SybilViewModel {
     }
 
     var sidebarItems: [SidebarItem] {
-        let chatItems: [SidebarItem] = chats.map { chat in
+        workspaceItems.map { item in
+            switch item.type {
+            case .chat:
                 let initiatedLabel: String?
-            if let model = chat.initiatedModel?.trimmingCharacters(in: .whitespacesAndNewlines), !model.isEmpty {
-                if let provider = chat.initiatedProvider {
+                if let model = item.initiatedModel?.trimmingCharacters(in: .whitespacesAndNewlines), !model.isEmpty {
+                    if let provider = item.initiatedProvider {
                         initiatedLabel = "\(provider.displayName) • \(model)"
                     } else {
                         initiatedLabel = model
@@ -401,27 +404,25 @@ final class SybilViewModel {
                 }
 
                 return SidebarItem(
-                selection: .chat(chat.id),
+                    selection: .chat(item.id),
                     kind: .chat,
-                title: chatTitle(title: chat.title, messages: nil),
-                updatedAt: chat.updatedAt,
+                    title: chatTitle(title: item.title, messages: nil),
+                    updatedAt: item.updatedAt,
                     initiatedLabel: initiatedLabel,
-                isRunning: isChatRowRunning(chat.id)
+                    isRunning: isChatRowRunning(item.id)
                 )
-        }
 
-        let searchItems: [SidebarItem] = searches.map { search in
-            SidebarItem(
-                selection: .search(search.id),
+            case .search:
+                return SidebarItem(
+                    selection: .search(item.id),
                     kind: .search,
-                title: searchTitle(title: search.title, query: search.query),
-                updatedAt: search.updatedAt,
+                    title: searchTitle(title: item.title, query: item.query),
+                    updatedAt: item.updatedAt,
                     initiatedLabel: "exa",
-                isRunning: isSearchRowRunning(search.id)
+                    isRunning: isSearchRowRunning(item.id)
                 )
             }
-
-        return (chatItems + searchItems).sorted { $0.updatedAt > $1.updatedAt }
+        }
     }
 
     var selectedChatSummary: ChatSummary? {
@@ -502,6 +503,7 @@ final class SybilViewModel {
             authMode = nil
             chats = []
             searches = []
+            workspaceItems = []
             selectedItem = .settings
             selectedChat = nil
             selectedSearch = nil
@@ -671,6 +673,7 @@ final class SybilViewModel {
             setProvider(submittedProvider, model: submittedModel)
             chats.removeAll(where: { $0.id == chat.id })
             chats.insert(chat, at: 0)
+            upsertWorkspaceChat(chat)
             draftKind = nil
             selectedItem = .chat(chat.id)
             selectedChat = ChatDetail(
@@ -911,6 +914,23 @@ final class SybilViewModel {
         }
     }
 
+    func refreshSidebarCollectionsFromPullToRefresh() async {
+        guard isAuthenticated, !isCheckingSession else {
+            return
+        }
+
+        SybilLog.info(
+            SybilLog.ui,
+            "Sidebar pull-to-refresh requested"
+        )
+
+        let preferredSelection = selectedItem
+        let refreshTask = Task { @MainActor in
+            await refreshCollections(preferredSelection: preferredSelection, refreshSelection: false)
+        }
+        await refreshTask.value
+    }
+
     func sendComposer() async {
         let content = composer.trimmingCharacters(in: .whitespacesAndNewlines)
         let attachments = composerAttachments
@@ -1017,6 +1037,7 @@ final class SybilViewModel {
             guard selectedItem == sourceSelection, draftKind == nil else {
                 chats.removeAll(where: { $0.id == chat.id })
                 chats.insert(chat, at: 0)
+                upsertWorkspaceChat(chat)
                 isCreatingSearchChat = false
                 return
             }
@@ -1028,6 +1049,7 @@ final class SybilViewModel {
 
             chats.removeAll(where: { $0.id == chat.id })
             chats.insert(chat, at: 0)
+            upsertWorkspaceChat(chat)
 
             selectedItem = .chat(chat.id)
             selectedSearch = nil
@@ -1131,18 +1153,16 @@ final class SybilViewModel {
         errorMessage = nil
 
         do {
-            async let chatsValue = client.listChats()
-            async let searchesValue = client.listSearches()
+            async let workspaceItemsValue = client.listWorkspaceItems()
             async let activeRunsValue = client.getActiveRuns()
-            let (nextChats, nextSearches, nextActiveRuns) = try await (chatsValue, searchesValue, activeRunsValue)
+            let (nextWorkspaceItems, nextActiveRuns) = try await (workspaceItemsValue, activeRunsValue)
 
-            chats = nextChats
-            searches = nextSearches
+            applyWorkspaceItems(nextWorkspaceItems)
             applyActiveRuns(nextActiveRuns)
 
             SybilLog.info(
                 SybilLog.app,
-                "Loaded collections: \(nextChats.count) chats, \(nextSearches.count) searches"
+                "Loaded collections: \(chats.count) chats, \(searches.count) searches"
             )
 
             do {
@@ -1159,7 +1179,7 @@ final class SybilViewModel {
             if case .settings = selectedItem {
                 nextSelection = .settings
             } else if let currentSelection = selectedItem,
-                      hasSelection(currentSelection, chats: nextChats, searches: nextSearches) {
+                      hasSelection(currentSelection, chats: chats, searches: searches) {
                 nextSelection = currentSelection
             } else {
                 nextSelection = sidebarItems.first?.selection
@@ -1231,18 +1251,16 @@ final class SybilViewModel {
 
         do {
             let client = try client()
-            async let chatsValue = client.listChats()
-            async let searchesValue = client.listSearches()
+            async let workspaceItemsValue = client.listWorkspaceItems()
             async let activeRunsValue = client.getActiveRuns()
-            let (nextChats, nextSearches, nextActiveRuns) = try await (chatsValue, searchesValue, activeRunsValue)
+            let (nextWorkspaceItems, nextActiveRuns) = try await (workspaceItemsValue, activeRunsValue)
 
-            chats = nextChats
-            searches = nextSearches
+            applyWorkspaceItems(nextWorkspaceItems)
             applyActiveRuns(nextActiveRuns)
 
             SybilLog.info(
                 SybilLog.app,
-                "Refreshed collections: \(nextChats.count) chats, \(nextSearches.count) searches"
+                "Refreshed collections: \(chats.count) chats, \(searches.count) searches"
             )
             errorMessage = nil
 
@@ -1260,10 +1278,10 @@ final class SybilViewModel {
             }
 
             if let preferredSelection,
-               hasSelection(preferredSelection, chats: nextChats, searches: nextSearches) {
+               hasSelection(preferredSelection, chats: chats, searches: searches) {
                 selectedItem = preferredSelection
             } else if let existing = selectedItem,
-                      hasSelection(existing, chats: nextChats, searches: nextSearches) {
+                      hasSelection(existing, chats: chats, searches: searches) {
                 selectedItem = existing
             } else {
                 selectedItem = sidebarItems.first?.selection
@@ -1276,7 +1294,9 @@ final class SybilViewModel {
                 attachToVisibleActiveRunIfNeeded()
             }
         } catch {
-            if shouldSuppressInactiveTransportError(error) {
+            if isCancellation(error) {
+                SybilLog.debug(SybilLog.app, "Collection refresh cancelled")
+            } else if shouldSuppressInactiveTransportError(error) {
                 SybilLog.info(SybilLog.app, "Suppressing collection refresh transport interruption while app is inactive")
             } else {
                 errorMessage = normalizeAPIError(error)
@@ -1355,6 +1375,34 @@ final class SybilViewModel {
         serverActiveSearchIDs = Set(activeRuns.searches)
     }
 
+    private func applyWorkspaceItems(_ items: [WorkspaceItem]) {
+        workspaceItems = items
+        chats = items.compactMap(\.chatSummary)
+        searches = items.compactMap(\.searchSummary)
+    }
+
+    private func upsertWorkspaceChat(_ chat: ChatSummary, moveToFront: Bool = true) {
+        upsertWorkspaceItem(WorkspaceItem(chat: chat), moveToFront: moveToFront)
+    }
+
+    private func upsertWorkspaceSearch(_ search: SearchSummary, moveToFront: Bool = true) {
+        upsertWorkspaceItem(WorkspaceItem(search: search), moveToFront: moveToFront)
+    }
+
+    private func upsertWorkspaceItem(_ item: WorkspaceItem, moveToFront: Bool) {
+        if let existingIndex = workspaceItems.firstIndex(where: { $0.type == item.type && $0.id == item.id }) {
+            workspaceItems.remove(at: existingIndex)
+            if moveToFront {
+                workspaceItems.insert(item, at: 0)
+            } else {
+                workspaceItems.insert(item, at: existingIndex)
+            }
+            return
+        }
+
+        workspaceItems.insert(item, at: 0)
+    }
+
     private func attachToVisibleActiveRunIfNeeded() {
         guard draftKind == nil else {
             return
@@ -1686,6 +1734,7 @@ final class SybilViewModel {
 
             chats.removeAll(where: { $0.id == created.id })
             chats.insert(created, at: 0)
+            upsertWorkspaceChat(created)
 
             if shouldShowCreatedChat {
                 draftKind = nil
@@ -1762,6 +1811,7 @@ final class SybilViewModel {
                             }
                             return existing
                         }
+                        self.upsertWorkspaceChat(updated, moveToFront: false)
 
                         if self.selectedChat?.id == updated.id {
                             self.selectedChat?.title = updated.title
@@ -1899,6 +1949,7 @@ final class SybilViewModel {
 
             searches.removeAll(where: { $0.id == created.id })
             searches.insert(created, at: 0)
+            upsertWorkspaceSearch(created)
 
             if shouldShowCreatedSearch {
                 draftKind = nil

ios/Packages/Sybil/Sources/Sybil/SybilWorkspaceView.swift

@@ -26,10 +26,6 @@ struct SybilWorkspaceView: View {
     @State private var isShowingPhotoPicker = false
     @State private var photoPickerItems: [PhotosPickerItem] = []
     @State private var isComposerDropTargeted = false
-    @State private var transcriptTailSpacerHeight = SybilTranscriptTailSpacer.minimumHeight
-    @State private var transcriptTailSpacerTargetHeight = SybilTranscriptTailSpacer.minimumHeight
-    @State private var transcriptViewportHeight: CGFloat = 0
-    @State private var pendingAssistantBaselineHeight: CGFloat?
     @State private var newChatSwipeOffset: CGFloat = 0
     @State private var newChatSwipeCompletionOffset: CGFloat = 0
     @State private var newChatSwipeContainerWidth: CGFloat = NewChatSwipeMetrics.referenceWidth
@@ -42,10 +38,6 @@ struct SybilWorkspaceView: View {
     private let customWorkspaceNavigationContentInset: CGFloat = 96
     private let composerOverlayContentInset: CGFloat = 112
 
-    private var visibleTranscriptTailSpacerHeight: CGFloat {
-        viewModel.showsComposer && !viewModel.isSearchMode ? transcriptTailSpacerHeight : 0
-    }
-
     private var isSettingsSelected: Bool {
         if case .settings = viewModel.selectedItem {
             return true
@@ -153,17 +145,6 @@ struct SybilWorkspaceView: View {
             }
             resetNewChatSwipe(animated: false)
         }
-        .onChange(of: transcriptScrollContextID) { _, _ in
-            handleTranscriptContextChange()
-        }
-        .onChange(of: viewModel.isSendingVisibleChat) { wasSending, isSending in
-            handleVisibleChatSendingChange(wasSending: wasSending, isSending: isSending)
-        }
-        .onChange(of: viewModel.errorMessage) { _, message in
-            if message != nil && !viewModel.isSendingVisibleChat {
-                resetTranscriptTailSpacer(animated: true)
-            }
-        }
         .task(id: composerFocusPolicyID) {
             await applyComposerFocusPolicy()
         }
@@ -213,14 +194,7 @@ struct SybilWorkspaceView: View {
                         isLoading: viewModel.isLoadingSelection,
                         isSending: viewModel.isSendingVisibleChat,
                         topContentInset: showsCustomWorkspaceNavigation ? customWorkspaceNavigationContentInset : 0,
-                        bottomContentInset: viewModel.showsComposer ? composerOverlayContentInset : 0,
-                        tailSpacerHeight: visibleTranscriptTailSpacerHeight,
-                        onViewportHeightChange: { height in
-                            handleTranscriptViewportHeightChange(height)
-                        },
-                        onPendingAssistantHeightChange: { height in
-                            handlePendingAssistantHeightChange(height)
-                        }
+                        bottomContentInset: viewModel.showsComposer ? composerOverlayContentInset : 0
                     )
                     .id(transcriptScrollContextID)
                 }
@@ -258,13 +232,7 @@ struct SybilWorkspaceView: View {
         HStack(spacing: 14) {
             workspaceNavigationLeadingControl
 
-            Text(viewModel.selectedTitle)
-                .font(.sybil(size: 16, weight: .semibold))
-                .foregroundStyle(SybilTheme.text)
-                .lineLimit(1)
-                .minimumScaleFactor(0.78)
-                .frame(maxWidth: .infinity, alignment: .leading)
-                .multilineTextAlignment(.leading)
+            customWorkspaceNavigationTitle
 
             workspaceNavigationTrailingControl
         }
@@ -277,6 +245,32 @@ struct SybilWorkspaceView: View {
         }
     }
 
+    private var selectedProviderModelSubtitle: String {
+        let selectedModel = viewModel.model.trimmingCharacters(in: .whitespacesAndNewlines)
+        guard !selectedModel.isEmpty else {
+            return viewModel.provider.displayName
+        }
+        return "\(viewModel.provider.displayName) • \(selectedModel)"
+    }
+
+    private var customWorkspaceNavigationTitle: some View {
+        VStack(alignment: .leading, spacing: 2) {
+            Text(viewModel.selectedTitle)
+                .font(.sybil(size: 16, weight: .semibold))
+                .foregroundStyle(SybilTheme.text)
+                .lineLimit(1)
+                .minimumScaleFactor(0.78)
+
+            Text(selectedProviderModelSubtitle)
+                .font(.sybil(size: 10, weight: .medium))
+                .foregroundStyle(SybilTheme.textMuted)
+                .lineLimit(1)
+                .minimumScaleFactor(0.82)
+        }
+        .frame(maxWidth: .infinity, alignment: .leading)
+        .multilineTextAlignment(.leading)
+    }
+
     @ViewBuilder
     private var workspaceNavigationLeadingControl: some View {
         switch navigationLeadingControl {
@@ -311,86 +305,6 @@ struct SybilWorkspaceView: View {
         }
     }
 
-    private func handleTranscriptContextChange() {
-        resetTranscriptTailSpacer(animated: false)
-    }
-
-    private func handleVisibleChatSendingChange(wasSending: Bool, isSending: Bool) {
-        guard !viewModel.isSearchMode else {
-            resetTranscriptTailSpacer(animated: true)
-            return
-        }
-
-        if isSending {
-            prepareTranscriptTailSpacerForReply(animated: false)
-            return
-        }
-
-        if wasSending {
-            if viewModel.errorMessage != nil {
-                resetTranscriptTailSpacer(animated: true)
-            }
-            pendingAssistantBaselineHeight = nil
-        }
-    }
-
-    private func handleTranscriptViewportHeightChange(_ height: CGFloat) {
-        transcriptViewportHeight = height
-
-        if viewModel.isSendingVisibleChat,
-           transcriptTailSpacerTargetHeight <= SybilTranscriptTailSpacer.minimumHeight {
-            prepareTranscriptTailSpacerForReply(animated: false)
-        }
-    }
-
-    private func handlePendingAssistantHeightChange(_ height: CGFloat) {
-        guard viewModel.isSendingVisibleChat, !viewModel.isSearchMode, height > 0 else {
-            return
-        }
-
-        if pendingAssistantBaselineHeight == nil {
-            pendingAssistantBaselineHeight = height
-        }
-
-        let measuredHeight = SybilTranscriptTailSpacer.placeholderHeight(
-            targetHeight: transcriptTailSpacerTargetHeight,
-            baselineAssistantHeight: pendingAssistantBaselineHeight ?? height,
-            currentAssistantHeight: height
-        )
-        let nextHeight = min(transcriptTailSpacerHeight, measuredHeight)
-        setTranscriptTailSpacer(nextHeight, animated: false)
-    }
-
-    private func prepareTranscriptTailSpacerForReply(animated: Bool) {
-        let targetHeight = SybilTranscriptTailSpacer.replyBufferHeight(for: transcriptViewportHeight)
-        transcriptTailSpacerTargetHeight = targetHeight
-        pendingAssistantBaselineHeight = nil
-        setTranscriptTailSpacer(targetHeight, animated: animated)
-    }
-
-    private func resetTranscriptTailSpacer(animated: Bool) {
-        transcriptTailSpacerTargetHeight = SybilTranscriptTailSpacer.minimumHeight
-        pendingAssistantBaselineHeight = nil
-        setTranscriptTailSpacer(SybilTranscriptTailSpacer.minimumHeight, animated: animated)
-    }
-
-    private func setTranscriptTailSpacer(_ height: CGFloat, animated: Bool) {
-        let nextHeight = SybilTranscriptTailSpacer.clampedHeight(height)
-        guard abs(nextHeight - transcriptTailSpacerHeight) >= 0.5 else {
-            return
-        }
-
-        let update = {
-            transcriptTailSpacerHeight = nextHeight
-        }
-
-        if animated {
-            withAnimation(.easeOut(duration: 0.22), update)
-        } else {
-            update()
-        }
-    }
-
     private func beginNewChatSwipe(containerWidth: CGFloat) {
         let update = {
             newChatSwipeContainerWidth = max(containerWidth, 1)
@@ -808,14 +722,8 @@ struct SybilWorkspaceView: View {
             return
         }
 
-        if !viewModel.isSearchMode {
-            prepareTranscriptTailSpacerForReply(animated: false)
-        }
-
         #if !targetEnvironment(macCatalyst)
-        if !viewModel.isSearchMode {
         composerFocused = false
-        }
         #endif
 
         Task {
@@ -881,37 +789,6 @@ struct SybilWorkspaceView: View {
     }
 }
 
-enum SybilTranscriptTailSpacer {
-    static let minimumHeight: CGFloat = 20
-    static let replyBufferMin: CGFloat = 288
-    static let replyBufferMax: CGFloat = 576
-    static let replyBufferViewportRatio: CGFloat = 0.52
-
-    static func replyBufferHeight(for viewportHeight: CGFloat) -> CGFloat {
-        guard viewportHeight > 0 else {
-            return replyBufferMin
-        }
-
-        return min(
-            replyBufferMax,
-            max(replyBufferMin, (viewportHeight * replyBufferViewportRatio).rounded())
-        )
-    }
-
-    static func clampedHeight(_ height: CGFloat) -> CGFloat {
-        max(minimumHeight, height.rounded(.up))
-    }
-
-    static func placeholderHeight(
-        targetHeight: CGFloat,
-        baselineAssistantHeight: CGFloat,
-        currentAssistantHeight: CGFloat
-    ) -> CGFloat {
-        let consumedHeight = max(currentAssistantHeight - baselineAssistantHeight, 0)
-        return clampedHeight(targetHeight - consumedHeight)
-    }
-}
-
 enum NewChatSwipeMetrics {
     static let referenceWidth: CGFloat = 390
     static let horizontalActivationDistance: CGFloat = 18

ios/Packages/Sybil/Tests/SybilTests/SybilTests.swift

@@ -4,6 +4,7 @@ import Testing
 @testable import Sybil
 
 private struct MockClientCallSnapshot: Sendable {
+    var listWorkspaceItems = 0
     var listChats = 0
     var listSearches = 0
     var createChat = 0
@@ -27,6 +28,7 @@ private struct UnexpectedClientCall: Error {}
 private actor MockSybilClient: SybilAPIClienting {
     private let chatsResponse: [ChatSummary]
     private let searchesResponse: [SearchSummary]
+    private let workspaceItemsResponse: [WorkspaceItem]
     private let chatDetails: [String: ChatDetail]
     private let searchDetails: [String: SearchDetail]
     private let createChatResponse: ChatSummary?
@@ -36,6 +38,8 @@ private actor MockSybilClient: SybilAPIClienting {
     private var lastCreateChatCall: ChatCreateCallSnapshot?
     private var lastCompletionStreamBody: CompletionStreamRequest?
     private var completionStreamEvents: [CompletionStreamEvent]?
+    private var listChatsDelayNanoseconds: UInt64 = 0
+    private var listSearchesDelayNanoseconds: UInt64 = 0
     private var getChatDelayNanoseconds: UInt64 = 0
     private var getSearchDelayNanoseconds: UInt64 = 0
     private var completionStreamNetworkErrorMessage: String?
@@ -53,16 +57,22 @@ private actor MockSybilClient: SybilAPIClienting {
         chatDetails: [String: ChatDetail] = [:],
         searchDetails: [String: SearchDetail] = [:],
         createChatResponse: ChatSummary? = nil,
-        activeRunsResponse: ActiveRunsResponse = ActiveRunsResponse()
+        activeRunsResponse: ActiveRunsResponse = ActiveRunsResponse(),
+        workspaceItemsResponse: [WorkspaceItem]? = nil
     ) {
         self.chatsResponse = chatsResponse
         self.searchesResponse = searchesResponse
+        self.workspaceItemsResponse = workspaceItemsResponse ?? Self.makeWorkspaceItems(chats: chatsResponse, searches: searchesResponse)
         self.chatDetails = chatDetails
         self.searchDetails = searchDetails
         self.createChatResponse = createChatResponse
         self.activeRunsResponse = activeRunsResponse
     }
 
+    private static func makeWorkspaceItems(chats: [ChatSummary], searches: [SearchSummary]) -> [WorkspaceItem] {
+        (chats.map { WorkspaceItem(chat: $0) } + searches.map { WorkspaceItem(search: $0) }).sorted { $0.updatedAt > $1.updatedAt }
+    }
+
     func currentSnapshot() -> MockClientCallSnapshot {
         snapshot
     }
@@ -85,6 +95,11 @@ private actor MockSybilClient: SybilAPIClienting {
         completionStreamDelayNanoseconds = delayNanoseconds
     }
 
+    func setListDelays(chats: UInt64 = 0, searches: UInt64 = 0) {
+        listChatsDelayNanoseconds = chats
+        listSearchesDelayNanoseconds = searches
+    }
+
     func setGetChatDelay(_ delayNanoseconds: UInt64) {
         getChatDelayNanoseconds = delayNanoseconds
     }
@@ -120,8 +135,20 @@ private actor MockSybilClient: SybilAPIClienting {
         AuthSession(authenticated: true, mode: "open")
     }
 
+    func listWorkspaceItems() async throws -> [WorkspaceItem] {
+        snapshot.listWorkspaceItems += 1
+        let delay = max(listChatsDelayNanoseconds, listSearchesDelayNanoseconds)
+        if delay > 0 {
+            try await Task.sleep(nanoseconds: delay)
+        }
+        return workspaceItemsResponse
+    }
+
     func listChats() async throws -> [ChatSummary] {
         snapshot.listChats += 1
+        if listChatsDelayNanoseconds > 0 {
+            try await Task.sleep(nanoseconds: listChatsDelayNanoseconds)
+        }
         return chatsResponse
     }
 
@@ -165,6 +192,9 @@ private actor MockSybilClient: SybilAPIClienting {
 
     func listSearches() async throws -> [SearchSummary] {
         snapshot.listSearches += 1
+        if listSearchesDelayNanoseconds > 0 {
+            try await Task.sleep(nanoseconds: listSearchesDelayNanoseconds)
+        }
         return searchesResponse
     }
 
@@ -376,13 +406,41 @@ private func makeSearchDetail(id: String, date: Date, answer: String) -> SearchD
     await viewModel.refreshVisibleContent(refreshCollections: true, refreshSelection: false)
 
     let snapshot = await client.currentSnapshot()
-    #expect(snapshot.listChats == 1)
-    #expect(snapshot.listSearches == 1)
+    #expect(snapshot.listWorkspaceItems == 1)
+    #expect(snapshot.listChats == 0)
+    #expect(snapshot.listSearches == 0)
     #expect(snapshot.getChat == 0)
     #expect(snapshot.getSearch == 0)
     #expect(viewModel.selectedItem == .chat("chat-1"))
 }
 
+@MainActor
+@Test func pullToRefreshCompletesWhenRefreshableTaskIsCancelled() async throws {
+    let date = Date(timeIntervalSince1970: 1_700_000_050)
+    let chat = makeChatSummary(id: "chat-cancelled", date: date)
+    let search = makeSearchSummary(id: "search-cancelled", date: date)
+    let client = MockSybilClient(
+        chatsResponse: [chat],
+        searchesResponse: [search]
+    )
+    await client.setListDelays(chats: 50_000_000, searches: 50_000_000)
+    let viewModel = SybilViewModel(settings: testSettings(named: #function)) { _ in client }
+    viewModel.isAuthenticated = true
+    viewModel.isCheckingSession = false
+
+    let refreshTask = Task {
+        await viewModel.refreshSidebarCollectionsFromPullToRefresh()
+    }
+    try await Task.sleep(nanoseconds: 10_000_000)
+    refreshTask.cancel()
+    await refreshTask.value
+
+    #expect(viewModel.errorMessage == nil)
+    #expect(!viewModel.isLoadingCollections)
+    #expect(viewModel.chats.map(\.id) == ["chat-cancelled"])
+    #expect(viewModel.searches.map(\.id) == ["search-cancelled"])
+}
+
 @MainActor
 @Test func foregroundChatRefreshReloadsSelectedTranscript() async throws {
     let date = Date(timeIntervalSince1970: 1_700_000_100)
@@ -396,6 +454,7 @@ private func makeSearchDetail(id: String, date: Date, answer: String) -> SearchD
     await viewModel.refreshVisibleContent(refreshCollections: false, refreshSelection: true)
 
     let snapshot = await client.currentSnapshot()
+    #expect(snapshot.listWorkspaceItems == 0)
     #expect(snapshot.listChats == 0)
     #expect(snapshot.listSearches == 0)
     #expect(snapshot.getChat == 1)
@@ -415,6 +474,7 @@ private func makeSearchDetail(id: String, date: Date, answer: String) -> SearchD
     await viewModel.refreshVisibleContent(refreshCollections: false, refreshSelection: true)
 
     let snapshot = await client.currentSnapshot()
+    #expect(snapshot.listWorkspaceItems == 0)
     #expect(snapshot.listChats == 0)
     #expect(snapshot.listSearches == 0)
     #expect(snapshot.getSearch == 1)
@@ -784,23 +844,3 @@ private func makeSearchDetail(id: String, date: Date, answer: String) -> SearchD
     #expect(BackSwipeMetrics.shouldComplete(offset: 24, velocityX: 800, width: width, isLatched: false))
     #expect(!BackSwipeMetrics.shouldComplete(offset: latchDistance + 1, velocityX: -800, width: width, isLatched: true))
 }
-
-@Test func transcriptTailSpacerContractsAsContentGrows() async throws {
-    let targetHeight: CGFloat = 320
-    let baselineAssistantHeight: CGFloat = 28
-
-    #expect(
-        SybilTranscriptTailSpacer.placeholderHeight(
-            targetHeight: targetHeight,
-            baselineAssistantHeight: baselineAssistantHeight,
-            currentAssistantHeight: baselineAssistantHeight + 120
-        ) == 200
-    )
-    #expect(
-        SybilTranscriptTailSpacer.placeholderHeight(
-            targetHeight: targetHeight,
-            baselineAssistantHeight: baselineAssistantHeight,
-            currentAssistantHeight: baselineAssistantHeight + 500
-        ) == SybilTranscriptTailSpacer.minimumHeight
-    )
-}

server/src/index.ts

@@ -5,7 +5,7 @@ import swaggerUI from "@fastify/swagger-ui";
 import sensible from "@fastify/sensible";
 import { env } from "./env.js";
 import { ensureDatabaseReady } from "./db-init.js";
-import { warmModelCatalog } from "./llm/model-catalog.js";
+import { startModelCatalogRefreshLoop, warmModelCatalog } from "./llm/model-catalog.js";
 import { registerRoutes } from "./routes.js";
 
 const app = Fastify({
@@ -21,6 +21,7 @@ const app = Fastify({
 
 await ensureDatabaseReady(app.log);
 await warmModelCatalog(app.log);
+const stopModelCatalogRefreshLoop = startModelCatalogRefreshLoop(app.log);
 
 await app.register(cors, {
   origin: true,
@@ -80,6 +81,10 @@ app.setErrorHandler((err, req, reply) => {
   });
 });
 
+app.addHook("onClose", async () => {
+  stopModelCatalogRefreshLoop();
+});
+
 await registerRoutes(app);
 
 await app.listen({ port: env.PORT, host: env.HOST });

server/src/llm/model-catalog.ts

@@ -13,6 +13,7 @@ export type ModelCatalogSnapshot = Partial<Record<Provider, ProviderModelSnapsho
 
 const baseProviders: Provider[] = ["openai", "anthropic", "xai"];
 const MODEL_FETCH_TIMEOUT_MS = 15000;
+const MODEL_CATALOG_REFRESH_INTERVAL_MS = 24 * 60 * 60 * 1000;
 
 const modelCatalog: ModelCatalogSnapshot = {
   openai: { models: [], loadedAt: null, error: null },
@@ -20,6 +21,8 @@ const modelCatalog: ModelCatalogSnapshot = {
   xai: { models: [], loadedAt: null, error: null },
 };
 
+let catalogRefreshPromise: Promise<void> | null = null;
+
 function getCatalogProviders(): Provider[] {
   return isHermesAgentConfigured() ? [...baseProviders, "hermes-agent"] : baseProviders;
 }
@@ -86,17 +89,42 @@ async function refreshProviderModels(provider: Provider, logger?: FastifyBaseLog
     logger?.info({ provider, modelCount: models.length }, "model catalog loaded");
   } catch (err: any) {
     const message = err?.message ?? String(err);
+    const previous = modelCatalog[provider];
+    const fallbackModels = provider === "hermes-agent" && env.HERMES_AGENT_MODEL ? [env.HERMES_AGENT_MODEL] : [];
     modelCatalog[provider] = {
-      models: provider === "hermes-agent" && env.HERMES_AGENT_MODEL ? [env.HERMES_AGENT_MODEL] : [],
-      loadedAt: new Date().toISOString(),
+      models: previous?.models.length ? previous.models : fallbackModels,
+      loadedAt: previous?.loadedAt ?? null,
       error: message,
     };
     logger?.warn({ provider, err: message }, "failed to load provider model catalog");
   }
 }
 
+export async function refreshModelCatalog(logger?: FastifyBaseLogger) {
+  if (catalogRefreshPromise) return catalogRefreshPromise;
+
+  catalogRefreshPromise = Promise.all(getCatalogProviders().map((provider) => refreshProviderModels(provider, logger)))
+    .then(() => undefined)
+    .finally(() => {
+      catalogRefreshPromise = null;
+    });
+
+  return catalogRefreshPromise;
+}
+
 export async function warmModelCatalog(logger?: FastifyBaseLogger) {
-  await Promise.all(getCatalogProviders().map((provider) => refreshProviderModels(provider, logger)));
+  await refreshModelCatalog(logger);
+}
+
+export function startModelCatalogRefreshLoop(logger?: FastifyBaseLogger) {
+  const timer = setInterval(() => {
+    void refreshModelCatalog(logger);
+  }, MODEL_CATALOG_REFRESH_INTERVAL_MS);
+  timer.unref?.();
+
+  return () => {
+    clearInterval(timer);
+  };
 }
 
 export function getModelCatalogSnapshot(): ModelCatalogSnapshot {

server/src/routes.ts

@@ -326,6 +326,39 @@ function getErrorMessage(err: unknown) {
   return err instanceof Error ? err.message : String(err);
 }
 
+function compareUpdatedAtDesc(a: { updatedAt: Date | string }, b: { updatedAt: Date | string }) {
+  return new Date(b.updatedAt).getTime() - new Date(a.updatedAt).getTime();
+}
+
+async function listWorkspaceItems() {
+  const [chats, searches] = await Promise.all([
+    prisma.chat.findMany({
+      orderBy: { updatedAt: "desc" },
+      take: 100,
+      select: {
+        id: true,
+        title: true,
+        createdAt: true,
+        updatedAt: true,
+        initiatedProvider: true,
+        initiatedModel: true,
+        lastUsedProvider: true,
+        lastUsedModel: true,
+      },
+    }),
+    prisma.search.findMany({
+      orderBy: { updatedAt: "desc" },
+      take: 100,
+      select: { id: true, title: true, query: true, createdAt: true, updatedAt: true },
+    }),
+  ]);
+
+  return [
+    ...chats.map((chat) => ({ type: "chat" as const, ...serializeProviderFields(chat) })),
+    ...searches.map((search) => ({ type: "search" as const, ...search })),
+  ].sort(compareUpdatedAtDesc);
+}
+
 function writeSseEvent(reply: FastifyReply, event: SseStreamEvent) {
   if (reply.raw.destroyed || reply.raw.writableEnded) return;
   reply.raw.write(`event: ${event.event}\n`);
@@ -578,6 +611,11 @@ export async function registerRoutes(app: FastifyInstance) {
     };
   });
 
+  app.get("/v1/workspace-items", async (req) => {
+    requireAdmin(req);
+    return { items: await listWorkspaceItems() };
+  });
+
   app.get("/v1/chats", async (req) => {
     requireAdmin(req);
     const chats = await prisma.chat.findMany({

tui/src/api.ts

@@ -10,6 +10,7 @@ import type {
   SearchStreamHandlers,
   SearchSummary,
   SessionStatus,
+  WorkspaceItem,
 } from "./types.js";
 
 type RequestOptions = {
@@ -41,6 +42,11 @@ export class SybilApiClient {
     return data.chats;
   }
 
+  async listWorkspaceItems() {
+    const data = await this.request<{ items: WorkspaceItem[] }>("/v1/workspace-items");
+    return data.items;
+  }
+
   async createChat(title?: string) {
     const data = await this.request<{ chat: ChatSummary }>("/v1/chats", {
       method: "POST",

tui/src/index.ts

@@ -11,6 +11,7 @@ import type {
   SearchDetail,
   SearchSummary,
   ToolCallEvent,
+  WorkspaceItem,
 } from "./types.js";
 
 type SidebarSelection = { kind: "chat" | "search"; id: string };
@@ -93,9 +94,38 @@ function getSearchTitle(search: Pick<SearchSummary, "title" | "query">) {
   return "New search";
 }
 
-function buildSidebarItems(chats: ChatSummary[], searches: SearchSummary[]): SidebarItem[] {
-  const items: SidebarItem[] = [
-    ...chats.map((chat) => ({
+function chatWorkspaceItem(chat: ChatSummary): WorkspaceItem {
+  return { type: "chat", ...chat };
+}
+
+function searchWorkspaceItem(search: SearchSummary): WorkspaceItem {
+  return { type: "search", ...search };
+}
+
+function splitWorkspaceItems(items: WorkspaceItem[]) {
+  const chats: ChatSummary[] = [];
+  const searches: SearchSummary[] = [];
+  for (const item of items) {
+    if (item.type === "chat") {
+      const { type: _type, ...chat } = item;
+      chats.push(chat);
+    } else {
+      const { type: _type, ...search } = item;
+      searches.push(search);
+    }
+  }
+  return { chats, searches };
+}
+
+function upsertWorkspaceItem(items: WorkspaceItem[], item: WorkspaceItem) {
+  return [item, ...items.filter((existing) => existing.type !== item.type || existing.id !== item.id)];
+}
+
+function buildSidebarItems(items: WorkspaceItem[]): SidebarItem[] {
+  return items.map((item) => {
+    if (item.type === "chat") {
+      const chat = item;
+      return {
       kind: "chat" as const,
       id: chat.id,
       title: getChatTitle(chat),
@@ -105,8 +135,11 @@ function buildSidebarItems(chats: ChatSummary[], searches: SearchSummary[]): Sid
       initiatedModel: chat.initiatedModel,
       lastUsedProvider: chat.lastUsedProvider,
       lastUsedModel: chat.lastUsedModel,
-    })),
-    ...searches.map((search) => ({
+      };
+    }
+
+    const search = item;
+    return {
       kind: "search" as const,
       id: search.id,
       title: getSearchTitle(search),
@@ -116,10 +149,8 @@ function buildSidebarItems(chats: ChatSummary[], searches: SearchSummary[]): Sid
       initiatedModel: null,
       lastUsedProvider: null,
       lastUsedModel: null,
-    })),
-  ];
-
-  return items.sort((a, b) => new Date(b.updatedAt).getTime() - new Date(a.updatedAt).getTime());
+    };
+  });
 }
 
 function asToolLogMetadata(value: unknown): ToolLogMetadata | null {
@@ -195,6 +226,7 @@ async function main() {
   let authMode: "open" | "token" | null = null;
   let chats: ChatSummary[] = [];
   let searches: SearchSummary[] = [];
+  let workspaceItems: WorkspaceItem[] = [];
   let selectedItem: SidebarSelection | null = null;
   let selectedChat: ChatDetail | null = null;
   let selectedSearch: SearchDetail | null = null;
@@ -377,7 +409,7 @@ async function main() {
   }
 
   function getSidebarItems() {
-    return buildSidebarItems(chats, searches);
+    return buildSidebarItems(workspaceItems);
   }
 
   function getSelectedChatSummary() {
@@ -701,6 +733,7 @@ async function main() {
   function resetWorkspaceState() {
     chats = [];
     searches = [];
+    workspaceItems = [];
     selectedItem = null;
     selectedChat = null;
     selectedSearch = null;
@@ -767,11 +800,13 @@ async function main() {
     updateUI();
 
     try {
-      const [nextChats, nextSearches] = await Promise.all([api.listChats(), api.listSearches()]);
+      const nextWorkspaceItems = await api.listWorkspaceItems();
+      const { chats: nextChats, searches: nextSearches } = splitWorkspaceItems(nextWorkspaceItems);
+      workspaceItems = nextWorkspaceItems;
       chats = nextChats;
       searches = nextSearches;
 
-      const nextItems = buildSidebarItems(nextChats, nextSearches);
+      const nextItems = buildSidebarItems(nextWorkspaceItems);
       if (options?.preferredSelection && hasItem(nextItems, options.preferredSelection)) {
         selectedItem = options.preferredSelection;
         draftKind = null;
@@ -876,6 +911,7 @@ async function main() {
     try {
       const updated = await api.suggestChatTitle({ chatId, content });
       chats = chats.map((chat) => (chat.id === updated.id ? { ...chat, title: updated.title, updatedAt: updated.updatedAt } : chat));
+      workspaceItems = workspaceItems.map((item) => (item.type === "chat" && item.id === updated.id ? chatWorkspaceItem(updated) : item));
       if (selectedChat?.id === updated.id) {
         selectedChat = { ...selectedChat, title: updated.title, updatedAt: updated.updatedAt };
       }
@@ -920,6 +956,7 @@ async function main() {
       chatId = chat.id;
       draftKind = null;
       chats = [chat, ...chats.filter((existing) => existing.id !== chat.id)];
+      workspaceItems = upsertWorkspaceItem(workspaceItems, chatWorkspaceItem(chat));
       selectedItem = { kind: "chat", id: chat.id };
       pendingChatState = pendingChatState ? { ...pendingChatState, chatId } : pendingChatState;
       selectedChat = {
@@ -1085,6 +1122,7 @@ async function main() {
       draftKind = null;
       selectedItem = { kind: "search", id: searchId };
       searches = [search, ...searches.filter((existing) => existing.id !== search.id)];
+      workspaceItems = upsertWorkspaceItem(workspaceItems, searchWorkspaceItem(search));
       selectedChat = null;
       forceScrollToBottom = true;
       updateUI();

tui/src/types.ts

@@ -29,6 +29,16 @@ export type SearchSummary = {
   updatedAt: string;
 };
 
+export type ChatWorkspaceItem = ChatSummary & {
+  type: "chat";
+};
+
+export type SearchWorkspaceItem = SearchSummary & {
+  type: "search";
+};
+
+export type WorkspaceItem = ChatWorkspaceItem | SearchWorkspaceItem;
+
 export type Message = {
   id: string;
   createdAt: string;

web/src/App.tsx

@@ -20,8 +20,7 @@ import {
   getChat,
   listModels,
   getSearch,
-  listChats,
-  listSearches,
+  listWorkspaceItems,
   runCompletionStream,
   runSearchStream,
   suggestChatTitle,
@@ -37,6 +36,7 @@ import {
   type SearchDetail,
   type SearchSummary,
   type ToolCallEvent,
+  type WorkspaceItem,
 } from "@/lib/api";
 import { useSessionAuth } from "@/hooks/use-session-auth";
 import { cn } from "@/lib/utils";
@@ -588,9 +588,34 @@ function getSearchTitle(search: Pick<SearchSummary, "title" | "query">) {
   return "New search";
 }
 
-function buildSidebarItems(chats: ChatSummary[], searches: SearchSummary[]): SidebarItem[] {
-  const items: SidebarItem[] = [
-    ...chats.map((chat) => ({
+function chatWorkspaceItem(chat: ChatSummary): WorkspaceItem {
+  return { type: "chat", ...chat };
+}
+
+function searchWorkspaceItem(search: SearchSummary): WorkspaceItem {
+  return { type: "search", ...search };
+}
+
+function splitWorkspaceItems(items: WorkspaceItem[]) {
+  const chats: ChatSummary[] = [];
+  const searches: SearchSummary[] = [];
+  for (const item of items) {
+    if (item.type === "chat") {
+      const { type: _type, ...chat } = item;
+      chats.push(chat);
+    } else {
+      const { type: _type, ...search } = item;
+      searches.push(search);
+    }
+  }
+  return { chats, searches };
+}
+
+function buildSidebarItems(items: WorkspaceItem[]): SidebarItem[] {
+  return items.map((item) => {
+    if (item.type === "chat") {
+      const chat = item;
+      return {
         kind: "chat" as const,
         id: chat.id,
         title: getChatTitle(chat),
@@ -600,8 +625,11 @@ function buildSidebarItems(chats: ChatSummary[], searches: SearchSummary[]): Sid
         initiatedModel: chat.initiatedModel,
         lastUsedProvider: chat.lastUsedProvider,
         lastUsedModel: chat.lastUsedModel,
-    })),
-    ...searches.map((search) => ({
+      };
+    }
+
+    const search = item;
+    return {
       kind: "search" as const,
       id: search.id,
       title: getSearchTitle(search),
@@ -611,10 +639,21 @@ function buildSidebarItems(chats: ChatSummary[], searches: SearchSummary[]): Sid
       initiatedModel: null,
       lastUsedProvider: null,
       lastUsedModel: null,
-    })),
-  ];
+    };
+  });
+}
 
-  return items.sort((a, b) => new Date(b.updatedAt).getTime() - new Date(a.updatedAt).getTime());
+function upsertWorkspaceItem(items: WorkspaceItem[], item: WorkspaceItem, moveToFront = true) {
+  const withoutExisting = items.filter((existing) => existing.type !== item.type || existing.id !== item.id);
+  if (moveToFront) {
+    return [item, ...withoutExisting];
+  }
+
+  const existingIndex = items.findIndex((existing) => existing.type === item.type && existing.id === item.id);
+  if (existingIndex < 0) return [item, ...items];
+  const next = [...items];
+  next[existingIndex] = item;
+  return next;
 }
 
 function buildActiveRunsState(activeRuns: ActiveRunsResponse): ActiveRunsState {
@@ -675,6 +714,7 @@ export default function App() {
 
   const [chats, setChats] = useState<ChatSummary[]>([]);
   const [searches, setSearches] = useState<SearchSummary[]>([]);
+  const [workspaceItems, setWorkspaceItems] = useState<WorkspaceItem[]>([]);
   const [selectedItem, setSelectedItem] = useState<SidebarSelection | null>(null);
   const [selectedChat, setSelectedChat] = useState<ChatDetail | null>(null);
   const [selectedSearch, setSelectedSearch] = useState<SearchDetail | null>(null);
@@ -801,7 +841,7 @@ export default function App() {
     pendingAttachmentsRef.current = pendingAttachments;
   }, [pendingAttachments]);
 
-  const sidebarItems = useMemo(() => buildSidebarItems(chats, searches), [chats, searches]);
+  const sidebarItems = useMemo(() => buildSidebarItems(workspaceItems), [workspaceItems]);
   const filteredSidebarItems = useMemo(() => {
     const query = sidebarQuery.trim().toLowerCase();
     if (!query) return sidebarItems;
@@ -817,6 +857,7 @@ export default function App() {
   const resetWorkspaceState = () => {
     setChats([]);
     setSearches([]);
+    setWorkspaceItems([]);
     setSelectedItem(null);
     setSelectedChat(null);
     setSelectedSearch(null);
@@ -852,15 +893,16 @@ export default function App() {
   const refreshCollections = async (preferredSelection?: SidebarSelection) => {
     setIsLoadingCollections(true);
     try {
-      const [nextChats, nextSearches] = await Promise.all([listChats(), listSearches()]);
-      const nextItems = buildSidebarItems(nextChats, nextSearches);
+      const nextWorkspaceItems = await listWorkspaceItems();
+      const { chats: nextChats, searches: nextSearches } = splitWorkspaceItems(nextWorkspaceItems);
+      setWorkspaceItems(nextWorkspaceItems);
       setChats(nextChats);
       setSearches(nextSearches);
 
       setSelectedItem((current) => {
         const hasItem = (candidate: SidebarSelection | null) => {
           if (!candidate) return false;
-          return nextItems.some((item) => item.kind === candidate.kind && item.id === candidate.id);
+          return nextWorkspaceItems.some((item) => item.type === candidate.kind && item.id === candidate.id);
         };
 
         if (preferredSelection && hasItem(preferredSelection)) {
@@ -869,8 +911,8 @@ export default function App() {
         if (hasItem(current)) {
           return current;
         }
-        const first = nextItems[0];
-        return first ? { kind: first.kind, id: first.id } : null;
+        const first = nextWorkspaceItems[0];
+        return first ? { kind: first.type, id: first.id } : null;
       });
     } catch (err) {
       const message = err instanceof Error ? err.message : String(err);
@@ -1551,6 +1593,7 @@ export default function App() {
         const withoutExisting = current.filter((existing) => existing.id !== chat.id);
         return [chat, ...withoutExisting];
       });
+      setWorkspaceItems((current) => upsertWorkspaceItem(current, chatWorkspaceItem(chat)));
       setSelectedItem({ kind: "chat", id: chatId });
       setSelectedChat({
         id: chat.id,
@@ -1616,6 +1659,7 @@ export default function App() {
               return { ...chat, title: updatedChat.title, updatedAt: updatedChat.updatedAt };
             })
           );
+          setWorkspaceItems((current) => upsertWorkspaceItem(current, chatWorkspaceItem(updatedChat), false));
           setSelectedChat((current) => {
             if (!current || current.id !== updatedChat.id) return current;
             return { ...current, title: updatedChat.title, updatedAt: updatedChat.updatedAt };
@@ -1748,6 +1792,11 @@ export default function App() {
       searchId = search.id;
       setDraftKind(null);
       setSelectedItem({ kind: "search", id: searchId });
+      setSearches((current) => {
+        const withoutExisting = current.filter((existing) => existing.id !== search.id);
+        return [search, ...withoutExisting];
+      });
+      setWorkspaceItems((current) => upsertWorkspaceItem(current, searchWorkspaceItem(search)));
     }
 
     if (!searchId) {
@@ -2121,6 +2170,7 @@ export default function App() {
         const withoutExisting = current.filter((existing) => existing.id !== chat.id);
         return [chat, ...withoutExisting];
       });
+      setWorkspaceItems((current) => upsertWorkspaceItem(current, chatWorkspaceItem(chat)));
       setSelectedItem({ kind: "chat", id: chat.id });
       setSelectedChat({
         id: chat.id,
@@ -2296,6 +2346,7 @@ export default function App() {
         const withoutExisting = current.filter((existing) => existing.id !== chat.id);
         return [chat, ...withoutExisting];
       });
+      setWorkspaceItems((current) => upsertWorkspaceItem(current, chatWorkspaceItem(chat)));
       setSelectedItem({ kind: "chat", id: chat.id });
       setSelectedChat({
         id: chat.id,
@@ -2510,7 +2561,7 @@ export default function App() {
                       onContextMenu={(event) => openContextMenu(event, { kind: item.kind, id: item.id })}
                       type="button"
                     >
-                      <div className="flex items-center gap-2">
+                      <div className="grid grid-cols-[auto_minmax(0,1fr)] gap-x-2 gap-y-1">
                         <span
                           className={cn(
                             "flex h-5 w-5 shrink-0 items-center justify-center rounded-md border",
@@ -2528,11 +2579,15 @@ export default function App() {
                             />
                           ) : null}
                         </span>
-                        <span className={cn("ml-auto shrink-0 text-xs", active ? "text-violet-100/86" : "text-violet-200/50")}>{formatDate(item.updatedAt)}</span>
-                      </div>
+                        <span className="col-start-2 flex min-w-0 items-center gap-2">
+                          <span className="shrink-0 text-xs text-secondary-foreground/70">{formatDate(item.updatedAt)}</span>
                           {initiatedLabel ? (
-                        <p className={cn("mt-1 truncate text-right text-xs", active ? "text-violet-100/62" : "text-violet-200/42")}>{initiatedLabel}</p>
+                            <span className="ml-auto min-w-0 truncate text-right text-xs text-secondary-foreground/70">
+                              {initiatedLabel}
+                            </span>
                           ) : null}
+                        </span>
+                      </div>
                     </button>
                   );
                 })}

web/src/lib/api.ts

@@ -17,6 +17,16 @@ export type SearchSummary = {
   updatedAt: string;
 };
 
+export type ChatWorkspaceItem = ChatSummary & {
+  type: "chat";
+};
+
+export type SearchWorkspaceItem = SearchSummary & {
+  type: "search";
+};
+
+export type WorkspaceItem = ChatWorkspaceItem | SearchWorkspaceItem;
+
 export type Message = {
   id: string;
   createdAt: string;
@@ -214,6 +224,11 @@ export async function listChats() {
   return data.chats;
 }
 
+export async function listWorkspaceItems() {
+  const data = await api<{ items: WorkspaceItem[] }>("/v1/workspace-items");
+  return data.items;
+}
+
 export async function verifySession() {
   return api<{ authenticated: true; mode: "open" | "token" }>("/v1/auth/session");
 }