🤖 feat: add auto-compaction with progressive warnings

bun.lock

@@ -1,5 +1,6 @@
 {
   "lockfileVersion": 1,
+  "configVersion": 0,
   "workspaces": {
     "": {
       "name": "@coder/cmux",

mobile/src/utils/slashCommandHelpers.test.ts

@@ -55,11 +55,37 @@ describe("buildMobileCompactionPayload", () => {
     expect(payload.metadata.parsed).toEqual({
       model: "anthropic:claude-opus-4-1",
       maxOutputTokens: 800,
-      continueMessage: parsed.continueMessage,
-      resumeModel: baseOptions.model,
+      continueMessage: {
+        text: parsed.continueMessage,
+        imageParts: [],
+        model: baseOptions.model,
+      },
     });
     expect(payload.sendOptions.model).toBe("anthropic:claude-opus-4-1");
     expect(payload.sendOptions.mode).toBe("compact");
     expect(payload.sendOptions.maxOutputTokens).toBe(800);
   });
+
+  it("omits continueMessage when no text provided", () => {
+    const baseOptions: SendMessageOptions = {
+      model: "anthropic:claude-sonnet-4-5",
+      mode: "plan",
+      thinkingLevel: "default",
+    };
+
+    const parsed = {
+      type: "compact" as const,
+      maxOutputTokens: 1000,
+      continueMessage: undefined,
+      model: undefined,
+    };
+
+    const payload = buildMobileCompactionPayload(parsed, baseOptions);
+
+    if (payload.metadata.type !== "compaction-request") {
+      throw new Error("Expected compaction metadata");
+    }
+
+    expect(payload.metadata.parsed.continueMessage).toBeUndefined();
+  });
 });

mobile/src/utils/slashCommandHelpers.ts

@@ -56,8 +56,13 @@ export function buildMobileCompactionPayload(
     parsed: {
       model: parsed.model,
       maxOutputTokens: parsed.maxOutputTokens,
-      continueMessage: parsed.continueMessage,
-      resumeModel: baseOptions.model,
+      continueMessage: parsed.continueMessage
+        ? {
+            text: parsed.continueMessage,
+            imageParts: [],
+            model: baseOptions.model,
+          }
+        : undefined,
     },
   };
 

src/browser/components/AIView.tsx

@@ -23,14 +23,22 @@ import { formatKeybind, KEYBINDS } from "@/browser/utils/ui/keybinds";
 import { useAutoScroll } from "@/browser/hooks/useAutoScroll";
 import { usePersistedState } from "@/browser/hooks/usePersistedState";
 import { useThinking } from "@/browser/contexts/ThinkingContext";
-import { useWorkspaceState, useWorkspaceAggregator } from "@/browser/stores/WorkspaceStore";
+import {
+  useWorkspaceState,
+  useWorkspaceAggregator,
+  useWorkspaceUsage,
+} from "@/browser/stores/WorkspaceStore";
 import { WorkspaceHeader } from "./WorkspaceHeader";
 import { getModelName } from "@/common/utils/ai/models";
 import type { DisplayedMessage } from "@/common/types/message";
 import type { RuntimeConfig } from "@/common/types/runtime";
 import { useAIViewKeybinds } from "@/browser/hooks/useAIViewKeybinds";
 import { evictModelFromLRU } from "@/browser/hooks/useModelLRU";
 import { QueuedMessage } from "./Messages/QueuedMessage";
+import { CompactionWarning } from "./CompactionWarning";
+import { shouldAutoCompact } from "@/browser/utils/compaction/autoCompactionCheck";
+import { useProviderOptions } from "@/browser/hooks/useProviderOptions";
+import { useSendMessageOptions } from "@/browser/hooks/useSendMessageOptions";
 
 interface AIViewProps {
   workspaceId: string;
@@ -74,6 +82,9 @@ const AIViewInner: React.FC<AIViewProps> = ({
 
   const workspaceState = useWorkspaceState(workspaceId);
   const aggregator = useWorkspaceAggregator(workspaceId);
+  const workspaceUsage = useWorkspaceUsage(workspaceId);
+  const { options } = useProviderOptions();
+  const use1M = options.anthropic?.use1MContext ?? false;
   const handledModelErrorsRef = useRef<Set<string>>(new Set());
 
   useEffect(() => {
@@ -130,6 +141,9 @@ const AIViewInner: React.FC<AIViewProps> = ({
     markUserInteraction,
   } = useAutoScroll();
 
+  // Use send options for auto-compaction check
+  const pendingSendOptions = useSendMessageOptions(workspaceId);
+
   // ChatInput API for focus management
   const chatInputAPI = useRef<ChatInputAPI | null>(null);
   const handleChatInputReady = useCallback((api: ChatInputAPI) => {
@@ -318,6 +332,18 @@ const AIViewInner: React.FC<AIViewProps> = ({
   // Get active stream message ID for token counting
   const activeStreamMessageId = aggregator.getActiveStreamMessageId();
 
+  // Use pending send model for auto-compaction check, not the last stream's model.
+  // This ensures the threshold is based on the model the user will actually send with,
+  // preventing context-length errors when switching from a large-context to smaller model.
+  const pendingModel = pendingSendOptions.model;
+
+  const autoCompactionCheck = pendingModel
+    ? shouldAutoCompact(workspaceUsage, pendingModel, use1M)
+    : { shouldShowWarning: false, usagePercentage: 0, thresholdPercentage: 70 };
+
+  // Show warning when: shouldShowWarning flag is true AND not currently compacting
+  const shouldShowCompactionWarning = !isCompacting && autoCompactionCheck.shouldShowWarning;
+
   // Note: We intentionally do NOT reset autoRetry when streams start.
   // If user pressed the interrupt key, autoRetry stays false until they manually retry.
   // This makes state transitions explicit and predictable.
@@ -503,6 +529,12 @@ const AIViewInner: React.FC<AIViewProps> = ({
             </button>
           )}
         </div>
+        {shouldShowCompactionWarning && (
+          <CompactionWarning
+            usagePercentage={autoCompactionCheck.usagePercentage}
+            thresholdPercentage={autoCompactionCheck.thresholdPercentage}
+          />
+        )}
         <ChatInput
           variant="workspace"
           workspaceId={workspaceId}
@@ -516,6 +548,7 @@ const AIViewInner: React.FC<AIViewProps> = ({
           onEditLastUserMessage={() => void handleEditLastUserMessage()}
           canInterrupt={canInterrupt}
           onReady={handleChatInputReady}
+          autoCompactionCheck={autoCompactionCheck}
         />
       </div>
 

src/browser/components/ChatInput/index.tsx

@@ -27,6 +27,7 @@ import {
 } from "@/common/constants/storage";
 import {
   prepareCompactionMessage,
+  executeCompaction,
   processSlashCommand,
   type SlashCommandContext,
 } from "@/browser/utils/chatCommands";
@@ -478,12 +479,39 @@ export const ChatInput: React.FC<ChatInputProps> = (props) => {
     const isSlashCommand = normalizedCommandInput.startsWith("/");
     const parsed = isSlashCommand ? parseCommand(normalizedCommandInput) : null;
 
+    // Prepare image parts early so slash commands can access them
+    const imageParts = imageAttachments.map((img, index) => {
+      // Validate before sending to help with debugging
+      if (!img.url || typeof img.url !== "string") {
+        console.error(
+          `Image attachment [${index}] has invalid url:`,
+          typeof img.url,
+          img.url?.slice(0, 50)
+        );
+      }
+      if (!img.url?.startsWith("data:")) {
+        console.error(`Image attachment [${index}] url is not a data URL:`, img.url?.slice(0, 100));
+      }
+      if (!img.mediaType || typeof img.mediaType !== "string") {
+        console.error(
+          `Image attachment [${index}] has invalid mediaType:`,
+          typeof img.mediaType,
+          img.mediaType
+        );
+      }
+      return {
+        url: img.url,
+        mediaType: img.mediaType,
+      };
+    });
+
     if (parsed) {
       const context: SlashCommandContext = {
         variant,
         workspaceId: variant === "workspace" ? props.workspaceId : undefined,
         sendMessageOptions,
         setInput,
+        setImageAttachments,
         setIsSending,
         setToast,
         setVimEnabled,
@@ -493,6 +521,7 @@ export const ChatInput: React.FC<ChatInputProps> = (props) => {
         onTruncateHistory: variant === "workspace" ? props.onTruncateHistory : undefined,
         onCancelEdit: variant === "workspace" ? props.onCancelEdit : undefined,
         editMessageId: editingMessage?.id,
+        imageParts: imageParts.length > 0 ? imageParts : undefined,
         resetInputHeight: () => {
           if (inputRef.current) {
             inputRef.current.style.height = "36px";
@@ -540,36 +569,70 @@ export const ChatInput: React.FC<ChatInputProps> = (props) => {
       // Save current state for restoration on error
       const previousImageAttachments = [...imageAttachments];
 
-      try {
-        // Prepare image parts if any
-        const imageParts = imageAttachments.map((img, index) => {
-          // Validate before sending to help with debugging
-          if (!img.url || typeof img.url !== "string") {
-            console.error(
-              `Image attachment [${index}] has invalid url:`,
-              typeof img.url,
-              img.url?.slice(0, 50)
-            );
-          }
-          if (!img.url?.startsWith("data:")) {
-            console.error(
-              `Image attachment [${index}] url is not a data URL:`,
-              img.url?.slice(0, 100)
-            );
-          }
-          if (!img.mediaType || typeof img.mediaType !== "string") {
-            console.error(
-              `Image attachment [${index}] has invalid mediaType:`,
-              typeof img.mediaType,
-              img.mediaType
-            );
+      // Auto-compaction check (workspace variant only)
+      // Check if we should auto-compact before sending this message
+      // Result is computed in parent (AIView) and passed down to avoid duplicate calculation
+      const shouldAutoCompact =
+        props.autoCompactionCheck &&
+        props.autoCompactionCheck.usagePercentage >=
+          props.autoCompactionCheck.thresholdPercentage &&
+        !isCompacting; // Skip if already compacting to prevent double-compaction queue
+      if (variant === "workspace" && !editingMessage && shouldAutoCompact) {
+        // Clear input immediately for responsive UX
+        setInput("");
+        setImageAttachments([]);
+        setIsSending(true);
+
+        try {
+          const result = await executeCompaction({
+            workspaceId: props.workspaceId,
+            continueMessage: {
+              text: messageText,
+              imageParts,
+              model: sendMessageOptions.model,
+            },
+            sendMessageOptions,
+          });
+
+          if (!result.success) {
+            // Restore on error
+            setInput(messageText);
+            setImageAttachments(previousImageAttachments);
+            setToast({
+              id: Date.now().toString(),
+              type: "error",
+              title: "Auto-Compaction Failed",
+              message: result.error ?? "Failed to start auto-compaction",
+            });
+          } else {
+            setToast({
+              id: Date.now().toString(),
+              type: "success",
+              message: `Context threshold reached - auto-compacting...`,
+            });
           }
-          return {
-            url: img.url,
-            mediaType: img.mediaType,
-          };
-        });
+        } catch (error) {
+          // Restore on unexpected error
+          setInput(messageText);
+          setImageAttachments(previousImageAttachments);
+          setToast({
+            id: Date.now().toString(),
+            type: "error",
+            title: "Auto-Compaction Failed",
+            message:
+              error instanceof Error ? error.message : "Unexpected error during auto-compaction",
+          });
+        } finally {
+          setIsSending(false);
+        }
 
+        return; // Skip normal send
+      }
+
+      // Regular message - send directly via API
+      setIsSending(true);
+
+      try {
         // When editing a /compact command, regenerate the actual summarization request
         let actualMessageText = messageText;
         let muxMetadata: MuxFrontendMetadata | undefined;
@@ -585,7 +648,11 @@ export const ChatInput: React.FC<ChatInputProps> = (props) => {
             } = prepareCompactionMessage({
               workspaceId: props.workspaceId,
               maxOutputTokens: parsedEditingCommand.maxOutputTokens,
-              continueMessage: parsedEditingCommand.continueMessage,
+              continueMessage: {
+                text: parsedEditingCommand.continueMessage ?? "",
+                imageParts,
+                model: sendMessageOptions.model,
+              },
               model: parsedEditingCommand.model,
               sendMessageOptions,
             });

src/browser/components/ChatInput/types.ts

@@ -1,5 +1,6 @@
 import type { ImagePart } from "@/common/types/ipc";
 import type { FrontendWorkspaceMetadata } from "@/common/types/workspace";
+import type { AutoCompactionCheckResult } from "@/browser/utils/compaction/autoCompactionCheck";
 
 export interface ChatInputAPI {
   focus: () => void;
@@ -23,6 +24,7 @@ export interface ChatInputWorkspaceVariant {
   canInterrupt?: boolean;
   disabled?: boolean;
   onReady?: (api: ChatInputAPI) => void;
+  autoCompactionCheck?: AutoCompactionCheckResult; // Computed in parent (AIView) to avoid duplicate calculation
 }
 
 // Creation variant: simplified for first message / workspace creation

src/browser/components/CompactionWarning.tsx

@@ -0,0 +1,40 @@
+import React from "react";
+
+/**
+ * Warning banner shown when context usage is approaching the compaction threshold.
+ *
+ * Displays progressive warnings:
+ * - Below threshold: "Context left until Auto-Compact: X% remaining" (where X = threshold - current)
+ * - At/above threshold: "Approaching context limit. Next message will trigger auto-compaction."
+ *
+ * Displayed above ChatInput when:
+ * - Token usage >= (threshold - 10%) of model's context window
+ * - Not currently compacting (user can still send messages)
+ *
+ * @param usagePercentage - Current token usage as percentage (0-100)
+ * @param thresholdPercentage - Auto-compaction trigger threshold (0-100, default 70)
+ */
+export const CompactionWarning: React.FC<{
+  usagePercentage: number;
+  thresholdPercentage: number;
+}> = (props) => {
+  // At threshold or above, next message will trigger compaction
+  const willCompactNext = props.usagePercentage >= props.thresholdPercentage;
+
+  // Urgent warning at/above threshold - prominent blue box
+  if (willCompactNext) {
+    return (
+      <div className="text-plan-mode bg-plan-mode/10 mx-4 my-4 rounded-sm px-4 py-3 text-center text-xs font-medium">
+        ⚠️ Context limit reached. Next message will trigger Auto-Compaction.
+      </div>
+    );
+  }
+
+  // Countdown warning below threshold - subtle grey text, right-aligned
+  const remaining = props.thresholdPercentage - props.usagePercentage;
+  return (
+    <div className="text-muted mx-4 mt-2 mb-1 text-right text-[10px]">
+      Context left until Auto-Compact: {Math.round(remaining)}%
+    </div>
+  );
+};

src/browser/hooks/useResumeManager.ts

@@ -171,7 +171,15 @@ export function useResumeManager() {
         if (lastUserMsg?.compactionRequest) {
           // Apply compaction overrides using shared function (same as ChatInput)
           // This ensures custom model/tokens are preserved across resume
-          options = applyCompactionOverrides(options, lastUserMsg.compactionRequest.parsed);
+          options = applyCompactionOverrides(options, {
+            model: lastUserMsg.compactionRequest.parsed.model,
+            maxOutputTokens: lastUserMsg.compactionRequest.parsed.maxOutputTokens,
+            continueMessage: {
+              text: lastUserMsg.compactionRequest.parsed.continueMessage?.text ?? "",
+              imageParts: lastUserMsg.compactionRequest.parsed.continueMessage?.imageParts,
+              model: lastUserMsg.compactionRequest.parsed.continueMessage?.model ?? options.model,
+            },
+          });
         }
       }