@symerian/symi 3.5.5 → 3.5.6

package/dist/{unified-runner-DN0asRIR.js → unified-runner-Cu3lGa3A.js}

@@ -31,7 +31,7 @@ import { t as emitSessionTranscriptUpdate } from "./transcript-events-ChU6IQwp.j
 import { n as isSilentReplyText, t as SILENT_REPLY_TOKEN } from "./tokens-D_vCJSzF.js";
 import { a as logMessageProcessed, i as logLaneEnqueue, o as logMessageQueued, r as logLaneDequeue, s as logSessionStateChange, t as diag } from "./diagnostic-BALvP9wI.js";
 import { n as getDiagnosticSessionState } from "./diagnostic-session-state-BDfanaOY.js";
-import { a as parseGeminiAuth, c as resolveMemorySearchConfig, d as requireApiKey, f as resolveApiKeyForProvider, h as resolveModelAuthMode, i as resolveOllamaBaseUrl, l as getApiKeyForModel, m as resolveEnvApiKey, n as retryAsync, o as collectProviderApiKeysForExecution, p as resolveAwsSdkEnvVarName, r as probeOllamaEmbeddingModels, s as executeWithApiKeyRotation, u as getCustomProviderApiKey } from "./manager-Ck1YSfr6.js";
+import { a as parseGeminiAuth, c as resolveMemorySearchConfig, d as requireApiKey, f as resolveApiKeyForProvider, h as resolveModelAuthMode, i as resolveOllamaBaseUrl, l as getApiKeyForModel, m as resolveEnvApiKey, n as retryAsync, o as collectProviderApiKeysForExecution, p as resolveAwsSdkEnvVarName, r as probeOllamaEmbeddingModels, s as executeWithApiKeyRotation, u as getCustomProviderApiKey } from "./manager-CpBJ1BE6.js";
 import { r as resolveCopilotApiToken, t as DEFAULT_COPILOT_API_BASE_URL } from "./github-copilot-token-uhEBNQfj.js";
 import { t as ensurePiAuthJsonFromAuthProfiles } from "./pi-auth-json-DCGR3yfh.js";
 import { a as resolveEffectiveMessagesConfig, i as resolveAckReaction, o as resolveHumanDelayConfig, r as resolveResponsePrefixTemplate, t as createReplyPrefixOptions } from "./reply-prefix-D0NzzC4I.js";
@@ -4460,7 +4460,7 @@ async function getMemorySearchManager(params) {
 				const wrapper = new FallbackMemoryManager({
 					primary,
 					fallbackFactory: async () => {
-						const { MemoryIndexManager } = await import("./manager-Ck1YSfr6.js").then((n) => n.t);
+						const { MemoryIndexManager } = await import("./manager-CpBJ1BE6.js").then((n) => n.t);
 						return await MemoryIndexManager.get(params);
 					}
 				}, () => QMD_MANAGER_CACHE.delete(cacheKey));
@@ -4473,7 +4473,7 @@ async function getMemorySearchManager(params) {
 		}
 	}
 	try {
-		const { MemoryIndexManager } = await import("./manager-Ck1YSfr6.js").then((n) => n.t);
+		const { MemoryIndexManager } = await import("./manager-CpBJ1BE6.js").then((n) => n.t);
 		return { manager: await MemoryIndexManager.get(params) };
 	} catch (err) {
 		return {
@@ -19778,13 +19778,21 @@ async function applyMediaUnderstanding(params) {
 * Soft warning appended when context usage crosses the threshold.
 * Fires once per session (tracked via `SessionEntry.contextWarningSent`).
 */
-const SESSION_CONTEXT_WARNING_MESSAGE = "📋 Heads up — this session is approaching the context limit. Start a new session for best results. Past sessions stay in history and can be revisited there.";
+const SESSION_CONTEXT_WARNING_MESSAGE = "📋 Heads up — this session is approaching the context limit. Symi will compact older context automatically when usage reaches 90%.";
 /**
-* Hard limit message returned when the model API rejects the turn for
-* context-too-long or role-ordering reasons, and on every subsequent
-* turn until the user starts a new session.
+* Inline status emitted by Symi before running compaction proactively
+* at the 90% threshold. Followed by the agent's actual response in the
+* same turn.
 */
-const SESSION_OVERFLOW_MESSAGE = "📋 This session has reached the context limit. Please start a new session — your full conversation is saved in history and can be revisited there.";
+const SESSION_COMPACTING_MESSAGE = "📋 Context limit reached for this session. Compacting older context and continuing…";
+/**
+* Returned when compaction can't recover enough budget to continue —
+* either because the proactive compaction at 90% failed, or because a
+* single user message overshot the window in one turn and the reactive
+* fallback compaction also failed. Same message also short-circuits
+* subsequent turns until /reset or /new.
+*/
+const SESSION_COMPACTION_FAILED_MESSAGE = "📋 Couldn't compact this session further. Please /reset or /new to continue — your full conversation is saved in history.";
 
 //#endregion
 //#region src/sessions/level-overrides.ts
@@ -44312,6 +44320,86 @@ async function handleInlineActions(params) {
 	};
 }
 
+//#endregion
+//#region src/auto-reply/reply/middleware-context-warning.ts
+/** Threshold (fraction of context window) that triggers the soft warning. */
+const CONTEXT_WARNING_THRESHOLD = .85;
+/**
+* Threshold that triggers proactive compaction in `prepareReplyTurn`.
+* Higher than the soft warning so the user sees the heads-up first;
+* compaction runs the next turn the threshold is observed.
+*/
+const CONTEXT_PROACTIVE_COMPACT_THRESHOLD = .9;
+/**
+* Pure decision for "should `prepareReplyTurn` run proactive compaction
+* before the next turn?" — extracted so the trigger logic is unit-testable
+* without mocking the rest of the prep pipeline.
+*
+* Returns true ONLY when:
+*   - we have a session id (otherwise compaction has no target),
+*   - we have a positive context window,
+*   - we have a positive cumulative usage from the previous turn,
+*   - usage / window ≥ CONTEXT_PROACTIVE_COMPACT_THRESHOLD.
+*/
+function shouldProactivelyCompact(args) {
+	if (!args.sessionId) return false;
+	if (!args.contextTokens || args.contextTokens <= 0) return false;
+	const usage = args.totalTokens ?? 0;
+	if (usage <= 0) return false;
+	return usage / args.contextTokens >= CONTEXT_PROACTIVE_COMPACT_THRESHOLD;
+}
+/**
+* Read the model's context-window size, falling back to the global
+* default when the model isn't in the registry yet.
+*/
+function resolveContextWindow(modelId) {
+	const fromRegistry = lookupContextTokens(modelId);
+	if (fromRegistry && fromRegistry > 0) return fromRegistry;
+	return DEFAULT_CONTEXT_TOKENS;
+}
+/**
+* After-turn hook that surfaces a one-time soft warning when usage
+* crosses the context threshold. Mutates the result text to append
+* the warning when triggered, and persists `contextWarningSent: true`
+* on the session entry so the warning doesn't fire again.
+*/
+function withContextUsageWarning() {
+	return (next) => async (params) => {
+		const result = await next(params);
+		if (result.outbound.action === "drop") return result;
+		if (!params.sessionKey) return result;
+		const usage = result.rawResult.meta.agentMeta?.usage?.total ?? 0;
+		if (usage <= 0) return result;
+		if (usage / resolveContextWindow(params.modelId ?? result.modelId) < CONTEXT_WARNING_THRESHOLD) return result;
+		const agentId = resolveAgentIdFromSessionKey(params.sessionKey);
+		const storePath = resolveStorePath(params.config.session?.store, { agentId });
+		let alreadyWarned = false;
+		try {
+			await updateSessionStoreEntry({
+				storePath,
+				sessionKey: params.sessionKey,
+				update: async (entry) => {
+					if (entry.contextWarningSent === true) {
+						alreadyWarned = true;
+						return null;
+					}
+					return { contextWarningSent: true };
+				}
+			});
+		} catch (err) {
+			logVerbose(`context-warning: failed to persist contextWarningSent flag for ${params.sessionKey}: ${String(err)}`);
+			return result;
+		}
+		if (alreadyWarned) return result;
+		const trimmedText = result.text.trimEnd();
+		const separator = trimmedText ? "\n\n" : "";
+		return {
+			...result,
+			text: `${trimmedText}${separator}${SESSION_CONTEXT_WARNING_MESSAGE}`
+		};
+	};
+}
+
 //#endregion
 //#region src/auto-reply/reply/session-reset-model.ts
 function splitBody(body) {
@@ -45208,7 +45296,7 @@ async function prepareReplyTurn(ctx, opts, configOverride) {
 		typing.cleanup();
 		return {
 			kind: "early-reply",
-			reply: { text: SESSION_OVERFLOW_MESSAGE }
+			reply: { text: SESSION_COMPACTION_FAILED_MESSAGE }
 		};
 	}
 	await applyResetModelOverride({
@@ -45321,6 +45409,82 @@ async function prepareReplyTurn(ctx, opts, configOverride) {
 	};
 	directives = inlineActionResult.directives;
 	abortedLastRun = inlineActionResult.abortedLastRun ?? abortedLastRun;
+	if (shouldProactivelyCompact({
+		totalTokens: sessionEntry.totalTokens,
+		contextTokens,
+		sessionId: sessionEntry.sessionId
+	})) {
+		if (resolvedOpts?.onBlockReply) try {
+			await resolvedOpts.onBlockReply({ text: SESSION_COMPACTING_MESSAGE });
+		} catch (err) {
+			logVerbose(`proactive-compact: inline status delivery failed: ${String(err)}`);
+		}
+		if (isEmbeddedPiRunActive(sessionEntry.sessionId)) {
+			abortEmbeddedPiRun(sessionEntry.sessionId);
+			await waitForEmbeddedPiRunEnd(sessionEntry.sessionId, 15e3);
+		}
+		let compactResult;
+		try {
+			compactResult = await compactEmbeddedPiSession({
+				sessionId: sessionEntry.sessionId,
+				sessionKey,
+				messageChannel: command.channel,
+				groupId: sessionEntry.groupId,
+				groupChannel: sessionEntry.groupChannel,
+				groupSpace: sessionEntry.space,
+				spawnedBy: sessionEntry.spawnedBy,
+				sessionFile: resolveSessionFilePath(sessionEntry.sessionId, sessionEntry, resolveSessionFilePathOptions({
+					agentId,
+					storePath
+				})),
+				workspaceDir,
+				agentDir,
+				config: cfg,
+				skillsSnapshot: sessionEntry.skillsSnapshot,
+				provider,
+				model,
+				thinkLevel: resolvedThinkLevel,
+				reasoningLevel: resolvedReasoningLevel,
+				trigger: "overflow",
+				senderIsOwner: command.senderIsOwner,
+				ownerNumbers: command.ownerList.length > 0 ? command.ownerList : void 0
+			});
+		} catch (err) {
+			logVerbose(`proactive-compact: compactor threw for ${sessionKey}: ${String(err)}`);
+			compactResult = {
+				ok: false,
+				compacted: false,
+				reason: String(err)
+			};
+		}
+		if (compactResult.ok && compactResult.compacted) await incrementCompactionCount({
+			sessionEntry,
+			sessionStore,
+			sessionKey,
+			storePath,
+			tokensAfter: compactResult.result?.tokensAfter
+		});
+		else {
+			logVerbose(`proactive-compact: failed for ${sessionKey} (${compactResult.reason ?? "unknown"})`);
+			if (storePath) try {
+				await updateSessionStoreEntry({
+					storePath,
+					sessionKey,
+					update: async (entry) => {
+						if (entry.endedReason === "context_overflow") return null;
+						return { endedReason: "context_overflow" };
+					}
+				});
+			} catch (err) {
+				logVerbose(`proactive-compact: failed to mark session sealed: ${String(err)}`);
+			}
+			typing.cleanup();
+			return {
+				kind: "early-reply",
+				reply: { text: SESSION_COMPACTION_FAILED_MESSAGE }
+			};
+		}
+	}
 	await stageSandboxMedia({
 		ctx,
 		sessionCtx,
@@ -45749,8 +45913,8 @@ function extractErrorMessage(err) {
 function buildBoundaryResult(params) {
 	const profile = resolveModelProfile(params.provider && params.modelId ? `${params.provider}/${params.modelId}` : "", params.config.models?.profiles);
 	return {
-		text: SESSION_OVERFLOW_MESSAGE,
-		rawText: SESSION_OVERFLOW_MESSAGE,
+		text: SESSION_COMPACTION_FAILED_MESSAGE,
+		rawText: SESSION_COMPACTION_FAILED_MESSAGE,
 		outbound: {
 			action: "deliver",
 			reason: "deliver"
@@ -45761,7 +45925,7 @@ function buildBoundaryResult(params) {
 		profile,
 		didSendViaMessagingTool: false,
 		rawResult: {
-			payloads: [{ text: SESSION_OVERFLOW_MESSAGE }],
+			payloads: [{ text: SESSION_COMPACTION_FAILED_MESSAGE }],
 			meta: {
 				durationMs: Date.now() - params.startTime,
 				agentMeta: {
@@ -45820,62 +45984,6 @@ function withContextOverflowRecovery() {
 	};
 }
 
-//#endregion
-//#region src/auto-reply/reply/middleware-context-warning.ts
-/** Threshold (fraction of context window) that triggers the soft warning. */
-const CONTEXT_WARNING_THRESHOLD = .85;
-/**
-* Read the model's context-window size, falling back to the global
-* default when the model isn't in the registry yet.
-*/
-function resolveContextWindow(modelId) {
-	const fromRegistry = lookupContextTokens(modelId);
-	if (fromRegistry && fromRegistry > 0) return fromRegistry;
-	return DEFAULT_CONTEXT_TOKENS;
-}
-/**
-* After-turn hook that surfaces a one-time soft warning when usage
-* crosses the context threshold. Mutates the result text to append
-* the warning when triggered, and persists `contextWarningSent: true`
-* on the session entry so the warning doesn't fire again.
-*/
-function withContextUsageWarning() {
-	return (next) => async (params) => {
-		const result = await next(params);
-		if (result.outbound.action === "drop") return result;
-		if (!params.sessionKey) return result;
-		const usage = result.rawResult.meta.agentMeta?.usage?.total ?? 0;
-		if (usage <= 0) return result;
-		if (usage / resolveContextWindow(params.modelId ?? result.modelId) < CONTEXT_WARNING_THRESHOLD) return result;
-		const agentId = resolveAgentIdFromSessionKey(params.sessionKey);
-		const storePath = resolveStorePath(params.config.session?.store, { agentId });
-		let alreadyWarned = false;
-		try {
-			await updateSessionStoreEntry({
-				storePath,
-				sessionKey: params.sessionKey,
-				update: async (entry) => {
-					if (entry.contextWarningSent === true) {
-						alreadyWarned = true;
-						return null;
-					}
-					return { contextWarningSent: true };
-				}
-			});
-		} catch (err) {
-			logVerbose(`context-warning: failed to persist contextWarningSent flag for ${params.sessionKey}: ${String(err)}`);
-			return result;
-		}
-		if (alreadyWarned) return result;
-		const trimmedText = result.text.trimEnd();
-		const separator = trimmedText ? "\n\n" : "";
-		return {
-			...result,
-			text: `${trimmedText}${separator}${SESSION_CONTEXT_WARNING_MESSAGE}`
-		};
-	};
-}
-
 //#endregion
 //#region src/auto-reply/reply/middleware-diagnostic-logging.ts
 function deriveChannel(ctx) {
@@ -61721,7 +61829,7 @@ async function runEmbeddedPiAgent(params) {
 				error: err
 			});
 		}
-		const MAX_OVERFLOW_COMPACTION_ATTEMPTS = 3;
+		const MAX_OVERFLOW_COMPACTION_ATTEMPTS = 1;
 		const MAX_RUN_LOOP_ITERATIONS = resolveMaxRunRetryIterations(profileCandidates.length);
 		let overflowCompactionAttempts = 0;
 		let toolResultTruncationAttempted = false;

package/dist/{unified-runner-Bm3r8UOg.js → unified-runner-DL-sfvGT.js}

@@ -52,8 +52,8 @@ import { c as hasNonzeroUsage, l as normalizeUsage, n as loadCostUsageSummary, o
 import { C as enqueueSystemEvent, E as buildChannelSummary, S as drainSystemEventEntries, _ as loadProviderUsageSummary, a as loadCombinedSessionStoreForGateway, b as resolveUsageProviderId, d as formatDoctorNonInteractiveHint, g as writeRestartSentinel, k as redactIdentifier, x as lookupContextTokens, y as formatUsageWindowSummary } from "./session-utils-Cs1jlD-q.js";
 import { n as createBrowserRouteDispatcher, r as getMachineDisplayName, t as withTimeout$2 } from "./with-timeout-GbJ1Yzsh.js";
 import { i as resolveAckReaction, o as resolveEffectiveMessagesConfig, r as resolveResponsePrefixTemplate, s as resolveHumanDelayConfig, t as createReplyPrefixOptions } from "./reply-prefix-BFNeXT65.js";
-import { n as resolveMemoryBackendConfig, t as getMemorySearchManager } from "./memory-CgWOtF4K.js";
-import { a as parseGeminiAuth, c as resolveMemorySearchConfig, n as retryAsync, o as collectProviderApiKeysForExecution, s as executeWithApiKeyRotation } from "./manager-CC13EPO9.js";
+import { n as resolveMemoryBackendConfig, t as getMemorySearchManager } from "./memory-BsGfHO_F.js";
+import { a as parseGeminiAuth, c as resolveMemorySearchConfig, n as retryAsync, o as collectProviderApiKeysForExecution, s as executeWithApiKeyRotation } from "./manager-CvqH_tah.js";
 import { f as runTasksWithConcurrency } from "./internal-DVCddhhN.js";
 import { a as chunkText, c as resolveChunkMode, d as isSafeFenceBreak, f as parseFenceSpans, i as chunkMarkdownTextWithMode, l as resolveTextChunkLimit, o as chunkTextWithMode, r as chunkMarkdownText, t as chunkByNewline, u as findFenceSpanAt } from "./chunk-BxfKjCUx.js";
 import { n as resolveMarkdownTableMode } from "./markdown-tables-CS1Tvb3z.js";
@@ -85,7 +85,7 @@ import { i as parseAbsoluteTimeMs, r as resolveDefaultCronStaggerMs, t as normal
 import { n as resolveMessageChannelSelection, t as listConfiguredMessageChannels } from "./channel-selection-DjrS6oiz.js";
 import { n as resolveAgentRoute, t as buildAgentSessionKey } from "./resolve-route-CnTdHVgw.js";
 import { t as parseTimeoutMs } from "./parse-timeout-CuYdP9TL.js";
-import { n as registerMemoryCli } from "./memory-cli-vN3fGs79.js";
+import { n as registerMemoryCli } from "./memory-cli-BwQsPEFk.js";
 import { i as resolveSlackThreadTs, n as deliverReplies, t as createSlackReplyDeliveryPlan } from "./replies-C5CBlnFS.js";
 import { a as resolveSubagentToolPolicy, i as resolveGroupToolPolicy, n as isToolAllowedByPolicies, r as resolveEffectiveToolPolicy, t as filterToolsByPolicy } from "./pi-tools.policy-WaLKhqJQ.js";
 import { a as buildModelAliasLines, n as resolveModel$2 } from "./model-BMFj7NXy.js";
@@ -13184,13 +13184,21 @@ async function applyMediaUnderstanding(params) {
 * Soft warning appended when context usage crosses the threshold.
 * Fires once per session (tracked via `SessionEntry.contextWarningSent`).
 */
-const SESSION_CONTEXT_WARNING_MESSAGE = "📋 Heads up — this session is approaching the context limit. Start a new session for best results. Past sessions stay in history and can be revisited there.";
+const SESSION_CONTEXT_WARNING_MESSAGE = "📋 Heads up — this session is approaching the context limit. Symi will compact older context automatically when usage reaches 90%.";
 /**
-* Hard limit message returned when the model API rejects the turn for
-* context-too-long or role-ordering reasons, and on every subsequent
-* turn until the user starts a new session.
+* Inline status emitted by Symi before running compaction proactively
+* at the 90% threshold. Followed by the agent's actual response in the
+* same turn.
 */
-const SESSION_OVERFLOW_MESSAGE = "📋 This session has reached the context limit. Please start a new session — your full conversation is saved in history and can be revisited there.";
+const SESSION_COMPACTING_MESSAGE = "📋 Context limit reached for this session. Compacting older context and continuing…";
+/**
+* Returned when compaction can't recover enough budget to continue —
+* either because the proactive compaction at 90% failed, or because a
+* single user message overshot the window in one turn and the reactive
+* fallback compaction also failed. Same message also short-circuits
+* subsequent turns until /reset or /new.
+*/
+const SESSION_COMPACTION_FAILED_MESSAGE = "📋 Couldn't compact this session further. Please /reset or /new to continue — your full conversation is saved in history.";
 
 //#endregion
 //#region src/sessions/level-overrides.ts
@@ -33031,6 +33039,86 @@ async function handleInlineActions(params) {
 	};
 }
 
+//#endregion
+//#region src/auto-reply/reply/middleware-context-warning.ts
+/** Threshold (fraction of context window) that triggers the soft warning. */
+const CONTEXT_WARNING_THRESHOLD = .85;
+/**
+* Threshold that triggers proactive compaction in `prepareReplyTurn`.
+* Higher than the soft warning so the user sees the heads-up first;
+* compaction runs the next turn the threshold is observed.
+*/
+const CONTEXT_PROACTIVE_COMPACT_THRESHOLD = .9;
+/**
+* Pure decision for "should `prepareReplyTurn` run proactive compaction
+* before the next turn?" — extracted so the trigger logic is unit-testable
+* without mocking the rest of the prep pipeline.
+*
+* Returns true ONLY when:
+*   - we have a session id (otherwise compaction has no target),
+*   - we have a positive context window,
+*   - we have a positive cumulative usage from the previous turn,
+*   - usage / window ≥ CONTEXT_PROACTIVE_COMPACT_THRESHOLD.
+*/
+function shouldProactivelyCompact(args) {
+	if (!args.sessionId) return false;
+	if (!args.contextTokens || args.contextTokens <= 0) return false;
+	const usage = args.totalTokens ?? 0;
+	if (usage <= 0) return false;
+	return usage / args.contextTokens >= CONTEXT_PROACTIVE_COMPACT_THRESHOLD;
+}
+/**
+* Read the model's context-window size, falling back to the global
+* default when the model isn't in the registry yet.
+*/
+function resolveContextWindow(modelId) {
+	const fromRegistry = lookupContextTokens(modelId);
+	if (fromRegistry && fromRegistry > 0) return fromRegistry;
+	return DEFAULT_CONTEXT_TOKENS;
+}
+/**
+* After-turn hook that surfaces a one-time soft warning when usage
+* crosses the context threshold. Mutates the result text to append
+* the warning when triggered, and persists `contextWarningSent: true`
+* on the session entry so the warning doesn't fire again.
+*/
+function withContextUsageWarning() {
+	return (next) => async (params) => {
+		const result = await next(params);
+		if (result.outbound.action === "drop") return result;
+		if (!params.sessionKey) return result;
+		const usage = result.rawResult.meta.agentMeta?.usage?.total ?? 0;
+		if (usage <= 0) return result;
+		if (usage / resolveContextWindow(params.modelId ?? result.modelId) < CONTEXT_WARNING_THRESHOLD) return result;
+		const agentId = resolveAgentIdFromSessionKey(params.sessionKey);
+		const storePath = resolveStorePath(params.config.session?.store, { agentId });
+		let alreadyWarned = false;
+		try {
+			await updateSessionStoreEntry({
+				storePath,
+				sessionKey: params.sessionKey,
+				update: async (entry) => {
+					if (entry.contextWarningSent === true) {
+						alreadyWarned = true;
+						return null;
+					}
+					return { contextWarningSent: true };
+				}
+			});
+		} catch (err) {
+			logVerbose(`context-warning: failed to persist contextWarningSent flag for ${params.sessionKey}: ${String(err)}`);
+			return result;
+		}
+		if (alreadyWarned) return result;
+		const trimmedText = result.text.trimEnd();
+		const separator = trimmedText ? "\n\n" : "";
+		return {
+			...result,
+			text: `${trimmedText}${separator}${SESSION_CONTEXT_WARNING_MESSAGE}`
+		};
+	};
+}
+
 //#endregion
 //#region src/auto-reply/reply/session-reset-model.ts
 function splitBody(body) {
@@ -33927,7 +34015,7 @@ async function prepareReplyTurn(ctx, opts, configOverride) {
 		typing.cleanup();
 		return {
 			kind: "early-reply",
-			reply: { text: SESSION_OVERFLOW_MESSAGE }
+			reply: { text: SESSION_COMPACTION_FAILED_MESSAGE }
 		};
 	}
 	await applyResetModelOverride({
@@ -34040,6 +34128,82 @@ async function prepareReplyTurn(ctx, opts, configOverride) {
 	};
 	directives = inlineActionResult.directives;
 	abortedLastRun = inlineActionResult.abortedLastRun ?? abortedLastRun;
+	if (shouldProactivelyCompact({
+		totalTokens: sessionEntry.totalTokens,
+		contextTokens,
+		sessionId: sessionEntry.sessionId
+	})) {
+		if (resolvedOpts?.onBlockReply) try {
+			await resolvedOpts.onBlockReply({ text: SESSION_COMPACTING_MESSAGE });
+		} catch (err) {
+			logVerbose(`proactive-compact: inline status delivery failed: ${String(err)}`);
+		}
+		if (isEmbeddedPiRunActive(sessionEntry.sessionId)) {
+			abortEmbeddedPiRun(sessionEntry.sessionId);
+			await waitForEmbeddedPiRunEnd(sessionEntry.sessionId, 15e3);
+		}
+		let compactResult;
+		try {
+			compactResult = await compactEmbeddedPiSession({
+				sessionId: sessionEntry.sessionId,
+				sessionKey,
+				messageChannel: command.channel,
+				groupId: sessionEntry.groupId,
+				groupChannel: sessionEntry.groupChannel,
+				groupSpace: sessionEntry.space,
+				spawnedBy: sessionEntry.spawnedBy,
+				sessionFile: resolveSessionFilePath(sessionEntry.sessionId, sessionEntry, resolveSessionFilePathOptions({
+					agentId,
+					storePath
+				})),
+				workspaceDir,
+				agentDir,
+				config: cfg,
+				skillsSnapshot: sessionEntry.skillsSnapshot,
+				provider,
+				model,
+				thinkLevel: resolvedThinkLevel,
+				reasoningLevel: resolvedReasoningLevel,
+				trigger: "overflow",
+				senderIsOwner: command.senderIsOwner,
+				ownerNumbers: command.ownerList.length > 0 ? command.ownerList : void 0
+			});
+		} catch (err) {
+			logVerbose(`proactive-compact: compactor threw for ${sessionKey}: ${String(err)}`);
+			compactResult = {
+				ok: false,
+				compacted: false,
+				reason: String(err)
+			};
+		}
+		if (compactResult.ok && compactResult.compacted) await incrementCompactionCount({
+			sessionEntry,
+			sessionStore,
+			sessionKey,
+			storePath,
+			tokensAfter: compactResult.result?.tokensAfter
+		});
+		else {
+			logVerbose(`proactive-compact: failed for ${sessionKey} (${compactResult.reason ?? "unknown"})`);
+			if (storePath) try {
+				await updateSessionStoreEntry({
+					storePath,
+					sessionKey,
+					update: async (entry) => {
+						if (entry.endedReason === "context_overflow") return null;
+						return { endedReason: "context_overflow" };
+					}
+				});
+			} catch (err) {
+				logVerbose(`proactive-compact: failed to mark session sealed: ${String(err)}`);
+			}
+			typing.cleanup();
+			return {
+				kind: "early-reply",
+				reply: { text: SESSION_COMPACTION_FAILED_MESSAGE }
+			};
+		}
+	}
 	await stageSandboxMedia({
 		ctx,
 		sessionCtx,
@@ -34468,8 +34632,8 @@ function extractErrorMessage(err) {
 function buildBoundaryResult(params) {
 	const profile = resolveModelProfile(params.provider && params.modelId ? `${params.provider}/${params.modelId}` : "", params.config.models?.profiles);
 	return {
-		text: SESSION_OVERFLOW_MESSAGE,
-		rawText: SESSION_OVERFLOW_MESSAGE,
+		text: SESSION_COMPACTION_FAILED_MESSAGE,
+		rawText: SESSION_COMPACTION_FAILED_MESSAGE,
 		outbound: {
 			action: "deliver",
 			reason: "deliver"
@@ -34480,7 +34644,7 @@ function buildBoundaryResult(params) {
 		profile,
 		didSendViaMessagingTool: false,
 		rawResult: {
-			payloads: [{ text: SESSION_OVERFLOW_MESSAGE }],
+			payloads: [{ text: SESSION_COMPACTION_FAILED_MESSAGE }],
 			meta: {
 				durationMs: Date.now() - params.startTime,
 				agentMeta: {
@@ -34539,62 +34703,6 @@ function withContextOverflowRecovery() {
 	};
 }
 
-//#endregion
-//#region src/auto-reply/reply/middleware-context-warning.ts
-/** Threshold (fraction of context window) that triggers the soft warning. */
-const CONTEXT_WARNING_THRESHOLD = .85;
-/**
-* Read the model's context-window size, falling back to the global
-* default when the model isn't in the registry yet.
-*/
-function resolveContextWindow(modelId) {
-	const fromRegistry = lookupContextTokens(modelId);
-	if (fromRegistry && fromRegistry > 0) return fromRegistry;
-	return DEFAULT_CONTEXT_TOKENS;
-}
-/**
-* After-turn hook that surfaces a one-time soft warning when usage
-* crosses the context threshold. Mutates the result text to append
-* the warning when triggered, and persists `contextWarningSent: true`
-* on the session entry so the warning doesn't fire again.
-*/
-function withContextUsageWarning() {
-	return (next) => async (params) => {
-		const result = await next(params);
-		if (result.outbound.action === "drop") return result;
-		if (!params.sessionKey) return result;
-		const usage = result.rawResult.meta.agentMeta?.usage?.total ?? 0;
-		if (usage <= 0) return result;
-		if (usage / resolveContextWindow(params.modelId ?? result.modelId) < CONTEXT_WARNING_THRESHOLD) return result;
-		const agentId = resolveAgentIdFromSessionKey(params.sessionKey);
-		const storePath = resolveStorePath(params.config.session?.store, { agentId });
-		let alreadyWarned = false;
-		try {
-			await updateSessionStoreEntry({
-				storePath,
-				sessionKey: params.sessionKey,
-				update: async (entry) => {
-					if (entry.contextWarningSent === true) {
-						alreadyWarned = true;
-						return null;
-					}
-					return { contextWarningSent: true };
-				}
-			});
-		} catch (err) {
-			logVerbose(`context-warning: failed to persist contextWarningSent flag for ${params.sessionKey}: ${String(err)}`);
-			return result;
-		}
-		if (alreadyWarned) return result;
-		const trimmedText = result.text.trimEnd();
-		const separator = trimmedText ? "\n\n" : "";
-		return {
-			...result,
-			text: `${trimmedText}${separator}${SESSION_CONTEXT_WARNING_MESSAGE}`
-		};
-	};
-}
-
 //#endregion
 //#region src/auto-reply/reply/middleware-diagnostic-logging.ts
 function deriveChannel(ctx) {
@@ -49114,7 +49222,7 @@ async function runEmbeddedPiAgent(params) {
 				error: err
 			});
 		}
-		const MAX_OVERFLOW_COMPACTION_ATTEMPTS = 3;
+		const MAX_OVERFLOW_COMPACTION_ATTEMPTS = 1;
 		const MAX_RUN_LOOP_ITERATIONS = resolveMaxRunRetryIterations(profileCandidates.length);
 		let overflowCompactionAttempts = 0;
 		let toolResultTruncationAttempted = false;
@@ -49868,4 +49976,4 @@ async function runAgentTurn(params) {
 }
 
 //#endregion
-export { isExternalHookSession as $, emitAgentEvent as $t, resolveSessionDeliveryTarget as A, resolveFailoverStatus as An, resolveInputFileLimits as At, normalizeOptionalSessionKey as B, countActiveDescendantRuns as Bt, symi_tools_exports as C, CommandLane as Cn, DEFAULT_INPUT_IMAGE_MAX_BYTES as Ct, ensureOutboundSessionEntry as D, runWithModelFallback as Dn, extractFileContentFromSource as Dt, runMessageAction as E, composeTurnMiddleware as En, DEFAULT_INPUT_TIMEOUT_MS as Et, normalizeHttpWebhookUrl as F, normalizeGroupActivation as Ft, buildDeliveryFromLegacyPayload as G, subagent_registry_exports as Gt, normalizePayloadToSystemText as H, initSubagentRegistry as Ht, normalizeCronJobCreate as I, clearSessionAuthProfileOverride as It, CHANNEL_TARGETS_DESCRIPTION as J, readLatestAssistantReply as Jt, hasLegacyDeliveryHints as K, resolveAgentTimeoutMs as Kt, normalizeCronJobPatch as L, formatZonedTimestamp as Lt, formatTargetDisplay as M, applyTemplate as Mt, resetDirectoryCache as N, prepareAgentRun as Nt, resolveOutboundSessionRoute as O, FailoverError as On, extractImageContentFromSource as Ot, CHANNEL_MESSAGE_ACTION_NAMES as P, BARE_SESSION_RESET_PROMPT as Pt, getHookType as Q, clearAgentRunContext as Qt, inferLegacyName as R, isAbortTrigger as Rt, createSymiTools as S, waitForActiveTasks as Sn, parseVerboseOverride as St, resolveAnnounceTargetFromKey as T, resolveModelProfile as Tn, DEFAULT_INPUT_MAX_REDIRECTS as Tt, normalizeRequiredName as U, listDescendantRunsForRequester as Ut, normalizeOptionalText as V, countActiveRunsForSession as Vt, migrateLegacyCronPayload as W, listSubagentRunsForRequester as Wt, buildSafeExternalPrompt as X, AGENT_LANE_SUBAGENT as Xt, CHANNEL_TARGET_DESCRIPTION as Y, AGENT_LANE_NESTED as Yt, detectSuspiciousPatterns as Z, clearSessionQueues as Zt, withContextUsageWarning as _, resolveRunWorkspaceDir as _n, DEFAULT_OAUTH_WARN_MS as _t, getPluginToolMeta as a, getActiveEmbeddedRunCount as an, isGatewaySigusr1RestartExternallyAllowed as at, buildAgentTurnParams as b, resetAllLanes as bn, applyModelOverrideToSessionEntry as bt, handleSlackHttpRequest as c, registerUnhandledRejectionHandler as cn, setGatewaySigusr1RestartPolicy as ct, buildHistoryContextFromEntries as d, formatUserTime as dn, resolveCommitHash as dt, getAgentRunContext as en, applyBrowserProxyPaths as et, getChannelActivity as f, resolveUserTimeFormat as fn, getProcessSupervisor as ft, buildGlassUiProfile as g, redactRunIdentifier as gn, maskApiKey as gt, getTotalPendingReplies as h, resolveBootstrapContextForRun as hn, resolveSendPolicy as ht, sniffMimeFromBase64 as i, abortEmbeddedPiRun as in, emitGatewayRestart as it, normalizePollInput as j, estimateBase64DecodedBytes as jt, resolveOutboundTarget as k, describeFailoverError as kn, normalizeMimeList as kt, readJsonBodyWithLimit as l, ToolInputError as ln, setPreRestartDeferralCheck as lt, createReplyDispatcher as m, makeBootstrapWarn as mn, normalizeSendPolicy as mt, applyToolPolicyPipeline as n, registerAgentRunContext as nn, consumeGatewaySigusr1RestartAuthorization as nt, createPluginLoaderLogger as o, waitForEmbeddedPiRunEnd as on, markGatewaySigusr1RestartHandled as ot, provider_dispatcher_exports as p, resolveUserTimezone as pn, detectRuntimeShell as pt, stripLegacyDeliveryFields as q, runSubagentAnnounceFlow as qt, buildDefaultToolPolicyPipelineSteps as r, buildAgentSystemPrompt as rn, deferGatewayRestartUntilIdle as rt, loadSymiPlugins as s, installUnhandledRejectionHandler as sn, scheduleGatewaySigusr1Restart as st, runAgentTurn as t, onAgentEvent as tn, persistBrowserProxyFiles as tt, requestBodyErrorToText as u, resolveSymiDocsPath as un, buildSystemPromptParams as ut, withContextOverflowRecovery as v, getActiveTaskCount as vn, buildAuthHealthSummary as vt, listTasksInWorkdir as w, classifyOutboundMessage as wn, DEFAULT_INPUT_IMAGE_MIMES as wt, prepareReplyTurn as x, setCommandLaneConcurrency as xn, applyVerboseOverride as xt, runUnifiedTurn as y, getTotalQueueSize as yn, formatRemainingShort as yt, normalizeOptionalAgentId as z, stopSubagentsForRequester as zt };
+export { isExternalHookSession as $, emitAgentEvent as $t, resolveSessionDeliveryTarget as A, resolveFailoverStatus as An, resolveInputFileLimits as At, normalizeOptionalSessionKey as B, countActiveDescendantRuns as Bt, symi_tools_exports as C, CommandLane as Cn, DEFAULT_INPUT_IMAGE_MAX_BYTES as Ct, ensureOutboundSessionEntry as D, runWithModelFallback as Dn, extractFileContentFromSource as Dt, runMessageAction as E, composeTurnMiddleware as En, DEFAULT_INPUT_TIMEOUT_MS as Et, normalizeHttpWebhookUrl as F, normalizeGroupActivation as Ft, buildDeliveryFromLegacyPayload as G, subagent_registry_exports as Gt, normalizePayloadToSystemText as H, initSubagentRegistry as Ht, normalizeCronJobCreate as I, clearSessionAuthProfileOverride as It, CHANNEL_TARGETS_DESCRIPTION as J, readLatestAssistantReply as Jt, hasLegacyDeliveryHints as K, resolveAgentTimeoutMs as Kt, normalizeCronJobPatch as L, formatZonedTimestamp as Lt, formatTargetDisplay as M, applyTemplate as Mt, resetDirectoryCache as N, prepareAgentRun as Nt, resolveOutboundSessionRoute as O, FailoverError as On, extractImageContentFromSource as Ot, CHANNEL_MESSAGE_ACTION_NAMES as P, BARE_SESSION_RESET_PROMPT as Pt, getHookType as Q, clearAgentRunContext as Qt, inferLegacyName as R, isAbortTrigger as Rt, createSymiTools as S, waitForActiveTasks as Sn, parseVerboseOverride as St, resolveAnnounceTargetFromKey as T, resolveModelProfile as Tn, DEFAULT_INPUT_MAX_REDIRECTS as Tt, normalizeRequiredName as U, listDescendantRunsForRequester as Ut, normalizeOptionalText as V, countActiveRunsForSession as Vt, migrateLegacyCronPayload as W, listSubagentRunsForRequester as Wt, buildSafeExternalPrompt as X, AGENT_LANE_SUBAGENT as Xt, CHANNEL_TARGET_DESCRIPTION as Y, AGENT_LANE_NESTED as Yt, detectSuspiciousPatterns as Z, clearSessionQueues as Zt, withContextOverflowRecovery as _, resolveRunWorkspaceDir as _n, DEFAULT_OAUTH_WARN_MS as _t, getPluginToolMeta as a, getActiveEmbeddedRunCount as an, isGatewaySigusr1RestartExternallyAllowed as at, prepareReplyTurn as b, resetAllLanes as bn, applyModelOverrideToSessionEntry as bt, handleSlackHttpRequest as c, registerUnhandledRejectionHandler as cn, setGatewaySigusr1RestartPolicy as ct, buildHistoryContextFromEntries as d, formatUserTime as dn, resolveCommitHash as dt, getAgentRunContext as en, applyBrowserProxyPaths as et, getChannelActivity as f, resolveUserTimeFormat as fn, getProcessSupervisor as ft, buildGlassUiProfile as g, redactRunIdentifier as gn, maskApiKey as gt, getTotalPendingReplies as h, resolveBootstrapContextForRun as hn, resolveSendPolicy as ht, sniffMimeFromBase64 as i, abortEmbeddedPiRun as in, emitGatewayRestart as it, normalizePollInput as j, estimateBase64DecodedBytes as jt, resolveOutboundTarget as k, describeFailoverError as kn, normalizeMimeList as kt, readJsonBodyWithLimit as l, ToolInputError as ln, setPreRestartDeferralCheck as lt, createReplyDispatcher as m, makeBootstrapWarn as mn, normalizeSendPolicy as mt, applyToolPolicyPipeline as n, registerAgentRunContext as nn, consumeGatewaySigusr1RestartAuthorization as nt, createPluginLoaderLogger as o, waitForEmbeddedPiRunEnd as on, markGatewaySigusr1RestartHandled as ot, provider_dispatcher_exports as p, resolveUserTimezone as pn, detectRuntimeShell as pt, stripLegacyDeliveryFields as q, runSubagentAnnounceFlow as qt, buildDefaultToolPolicyPipelineSteps as r, buildAgentSystemPrompt as rn, deferGatewayRestartUntilIdle as rt, loadSymiPlugins as s, installUnhandledRejectionHandler as sn, scheduleGatewaySigusr1Restart as st, runAgentTurn as t, onAgentEvent as tn, persistBrowserProxyFiles as tt, requestBodyErrorToText as u, resolveSymiDocsPath as un, buildSystemPromptParams as ut, runUnifiedTurn as v, getActiveTaskCount as vn, buildAuthHealthSummary as vt, listTasksInWorkdir as w, classifyOutboundMessage as wn, DEFAULT_INPUT_IMAGE_MIMES as wt, withContextUsageWarning as x, setCommandLaneConcurrency as xn, applyVerboseOverride as xt, buildAgentTurnParams as y, getTotalQueueSize as yn, formatRemainingShort as yt, normalizeOptionalAgentId as z, stopSubagentsForRequester as zt };