diff --git a/lib/community-sync.ts b/lib/community-sync.ts
index 1543f45d..a040c936 100644
--- a/lib/community-sync.ts
+++ b/lib/community-sync.ts
@@ -157,6 +157,8 @@ export class CommunitySync extends EventTarget {
 	#disconnectedIntentionally = false;
 	#communitySlug: string;
 	#shapes: Map<string, FolkShape> = new Map();
+	#shapeListeners: Map<string, { transform: EventListener; content: EventListener }> = new Map();
+	#changeCount = 0;
 	#pendingChanges: boolean = false;
 	#reconnectAttempts = 0;
 	#maxReconnectAttempts = 5;
@@ -532,15 +534,25 @@ export class CommunitySync extends EventTarget {
 	registerShape(shape: FolkShape): void {
 		this.#shapes.set(shape.id, shape);
 
-		// Listen for transform events
-		shape.addEventListener("folk-transform", ((e: CustomEvent) => {
-			this.#handleShapeChange(shape);
-		}) as EventListener);
+		// Remove stale listeners if shape is re-registered
+		const old = this.#shapeListeners.get(shape.id);
+		if (old) {
+			shape.removeEventListener("folk-transform", old.transform);
+			shape.removeEventListener("content-change", old.content);
+		}
 
-		// Listen for content changes (for markdown shapes)
-		shape.addEventListener("content-change", ((e: CustomEvent) => {
+		// Create named listener refs so they can be removed later
+		const transformListener = (() => {
 			this.#handleShapeChange(shape);
-		}) as EventListener);
+		}) as EventListener;
+		const contentListener = (() => {
+			this.#handleShapeChange(shape);
+		}) as EventListener;
+
+		this.#shapeListeners.set(shape.id, { transform: transformListener, content: contentListener });
+
+		shape.addEventListener("folk-transform", transformListener);
+		shape.addEventListener("content-change", contentListener);
 
 		// Add to document if not exists
 		if (!this.#doc.shapes[shape.id]) {
@@ -555,6 +567,13 @@ export class CommunitySync extends EventTarget {
 	 * Unregister a shape
 	 */
 	unregisterShape(shapeId: string): void {
+		const shape = this.#shapes.get(shapeId);
+		const listeners = this.#shapeListeners.get(shapeId);
+		if (shape && listeners) {
+			shape.removeEventListener("folk-transform", listeners.transform);
+			shape.removeEventListener("content-change", listeners.content);
+		}
+		this.#shapeListeners.delete(shapeId);
 		this.#shapes.delete(shapeId);
 	}
 
@@ -582,6 +601,12 @@ export class CommunitySync extends EventTarget {
 			doc.shapes[shape.id] = JSON.parse(JSON.stringify(shapeData));
 		});
 
+		// Compact Automerge history periodically to prevent unbounded WASM heap growth
+		this.#changeCount++;
+		if (this.#changeCount % 500 === 0) {
+			this.#doc = Automerge.clone(this.#doc);
+		}
+
 		// Record for undo (skip if this is a brand-new shape — registerShape handles that)
 		if (beforeData) {
 			this.#pushUndo(shape.id, beforeData, this.#cloneShapeData(shape.id));
diff --git a/lib/folk-prompt.ts b/lib/folk-prompt.ts
index 618c3e39..21c3983d 100644
--- a/lib/folk-prompt.ts
+++ b/lib/folk-prompt.ts
@@ -615,7 +615,7 @@ export class FolkPrompt extends FolkShape {
 		const content = this.#promptInput?.value.trim();
 		if (!content || this.#isStreaming) return;
 
-		// Add user message with any pending images
+		// Add user message with any pending images (cap at 30 to prevent unbounded growth with base64 images)
 		const userMessage: ChatMessage = {
 			id: crypto.randomUUID(),
 			role: "user",
@@ -624,6 +624,7 @@ export class FolkPrompt extends FolkShape {
 			timestamp: new Date(),
 		};
 		this.#messages.push(userMessage);
+		if (this.#messages.length > 30) this.#messages = this.#messages.slice(-30);
 
 		// Clear input and pending images
 		if (this.#promptInput) this.#promptInput.value = "";
diff --git a/shared/components/rstack-mi.ts b/shared/components/rstack-mi.ts
index 71d70ec6..b5bfe20a 100644
--- a/shared/components/rstack-mi.ts
+++ b/shared/components/rstack-mi.ts
@@ -50,6 +50,7 @@ export class RStackMi extends HTMLElement {
 	#voiceDictation: SpeechDictation | null = null;
 	#voiceAccumulated = "";
 	#voiceSilenceTimer: ReturnType<typeof setTimeout> | null = null;
+	#outsideClickHandler: ((e: PointerEvent) => void) | null = null;
 
 	constructor() {
 		super();
@@ -67,6 +68,10 @@ export class RStackMi extends HTMLElement {
 
 	disconnectedCallback() {
 		document.removeEventListener("keydown", this.#keyHandler);
+		if (this.#outsideClickHandler) {
+			document.removeEventListener("pointerdown", this.#outsideClickHandler as EventListener);
+			this.#outsideClickHandler = null;
+		}
 		if (this.#placeholderTimer) clearInterval(this.#placeholderTimer);
 		if (this.#voiceMode) this.#deactivateVoiceMode();
 	}
@@ -261,14 +266,18 @@ export class RStackMi extends HTMLElement {
 		});
 
 		// Close panel on outside click — use composedPath to pierce Shadow DOM
-		document.addEventListener("pointerdown", (e) => {
+		if (this.#outsideClickHandler) {
+			document.removeEventListener("pointerdown", this.#outsideClickHandler as EventListener);
+		}
+		this.#outsideClickHandler = (e: PointerEvent) => {
 			if (this.#voiceMode) return; // Keep panel open during voice conversation
 			const path = e.composedPath();
 			if (!path.includes(this)) {
 				panel.classList.remove("open");
 				bar.classList.remove("focused");
 			}
-		});
+		};
+		document.addEventListener("pointerdown", this.#outsideClickHandler as EventListener);
 
 		// Prevent internal clicks from closing
 		panel.addEventListener("pointerdown", (e) => e.stopPropagation());
@@ -687,8 +696,9 @@ export class RStackMi extends HTMLElement {
 		panel.classList.add("open");
 		this.#shadow.getElementById("mi-bar")!.classList.add("focused");
 
-		// Add user message
+		// Add user message (cap at 50 to prevent unbounded growth)
 		this.#messages.push({ role: "user", content: query });
+		if (this.#messages.length > 50) this.#messages = this.#messages.slice(-50);
 		this.#renderMessages(messagesEl);
 
 		// Add placeholder for assistant
diff --git a/website/canvas.html b/website/canvas.html
index 88f29120..01a14203 100644
--- a/website/canvas.html
+++ b/website/canvas.html
@@ -3840,6 +3840,8 @@ Use real coordinates, YYYY-MM-DD dates, ISO currency codes. Ask clarifying quest
 				// Also remove wb-svg elements from the overlay
 				const wbEl = wbOverlay?.querySelector(`[data-wb-id="${shapeId}"]`);
 				if (wbEl) wbEl.remove();
+				// Clean up stale position tracking for deleted shapes
+				shapeLastPos.delete(shapeId);
 				// Hide schedule icon and reminder widget if deleted shape was selected
 				selectedShapeIds.delete(shapeId);
 				updateSelectionVisuals();
@@ -7472,7 +7474,7 @@ Use real coordinates, YYYY-MM-DD dates, ISO currency codes. Ask clarifying quest
 			});
 
 			// Keep-alive ping to prevent WebSocket idle timeout
-			setInterval(() => {
+			const keepAliveInterval = setInterval(() => {
 				try {
 					sync.ping();
 				} catch (e) {