diff --git a/apps/web/src/hooks/use-timeline-element-resize.ts b/apps/web/src/hooks/use-timeline-element-resize.ts
index f16ca8e2..3afa637b 100644
--- a/apps/web/src/hooks/use-timeline-element-resize.ts
+++ b/apps/web/src/hooks/use-timeline-element-resize.ts
@@ -29,7 +29,12 @@ export function useTimelineElementResize({
 }: UseTimelineElementResizeProps) {
   const [resizing, setResizing] = useState<ResizeState | null>(null);
   const { mediaItems } = useMediaStore();
-  const { updateElementStartTime } = useTimelineStore();
+  const {
+    updateElementStartTime,
+    updateElementTrim,
+    updateElementDuration,
+    pushHistory,
+  } = useTimelineStore();
 
   // Set up document-level mouse listeners during resize (like proper drag behavior)
   useEffect(() => {
@@ -61,6 +66,9 @@ export function useTimelineElementResize({
     e.stopPropagation();
     e.preventDefault();
 
+    // Push history once at the start of the resize operation
+    pushHistory();
+
     setResizing({
       elementId,
       side,
@@ -112,13 +120,14 @@ export function useTimelineElementResize({
         const trimDelta = newTrimStart - resizing.initialTrimStart;
         const newStartTime = element.startTime + trimDelta;
 
-        onUpdateTrim(
+        updateElementTrim(
           track.id,
           element.id,
           newTrimStart,
-          resizing.initialTrimEnd
+          resizing.initialTrimEnd,
+          false
         );
-        updateElementStartTime(track.id, element.id, newStartTime);
+        updateElementStartTime(track.id, element.id, newStartTime, false);
       } else {
         // Trying to extend beyond trimStart = 0
         if (canExtendElementDuration()) {
@@ -128,22 +137,29 @@ export function useTimelineElementResize({
           const newDuration = element.duration + extensionAmount;
 
           // Keep trimStart at 0 and extend the element
-          onUpdateTrim(track.id, element.id, 0, resizing.initialTrimEnd);
-          onUpdateDuration(track.id, element.id, newDuration);
-          updateElementStartTime(track.id, element.id, newStartTime);
+          updateElementTrim(
+            track.id,
+            element.id,
+            0,
+            resizing.initialTrimEnd,
+            false
+          );
+          updateElementDuration(track.id, element.id, newDuration, false);
+          updateElementStartTime(track.id, element.id, newStartTime, false);
         } else {
           // Video/Audio: can't extend beyond original content - limit to trimStart = 0
           const newTrimStart = 0;
           const trimDelta = newTrimStart - resizing.initialTrimStart;
           const newStartTime = element.startTime + trimDelta;
 
-          onUpdateTrim(
+          updateElementTrim(
             track.id,
             element.id,
             newTrimStart,
-            resizing.initialTrimEnd
+            resizing.initialTrimEnd,
+            false
           );
-          updateElementStartTime(track.id, element.id, newStartTime);
+          updateElementStartTime(track.id, element.id, newStartTime, false);
         }
       }
     } else {
@@ -159,27 +175,35 @@ export function useTimelineElementResize({
           const newTrimEnd = 0; // Reset trimEnd to 0 since we're extending
 
           // Update duration first, then trim
-          onUpdateDuration(track.id, element.id, newDuration);
-          onUpdateTrim(
+          updateElementDuration(track.id, element.id, newDuration, false);
+          updateElementTrim(
             track.id,
             element.id,
             resizing.initialTrimStart,
-            newTrimEnd
+            newTrimEnd,
+            false
           );
         } else {
           // Can't extend - just set trimEnd to 0 (maximum possible extension)
-          onUpdateTrim(track.id, element.id, resizing.initialTrimStart, 0);
+          updateElementTrim(
+            track.id,
+            element.id,
+            resizing.initialTrimStart,
+            0,
+            false
+          );
         }
       } else {
         // Normal trimming within original duration
         const maxTrimEnd = element.duration - resizing.initialTrimStart - 0.1; // Leave at least 0.1s visible
         const newTrimEnd = Math.max(0, Math.min(maxTrimEnd, calculated));
 
-        onUpdateTrim(
+        updateElementTrim(
           track.id,
           element.id,
           resizing.initialTrimStart,
-          newTrimEnd
+          newTrimEnd,
+          false
         );
       }
     }
diff --git a/apps/web/src/stores/timeline-store.ts b/apps/web/src/stores/timeline-store.ts
index 1fcfc60e..01ad1635 100644
--- a/apps/web/src/stores/timeline-store.ts
+++ b/apps/web/src/stores/timeline-store.ts
@@ -106,17 +106,20 @@ interface TimelineStore {
     trackId: string,
     elementId: string,
     trimStart: number,
-    trimEnd: number
+    trimEnd: number,
+    pushHistory?: boolean
   ) => void;
   updateElementDuration: (
     trackId: string,
     elementId: string,
-    duration: number
+    duration: number,
+    pushHistory?: boolean
   ) => void;
   updateElementStartTime: (
     trackId: string,
     elementId: string,
-    startTime: number
+    startTime: number,
+    pushHistory?: boolean
   ) => void;
   toggleTrackMute: (trackId: string) => void;
 
@@ -687,8 +690,14 @@ export const useTimelineStore = create<TimelineStore>((set, get) => {
       updateTracksAndSave(newTracks);
     },
 
-    updateElementTrim: (trackId, elementId, trimStart, trimEnd) => {
-      get().pushHistory();
+    updateElementTrim: (
+      trackId,
+      elementId,
+      trimStart,
+      trimEnd,
+      pushHistory = true
+    ) => {
+      if (pushHistory) get().pushHistory();
       updateTracksAndSave(
         get()._tracks.map((track) =>
           track.id === trackId
@@ -705,8 +714,13 @@ export const useTimelineStore = create<TimelineStore>((set, get) => {
       );
     },
 
-    updateElementDuration: (trackId, elementId, duration) => {
-      get().pushHistory();
+    updateElementDuration: (
+      trackId,
+      elementId,
+      duration,
+      pushHistory = true
+    ) => {
+      if (pushHistory) get().pushHistory();
       updateTracksAndSave(
         get()._tracks.map((track) =>
           track.id === trackId
@@ -721,8 +735,13 @@ export const useTimelineStore = create<TimelineStore>((set, get) => {
       );
     },
 
-    updateElementStartTime: (trackId, elementId, startTime) => {
-      get().pushHistory();
+    updateElementStartTime: (
+      trackId,
+      elementId,
+      startTime,
+      pushHistory = true
+    ) => {
+      if (pushHistory) get().pushHistory();
       updateTracksAndSave(
         get()._tracks.map((track) =>
           track.id === trackId