diff --git a/src/renderer/components/data-settings/data-settings.js b/src/renderer/components/data-settings/data-settings.js
index 7c950732ebb5e..d303a7c6c2a15 100644
--- a/src/renderer/components/data-settings/data-settings.js
+++ b/src/renderer/components/data-settings/data-settings.js
@@ -875,6 +875,7 @@ export default defineComponent({
         // to the app, so we'll only grab the data we need here.
 
         const playlistObject = {}
+        const videoIdToBeAddedSet = new Set()
 
         Object.keys(playlistData).forEach((key) => {
           if ([requiredKeys, optionalKeys, ignoredKeys].every((ks) => !ks.includes(key))) {
@@ -888,6 +889,7 @@ export default defineComponent({
 
               if (videoObjectHasAllRequiredKeys) {
                 videoArray.push(video)
+                videoIdToBeAddedSet.add(video.videoId)
               }
             })
 
@@ -901,48 +903,63 @@ export default defineComponent({
         const playlistObjectKeys = Object.keys(playlistObject)
         const playlistObjectHasAllRequiredKeys = requiredKeys.every((k) => playlistObjectKeys.includes(k))
 
-        if (playlistObjectHasAllRequiredKeys) {
-          const existingPlaylist = this.allPlaylists.find((playlist) => {
-            return playlist.playlistName === playlistObject.playlistName
-          })
+        if (!playlistObjectHasAllRequiredKeys) {
+          const message = this.$t('Settings.Data Settings.Playlist insufficient data', { playlist: playlistData.playlistName })
+          showToast(message)
+          return
+        }
 
-          if (existingPlaylist !== undefined) {
-            playlistObject.videos.forEach((video) => {
-              let videoExists = false
-              if (video.playlistItemId != null) {
-                // Find by `playlistItemId` if present
-                videoExists = existingPlaylist.videos.some((x) => {
-                  // Allow duplicate (by videoId) videos to be added
-                  return x.videoId === video.videoId && x.playlistItemId === video.playlistItemId
-                })
-              } else {
-                // Older playlist exports have no `playlistItemId` but have `timeAdded`
-                // Which might be duplicate for copied playlists with duplicate `videoId`
-                videoExists = existingPlaylist.videos.some((x) => {
-                  // Allow duplicate (by videoId) videos to be added
-                  return x.videoId === video.videoId && x.timeAdded === video.timeAdded
-                })
-              }
+        const existingPlaylist = this.allPlaylists.find((playlist) => {
+          return playlist.playlistName === playlistObject.playlistName
+        })
 
-              if (!videoExists) {
-                // Keep original `timeAdded` value
-                const payload = {
-                  _id: existingPlaylist._id,
-                  videoData: video,
-                }
+        if (existingPlaylist === undefined) {
+          this.addPlaylist(playlistObject)
+          return
+        }
 
-                this.addVideo(payload)
-              }
-            })
-            // Update playlist's `lastUpdatedAt`
-            this.updatePlaylist({ _id: existingPlaylist._id })
+        const duplicateVideoPresentInToBeAdded = playlistObject.videos.length > videoIdToBeAddedSet.size
+        const existingVideoIdSet = existingPlaylist.videos.reduce((video) => videoIdToBeAddedSet.add(video.videoId), new Set())
+        const duplicateVideoPresentInExistingPlaylist = existingPlaylist.videos.length > existingVideoIdSet.size
+        const shouldAddDuplicateVideos = duplicateVideoPresentInToBeAdded || duplicateVideoPresentInExistingPlaylist
+
+        playlistObject.videos.forEach((video) => {
+          let videoExists = false
+          if (shouldAddDuplicateVideos) {
+            if (video.playlistItemId != null) {
+              // Find by `playlistItemId` if present
+              videoExists = existingPlaylist.videos.some((x) => {
+                // Allow duplicate (by videoId) videos to be added
+                return x.videoId === video.videoId && x.playlistItemId === video.playlistItemId
+              })
+            } else {
+              // Older playlist exports have no `playlistItemId` but have `timeAdded`
+              // Which might be duplicate for copied playlists with duplicate `videoId`
+              videoExists = existingPlaylist.videos.some((x) => {
+                // Allow duplicate (by videoId) videos to be added
+                return x.videoId === video.videoId && x.timeAdded === video.timeAdded
+              })
+            }
           } else {
-            this.addPlaylist(playlistObject)
+            // Find by `playlistItemId` if present
+            videoExists = existingPlaylist.videos.some((x) => {
+              // Allow duplicate (by videoId) videos to be added
+              return x.videoId === video.videoId
+            })
           }
-        } else {
-          const message = this.$t('Settings.Data Settings.Playlist insufficient data', { playlist: playlistData.playlistName })
-          showToast(message)
-        }
+
+          if (!videoExists) {
+            // Keep original `timeAdded` value
+            const payload = {
+              _id: existingPlaylist._id,
+              videoData: video,
+            }
+
+            this.addVideo(payload)
+          }
+        })
+        // Update playlist's `lastUpdatedAt`
+        this.updatePlaylist({ _id: existingPlaylist._id })
       })
 
       showToast(this.$t('Settings.Data Settings.All playlists has been successfully imported'))