diff --git a/.changeset/fix-image-editor-cleanup.md b/.changeset/fix-image-editor-cleanup.md
new file mode 100644
index 000000000..a0be3cb5f
--- /dev/null
+++ b/.changeset/fix-image-editor-cleanup.md
@@ -0,0 +1,5 @@
+---
+"@uppy/image-editor": patch
+---
+
+Fix cropper not reinitializing after save/cancel by destroying previous instance in `start()` and cleaning up on file removal
diff --git a/packages/@uppy/image-editor/src/ImageEditor.tsx b/packages/@uppy/image-editor/src/ImageEditor.tsx
index 710afc588..bc0ff9218 100644
--- a/packages/@uppy/image-editor/src/ImageEditor.tsx
+++ b/packages/@uppy/image-editor/src/ImageEditor.tsx
@@ -350,6 +350,7 @@ export default class ImageEditor<
    */
   start = (file: UppyFile<M, B>): void => {
     // Clean up any previous editing session
+    this.destroyCropper()
     if (this.objectUrl) {
       URL.revokeObjectURL(this.objectUrl)
       this.objectUrl = null
@@ -480,8 +481,16 @@ export default class ImageEditor<
     return this.objectUrl
   }
 
+  handleFileRemoved = (file: UppyFile<M, B>): void => {
+    const { currentImage } = this.getPluginState()
+    if (currentImage && currentImage.id === file.id) {
+      this.stop()
+    }
+  }
+
   install(): void {
     this.resetEditorState(null)
+    this.uppy.on('file-removed', this.handleFileRemoved)
 
     const { target } = this.opts
     if (target) {
@@ -496,6 +505,7 @@ export default class ImageEditor<
       const file = this.uppy.getFile(currentImage.id)
       this.uppy.emit('file-editor:cancel', file)
     }
+    this.uppy.off('file-removed', this.handleFileRemoved)
     this.stop()
     this.unmount()
   }