diff --git a/packages/core/src/api/clipboard/fromClipboard/handleFileInsertion.browser.test.ts b/packages/core/src/api/clipboard/fromClipboard/handleFileInsertion.browser.test.ts
new file mode 100644
index 0000000000..398e12a9c6
--- /dev/null
+++ b/packages/core/src/api/clipboard/fromClipboard/handleFileInsertion.browser.test.ts
@@ -0,0 +1,89 @@
+import { afterEach, describe, expect, it, vi } from "vite-plus/test";
+
+import "../../../style.css";
+import { BlockNoteEditor } from "../../../editor/BlockNoteEditor.js";
+import { handleFileInsertion } from "./handleFileInsertion.js";
+
+let editor: BlockNoteEditor | undefined;
+let root: HTMLDivElement | undefined;
+
+afterEach(() => {
+  editor?._tiptapEditor.destroy();
+  root?.remove();
+  editor = undefined;
+  root = undefined;
+});
+
+// Reproduces #3246 in the real file insertion handler and vanilla node view.
+// Await the handler directly so its rejected promise can be asserted rather
+// than becoming an unhandled rejection in the test runner.
+describe.each(["drop", "paste"] as const)("file %s", (eventType) => {
+  it.each(["empty URL", "rejection", "success"] as const)(
+    "settles the loading preview after %s",
+    async (outcome) => {
+      const uploadFile = vi.fn(async () => {
+        if (outcome === "rejection") {
+          throw new Error("rejected");
+        }
+        return outcome === "success" ? "https://example.com/test.txt" : "";
+      });
+      editor = BlockNoteEditor.create({
+        initialContent: [{ id: "target", type: "paragraph" }],
+        uploadFile,
+      });
+      root = document.createElement("div");
+      document.body.append(root);
+      editor.mount(root);
+      editor.setTextCursorPosition("target");
+      const onUploadEnd = vi.fn();
+      editor.onUploadEnd(onUploadEnd);
+
+      const data = new DataTransfer();
+      data.items.add(new File(["test"], "test.txt", { type: "text/plain" }));
+      const target = root.querySelector('[data-id="target"]');
+      if (!target) {
+        throw new Error("Target block was not rendered");
+      }
+      const rect = target.getBoundingClientRect();
+      const event =
+        eventType === "drop"
+          ? new DragEvent("drop", {
+              dataTransfer: data,
+              clientX: rect.left + rect.width / 2,
+              clientY: rect.top + rect.height / 2,
+              cancelable: true,
+            })
+          : new ClipboardEvent("paste", {
+              clipboardData: data,
+              cancelable: true,
+            });
+      // Firefox strips file data from constructed ClipboardEvents. Supply the
+      // original DataTransfer when calling the handler directly.
+      if (eventType === "paste") {
+        Object.defineProperty(event, "clipboardData", { value: data });
+      }
+
+      const insertion = handleFileInsertion(event, editor);
+      expect(uploadFile).toHaveBeenCalledOnce();
+      expect(root.querySelector(".bn-file-loading-preview")?.textContent).toBe(
+        "Loading...",
+      );
+      const result = await insertion.then(
+        () => "resolved",
+        () => "rejected",
+      );
+
+      expect(onUploadEnd).toHaveBeenCalledOnce();
+      expect.soft(result).toBe("resolved");
+      expect.soft(root.querySelector(".bn-file-loading-preview")).toBeNull();
+      if (outcome !== "success") {
+        expect.soft(root.querySelector(".bn-add-file-button")).not.toBeNull();
+      } else {
+        expect(editor.document[0].props).toMatchObject({
+          name: "test.txt",
+          url: "https://example.com/test.txt",
+        });
+      }
+    },
+  );
+});
diff --git a/packages/core/src/api/clipboard/fromClipboard/handleFileInsertion.ts b/packages/core/src/api/clipboard/fromClipboard/handleFileInsertion.ts
index 9561927f0f..2a177a5310 100644
--- a/packages/core/src/api/clipboard/fromClipboard/handleFileInsertion.ts
+++ b/packages/core/src/api/clipboard/fromClipboard/handleFileInsertion.ts
@@ -192,7 +192,13 @@ export async function handleFileInsertion<
         return;
       }
 
-      const updateData = await editor.uploadFile(file, insertedBlockId);
+      const updateData = await editor
+        .uploadFile(file, insertedBlockId)
+        .catch(() => undefined);
+
+      if (updateData === undefined || !editor.getBlock(insertedBlockId)) {
+        continue;
+      }
 
       const updatedFileBlock =
         typeof updateData === "string"
diff --git a/packages/core/src/blocks/File/helpers/render/createFileBlockWrapper.ts b/packages/core/src/blocks/File/helpers/render/createFileBlockWrapper.ts
index 51de658d2c..0dd52a4cd9 100644
--- a/packages/core/src/blocks/File/helpers/render/createFileBlockWrapper.ts
+++ b/packages/core/src/blocks/File/helpers/render/createFileBlockWrapper.ts
@@ -42,12 +42,16 @@ export const createFileBlockWrapper = (
 
     const destroyUploadStartHandler = editor.onUploadStart((blockId) => {
       if (blockId === block.id) {
-        wrapper.removeChild(addFileButton.dom);
-
         const loading = document.createElement("div");
         loading.className = "bn-file-loading-preview";
         loading.textContent = "Loading...";
-        wrapper.appendChild(loading);
+        wrapper.replaceChildren(loading);
+      }
+    });
+    const destroyUploadEndHandler = editor.onUploadEnd((blockId) => {
+      if (blockId === block.id) {
+        // A successful upload replaces this node view when its URL is set.
+        wrapper.replaceChildren(addFileButton.dom);
       }
     });
 
@@ -55,6 +59,7 @@ export const createFileBlockWrapper = (
       dom: wrapper,
       destroy: () => {
         destroyUploadStartHandler();
+        destroyUploadEndHandler();
         addFileButton.destroy();
       },
     };