diff --git a/apps/files/src/components/FileEntryMixin.ts b/apps/files/src/components/FileEntryMixin.ts
index b47660f3529fb..0831c50afd6f8 100644
--- a/apps/files/src/components/FileEntryMixin.ts
+++ b/apps/files/src/components/FileEntryMixin.ts
@@ -14,6 +14,7 @@ import { isPublicShare } from '@nextcloud/sharing/public'
 import { generateUrl } from '@nextcloud/router'
 import { getConflicts, getUploader } from '@nextcloud/upload'
 import { vOnClickOutside } from '@vueuse/components'
+import { relative } from 'path'
 import Vue, { computed, defineComponent } from 'vue'
 
 import { action as sidebarAction } from '../actions/sidebarAction.ts'
@@ -471,12 +472,17 @@ export default defineComponent({
 			const items = Array.from(event.dataTransfer?.items || [])
 
 			if (selection.length === 0 && items.some((item) => item.kind === 'file')) {
+				const files = items.filter((item) => item.kind === 'file')
+					.map((item) => 'webkitGetAsEntry' in item ? item.webkitGetAsEntry() : item.getAsFile())
+					.filter(Boolean) as (FileSystemEntry | File)[]
 				const uploader = getUploader()
+				const root = uploader.destination.path
+				const relativePath = relative(root, this.source.path)
+				logger.debug('Start uploading dropped files', { target: this.source.path, root, relativePath, files: files.map((file) => file.name) })
+
 				await uploader.batchUpload(
-					this.source.path,
-					items.filter((item) => item.kind === 'file')
-						.map((item) => 'webkitGetAsEntry' in item ? item.webkitGetAsEntry() : item.getAsFile())
-						.filter(Boolean) as (FileSystemEntry | File)[],
+					relativePath,
+					files,
 					async (nodes, path) => {
 						try {
 							const { contents, folder } = await this.activeView!.getContents(path)
@@ -519,7 +525,7 @@ export default defineComponent({
 			const isCopy = event.ctrlKey
 			this.dragover = false
 
-			logger.debug('Dropped', { event, folder: this.source, selection, fileTree })
+			logger.debug('Dropped', { event, folder: this.source, selection })
 
 			const nodes = selection.map((source) => this.filesStore.getNode(source)) as Node[]
 			await onDropInternalFiles(nodes, this.source, contents, isCopy)
diff --git a/apps/files/src/services/DropService.ts b/apps/files/src/services/DropService.ts
index cd2588ee5b9c7..7970624eba73a 100644
--- a/apps/files/src/services/DropService.ts
+++ b/apps/files/src/services/DropService.ts
@@ -123,7 +123,7 @@ export async function onDropExternalFiles(root: RootDirectory, destination: Fold
 			// then browse its tree and upload its contents.
 			if (file instanceof Directory) {
 				try {
-					logger.debug('Processing directory', { relativePath })
+					logger.debug('Processing directory', { relativePath, destination })
 					await createDirectoryIfNotExists(relativePath, destination)
 					await uploadDirectoryContents(file, relativePath)
 				} catch (error) {