diff --git a/telethon/client/uploads.py b/telethon/client/uploads.py
index fa18f646..5147724a 100644
--- a/telethon/client/uploads.py
+++ b/telethon/client/uploads.py
@@ -352,6 +352,11 @@ class UploadMethods:
         # First check if the user passed an iterable, in which case
         # we may want to send grouped.
         if utils.is_list_like(file):
+            sent_count = 0
+            used_callback = None if not progress_callback else (
+                lambda s, t: progress_callback(sent_count + s, len(file))
+            )
+
             if utils.is_list_like(caption):
                 captions = caption
             else:
@@ -361,19 +366,20 @@ class UploadMethods:
             while file:
                 result += await self._send_album(
                     entity, file[:10], caption=captions[:10],
-                    progress_callback=progress_callback, reply_to=reply_to,
+                    progress_callback=used_callback, reply_to=reply_to,
                     parse_mode=parse_mode, silent=silent, schedule=schedule,
                     supports_streaming=supports_streaming, clear_draft=clear_draft,
                     force_document=force_document, background=background,
                 )
                 file = file[10:]
                 captions = captions[10:]
+                sent_count += 10
 
             for doc, cap in zip(file, captions):
                 result.append(await self.send_file(
                     entity, doc, allow_cache=allow_cache,
                     caption=cap, force_document=force_document,
-                    progress_callback=progress_callback, reply_to=reply_to,
+                    progress_callback=used_callback, reply_to=reply_to,
                     attributes=attributes, thumb=thumb, voice_note=voice_note,
                     video_note=video_note, buttons=buttons, silent=silent,
                     supports_streaming=supports_streaming, schedule=schedule,
@@ -436,16 +442,22 @@ class UploadMethods:
 
         reply_to = utils.get_message_id(reply_to)
 
+        used_callback = None if not progress_callback else (
+            # use an integer when sent matches total, to easily determine a file has been fully sent
+            lambda s, t: progress_callback(sent_count + 1 if s == t else sent_count + s / t, len(files))
+        )
+
         # Need to upload the media first, but only if they're not cached yet
         media = []
-        for file in files:
+        for sent_count, file in enumerate(files):
             # Albums want :tl:`InputMedia` which, in theory, includes
             # :tl:`InputMediaUploadedPhoto`. However using that will
             # make it `raise MediaInvalidError`, so we need to upload
             # it as media and then convert that to :tl:`InputMediaPhoto`.
             fh, fm, _ = await self._file_to_media(
                 file, supports_streaming=supports_streaming,
-                force_document=force_document, ttl=ttl)
+                force_document=force_document, ttl=ttl,
+                progress_callback=used_callback)
             if isinstance(fm, (types.InputMediaUploadedPhoto, types.InputMediaPhotoExternal)):
                 r = await self(functions.messages.UploadMediaRequest(
                     entity, media=fm
@@ -546,6 +558,13 @@ class UploadMethods:
                 A callback function accepting two parameters:
                 ``(sent bytes, total)``.
 
+                When sending an album, the callback will receive a number
+                between 0 and the amount of files as the "sent" parameter,
+                and the amount of files as the "total". Note that the first
+                parameter will be a floating point number to indicate progress
+                within a file (e.g. ``2.5`` means it has sent 50% of the third
+                file, because it's between 2 and 3).
+
         Returns
             :tl:`InputFileBig` if the file size is larger than 10MB,
             `InputSizedFile <telethon.tl.custom.inputsizedfile.InputSizedFile>`