diff --git a/ayon_api/server_api.py b/ayon_api/server_api.py
index 292cdfdfe..e2d8524e3 100644
--- a/ayon_api/server_api.py
+++ b/ayon_api/server_api.py
@@ -1329,7 +1329,7 @@ def delete(self, entrypoint: str, **kwargs):
     def _endpoint_to_url(
         self,
         endpoint: str,
-        use_rest: Optional[bool] = True
+        use_rest: bool = True,
     ) -> str:
         """Cleanup endpoint and return full url to AYON server.
 
@@ -1347,25 +1347,51 @@ def _endpoint_to_url(
         endpoint = endpoint.lstrip("/").rstrip("/")
         if endpoint.startswith(self._base_url):
             return endpoint
-        base_url = self._rest_url if use_rest else self._graphql_url
+        base_url = self._rest_url if use_rest else self._base_url
         return f"{base_url}/{endpoint}"
 
     def _download_file_to_stream(
-        self, url: str, stream, chunk_size, progress
+        self,
+        url: str,
+        stream: StreamType,
+        chunk_size: int,
+        progress: TransferProgress,
     ):
-        kwargs = {"stream": True}
+        headers = self.get_headers()
+        kwargs = {
+            "stream": True,
+            "headers": headers,
+        }
         if self._session is None:
-            kwargs["headers"] = self.get_headers()
             get_func = self._base_functions_mapping[RequestTypes.get]
         else:
             get_func = self._session_functions_mapping[RequestTypes.get]
 
-        with get_func(url, **kwargs) as response:
-            response.raise_for_status()
-            progress.set_content_size(response.headers["Content-length"])
-            for chunk in response.iter_content(chunk_size=chunk_size):
-                stream.write(chunk)
-                progress.add_transferred_chunk(len(chunk))
+        retries = self.get_default_max_retries()
+        for attempt in range(retries):
+            # Continue in download
+            offset = progress.get_transferred_size()
+            if offset > 0:
+                headers["Range"] = f"bytes={offset}-"
+
+            try:
+                with get_func(url, **kwargs) as response:
+                    response.raise_for_status()
+                    progress.set_content_size(
+                        response.headers["Content-length"]
+                    )
+                    for chunk in response.iter_content(chunk_size=chunk_size):
+                        stream.write(chunk)
+                        progress.add_transferred_chunk(len(chunk))
+                break
+
+            except (
+                requests.exceptions.Timeout,
+                requests.exceptions.ConnectionError,
+            ):
+                if attempt == retries:
+                    raise
+                progress.next_attempt()
 
     def download_file_to_stream(
         self,
@@ -1399,7 +1425,7 @@ def download_file_to_stream(
         if not chunk_size:
             chunk_size = self.default_download_chunk_size
 
-        url = self._endpoint_to_url(endpoint)
+        url = self._endpoint_to_url(endpoint, use_rest=False)
 
         if progress is None:
             progress = TransferProgress()
@@ -1543,11 +1569,27 @@ def _upload_file(
         if not chunk_size:
             chunk_size = self.default_upload_chunk_size
 
-        response = post_func(
-            url,
-            data=self._upload_chunks_iter(stream, progress, chunk_size),
-            **kwargs
-        )
+        retries = self.get_default_max_retries()
+        response = None
+        for attempt in range(retries):
+            try:
+                response = post_func(
+                    url,
+                    data=self._upload_chunks_iter(
+                        stream, progress, chunk_size
+                    ),
+                    **kwargs
+                )
+                break
+
+            except (
+                requests.exceptions.Timeout,
+                requests.exceptions.ConnectionError,
+            ):
+                if attempt == retries:
+                    raise
+                progress.next_attempt()
+                progress.reset_transferred()
 
         response.raise_for_status()
         return response
@@ -1580,7 +1622,7 @@ def upload_file_from_stream(
             requests.Response: Response object
 
         """
-        url = self._endpoint_to_url(endpoint)
+        url = self._endpoint_to_url(endpoint, use_rest=False)
 
         # Create dummy object so the function does not have to check
         #   'progress' variable everywhere
diff --git a/ayon_api/utils.py b/ayon_api/utils.py
index baf271277..49917c7bb 100644
--- a/ayon_api/utils.py
+++ b/ayon_api/utils.py
@@ -796,6 +796,7 @@ class TransferProgress:
     """Object to store progress of download/upload from/to server."""
 
     def __init__(self):
+        self._attempt: int = 0
         self._started: bool = False
         self._transfer_done: bool = False
         self._transferred: int = 0
@@ -850,6 +851,17 @@ def set_started(self):
         if self._started:
             raise ValueError("Progress already started")
         self._started = True
+        self._attempt = 1
+
+    def get_attempt(self) -> int:
+        """Find out which attempt of progress it is."""
+        return self._attempt
+
+    def next_attempt(self) -> None:
+        """Start new attempt of progress."""
+        if not self._started:
+            raise ValueError("Progress did not start yet")
+        self._attempt += 1
 
     def get_transfer_done(self) -> bool:
         """Transfer finished.
@@ -921,6 +933,10 @@ def set_transferred_size(self, transferred: int):
         """
         self._transferred = transferred
 
+    def reset_transferred(self) -> None:
+        """Reset transferred size to initial value."""
+        self._transferred = 0
+
     def add_transferred_chunk(self, chunk_size: int):
         """Add transferred chunk size in bytes.