diff --git a/daras_ai_v2/azure_doc_extract.py b/daras_ai_v2/azure_doc_extract.py
index 8b6c7f8cf..4685cd6da 100644
--- a/daras_ai_v2/azure_doc_extract.py
+++ b/daras_ai_v2/azure_doc_extract.py
@@ -13,6 +13,8 @@
 from daras_ai_v2.redis_cache import redis_cache_decorator
 from daras_ai_v2.text_splitter import default_length_function
 
+from aifail import retry_if
+
 auth_headers = {"Ocp-Apim-Subscription-Key": settings.AZURE_FORM_RECOGNIZER_KEY}
 
 
@@ -54,7 +56,18 @@ def azure_form_recognizer_models() -> dict[str, str]:
     return {value["modelId"]: value["description"] for value in r.json()["value"]}
 
 
+def azure_should_retry(e: Exception) -> bool:
+    return isinstance(
+        e, (requests.exceptions.ConnectionError, requests.exceptions.Timeout)
+    ) or (
+        isinstance(e, requests.exceptions.HTTPError)
+        and e.response is not None
+        and e.response.status_code in [408, 429, 502, 503, 504]
+    )
+
+
 @redis_cache_decorator(ex=settings.REDIS_MODELS_CACHE_EXPIRY)
+@retry_if(azure_should_retry, max_retries=2)
 def azure_form_recognizer(url: str, model_id: str, params: dict = None) -> dict:
     r = requests.post(
         str(
diff --git a/poetry.lock b/poetry.lock
index 6ba51a33f..6d8d2ac76 100644
--- a/poetry.lock
+++ b/poetry.lock
@@ -1,4 +1,4 @@
-# This file is automatically @generated by Poetry 1.8.3 and should not be changed by hand.
+# This file is automatically @generated by Poetry 1.8.4 and should not be changed by hand.
 
 [[package]]
 name = "absl-py"
@@ -464,6 +464,10 @@ files = [
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+    {file = "Brotli-1.1.0-cp310-cp310-musllinux_1_2_aarch64.whl", hash = "sha256:5dab0844f2cf82be357a0eb11a9087f70c5430b2c241493fc122bb6f2bb0917c"},
+    {file = "Brotli-1.1.0-cp310-cp310-musllinux_1_2_i686.whl", hash = "sha256:e4fe605b917c70283db7dfe5ada75e04561479075761a0b3866c081d035b01c1"},
+    {file = "Brotli-1.1.0-cp310-cp310-musllinux_1_2_ppc64le.whl", hash = "sha256:1e9a65b5736232e7a7f91ff3d02277f11d339bf34099a56cdab6a8b3410a02b2"},
+    {file = "Brotli-1.1.0-cp310-cp310-musllinux_1_2_x86_64.whl", hash = "sha256:58d4b711689366d4a03ac7957ab8c28890415e267f9b6589969e74b6e42225ec"},
     {file = "Brotli-1.1.0-cp310-cp310-win32.whl", hash = "sha256:be36e3d172dc816333f33520154d708a2657ea63762ec16b62ece02ab5e4daf2"},
     {file = "Brotli-1.1.0-cp310-cp310-win_amd64.whl", hash = "sha256:0c6244521dda65ea562d5a69b9a26120769b7a9fb3db2fe9545935ed6735b128"},
     {file = "Brotli-1.1.0-cp311-cp311-macosx_10_9_universal2.whl", hash = "sha256:a3daabb76a78f829cafc365531c972016e4aa8d5b4bf60660ad8ecee19df7ccc"},
@@ -476,8 +480,14 @@ files = [
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+    {file = "Brotli-1.1.0-cp311-cp311-musllinux_1_2_aarch64.whl", hash = "sha256:c247dd99d39e0338a604f8c2b3bc7061d5c2e9e2ac7ba9cc1be5a69cb6cd832f"},
+    {file = "Brotli-1.1.0-cp311-cp311-musllinux_1_2_i686.whl", hash = "sha256:1b2c248cd517c222d89e74669a4adfa5577e06ab68771a529060cf5a156e9757"},
+    {file = "Brotli-1.1.0-cp311-cp311-musllinux_1_2_ppc64le.whl", hash = "sha256:2a24c50840d89ded6c9a8fdc7b6ed3692ed4e86f1c4a4a938e1e92def92933e0"},
+    {file = "Brotli-1.1.0-cp311-cp311-musllinux_1_2_x86_64.whl", hash = "sha256:f31859074d57b4639318523d6ffdca586ace54271a73ad23ad021acd807eb14b"},
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+    {file = "Brotli-1.1.0-cp312-cp312-macosx_10_13_universal2.whl", hash = "sha256:32d95b80260d79926f5fab3c41701dbb818fde1c9da590e77e571eefd14abe28"},
+    {file = "Brotli-1.1.0-cp312-cp312-macosx_10_13_x86_64.whl", hash = "sha256:b760c65308ff1e462f65d69c12e4ae085cff3b332d894637f6273a12a482d09f"},
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+    {file = "Brotli-1.1.0-cp313-cp313-win_amd64.whl", hash = "sha256:9011560a466d2eb3f5a6e4929cf4a09be405c64154e12df0dd72713f6500e32b"},
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