diff --git a/constraints.txt b/constraints.txt
index cce1f204f..461eb0cbe 100644
--- a/constraints.txt
+++ b/constraints.txt
@@ -99,6 +99,8 @@ parso==0.8.3
     # via jedi
 pickleshare==0.7.5
     # via ipython
+pillow==9.5.0
+    # via jira (setup.cfg)
 pluggy==1.0.0
     # via pytest
 prompt-toolkit==3.0.38
diff --git a/jira/client.py b/jira/client.py
index e14f69379..a4637fd52 100644
--- a/jira/client.py
+++ b/jira/client.py
@@ -11,7 +11,6 @@
 import copy
 import datetime
 import hashlib
-import imghdr
 import json
 import logging as _logging
 import mimetypes
@@ -42,6 +41,7 @@
 
 import requests
 from packaging.version import parse as parse_version
+from PIL import Image
 from requests import Response
 from requests.auth import AuthBase
 from requests.structures import CaseInsensitiveDict
@@ -3898,7 +3898,7 @@ def _get_mime_type(self, buff: bytes) -> str | None:
         if self._magic is not None:
             return self._magic.id_buffer(buff)
         try:
-            return mimetypes.guess_type("f." + str(imghdr.what(0, buff)))[0]
+            return mimetypes.guess_type("f." + Image.open(buff).format)[0]
         except (OSError, TypeError):
             self.log.warning(
                 "Couldn't detect content type of avatar image"
diff --git a/setup.cfg b/setup.cfg
index b9f625fe4..f28a4d5b4 100644
--- a/setup.cfg
+++ b/setup.cfg
@@ -51,6 +51,7 @@ zip_safe = False
 install_requires =
     defusedxml
     packaging
+    Pillow>=2.1.0
     requests-oauthlib>=1.1.0
     requests>=2.10.0
     requests_toolbelt