diff --git a/3rdparty/python/BUILD b/3rdparty/python/BUILD
index 2bfcd6f3b70..c51809f913f 100644
--- a/3rdparty/python/BUILD
+++ b/3rdparty/python/BUILD
@@ -9,7 +9,7 @@ python_requirements(
         "node-semver": ["nodesemver"],
     },
     overrides={
-        "humbug": {"dependencies": ["#setuptools"]},
+        "humbug": {"dependencies": ["#setuptools", "#urllib3"]},
     },
 )
 
diff --git a/3rdparty/python/requirements.txt b/3rdparty/python/requirements.txt
index ddbc1b0ec05..7dc1c94ba41 100644
--- a/3rdparty/python/requirements.txt
+++ b/3rdparty/python/requirements.txt
@@ -13,6 +13,10 @@ freezegun==1.2.1
 # anonymity promise we make here: https://www.pantsbuild.org/docs/anonymous-telemetry
 humbug==0.2.7
 
+# `humbug` requires `requests` which requires `urllib3`. This breaks some users, so workaround for now is to
+# pin urllib3
+urllib3<2
+
 importlib_resources==5.0.*
 ijson==3.1.4
 packaging==21.3
diff --git a/3rdparty/python/user_reqs.lock b/3rdparty/python/user_reqs.lock
index ffb78904d1e..bee7261f7a9 100644
--- a/3rdparty/python/user_reqs.lock
+++ b/3rdparty/python/user_reqs.lock
@@ -41,6 +41,7 @@
 //     "types-setuptools==62.6.1",
 //     "types-toml==0.10.8",
 //     "typing-extensions==4.3.0",
+//     "urllib3<2",
 //     "uvicorn[standard]==0.17.6"
 //   ],
 //   "manylinux": "manylinux2014",
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+              "hash": "0f0d56dc5a6ad56fd4ba36484d6cc34451e1c6548c61daad8c320169f91eddc7",
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           ],
           "project_name": "certifi",
           "requires_dists": [],
           "requires_python": ">=3.6",
-          "version": "2022.12.7"
+          "version": "2023.5.7"
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+              "hash": "10e94cc4f3121ee6da529d358cdaeaff2f1c409cd377dbc72b825852f2f7e294",
+              "url": "https://files.pythonhosted.org/packages/96/80/034ffeca15c0f4e01b7b9c6ad0fb704b44e190cde4e757edbd60be404c41/requests-2.30.0-py3-none-any.whl"
             },
             {
               "algorithm": "sha256",
-              "hash": "f2e34a75f4749019bb0e3effb66683630e4ffeaf75819fb51bebef1bf5aef059",
-              "url": "https://files.pythonhosted.org/packages/4c/d2/70fc708727b62d55bc24e43cc85f073039023212d482553d853c44e57bdb/requests-2.29.0.tar.gz"
+              "hash": "239d7d4458afcb28a692cdd298d87542235f4ca8d36d03a15bfc128a6559a2f4",
+              "url": "https://files.pythonhosted.org/packages/e0/69/122171604bcef06825fa1c05bd9e9b1d43bc9feb8c6c0717c42c92cc6f3c/requests-2.30.0.tar.gz"
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           "project_name": "requests",
@@ -1603,10 +1604,10 @@
             "chardet<6,>=3.0.2; extra == \"use_chardet_on_py3\"",
             "charset-normalizer<4,>=2",
             "idna<4,>=2.5",
-            "urllib3<1.27,>=1.21.1"
+            "urllib3<3,>=1.21.1"
           ],
           "requires_python": ">=3.7",
-          "version": "2.29.0"
+          "version": "2.30.0"
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