diff --git a/3rdparty/python/constraints.txt b/3rdparty/python/constraints.txt
index 9771c26c2fb..b935ec53bff 100644
--- a/3rdparty/python/constraints.txt
+++ b/3rdparty/python/constraints.txt
@@ -1,11 +1,11 @@
-# Generated by build-support/bin/generate_lockfile.sh on Fri Feb  5 02:13:18 PM PST 2021
+# Generated by build-support/bin/generate_lockfile.sh on Sun Feb  7 12:54:59 PM PST 2021
 ansicolors==1.1.8
 attrs==20.3.0
 beautifulsoup4==4.6.3
 certifi==2020.12.5
 cffi==1.14.4
 chardet==4.0.0
-cryptography==3.3.1
+cryptography==3.4
 fasteners==0.15
 freezegun==1.0.0
 idna==2.10
@@ -14,7 +14,7 @@ monotonic==1.5
 mypy==0.800
 mypy-extensions==0.4.3
 packaging==20.9
-pex==2.1.29
+pex==2.1.30
 pip==20.2.3
 pluggy==0.13.1
 psutil==5.7.0
@@ -27,8 +27,10 @@ pytest==6.2.2
 python-dateutil==2.8.1
 PyYAML==5.4.1
 requests==2.25.1
+semantic-version==2.8.5
 setproctitle==1.2
 setuptools==53.0.0
+setuptools-rust==0.11.6
 six==1.15.0
 toml==0.10.2
 typed-ast==1.4.2
diff --git a/3rdparty/python/requirements.txt b/3rdparty/python/requirements.txt
index 50e10be2f49..f60cac6edda 100644
--- a/3rdparty/python/requirements.txt
+++ b/3rdparty/python/requirements.txt
@@ -15,7 +15,7 @@ mypy==0.800
 
 packaging==20.9
 pathspec==0.8.0
-pex==2.1.29
+pex==2.1.30
 psutil==5.7.0
 pystache==0.5.4
 # This should be kept in sync with `pytest.py`.
diff --git a/src/python/pants/backend/python/util_rules/pex_cli.py b/src/python/pants/backend/python/util_rules/pex_cli.py
index 9d7a616bcbf..19c7bc1b61d 100644
--- a/src/python/pants/backend/python/util_rules/pex_cli.py
+++ b/src/python/pants/backend/python/util_rules/pex_cli.py
@@ -37,7 +37,7 @@ class PexBinary(TemplatedExternalTool):
     name = "pex"
     help = "The PEX (Python EXecutable) tool (https://github.com/pantsbuild/pex)."
 
-    default_version = "v2.1.29"
+    default_version = "v2.1.30"
     default_url_template = "https://github.com/pantsbuild/pex/releases/download/{version}/pex"
 
     @classproperty
@@ -47,8 +47,8 @@ def default_known_versions(cls):
                 (
                     cls.default_version,
                     plat,
-                    "952275a4e67990ce36036ea7a1c85d123181cfe82cc0c795129143b3bd38a43b",
-                    "2967901",
+                    "1a25f75ea95cdf78cd0cbb249c0e67de5259604d1a1336b49863dc1a39e0993d",
+                    "2968698",
                 )
             )
             for plat in ["darwin", "linux"]