diff --git a/sentry_sdk/utils.py b/sentry_sdk/utils.py
index 45e5376d1c..be0e98d6f7 100644
--- a/sentry_sdk/utils.py
+++ b/sentry_sdk/utils.py
@@ -1314,6 +1314,15 @@ def parse_version(version: str) -> "Optional[Tuple[int, ...]]":
     except (TypeError, ValueError, AttributeError):
         return None
 
+    if len(release_tuple) < 3:
+        # Pad out to three digits so that version comparison against a three-part
+        # tuple works as expected (e.g. (0, 1) should be >= than (0, 1, 0) when
+        # it comes to releases, but tuples don't compare that way).
+        if len(release_tuple) == 1:
+            release_tuple = (release_tuple[0], 0, 0)
+        elif len(release_tuple) == 2:
+            release_tuple = (release_tuple[0], release_tuple[1], 0)
+
     return release_tuple
 
 
diff --git a/tests/test_utils.py b/tests/test_utils.py
index 64973ea5dd..af08ece0e4 100644
--- a/tests/test_utils.py
+++ b/tests/test_utils.py
@@ -535,15 +535,15 @@ def test_match_regex_list(item, regex_list, expected_result):
         ["2.0.0b3", (2, 0, 0)],
         ["2.0.0b2", (2, 0, 0)],
         ["2.0.0b1", (2, 0, 0)],
-        ["0.6beta3", (0, 6)],
-        ["0.6beta2", (0, 6)],
-        ["0.6beta1", (0, 6)],
+        ["0.6beta3", (0, 6, 0)],
+        ["0.6beta2", (0, 6, 0)],
+        ["0.6beta1", (0, 6, 0)],
         ["0.4.2b", (0, 4, 2)],
         ["0.4.2a", (0, 4, 2)],
         ["0.0.1", (0, 0, 1)],
         ["0.0.0", (0, 0, 0)],
-        ["1", (1,)],
-        ["1.0", (1, 0)],
+        ["1", (1, 0, 0)],
+        ["1.0", (1, 0, 0)],
         ["1.0.0", (1, 0, 0)],
         [" 1.0.0 ", (1, 0, 0)],
         ["  1.0.0   ", (1, 0, 0)],