diff --git a/pyproject.toml b/pyproject.toml
index 76e3049..39d2bf3 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -38,6 +38,11 @@ dependencies = [
     # attended decision path, with a TypeError rather than at resolve. Raise
     # this with every new symbol taken from Flow's attended contract.
     "openadapt-flow>=1.26.0,<2",
+    # Flow uses cryptography for encrypted bundles and signed runtime evidence.
+    # Keep the published Agent artifact above the PKCS#7 oracle fixed by 50.0.0
+    # (GHSA-g6cj-pr64-35w5), even when an existing environment already has an
+    # older version that still satisfies Flow's transitive requirement.
+    "cryptography>=50.0.0",
     # Official Model Context Protocol SDK (stdio server transport).
     "mcp>=1.28,<2",
     # Structured concurrency runtime the mcp SDK already uses; we call
diff --git a/uv.lock b/uv.lock
index 5f28a81..d836f80 100644
--- a/uv.lock
+++ b/uv.lock
@@ -129,46 +129,46 @@ wheels = [
 
 [[package]]
 name = "cryptography"
-version = "49.0.0"
+version = "50.0.0"
 source = { registry = "https://pypi.org/simple" }
 dependencies = [
     { name = "cffi", marker = "platform_python_implementation != 'PyPy'" },
     { name = "typing-extensions", marker = "python_full_version < '3.11'" },
 ]
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 [[package]]
@@ -400,6 +400,7 @@ version = "2.0.2"
 source = { editable = "." }
 dependencies = [
     { name = "anyio" },
+    { name = "cryptography" },
     { name = "mcp" },
     { name = "openadapt-flow" },
 ]
@@ -415,6 +416,7 @@ dev = [
 requires-dist = [
     { name = "anyio", specifier = ">=4.0" },
     { name = "build", marker = "extra == 'dev'", specifier = ">=1.2.0" },
+    { name = "cryptography", specifier = ">=50.0.0" },
     { name = "mcp", specifier = ">=1.28,<2" },
     { name = "openadapt-flow", specifier = ">=1.26.0,<2" },
     { name = "pytest", marker = "extra == 'dev'", specifier = ">=8.0.0" },