diff --git a/Pipfile b/Pipfile
index 0daf69e9..171dce5d 100644
--- a/Pipfile
+++ b/Pipfile
@@ -25,7 +25,7 @@ ipdb = "==0.13.2"
 # FIXME: Move to "~=0.16.0" when it's released.
 kolibri = { file = "https://github.com/learningequality/kolibri/releases/download/v0.16.0-beta6/kolibri-0.16.0b6-py2.py3-none-any.whl" }
 # Needed for old requests bundled with kolibri to work with newer python.
-cryptography = "~=37.0"
+cryptography = "~=42.0"
 
 [requires]
 python_version = "3"
diff --git a/Pipfile.lock b/Pipfile.lock
index d28be7a0..d20346c3 100644
--- a/Pipfile.lock
+++ b/Pipfile.lock
@@ -1,7 +1,7 @@
 {
     "_meta": {
         "hash": {
-            "sha256": "b9e6c6eef3b66e97de0663c14f43afed1285532f109cf9bd4ec505958d801fe7"
+            "sha256": "18da2b9f99476db0db8eb0cd6280a47658e5b7f74ea5b5fdf547b9f9517689a6"
         },
         "pipfile-spec": 6,
         "requires": {
@@ -85,36 +85,47 @@
                 "sha256:fa3a0128b152627161ce47201262d3140edb5a5c3da88d73a1b790a959126956",
                 "sha256:fcc8eb6d5902bb1cf6dc4f187ee3ea80a1eba0a89aba40a5cb20a5087d961357"
             ],
-            "markers": "python_version >= '3.8'",
+            "markers": "platform_python_implementation != 'PyPy'",
             "version": "==1.16.0"
         },
         "cryptography": {
             "hashes": [
-                "sha256:190f82f3e87033821828f60787cfa42bff98404483577b591429ed99bed39d59",
-                "sha256:2be53f9f5505673eeda5f2736bea736c40f051a739bfae2f92d18aed1eb54596",
-                "sha256:30788e070800fec9bbcf9faa71ea6d8068f5136f60029759fd8c3efec3c9dcb3",
-                "sha256:3d41b965b3380f10e4611dbae366f6dc3cefc7c9ac4e8842a806b9672ae9add5",
-                "sha256:4c590ec31550a724ef893c50f9a97a0c14e9c851c85621c5650d699a7b88f7ab",
-                "sha256:549153378611c0cca1042f20fd9c5030d37a72f634c9326e225c9f666d472884",
-                "sha256:63f9c17c0e2474ccbebc9302ce2f07b55b3b3fcb211ded18a42d5764f5c10a82",
-                "sha256:6bc95ed67b6741b2607298f9ea4932ff157e570ef456ef7ff0ef4884a134cc4b",
-                "sha256:7099a8d55cd49b737ffc99c17de504f2257e3787e02abe6d1a6d136574873441",
-                "sha256:75976c217f10d48a8b5a8de3d70c454c249e4b91851f6838a4e48b8f41eb71aa",
-                "sha256:7bc997818309f56c0038a33b8da5c0bfbb3f1f067f315f9abd6fc07ad359398d",
-                "sha256:80f49023dd13ba35f7c34072fa17f604d2f19bf0989f292cedf7ab5770b87a0b",
-                "sha256:91ce48d35f4e3d3f1d83e29ef4a9267246e6a3be51864a5b7d2247d5086fa99a",
-                "sha256:a958c52505c8adf0d3822703078580d2c0456dd1d27fabfb6f76fe63d2971cd6",
-                "sha256:b62439d7cd1222f3da897e9a9fe53bbf5c104fff4d60893ad1355d4c14a24157",
-                "sha256:b7f8dd0d4c1f21759695c05a5ec8536c12f31611541f8904083f3dc582604280",
-                "sha256:d204833f3c8a33bbe11eda63a54b1aad7aa7456ed769a982f21ec599ba5fa282",
-                "sha256:e007f052ed10cc316df59bc90fbb7ff7950d7e2919c9757fd42a2b8ecf8a5f67",
-                "sha256:f2dcb0b3b63afb6df7fd94ec6fbddac81b5492513f7b0436210d390c14d46ee8",
-                "sha256:f721d1885ecae9078c3f6bbe8a88bc0786b6e749bf32ccec1ef2b18929a05046",
-                "sha256:f7a6de3e98771e183645181b3627e2563dcde3ce94a9e42a3f427d2255190327",
-                "sha256:f8c0a6e9e1dd3eb0414ba320f85da6b0dcbd543126e30fcc546e7372a7fbf3b9"
+                "sha256:087887e55e0b9c8724cf05361357875adb5c20dec27e5816b653492980d20380",
+                "sha256:09a77e5b2e8ca732a19a90c5bca2d124621a1edb5438c5daa2d2738bfeb02589",
+                "sha256:130c0f77022b2b9c99d8cebcdd834d81705f61c68e91ddd614ce74c657f8b3ea",
+                "sha256:141e2aa5ba100d3788c0ad7919b288f89d1fe015878b9659b307c9ef867d3a65",
+                "sha256:28cb2c41f131a5758d6ba6a0504150d644054fd9f3203a1e8e8d7ac3aea7f73a",
+                "sha256:2f9f14185962e6a04ab32d1abe34eae8a9001569ee4edb64d2304bf0d65c53f3",
+                "sha256:320948ab49883557a256eab46149df79435a22d2fefd6a66fe6946f1b9d9d008",
+                "sha256:36d4b7c4be6411f58f60d9ce555a73df8406d484ba12a63549c88bd64f7967f1",
+                "sha256:3b15c678f27d66d247132cbf13df2f75255627bcc9b6a570f7d2fd08e8c081d2",
+                "sha256:3dbd37e14ce795b4af61b89b037d4bc157f2cb23e676fa16932185a04dfbf635",
+                "sha256:4383b47f45b14459cab66048d384614019965ba6c1a1a141f11b5a551cace1b2",
+                "sha256:44c95c0e96b3cb628e8452ec060413a49002a247b2b9938989e23a2c8291fc90",
+                "sha256:4b063d3413f853e056161eb0c7724822a9740ad3caa24b8424d776cebf98e7ee",
+                "sha256:52ed9ebf8ac602385126c9a2fe951db36f2cb0c2538d22971487f89d0de4065a",
+                "sha256:55d1580e2d7e17f45d19d3b12098e352f3a37fe86d380bf45846ef257054b242",
+                "sha256:5ef9bc3d046ce83c4bbf4c25e1e0547b9c441c01d30922d812e887dc5f125c12",
+                "sha256:5fa82a26f92871eca593b53359c12ad7949772462f887c35edaf36f87953c0e2",
+                "sha256:61321672b3ac7aade25c40449ccedbc6db72c7f5f0fdf34def5e2f8b51ca530d",
+                "sha256:701171f825dcab90969596ce2af253143b93b08f1a716d4b2a9d2db5084ef7be",
+                "sha256:841ec8af7a8491ac76ec5a9522226e287187a3107e12b7d686ad354bb78facee",
+                "sha256:8a06641fb07d4e8f6c7dda4fc3f8871d327803ab6542e33831c7ccfdcb4d0ad6",
+                "sha256:8e88bb9eafbf6a4014d55fb222e7360eef53e613215085e65a13290577394529",
+                "sha256:a00aee5d1b6c20620161984f8ab2ab69134466c51f58c052c11b076715e72929",
+                "sha256:a047682d324ba56e61b7ea7c7299d51e61fd3bca7dad2ccc39b72bd0118d60a1",
+                "sha256:a7ef8dd0bf2e1d0a27042b231a3baac6883cdd5557036f5e8df7139255feaac6",
+                "sha256:ad28cff53f60d99a928dfcf1e861e0b2ceb2bc1f08a074fdd601b314e1cc9e0a",
+                "sha256:b9097a208875fc7bbeb1286d0125d90bdfed961f61f214d3f5be62cd4ed8a446",
+                "sha256:b97fe7d7991c25e6a31e5d5e795986b18fbbb3107b873d5f3ae6dc9a103278e9",
+                "sha256:e0ec52ba3c7f1b7d813cd52649a5b3ef1fc0d433219dc8c93827c57eab6cf888",
+                "sha256:ea2c3ffb662fec8bbbfce5602e2c159ff097a4631d96235fcf0fb00e59e3ece4",
+                "sha256:fa3dec4ba8fb6e662770b74f62f1a0c7d4e37e25b58b2bf2c1be4c95372b4a33",
+                "sha256:fbeb725c9dc799a574518109336acccaf1303c30d45c075c665c0793c2f79a7f"
             ],
             "index": "pypi",
-            "version": "==37.0.4"
+            "markers": "python_version >= '3.7'",
+            "version": "==42.0.2"
         },
         "decorator": {
             "hashes": [