diff --git a/synthtool/gcp/templates/python_library/.kokoro/requirements.in b/synthtool/gcp/templates/python_library/.kokoro/requirements.in
index ec867d9fd..fff4d9ce0 100644
--- a/synthtool/gcp/templates/python_library/.kokoro/requirements.in
+++ b/synthtool/gcp/templates/python_library/.kokoro/requirements.in
@@ -1,5 +1,5 @@
 gcp-docuploader
-gcp-releasetool>=1.10.5 # required for compatibility with cryptography>=39.x
+gcp-releasetool>=2 # required for compatibility with cryptography>=42.x
 importlib-metadata
 typing-extensions
 twine
@@ -8,3 +8,4 @@ setuptools
 nox>=2022.11.21 # required to remove dependency on py
 charset-normalizer<3
 click<8.1.0
+cryptography>=42.0.5
diff --git a/synthtool/gcp/templates/python_library/.kokoro/requirements.txt b/synthtool/gcp/templates/python_library/.kokoro/requirements.txt
index bda8e38c4..dd61f5f32 100644
--- a/synthtool/gcp/templates/python_library/.kokoro/requirements.txt
+++ b/synthtool/gcp/templates/python_library/.kokoro/requirements.txt
@@ -93,40 +93,41 @@ colorlog==6.7.0 \
     # via
     #   gcp-docuploader
     #   nox
-cryptography==42.0.4 \
-    --hash=sha256:01911714117642a3f1792c7f376db572aadadbafcd8d75bb527166009c9f1d1b \
-    --hash=sha256:0e89f7b84f421c56e7ff69f11c441ebda73b8a8e6488d322ef71746224c20fce \
-    --hash=sha256:12d341bd42cdb7d4937b0cabbdf2a94f949413ac4504904d0cdbdce4a22cbf88 \
-    --hash=sha256:15a1fb843c48b4a604663fa30af60818cd28f895572386e5f9b8a665874c26e7 \
-    --hash=sha256:1cdcdbd117681c88d717437ada72bdd5be9de117f96e3f4d50dab3f59fd9ab20 \
-    --hash=sha256:1df6fcbf60560d2113b5ed90f072dc0b108d64750d4cbd46a21ec882c7aefce9 \
-    --hash=sha256:3c6048f217533d89f2f8f4f0fe3044bf0b2090453b7b73d0b77db47b80af8dff \
-    --hash=sha256:3e970a2119507d0b104f0a8e281521ad28fc26f2820687b3436b8c9a5fcf20d1 \
-    --hash=sha256:44a64043f743485925d3bcac548d05df0f9bb445c5fcca6681889c7c3ab12764 \
-    --hash=sha256:4e36685cb634af55e0677d435d425043967ac2f3790ec652b2b88ad03b85c27b \
-    --hash=sha256:5f8907fcf57392cd917892ae83708761c6ff3c37a8e835d7246ff0ad251d9298 \
-    --hash=sha256:69b22ab6506a3fe483d67d1ed878e1602bdd5912a134e6202c1ec672233241c1 \
-    --hash=sha256:6bfadd884e7280df24d26f2186e4e07556a05d37393b0f220a840b083dc6a824 \
-    --hash=sha256:6d0fbe73728c44ca3a241eff9aefe6496ab2656d6e7a4ea2459865f2e8613257 \
-    --hash=sha256:6ffb03d419edcab93b4b19c22ee80c007fb2d708429cecebf1dd3258956a563a \
-    --hash=sha256:810bcf151caefc03e51a3d61e53335cd5c7316c0a105cc695f0959f2c638b129 \
-    --hash=sha256:831a4b37accef30cccd34fcb916a5d7b5be3cbbe27268a02832c3e450aea39cb \
-    --hash=sha256:887623fe0d70f48ab3f5e4dbf234986b1329a64c066d719432d0698522749929 \
-    --hash=sha256:a0298bdc6e98ca21382afe914c642620370ce0470a01e1bef6dd9b5354c36854 \
-    --hash=sha256:a1327f280c824ff7885bdeef8578f74690e9079267c1c8bd7dc5cc5aa065ae52 \
-    --hash=sha256:c1f25b252d2c87088abc8bbc4f1ecbf7c919e05508a7e8628e6875c40bc70923 \
-    --hash=sha256:c3a5cbc620e1e17009f30dd34cb0d85c987afd21c41a74352d1719be33380885 \
-    --hash=sha256:ce8613beaffc7c14f091497346ef117c1798c202b01153a8cc7b8e2ebaaf41c0 \
-    --hash=sha256:d2a27aca5597c8a71abbe10209184e1a8e91c1fd470b5070a2ea60cafec35bcd \
-    --hash=sha256:dad9c385ba8ee025bb0d856714f71d7840020fe176ae0229de618f14dae7a6e2 \
-    --hash=sha256:db4b65b02f59035037fde0998974d84244a64c3265bdef32a827ab9b63d61b18 \
-    --hash=sha256:e09469a2cec88fb7b078e16d4adec594414397e8879a4341c6ace96013463d5b \
-    --hash=sha256:e53dc41cda40b248ebc40b83b31516487f7db95ab8ceac1f042626bc43a2f992 \
-    --hash=sha256:f1e85a178384bf19e36779d91ff35c7617c885da487d689b05c1366f9933ad74 \
-    --hash=sha256:f47be41843200f7faec0683ad751e5ef11b9a56a220d57f300376cd8aba81660 \
-    --hash=sha256:fb0cef872d8193e487fc6bdb08559c3aa41b659a7d9be48b2e10747f47863925 \
-    --hash=sha256:ffc73996c4fca3d2b6c1c8c12bfd3ad00def8621da24f547626bf06441400449
+cryptography==42.0.5 \
+    --hash=sha256:0270572b8bd2c833c3981724b8ee9747b3ec96f699a9665470018594301439ee \
+    --hash=sha256:111a0d8553afcf8eb02a4fea6ca4f59d48ddb34497aa8706a6cf536f1a5ec576 \
+    --hash=sha256:16a48c23a62a2f4a285699dba2e4ff2d1cff3115b9df052cdd976a18856d8e3d \
+    --hash=sha256:1b95b98b0d2af784078fa69f637135e3c317091b615cd0905f8b8a087e86fa30 \
+    --hash=sha256:1f71c10d1e88467126f0efd484bd44bca5e14c664ec2ede64c32f20875c0d413 \
+    --hash=sha256:2424ff4c4ac7f6b8177b53c17ed5d8fa74ae5955656867f5a8affaca36a27abb \
+    --hash=sha256:2bce03af1ce5a5567ab89bd90d11e7bbdff56b8af3acbbec1faded8f44cb06da \
+    --hash=sha256:329906dcc7b20ff3cad13c069a78124ed8247adcac44b10bea1130e36caae0b4 \
+    --hash=sha256:37dd623507659e08be98eec89323469e8c7b4c1407c85112634ae3dbdb926fdd \
+    --hash=sha256:3eaafe47ec0d0ffcc9349e1708be2aaea4c6dd4978d76bf6eb0cb2c13636c6fc \
+    --hash=sha256:5e6275c09d2badf57aea3afa80d975444f4be8d3bc58f7f80d2a484c6f9485c8 \
+    --hash=sha256:6fe07eec95dfd477eb9530aef5bead34fec819b3aaf6c5bd6d20565da607bfe1 \
+    --hash=sha256:7367d7b2eca6513681127ebad53b2582911d1736dc2ffc19f2c3ae49997496bc \
+    --hash=sha256:7cde5f38e614f55e28d831754e8a3bacf9ace5d1566235e39d91b35502d6936e \
+    --hash=sha256:9481ffe3cf013b71b2428b905c4f7a9a4f76ec03065b05ff499bb5682a8d9ad8 \
+    --hash=sha256:98d8dc6d012b82287f2c3d26ce1d2dd130ec200c8679b6213b3c73c08b2b7940 \
+    --hash=sha256:a011a644f6d7d03736214d38832e030d8268bcff4a41f728e6030325fea3e400 \
+    --hash=sha256:a2913c5375154b6ef2e91c10b5720ea6e21007412f6437504ffea2109b5a33d7 \
+    --hash=sha256:a30596bae9403a342c978fb47d9b0ee277699fa53bbafad14706af51fe543d16 \
+    --hash=sha256:b03c2ae5d2f0fc05f9a2c0c997e1bc18c8229f392234e8a0194f202169ccd278 \
+    --hash=sha256:b6cd2203306b63e41acdf39aa93b86fb566049aeb6dc489b70e34bcd07adca74 \
+    --hash=sha256:b7ffe927ee6531c78f81aa17e684e2ff617daeba7f189f911065b2ea2d526dec \
+    --hash=sha256:b8cac287fafc4ad485b8a9b67d0ee80c66bf3574f655d3b97ef2e1082360faf1 \
+    --hash=sha256:ba334e6e4b1d92442b75ddacc615c5476d4ad55cc29b15d590cc6b86efa487e2 \
+    --hash=sha256:ba3e4a42397c25b7ff88cdec6e2a16c2be18720f317506ee25210f6d31925f9c \
+    --hash=sha256:c41fb5e6a5fe9ebcd58ca3abfeb51dffb5d83d6775405305bfa8715b76521922 \
+    --hash=sha256:cd2030f6650c089aeb304cf093f3244d34745ce0cfcc39f20c6fbfe030102e2a \
+    --hash=sha256:cd65d75953847815962c84a4654a84850b2bb4aed3f26fadcc1c13892e1e29f6 \
+    --hash=sha256:e4985a790f921508f36f81831817cbc03b102d643b5fcb81cd33df3fa291a1a1 \
+    --hash=sha256:e807b3188f9eb0eaa7bbb579b462c5ace579f1cedb28107ce8b48a9f7ad3679e \
+    --hash=sha256:f12764b8fffc7a123f641d7d049d382b73f96a34117e0b637b80643169cec8ac \
+    --hash=sha256:f8837fe1d6ac4a8052a9a8ddab256bc006242696f03368a4009be7ee3075cdb7
     # via
+    #   -r requirements.in
     #   gcp-releasetool
     #   secretstorage
 distlib==0.3.7 \
@@ -145,9 +146,9 @@ gcp-docuploader==0.6.5 \
     --hash=sha256:30221d4ac3e5a2b9c69aa52fdbef68cc3f27d0e6d0d90e220fc024584b8d2318 \
     --hash=sha256:b7458ef93f605b9d46a4bf3a8dc1755dad1f31d030c8679edf304e343b347eea
     # via -r requirements.in
-gcp-releasetool==1.16.0 \
-    --hash=sha256:27bf19d2e87aaa884096ff941aa3c592c482be3d6a2bfe6f06afafa6af2353e3 \
-    --hash=sha256:a316b197a543fd036209d0caba7a8eb4d236d8e65381c80cbc6d7efaa7606d63
+gcp-releasetool==2.0.0 \
+    --hash=sha256:3d73480b50ba243f22d7c7ec08b115a30e1c7817c4899781840c26f9c55b8277 \
+    --hash=sha256:7aa9fd935ec61e581eb8458ad00823786d91756c25e492f372b2b30962f3c28f
     # via -r requirements.in
 google-api-core==2.12.0 \
     --hash=sha256:c22e01b1e3c4dcd90998494879612c38d0a3411d1f7b679eb89e2abe3ce1f553 \
@@ -392,29 +393,18 @@ platformdirs==3.11.0 \
     --hash=sha256:cf8ee52a3afdb965072dcc652433e0c7e3e40cf5ea1477cd4b3b1d2eb75495b3 \
     --hash=sha256:e9d171d00af68be50e9202731309c4e658fd8bc76f55c11c7dd760d023bda68e
     # via virtualenv
-protobuf==3.20.3 \
-    --hash=sha256:03038ac1cfbc41aa21f6afcbcd357281d7521b4157926f30ebecc8d4ea59dcb7 \
-    --hash=sha256:28545383d61f55b57cf4df63eebd9827754fd2dc25f80c5253f9184235db242c \
-    --hash=sha256:2e3427429c9cffebf259491be0af70189607f365c2f41c7c3764af6f337105f2 \
-    --hash=sha256:398a9e0c3eaceb34ec1aee71894ca3299605fa8e761544934378bbc6c97de23b \
-    --hash=sha256:44246bab5dd4b7fbd3c0c80b6f16686808fab0e4aca819ade6e8d294a29c7050 \
-    --hash=sha256:447d43819997825d4e71bf5769d869b968ce96848b6479397e29fc24c4a5dfe9 \
-    --hash=sha256:67a3598f0a2dcbc58d02dd1928544e7d88f764b47d4a286202913f0b2801c2e7 \
-    --hash=sha256:74480f79a023f90dc6e18febbf7b8bac7508420f2006fabd512013c0c238f454 \
-    --hash=sha256:819559cafa1a373b7096a482b504ae8a857c89593cf3a25af743ac9ecbd23480 \
-    --hash=sha256:899dc660cd599d7352d6f10d83c95df430a38b410c1b66b407a6b29265d66469 \
-    --hash=sha256:8c0c984a1b8fef4086329ff8dd19ac77576b384079247c770f29cc8ce3afa06c \
-    --hash=sha256:9aae4406ea63d825636cc11ffb34ad3379335803216ee3a856787bcf5ccc751e \
-    --hash=sha256:a7ca6d488aa8ff7f329d4c545b2dbad8ac31464f1d8b1c87ad1346717731e4db \
-    --hash=sha256:b6cc7ba72a8850621bfec987cb72623e703b7fe2b9127a161ce61e61558ad905 \
-    --hash=sha256:bf01b5720be110540be4286e791db73f84a2b721072a3711efff6c324cdf074b \
-    --hash=sha256:c02ce36ec760252242a33967d51c289fd0e1c0e6e5cc9397e2279177716add86 \
-    --hash=sha256:d9e4432ff660d67d775c66ac42a67cf2453c27cb4d738fc22cb53b5d84c135d4 \
-    --hash=sha256:daa564862dd0d39c00f8086f88700fdbe8bc717e993a21e90711acfed02f2402 \
-    --hash=sha256:de78575669dddf6099a8a0f46a27e82a1783c557ccc38ee620ed8cc96d3be7d7 \
-    --hash=sha256:e64857f395505ebf3d2569935506ae0dfc4a15cb80dc25261176c784662cdcc4 \
-    --hash=sha256:f4bd856d702e5b0d96a00ec6b307b0f51c1982c2bf9c0052cf9019e9a544ba99 \
-    --hash=sha256:f4c42102bc82a51108e449cbb32b19b180022941c727bac0cfd50170341f16ee
+protobuf==4.25.3 \
+    --hash=sha256:19b270aeaa0099f16d3ca02628546b8baefe2955bbe23224aaf856134eccf1e4 \
+    --hash=sha256:209ba4cc916bab46f64e56b85b090607a676f66b473e6b762e6f1d9d591eb2e8 \
+    --hash=sha256:25b5d0b42fd000320bd7830b349e3b696435f3b329810427a6bcce6a5492cc5c \
+    --hash=sha256:7c8daa26095f82482307bc717364e7c13f4f1c99659be82890dcfc215194554d \
+    --hash=sha256:c053062984e61144385022e53678fbded7aea14ebb3e0305ae3592fb219ccfa4 \
+    --hash=sha256:d4198877797a83cbfe9bffa3803602bbe1625dc30d8a097365dbc762e5790faa \
+    --hash=sha256:e3c97a1555fd6388f857770ff8b9703083de6bf1f9274a002a332d65fbb56c8c \
+    --hash=sha256:e7cb0ae90dd83727f0c0718634ed56837bfeeee29a5f82a7514c03ee1364c019 \
+    --hash=sha256:f0700d54bcf45424477e46a9f0944155b46fb0639d69728739c0e47bab83f2b9 \
+    --hash=sha256:f1279ab38ecbfae7e456a108c5c0681e4956d5b1090027c1de0f934dfdb4b35c \
+    --hash=sha256:f4f118245c4a087776e0a8408be33cf09f6c547442c00395fbfb116fac2f8ac2
     # via
     #   gcp-docuploader
     #   gcp-releasetool
@@ -518,7 +508,7 @@ zipp==3.17.0 \
     # via importlib-metadata
 
 # The following packages are considered to be unsafe in a requirements file:
-setuptools==68.2.2 \
-    --hash=sha256:4ac1475276d2f1c48684874089fefcd83bd7162ddaafb81fac866ba0db282a87 \
-    --hash=sha256:b454a35605876da60632df1a60f736524eb73cc47bbc9f3f1ef1b644de74fd2a
+setuptools==69.2.0 \
+    --hash=sha256:0ff4183f8f42cd8fa3acea16c45205521a4ef28f73c6391d8a25e92893134f2e \
+    --hash=sha256:c21c49fb1042386df081cb5d86759792ab89efca84cf114889191cd09aacc80c
     # via -r requirements.in