diff --git a/.devcontainer/Dockerfile b/.devcontainer/Dockerfile
index c2cab027294..a33f8adbad7 100644
--- a/.devcontainer/Dockerfile
+++ b/.devcontainer/Dockerfile
@@ -68,7 +68,7 @@ USER citus
 
 # build postgres versions separately for effective parrallelism and caching of already built versions when changing only certain versions
 FROM base AS pg14
-RUN MAKEFLAGS="-j $(nproc)" pgenv build 14.10
+RUN MAKEFLAGS="-j $(nproc)" pgenv build 14.11
 RUN rm .pgenv/src/*.tar*
 RUN make -C .pgenv/src/postgresql-*/ clean
 RUN make -C .pgenv/src/postgresql-*/src/include install
@@ -80,7 +80,7 @@ RUN cp -r .pgenv/src .pgenv/pgsql-* .pgenv/config .pgenv-staging/
 RUN rm .pgenv-staging/config/default.conf
 
 FROM base AS pg15
-RUN MAKEFLAGS="-j $(nproc)" pgenv build 15.5
+RUN MAKEFLAGS="-j $(nproc)" pgenv build 15.6
 RUN rm .pgenv/src/*.tar*
 RUN make -C .pgenv/src/postgresql-*/ clean
 RUN make -C .pgenv/src/postgresql-*/src/include install
@@ -92,7 +92,7 @@ RUN cp -r .pgenv/src .pgenv/pgsql-* .pgenv/config .pgenv-staging/
 RUN rm .pgenv-staging/config/default.conf
 
 FROM base AS pg16
-RUN MAKEFLAGS="-j $(nproc)" pgenv build 16.1
+RUN MAKEFLAGS="-j $(nproc)" pgenv build 16.2
 RUN rm .pgenv/src/*.tar*
 RUN make -C .pgenv/src/postgresql-*/ clean
 RUN make -C .pgenv/src/postgresql-*/src/include install
@@ -210,7 +210,7 @@ COPY --chown=citus:citus .psqlrc .
 RUN sudo chown --from=root:root citus:citus -R ~
 
 # sets default pg version
-RUN pgenv switch 16.1
+RUN pgenv switch 16.2
 
 # make connecting to the coordinator easy
 ENV PGPORT=9700
diff --git a/.github/workflows/build_and_test.yml b/.github/workflows/build_and_test.yml
index 001b29df6ed..ca6d34d5878 100644
--- a/.github/workflows/build_and_test.yml
+++ b/.github/workflows/build_and_test.yml
@@ -26,11 +26,11 @@ jobs:
       pgupgrade_image_name: "citus/pgupgradetester"
       style_checker_image_name: "citus/stylechecker"
       style_checker_tools_version: "0.8.18"
-      image_suffix: "-vbd8441d"
-      pg14_version: '{ "major": "14", "full": "14.10" }'
-      pg15_version: '{ "major": "15", "full": "15.5" }'
-      pg16_version: '{ "major": "16", "full": "16.1" }'
-      upgrade_pg_versions: "14.10-15.5-16.1"
+      image_suffix: "-v390dab3"
+      pg14_version: '{ "major": "14", "full": "14.11" }'
+      pg15_version: '{ "major": "15", "full": "15.6" }'
+      pg16_version: '{ "major": "16", "full": "16.2" }'
+      upgrade_pg_versions: "14.11-15.6-16.2"
     steps:
       # Since GHA jobs needs at least one step we use a noop step here.
       - name: Set up parameters
diff --git a/src/test/regress/Pipfile b/src/test/regress/Pipfile
index 5bce63004cf..01a08854084 100644
--- a/src/test/regress/Pipfile
+++ b/src/test/regress/Pipfile
@@ -16,6 +16,7 @@ pytest-timeout = "*"
 pytest-xdist = "*"
 pytest-repeat = "*"
 pyyaml = "*"
+werkzeug = "==2.3.7"
 
 [dev-packages]
 black = "*"
diff --git a/src/test/regress/Pipfile.lock b/src/test/regress/Pipfile.lock
index e6717e5fc0e..e425826fd5c 100644
--- a/src/test/regress/Pipfile.lock
+++ b/src/test/regress/Pipfile.lock
@@ -1,7 +1,7 @@
 {
     "_meta": {
         "hash": {
-            "sha256": "9568b1f3e4d4fd408e5e263f6346b0a4f479ac88e02f64bb79a9d482096e6a03"
+            "sha256": "bf20354a2d9c93d46041ac4c6fa427588ebfe29343ea0b02138b9079f2d82f18"
         },
         "pipfile-spec": 6,
         "requires": {
@@ -118,10 +118,11 @@
         },
         "certifi": {
             "hashes": [
-                "sha256:539cc1d13202e33ca466e88b2807e29f4c13049d6d87031a3c110744495cb082",
-                "sha256:92d6037539857d8206b8f6ae472e8b77db8058fec5937a1ef3f54304089edbb9"
+                "sha256:0569859f95fc761b18b45ef421b1290a0f65f147e92a1e5eb3e635f9a5e4e66f",
+                "sha256:dc383c07b76109f368f6106eee2b593b04a011ea4d55f652c6ca24a754d1cdd1"
             ],
-            "version": "==2023.7.22"
+            "markers": "python_version >= '3.6'",
+            "version": "==2024.2.2"
         },
         "cffi": {
             "hashes": [
@@ -190,7 +191,8 @@
                 "sha256:fa6693661a4c91757f4412306191b6dc88c1703f780c8234035eac011922bc01",
                 "sha256:fcd131dd944808b5bdb38e6f5b53013c5aa4f334c5cad0c72742f6eba4b73db0"
             ],
-            "version": "==1.15.1"
+            "markers": "platform_python_implementation != 'PyPy'",
+            "version": "==1.16.0"
         },
         "click": {
             "hashes": [
@@ -208,32 +210,42 @@
         },
         "cryptography": {
             "hashes": [
-                "sha256:0d09fb5356f975974dbcb595ad2d178305e5050656affb7890a1583f5e02a306",
-                "sha256:23c2d778cf829f7d0ae180600b17e9fceea3c2ef8b31a99e3c694cbbf3a24b84",
-                "sha256:3fb248989b6363906827284cd20cca63bb1a757e0a2864d4c1682a985e3dca47",
-                "sha256:41d7aa7cdfded09b3d73a47f429c298e80796c8e825ddfadc84c8a7f12df212d",
-                "sha256:42cb413e01a5d36da9929baa9d70ca90d90b969269e5a12d39c1e0d475010116",
-                "sha256:4c2f0d35703d61002a2bbdcf15548ebb701cfdd83cdc12471d2bae80878a4207",
-                "sha256:4fd871184321100fb400d759ad0cddddf284c4b696568204d281c902fc7b0d81",
-                "sha256:5259cb659aa43005eb55a0e4ff2c825ca111a0da1814202c64d28a985d33b087",
-                "sha256:57a51b89f954f216a81c9d057bf1a24e2f36e764a1ca9a501a6964eb4a6800dd",
-                "sha256:652627a055cb52a84f8c448185922241dd5217443ca194d5739b44612c5e6507",
-                "sha256:67e120e9a577c64fe1f611e53b30b3e69744e5910ff3b6e97e935aeb96005858",
-                "sha256:6af1c6387c531cd364b72c28daa29232162010d952ceb7e5ca8e2827526aceae",
-                "sha256:6d192741113ef5e30d89dcb5b956ef4e1578f304708701b8b73d38e3e1461f34",
-                "sha256:7efe8041897fe7a50863e51b77789b657a133c75c3b094e51b5e4b5cec7bf906",
-                "sha256:84537453d57f55a50a5b6835622ee405816999a7113267739a1b4581f83535bd",
-                "sha256:8f09daa483aedea50d249ef98ed500569841d6498aa9c9f4b0531b9964658922",
-                "sha256:95dd7f261bb76948b52a5330ba5202b91a26fbac13ad0e9fc8a3ac04752058c7",
-                "sha256:a74fbcdb2a0d46fe00504f571a2a540532f4c188e6ccf26f1f178480117b33c4",
-                "sha256:a983e441a00a9d57a4d7c91b3116a37ae602907a7618b882c8013b5762e80574",
-                "sha256:ab8de0d091acbf778f74286f4989cf3d1528336af1b59f3e5d2ebca8b5fe49e1",
-                "sha256:aeb57c421b34af8f9fe830e1955bf493a86a7996cc1338fe41b30047d16e962c",
-                "sha256:ce785cf81a7bdade534297ef9e490ddff800d956625020ab2ec2780a556c313e",
-                "sha256:d0d651aa754ef58d75cec6edfbd21259d93810b73f6ec246436a21b7841908de"
+                "sha256:04859aa7f12c2b5f7e22d25198ddd537391f1695df7057c8700f71f26f47a129",
+                "sha256:069d2ce9be5526a44093a0991c450fe9906cdf069e0e7cd67d9dee49a62b9ebe",
+                "sha256:0d3ec384058b642f7fb7e7bff9664030011ed1af8f852540c76a1317a9dd0d20",
+                "sha256:0fab2a5c479b360e5e0ea9f654bcebb535e3aa1e493a715b13244f4e07ea8eec",
+                "sha256:0fea01527d4fb22ffe38cd98951c9044400f6eff4788cf52ae116e27d30a1ba3",
+                "sha256:1b797099d221df7cce5ff2a1d272761d1554ddf9a987d3e11f6459b38cd300fd",
+                "sha256:1e935c2900fb53d31f491c0de04f41110351377be19d83d908c1fd502ae8daa5",
+                "sha256:20100c22b298c9eaebe4f0b9032ea97186ac2555f426c3e70670f2517989543b",
+                "sha256:20180da1b508f4aefc101cebc14c57043a02b355d1a652b6e8e537967f1e1b46",
+                "sha256:25b09b73db78facdfd7dd0fa77a3f19e94896197c86e9f6dc16bce7b37a96504",
+                "sha256:2619487f37da18d6826e27854a7f9d4d013c51eafb066c80d09c63cf24505306",
+                "sha256:2eb6368d5327d6455f20327fb6159b97538820355ec00f8cc9464d617caecead",
+                "sha256:35772a6cffd1f59b85cb670f12faba05513446f80352fe811689b4e439b5d89e",
+                "sha256:39d5c93e95bcbc4c06313fc6a500cee414ee39b616b55320c1904760ad686938",
+                "sha256:3d96ea47ce6d0055d5b97e761d37b4e84195485cb5a38401be341fabf23bc32a",
+                "sha256:4dcab7c25e48fc09a73c3e463d09ac902a932a0f8d0c568238b3696d06bf377b",
+                "sha256:5fbf0f3f0fac7c089308bd771d2c6c7b7d53ae909dce1db52d8e921f6c19bb3a",
+                "sha256:6c25e1e9c2ce682d01fc5e2dde6598f7313027343bd14f4049b82ad0402e52cd",
+                "sha256:762f3771ae40e111d78d77cbe9c1035e886ac04a234d3ee0856bf4ecb3749d54",
+                "sha256:90147dad8c22d64b2ff7331f8d4cddfdc3ee93e4879796f837bdbb2a0b141e0c",
+                "sha256:935cca25d35dda9e7bd46a24831dfd255307c55a07ff38fd1a92119cffc34857",
+                "sha256:93fbee08c48e63d5d1b39ab56fd3fdd02e6c2431c3da0f4edaf54954744c718f",
+                "sha256:9541c69c62d7446539f2c1c06d7046aef822940d248fa4b8962ff0302862cc1f",
+                "sha256:c23f03cfd7d9826cdcbad7850de67e18b4654179e01fe9bc623d37c2638eb4ef",
+                "sha256:c3d1f5a1d403a8e640fa0887e9f7087331abb3f33b0f2207d2cc7f213e4a864c",
+                "sha256:d1998e545081da0ab276bcb4b33cce85f775adb86a516e8f55b3dac87f469548",
+                "sha256:d5cf11bc7f0b71fb71af26af396c83dfd3f6eed56d4b6ef95d57867bf1e4ba65",
+                "sha256:db0480ffbfb1193ac4e1e88239f31314fe4c6cdcf9c0b8712b55414afbf80db4",
+                "sha256:de4ae486041878dc46e571a4c70ba337ed5233a1344c14a0790c4c4be4bbb8b4",
+                "sha256:de5086cd475d67113ccb6f9fae6d8fe3ac54a4f9238fd08bfdb07b03d791ff0a",
+                "sha256:df34312149b495d9d03492ce97471234fd9037aa5ba217c2a6ea890e9166f151",
+                "sha256:ead69ba488f806fe1b1b4050febafdbf206b81fa476126f3e16110c818bac396"
             ],
             "index": "pypi",
-            "version": "==41.0.3"
+            "markers": "python_version >= '3.7'",
+            "version": "==42.0.3"
         },
         "docopt": {
             "hashes": [
@@ -244,11 +256,11 @@
         },
         "exceptiongroup": {
             "hashes": [
-                "sha256:097acd85d473d75af5bb98e41b61ff7fe35efe6675e4f9370ec6ec5126d160e9",
-                "sha256:343280667a4585d195ca1cf9cef84a4e178c4b6cf2274caef9859782b567d5e3"
+                "sha256:4bfd3996ac73b41e9b9628b04e079f193850720ea5945fc96a08633c66912f14",
+                "sha256:91f5c769735f051a4290d52edd0858999b57e5876e9f85937691bd4c9fa3ed68"
             ],
             "markers": "python_version < '3.11'",
-            "version": "==1.1.3"
+            "version": "==1.2.0"
         },
         "execnet": {
             "hashes": [
@@ -259,11 +271,12 @@
         },
         "filelock": {
             "hashes": [
-                "sha256:002740518d8aa59a26b0c76e10fb8c6e15eae825d34b6fdf670333fd7b938d81",
-                "sha256:cbb791cdea2a72f23da6ac5b5269ab0a0d161e9ef0100e653b69049a7706d1ec"
+                "sha256:521f5f56c50f8426f5e03ad3b281b490a87ef15bc6c526f168290f0c7148d44e",
+                "sha256:57dbda9b35157b05fb3e58ee91448612eb674172fab98ee235ccb0b5bee19a1c"
             ],
             "index": "pypi",
-            "version": "==3.12.2"
+            "markers": "python_version >= '3.8'",
+            "version": "==3.13.1"
         },
         "flask": {
             "hashes": [
@@ -316,10 +329,11 @@
         },
         "jinja2": {
             "hashes": [
-                "sha256:31351a702a408a9e7595a8fc6150fc3f43bb6bf7e319770cbc0db9df9437e852",
-                "sha256:6088930bfe239f0e6710546ab9c19c9ef35e29792895fed6e6e31a023a182a61"
+                "sha256:7d6d50dd97d52cbc355597bd845fabfbac3f551e1f99619e39a35ce8c370b5fa",
+                "sha256:ac8bd6544d4bb2c9792bf3a159e80bba8fda7f07e81bc3aed565432d5925ba90"
             ],
-            "version": "==3.1.2"
+            "markers": "python_version >= '3.7'",
+            "version": "==3.1.3"
         },
         "kaitaistruct": {
             "hashes": [
@@ -339,58 +353,69 @@
         },
         "markupsafe": {
             "hashes": [
-                "sha256:05fb21170423db021895e1ea1e1f3ab3adb85d1c2333cbc2310f2a26bc77272e",
-                "sha256:0a4e4a1aff6c7ac4cd55792abf96c915634c2b97e3cc1c7129578aa68ebd754e",
-                "sha256:10bbfe99883db80bdbaff2dcf681dfc6533a614f700da1287707e8a5d78a8431",
-                "sha256:134da1eca9ec0ae528110ccc9e48041e0828d79f24121a1a146161103c76e686",
-                "sha256:1577735524cdad32f9f694208aa75e422adba74f1baee7551620e43a3141f559",
-                "sha256:1b40069d487e7edb2676d3fbdb2b0829ffa2cd63a2ec26c4938b2d34391b4ecc",
-                "sha256:282c2cb35b5b673bbcadb33a585408104df04f14b2d9b01d4c345a3b92861c2c",
-                "sha256:2c1b19b3aaacc6e57b7e25710ff571c24d6c3613a45e905b1fde04d691b98ee0",
-                "sha256:2ef12179d3a291be237280175b542c07a36e7f60718296278d8593d21ca937d4",
-                "sha256:338ae27d6b8745585f87218a3f23f1512dbf52c26c28e322dbe54bcede54ccb9",
-                "sha256:3c0fae6c3be832a0a0473ac912810b2877c8cb9d76ca48de1ed31e1c68386575",
-                "sha256:3fd4abcb888d15a94f32b75d8fd18ee162ca0c064f35b11134be77050296d6ba",
-                "sha256:42de32b22b6b804f42c5d98be4f7e5e977ecdd9ee9b660fda1a3edf03b11792d",
-                "sha256:504b320cd4b7eff6f968eddf81127112db685e81f7e36e75f9f84f0df46041c3",
-                "sha256:525808b8019e36eb524b8c68acdd63a37e75714eac50e988180b169d64480a00",
-                "sha256:56d9f2ecac662ca1611d183feb03a3fa4406469dafe241673d521dd5ae92a155",
-                "sha256:5bbe06f8eeafd38e5d0a4894ffec89378b6c6a625ff57e3028921f8ff59318ac",
-                "sha256:65c1a9bcdadc6c28eecee2c119465aebff8f7a584dd719facdd9e825ec61ab52",
-                "sha256:68e78619a61ecf91e76aa3e6e8e33fc4894a2bebe93410754bd28fce0a8a4f9f",
-                "sha256:69c0f17e9f5a7afdf2cc9fb2d1ce6aabdb3bafb7f38017c0b77862bcec2bbad8",
-                "sha256:6b2b56950d93e41f33b4223ead100ea0fe11f8e6ee5f641eb753ce4b77a7042b",
-                "sha256:787003c0ddb00500e49a10f2844fac87aa6ce977b90b0feaaf9de23c22508b24",
-                "sha256:7ef3cb2ebbf91e330e3bb937efada0edd9003683db6b57bb108c4001f37a02ea",
-                "sha256:8023faf4e01efadfa183e863fefde0046de576c6f14659e8782065bcece22198",
-                "sha256:8758846a7e80910096950b67071243da3e5a20ed2546e6392603c096778d48e0",
-                "sha256:8afafd99945ead6e075b973fefa56379c5b5c53fd8937dad92c662da5d8fd5ee",
-                "sha256:8c41976a29d078bb235fea9b2ecd3da465df42a562910f9022f1a03107bd02be",
-                "sha256:8e254ae696c88d98da6555f5ace2279cf7cd5b3f52be2b5cf97feafe883b58d2",
-                "sha256:9402b03f1a1b4dc4c19845e5c749e3ab82d5078d16a2a4c2cd2df62d57bb0707",
-                "sha256:962f82a3086483f5e5f64dbad880d31038b698494799b097bc59c2edf392fce6",
-                "sha256:9dcdfd0eaf283af041973bff14a2e143b8bd64e069f4c383416ecd79a81aab58",
-                "sha256:aa7bd130efab1c280bed0f45501b7c8795f9fdbeb02e965371bbef3523627779",
-                "sha256:ab4a0df41e7c16a1392727727e7998a467472d0ad65f3ad5e6e765015df08636",
-                "sha256:ad9e82fb8f09ade1c3e1b996a6337afac2b8b9e365f926f5a61aacc71adc5b3c",
-                "sha256:af598ed32d6ae86f1b747b82783958b1a4ab8f617b06fe68795c7f026abbdcad",
-                "sha256:b076b6226fb84157e3f7c971a47ff3a679d837cf338547532ab866c57930dbee",
-                "sha256:b7ff0f54cb4ff66dd38bebd335a38e2c22c41a8ee45aa608efc890ac3e3931bc",
-                "sha256:bfce63a9e7834b12b87c64d6b155fdd9b3b96191b6bd334bf37db7ff1fe457f2",
-                "sha256:c011a4149cfbcf9f03994ec2edffcb8b1dc2d2aede7ca243746df97a5d41ce48",
-                "sha256:c9c804664ebe8f83a211cace637506669e7890fec1b4195b505c214e50dd4eb7",
-                "sha256:ca379055a47383d02a5400cb0d110cef0a776fc644cda797db0c5696cfd7e18e",
-                "sha256:cb0932dc158471523c9637e807d9bfb93e06a95cbf010f1a38b98623b929ef2b",
-                "sha256:cd0f502fe016460680cd20aaa5a76d241d6f35a1c3350c474bac1273803893fa",
-                "sha256:ceb01949af7121f9fc39f7d27f91be8546f3fb112c608bc4029aef0bab86a2a5",
-                "sha256:d080e0a5eb2529460b30190fcfcc4199bd7f827663f858a226a81bc27beaa97e",
-                "sha256:dd15ff04ffd7e05ffcb7fe79f1b98041b8ea30ae9234aed2a9168b5797c3effb",
-                "sha256:df0be2b576a7abbf737b1575f048c23fb1d769f267ec4358296f31c2479db8f9",
-                "sha256:e09031c87a1e51556fdcb46e5bd4f59dfb743061cf93c4d6831bf894f125eb57",
-                "sha256:e4dd52d80b8c83fdce44e12478ad2e85c64ea965e75d66dbeafb0a3e77308fcc",
-                "sha256:fec21693218efe39aa7f8599346e90c705afa52c5b31ae019b2e57e8f6542bb2"
-            ],
-            "version": "==2.1.3"
+                "sha256:00e046b6dd71aa03a41079792f8473dc494d564611a8f89bbbd7cb93295ebdcf",
+                "sha256:075202fa5b72c86ad32dc7d0b56024ebdbcf2048c0ba09f1cde31bfdd57bcfff",
+                "sha256:0e397ac966fdf721b2c528cf028494e86172b4feba51d65f81ffd65c63798f3f",
+                "sha256:17b950fccb810b3293638215058e432159d2b71005c74371d784862b7e4683f3",
+                "sha256:1f3fbcb7ef1f16e48246f704ab79d79da8a46891e2da03f8783a5b6fa41a9532",
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             "editable": true,
@@ -481,10 +506,11 @@
         },
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         "protobuf": {
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@@ -514,11 +540,12 @@
         },
         "psycopg": {
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-            "version": "==3.1.10"
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@@ -529,10 +556,11 @@
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         "pyasn1": {
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@@ -543,10 +571,11 @@
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         "pyopenssl": {
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@@ -563,43 +592,48 @@
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@@ -624,6 +658,7 @@
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@@ -656,43 +691,56 @@
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             "markers": "platform_python_implementation == 'CPython' and python_version < '3.10'",
             "version": "==0.2.7"
@@ -714,26 +762,28 @@
         },
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+            "version": "==6.4"
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-            "version": "==4.7.1"
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@@ -746,6 +796,8 @@
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             "version": "==2.3.7"
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@@ -812,38 +864,40 @@
     "develop": {
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-            "version": "==23.1.0"
+            "markers": "python_version >= '3.7'",
+            "version": "==23.2.0"
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-            "version": "==23.7.0"
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@@ -854,27 +908,30 @@
         },
         "flake8": {
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-            "version": "==6.1.0"
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+            "version": "==7.0.0"
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-            "version": "==23.7.10"
+            "markers": "python_full_version >= '3.8.1'",
+            "version": "==24.2.6"
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-            "version": "==5.12.0"
+            "markers": "python_full_version >= '3.8.0'",
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@@ -899,17 +956,19 @@
         },
         "pathspec": {
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-            "version": "==0.11.2"
+            "markers": "python_version >= '3.8'",
+            "version": "==0.12.1"
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-            "version": "==3.10.0"
+            "markers": "python_version >= '3.8'",
+            "version": "==4.2.0"
         },
         "pycodestyle": {
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@@ -920,10 +979,11 @@
         },
         "pyflakes": {
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-            "version": "==3.1.0"
+            "markers": "python_version >= '3.8'",
+            "version": "==3.2.0"
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         "tomli": {
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@@ -935,10 +995,11 @@
         },
         "typing-extensions": {
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-                "sha256:440d5dd3af93b060174bf433bccd69b0babc3b15b1a8dca43789fd7f61514b36",
-                "sha256:b75ddc264f0ba5615db7ba217daeb99701ad295353c45f9e95963337ceeeffb2"
+                "sha256:23478f88c37f27d76ac8aee6c905017a143b0b1b886c3c9f66bc2fd94f9f5783",
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             ],
-            "version": "==4.7.1"
+            "markers": "python_version >= '3.8'",
+            "version": "==4.9.0"
         }
     }
 }