diff --git a/.circleci/config.yml b/.circleci/config.yml
index 9817e072f3..ac64873c98 100644
--- a/.circleci/config.yml
+++ b/.circleci/config.yml
@@ -123,6 +123,7 @@ jobs:
       - ST2_CHECKOUT: 0
       - ST2_GITDIR: /tmp/st2
       - BASH_ENV: ~/.buildenv
+      - DOCKER_API_VERSION: "1.43"
     steps:
       - checkout
       - run:
diff --git a/CHANGELOG.rst b/CHANGELOG.rst
index efb07a459e..87d917e8eb 100644
--- a/CHANGELOG.rst
+++ b/CHANGELOG.rst
@@ -71,7 +71,8 @@ Changed
 
 * Switched tests from `nosetest` to `pytest`. `st2-run-pack-tests` also uses pytest.
   So, all pack tests must be runnable by `pytest`, which may require migration. #6291
-  Contributed by @nzlosh, @FileMagic, @guzzijones, and @cognifloyd.
+  Contributed by @nzlosh, @FileMagic, @guzzijones, and @cognifloyd. Pinned pytest-cov
+  to 5.0.0 for python 3.8 support.
 
 * Migrated github actions from image ubunutu 20.04 with python 3.8.10 to image ubuntu 22.04 with python 3.8.12. #6301
   Contributed by @nzlosh
@@ -126,6 +127,9 @@ Added
 * Cherry-pick changes to runners.sh from st2-packages git repo. #6302
   Cherry-picked by @cognifloyd
 
+* Pinned DOCKER_API_VERSION in the circleci build to make sure the docker-cli api version does not exceed what
+  `cicrleci docker24 <https://circleci.com/docs/guides/execution-managed/building-docker-images/>`_ supports
+
 3.8.1 - December 13, 2023
 -------------------------
 Fixed
diff --git a/fixed-requirements.txt b/fixed-requirements.txt
index b83d0eca98..6bb2f93314 100644
--- a/fixed-requirements.txt
+++ b/fixed-requirements.txt
@@ -89,3 +89,4 @@ python-dateutil==2.9.0.post0
 python-statsd==2.1.0
 orjson==3.10.15
 zipp==3.20.2
+pynacl==1.6.0
diff --git a/lockfiles/st2.lock b/lockfiles/st2.lock
index 6f7b2ec5fb..779589e997 100644
--- a/lockfiles/st2.lock
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diff --git a/requirements.txt b/requirements.txt
index 782de672fc..6493a24be9 100644
--- a/requirements.txt
+++ b/requirements.txt
@@ -46,6 +46,7 @@ pyOpenSSL<25.2
 pygments==2.19.2
 pyinotify==0.9.6 ; platform_system=="Linux"
 pymongo==4.6.3
+pynacl==1.6.0
 pyparsing==3.1.4
 pyrabbit
 pysocks
diff --git a/st2common/bin/st2-run-pack-tests b/st2common/bin/st2-run-pack-tests
index 960b8026e4..0090f7aa07 100755
--- a/st2common/bin/st2-run-pack-tests
+++ b/st2common/bin/st2-run-pack-tests
@@ -38,10 +38,11 @@ PACK_TEST_PYTHON_DEPENDENCIES_NAMES=(
     'mock'
     'pytest-cov'
 )
+# While Stackstorm supports Python 3.8, pytest-cov must be run at a lower version
 PACK_TEST_PYTHON_DEPENDENCIES_VERSIONS=(
     '>7'
     '>=4.0.3'
-    '>=6.1.1'
+    '>=5.0.0'
 )
 
 VIRTUALENVS_DIR="/tmp/st2-pack-tests-virtualenvs"
diff --git a/st2common/in-requirements.txt b/st2common/in-requirements.txt
index fecae64141..c8ba49abe4 100644
--- a/st2common/in-requirements.txt
+++ b/st2common/in-requirements.txt
@@ -16,6 +16,8 @@ orquesta@ git+https://github.com/StackStorm/orquesta.git@5ba1467614b2ef8b4709b2c
 st2-rbac-backend@ git+https://github.com/StackStorm/st2-rbac-backend.git@master
 oslo.config
 paramiko
+# pynacl is used by paramiko and version needs to be pinned
+pynacl
 pyyaml
 pymongo
 # used for optional network level compression for mongodb
diff --git a/st2common/requirements.txt b/st2common/requirements.txt
index 1aa9d079ee..4e4b644b2c 100644
--- a/st2common/requirements.txt
+++ b/st2common/requirements.txt
@@ -32,6 +32,7 @@ oslo.config==9.6.0
 paramiko==3.5.1
 pyOpenSSL<25.2
 pymongo==4.6.3
+pynacl==1.6.0
 python-dateutil==2.9.0.post0
 python-statsd==2.1.0
 pyyaml==6.0.3