diff --git a/Dockerfile.ci b/Dockerfile.ci
index 1e52b4fc59eed..aa9114ab6b5c9 100644
--- a/Dockerfile.ci
+++ b/Dockerfile.ci
@@ -984,6 +984,11 @@ function environment_initialization() {
 
     set +e
 
+    # shellcheck source=scripts/in_container/configure_environment.sh
+    . "${IN_CONTAINER_DIR}/configure_environment.sh"
+    # shellcheck source=scripts/in_container/run_init_script.sh
+    . "${IN_CONTAINER_DIR}/run_init_script.sh"
+
     "${IN_CONTAINER_DIR}/check_environment.sh"
     ENVIRONMENT_EXIT_CODE=$?
     set -e
@@ -993,6 +998,7 @@ function environment_initialization() {
         echo
         exit ${ENVIRONMENT_EXIT_CODE}
     fi
+
     mkdir -p /usr/lib/google-cloud-sdk/bin
     touch /usr/lib/google-cloud-sdk/bin/gcloud
     ln -s -f /usr/bin/gcloud /usr/lib/google-cloud-sdk/bin/gcloud
@@ -1018,12 +1024,6 @@ function environment_initialization() {
         ssh-keyscan -H localhost >> ~/.ssh/known_hosts 2>/dev/null
     fi
 
-    # shellcheck source=scripts/in_container/configure_environment.sh
-    . "${IN_CONTAINER_DIR}/configure_environment.sh"
-
-    # shellcheck source=scripts/in_container/run_init_script.sh
-    . "${IN_CONTAINER_DIR}/run_init_script.sh"
-
     cd "${AIRFLOW_SOURCES}"
 
     # Temporarily add /opt/airflow/providers/standard/tests to PYTHONPATH in order to see example dags
diff --git a/scripts/docker/entrypoint_ci.sh b/scripts/docker/entrypoint_ci.sh
index bd7fbc82807db..92d2afcb0b5a2 100755
--- a/scripts/docker/entrypoint_ci.sh
+++ b/scripts/docker/entrypoint_ci.sh
@@ -144,6 +144,11 @@ function environment_initialization() {
 
     set +e
 
+    # shellcheck source=scripts/in_container/configure_environment.sh
+    . "${IN_CONTAINER_DIR}/configure_environment.sh"
+    # shellcheck source=scripts/in_container/run_init_script.sh
+    . "${IN_CONTAINER_DIR}/run_init_script.sh"
+
     "${IN_CONTAINER_DIR}/check_environment.sh"
     ENVIRONMENT_EXIT_CODE=$?
     set -e
@@ -153,6 +158,7 @@ function environment_initialization() {
         echo
         exit ${ENVIRONMENT_EXIT_CODE}
     fi
+
     mkdir -p /usr/lib/google-cloud-sdk/bin
     touch /usr/lib/google-cloud-sdk/bin/gcloud
     ln -s -f /usr/bin/gcloud /usr/lib/google-cloud-sdk/bin/gcloud
@@ -178,12 +184,6 @@ function environment_initialization() {
         ssh-keyscan -H localhost >> ~/.ssh/known_hosts 2>/dev/null
     fi
 
-    # shellcheck source=scripts/in_container/configure_environment.sh
-    . "${IN_CONTAINER_DIR}/configure_environment.sh"
-
-    # shellcheck source=scripts/in_container/run_init_script.sh
-    . "${IN_CONTAINER_DIR}/run_init_script.sh"
-
     cd "${AIRFLOW_SOURCES}"
 
     # Temporarily add /opt/airflow/providers/standard/tests to PYTHONPATH in order to see example dags
diff --git a/scripts/in_container/check_environment.sh b/scripts/in_container/check_environment.sh
index 9f3e67172fc83..6c385f9817316 100755
--- a/scripts/in_container/check_environment.sh
+++ b/scripts/in_container/check_environment.sh
@@ -95,8 +95,6 @@ function startairflow_if_requested() {
         echo
         export AIRFLOW__CORE__LOAD_EXAMPLES=${LOAD_EXAMPLES}
 
-        . "$( dirname "${BASH_SOURCE[0]}" )/configure_environment.sh"
-
         if airflow db migrate
         then
             if [[ ${LOAD_DEFAULT_CONNECTIONS=} == "true" || ${LOAD_DEFAULT_CONNECTIONS=} == "True" ]]; then
@@ -119,9 +117,6 @@ function startairflow_if_requested() {
         else
             echo "Skipping user creation as auth manager different from Fab is used"
         fi
-
-        . "$( dirname "${BASH_SOURCE[0]}" )/run_init_script.sh"
-
     fi
     return $?
 }