diff --git a/bitnami/python/3.9/debian-11/Dockerfile b/bitnami/python/3.9/debian-11/Dockerfile
index d0a35c1522b5..9bc4982d9d02 100644
--- a/bitnami/python/3.9/debian-11/Dockerfile
+++ b/bitnami/python/3.9/debian-11/Dockerfile
@@ -5,7 +5,7 @@ ENV OS_ARCH="amd64" \
 
 LABEL org.opencontainers.image.authors="https://bitnami.com/contact" \
       org.opencontainers.image.description="Application packaged by Bitnami" \
-      org.opencontainers.image.ref.name="3.9.13-debian-11-r37" \
+      org.opencontainers.image.ref.name="3.9.13-debian-11-r38" \
       org.opencontainers.image.source="https://github.com/bitnami/containers/tree/main/bitnami/python" \
       org.opencontainers.image.title="python" \
       org.opencontainers.image.vendor="VMware, Inc." \
@@ -15,10 +15,13 @@ COPY prebuildfs /
 SHELL ["/bin/bash", "-o", "pipefail", "-c"]
 # Install required system packages and dependencies
 RUN install_packages build-essential ca-certificates curl git gzip libbz2-1.0 libc6 libcom-err2 libcrypt1 libffi7 libgssapi-krb5-2 libk5crypto3 libkeyutils1 libkrb5-3 libkrb5support0 liblzma5 libncursesw6 libnsl2 libreadline8 libsqlite3-0 libsqlite3-dev libssl-dev libssl1.1 libtinfo6 libtirpc3 pkg-config procps tar unzip wget zlib1g
-RUN wget -nc -P /tmp/bitnami/pkg/cache/ https://downloads.bitnami.com/files/stacksmith/python-3.9.13-164-linux-amd64-debian-11.tar.gz && \
-    echo "84dc1804c30767dba8197459b7d20b77279f80ee52fdfd126487d179d124346f  /tmp/bitnami/pkg/cache/python-3.9.13-164-linux-amd64-debian-11.tar.gz" | sha256sum -c - && \
-    tar -zxf /tmp/bitnami/pkg/cache/python-3.9.13-164-linux-amd64-debian-11.tar.gz -P --transform 's|^[^/]*/files|/opt/bitnami|' --wildcards '*/files' && \
-    rm -rf /tmp/bitnami/pkg/cache/python-3.9.13-164-linux-amd64-debian-11.tar.gz
+RUN mkdir -p /tmp/bitnami/pkg/cache/ && cd /tmp/bitnami/pkg/cache/ && \
+    if [ ! -f python-3.9.13-165-linux-amd64-debian-11.tar.gz ]; then \
+      curl -SsLf https://downloads.bitnami.com/files/stacksmith/python-3.9.13-165-linux-amd64-debian-11.tar.gz -O ; \
+    fi && \
+    echo "5051fbf8187b68b029cdf43e2fbae05619fa21e6770224c16ac6150242fc30b2  python-3.9.13-165-linux-amd64-debian-11.tar.gz" | sha256sum -c - && \
+    tar -zxf python-3.9.13-165-linux-amd64-debian-11.tar.gz -C /opt/bitnami --strip-components=2 --wildcards '*/files' && \
+    rm -rf python-3.9.13-165-linux-amd64-debian-11.tar.gz
 RUN apt-get update && apt-get upgrade -y && \
     rm -r /var/lib/apt/lists /var/cache/apt/archives
 RUN sed -i 's/^PASS_MAX_DAYS.*/PASS_MAX_DAYS    90/' /etc/login.defs && \
diff --git a/bitnami/python/3.9/debian-11/prebuildfs/opt/bitnami/.bitnami_components.json b/bitnami/python/3.9/debian-11/prebuildfs/opt/bitnami/.bitnami_components.json
index ecf75a91ed99..fff8aff62f8d 100644
--- a/bitnami/python/3.9/debian-11/prebuildfs/opt/bitnami/.bitnami_components.json
+++ b/bitnami/python/3.9/debian-11/prebuildfs/opt/bitnami/.bitnami_components.json
@@ -1,9 +1,9 @@
 {
     "python": {
         "arch": "amd64",
-        "digest": "84dc1804c30767dba8197459b7d20b77279f80ee52fdfd126487d179d124346f",
+        "digest": "5051fbf8187b68b029cdf43e2fbae05619fa21e6770224c16ac6150242fc30b2",
         "distro": "debian-11",
         "type": "NAMI",
-        "version": "3.9.13-164"
+        "version": "3.9.13-165"
     }
 }
\ No newline at end of file