diff --git a/Dockerfile b/Dockerfile
index db9f666..714e1b4 100644
--- a/Dockerfile
+++ b/Dockerfile
@@ -47,6 +47,7 @@ RUN \
   python3 -m ensurepip && \
   rm -rf /usr/lib/python*/ensurepip && \
   cd /app/netbox && \
+  pip3 install --no-cache-dir -U pip && \  
   pip3 install --no-cache-dir wheel && \
   pip3 install --no-cache-dir --find-links https://wheel-index.linuxserver.io/alpine/ -r requirements.txt && \
   echo "**** cleanup ****" && \
diff --git a/Dockerfile.aarch64 b/Dockerfile.aarch64
index 5ac591e..ab507c5 100644
--- a/Dockerfile.aarch64
+++ b/Dockerfile.aarch64
@@ -47,6 +47,7 @@ RUN \
   python3 -m ensurepip && \
   rm -rf /usr/lib/python*/ensurepip && \
   cd /app/netbox && \
+  pip3 install --no-cache-dir -U pip && \
   pip3 install --no-cache-dir wheel && \
   pip3 install --no-cache-dir --find-links https://wheel-index.linuxserver.io/alpine/ -r requirements.txt && \
   echo "**** cleanup ****" && \
diff --git a/Dockerfile.armhf b/Dockerfile.armhf
index 0c9e543..698617a 100644
--- a/Dockerfile.armhf
+++ b/Dockerfile.armhf
@@ -47,6 +47,7 @@ RUN \
   python3 -m ensurepip && \
   rm -rf /usr/lib/python*/ensurepip && \
   cd /app/netbox && \
+  pip3 install --no-cache-dir -U pip && \
   pip3 install --no-cache-dir wheel && \
   pip3 install --no-cache-dir --find-links https://wheel-index.linuxserver.io/alpine/ -r requirements.txt && \
   echo "**** cleanup ****" && \