diff --git a/.github/workflows/build-insights-webapp-push-tag-shared.yaml b/.github/workflows/build-insights-webapp-push-tag-shared.yaml
index 6c48a960..66c3f737 100644
--- a/.github/workflows/build-insights-webapp-push-tag-shared.yaml
+++ b/.github/workflows/build-insights-webapp-push-tag-shared.yaml
@@ -17,12 +17,15 @@ jobs:
           if grep -qs -e '^.*.*-develop' <<< "${TAG}" ; then
             echo "Found environment: DEVELOP - ${TAG}"
             echo "MANIFESTS_ENVIRONMENT=develop" | tee "${GITHUB_ENV}"
+            echo "OLD_IMAGE=${{ secrets.ECR }}/insights:webapp-develop" | tee -a "${GITHUB_ENV}"
           elif grep -qs -e '^.*.*-staging' <<< "${TAG}" ; then
             echo "Found environment: STAGING - ${TAG}"
             echo "MANIFESTS_ENVIRONMENT=staging" | tee -a "${GITHUB_ENV}"
+            echo "OLD_IMAGE=${{ secrets.ECR }}/insights:webapp-staging" | tee -a "${GITHUB_ENV}"
           elif grep -qs -e '^.*.*' <<< "${TAG}" ; then
             echo "No environment found, assuming: PRODUCTION - ${TAG}"
             echo "MANIFESTS_ENVIRONMENT=production" | tee -a "${GITHUB_ENV}"
+            echo "OLD_IMAGE=${{ secrets.ECR }}/insights:webapp-production" | tee -a "${GITHUB_ENV}"
           else
             echo 'Not a valid tag. Skipping...'
             exit 1
@@ -65,9 +68,13 @@ jobs:
             tag=${{env.TAG}}
             commit=${{env.COMMIT_SHA}}
             repository=${{env.IMAGE_SOURCE_URL}}
+          build-args: |
+            OLD_IMAGE=${{env.OLD_IMAGE}}
           file: docker/Dockerfile
           push: true
-          tags: '${{env.IMAGE_TAG}}'
+          tags: |
+            ${{env.IMAGE_TAG}}
+            ${{env.OLD_IMAGE}}
           no-cache: true
 
       - name: Check out Kubernetes Manifests
diff --git a/docker/Dockerfile b/docker/Dockerfile
index e8567e9c..c08f9974 100644
--- a/docker/Dockerfile
+++ b/docker/Dockerfile
@@ -2,19 +2,25 @@
 
 ARG NODE_VERSION="18.18.0"
 ARG BASE_VERSION="alpine3.17"
+ARG OLD_IMAGE="insights-webapp:latest"
+ARG KEEP_DAYS=60
+ARG VITE_FIREBASE_CONFIG
+ARG VITE_HOTJAR_ID
 
-FROM node:${NODE_VERSION}-${BASE_VERSION} as builder
+FROM node:${NODE_VERSION}-${BASE_VERSION} AS builder
 
 WORKDIR /app
 
-ARG VITE_FIREBASE_CONFIG
+ARG KEEP_DAYS
 
-ENV VITE_FIREBASE_CONFIG $VITE_FIREBASE_CONFIG
-ENV VITE_HOTJAR_ID $VITE_HOTJAR_ID
+ARG VITE_FIREBASE_CONFIG
+ARG VITE_HOTJAR_ID
 
-RUN apk --no-cache add git
+ENV VITE_FIREBASE_CONFIG=$VITE_FIREBASE_CONFIG
+ENV VITE_HOTJAR_ID=$VITE_HOTJAR_ID
 
 RUN apk add --no-cache \
+    git \
     build-base \
     cairo-dev \
     pango-dev \
@@ -31,15 +37,25 @@ COPY . ./
 
 RUN yarn build
 
+FROM ${OLD_IMAGE} AS old_css
+
 FROM nginxinc/nginx-unprivileged:1.25-alpine
+ARG OLD_IMAGE=${OLD_IMAGE}
+ARG KEEP_DAYS
 
 COPY --chown=nginx:nginx docker/nginx/nginx.conf /etc/nginx/nginx.conf
+COPY --chown=nginx:nginx docker/nginx/headers /usr/share/nginx/html/headers
+COPY --chown=nginx:nginx docker/file_handler.sh /
 COPY --from=builder --chown=nginx:nginx /app/dist /usr/share/nginx/html/insights/
+COPY --from=old_css --chown=nginx:nginx /usr/share/nginx/html/insights/assets/all.tx[t] /usr/share/nginx/html/insights/assets/*.css /usr/share/nginx/html/insights/assets/
+
 COPY docker-entrypoint.sh /
+
 RUN mv /usr/share/nginx/html/insights/index.html /usr/share/nginx/html/insights/index.html.tmpl \
     && cd /usr/share/nginx/html/insights/ \
-    && ln -s /tmp/index.html
+    && ln -s /tmp/index.html \
+    && /file_handler.sh css
 
 EXPOSE 8080
 ENTRYPOINT ["/docker-entrypoint.sh"]
-CMD ["nginx", "-g", "daemon off;"]
\ No newline at end of file
+CMD ["nginx", "-g", "daemon off;"]
diff --git a/docker/file_handler.sh b/docker/file_handler.sh
new file mode 100755
index 00000000..c4f68bac
--- /dev/null
+++ b/docker/file_handler.sh
@@ -0,0 +1,114 @@
+#!/usr/bin/env sh
+
+FILES=""
+CURRENT_TIME=$( date +%s )
+EXPIRE_TIME=$(( CURRENT_TIME-(30*24*60*60) ))
+#EXPIRE_TIME=$(( CURRENT_TIME-1 ))
+
+dict_keys(){
+	IFS="$( printf '\t' )"
+	echo "$1" | while read -r KEY VALUE ; do
+		echo "${KEY}"
+	done
+}
+
+dict_values(){
+	IFS="$( printf '\t' )"
+	echo "$1" | while read -r KEY VALUE ; do
+		echo "${VALUE}"
+	done
+}
+
+
+dict_set(){
+	has_key="false"
+	IFS="$( printf '\t' )"
+
+	while read -r KEY VALUE ; do
+		if [ "${KEY}" = "$2" ] ; then
+			printf '%s\t%s\n' "$2" "$3"
+			has_key='true'
+		else
+			printf '%s\t%s\n' "${KEY}" "${VALUE}"
+		fi
+	done <<-EOFDICT
+	$1
+	EOFDICT
+	if [ "${has_key}" = 'false' ] ; then
+		printf '%s\t%s\n' "$2" "$3"
+	fi
+}
+
+dict_get(){
+	has_key="false"
+	IFS="$( printf '\t' )"
+
+	while read -r KEY VALUE ; do
+		if [ "${KEY}" = "$2" ] ; then
+			echo "${VALUE}"
+			has_key='true'
+			break
+		fi
+	done <<-EOFDICT
+$1
+EOFDICT
+
+	if [ "${has_key}" = 'false' ] ; then
+		echo "$3"
+	fi
+}
+
+load_files(){
+	while read -r file_ctime filename ; do
+		if [ "${file_ctime}" -le "$( dict_get "${FILES}" "${filename}" "3199999999" )" ] ; then
+			FILES=$( dict_set "${FILES}" "${filename}" "${file_ctime}" )
+		fi
+	done<<EOFDICT
+$( cat "$@" )
+EOFDICT
+
+}
+
+print_files(){
+	dict_keys "${FILES}" | while read -r filename ; do
+		if [ -r "${filename}" ] ; then
+			printf '%s\t%s\n' "$( dict_get "${FILES}" "${filename}" )" "${filename}"
+		fi
+	done
+}
+
+delete_old_files(){
+	for filename in $( dict_keys "${FILES}" ); do
+		if [ "${EXPIRE_TIME}" -gt "$( dict_get "${FILES}" "${filename}" )" ] ; then
+			echo "deleting: ${filename} $( dict_get "${FILES}" "${filename}" )" 1>&2
+			rm -rf "${filename}"
+		fi
+	done
+}
+
+generate_files(){
+	while read -r filename ; do
+		if [ -r "${filename}" ] ; then
+			printf '%s\t%s\n' "${CURRENT_TIME}" "${filename}"
+		fi
+	done
+}
+
+if [ "$1" = "delete_old" ]; then
+	shift
+	load_files "$@"
+	delete_old_files
+elif [ "$1" = "print" ] ; then
+	shift
+	load_files "$@"
+	#echo "$FILES"
+	print_files
+elif [ "$1" = "generate" ] ; then
+	generate_files
+elif [ "$1" = "css" ] ; then
+	load_files <<EOFDICT
+$( find . -iname "*.css" | generate_files ; [ -r assets/all.txt ] && cat assets/all.txt )
+EOFDICT
+	delete_old_files
+	print_files > assets/all.txt
+fi
diff --git a/docker/nginx/file_handler.sh b/docker/nginx/file_handler.sh
new file mode 100755
index 00000000..c4f68bac
--- /dev/null
+++ b/docker/nginx/file_handler.sh
@@ -0,0 +1,114 @@
+#!/usr/bin/env sh
+
+FILES=""
+CURRENT_TIME=$( date +%s )
+EXPIRE_TIME=$(( CURRENT_TIME-(30*24*60*60) ))
+#EXPIRE_TIME=$(( CURRENT_TIME-1 ))
+
+dict_keys(){
+	IFS="$( printf '\t' )"
+	echo "$1" | while read -r KEY VALUE ; do
+		echo "${KEY}"
+	done
+}
+
+dict_values(){
+	IFS="$( printf '\t' )"
+	echo "$1" | while read -r KEY VALUE ; do
+		echo "${VALUE}"
+	done
+}
+
+
+dict_set(){
+	has_key="false"
+	IFS="$( printf '\t' )"
+
+	while read -r KEY VALUE ; do
+		if [ "${KEY}" = "$2" ] ; then
+			printf '%s\t%s\n' "$2" "$3"
+			has_key='true'
+		else
+			printf '%s\t%s\n' "${KEY}" "${VALUE}"
+		fi
+	done <<-EOFDICT
+	$1
+	EOFDICT
+	if [ "${has_key}" = 'false' ] ; then
+		printf '%s\t%s\n' "$2" "$3"
+	fi
+}
+
+dict_get(){
+	has_key="false"
+	IFS="$( printf '\t' )"
+
+	while read -r KEY VALUE ; do
+		if [ "${KEY}" = "$2" ] ; then
+			echo "${VALUE}"
+			has_key='true'
+			break
+		fi
+	done <<-EOFDICT
+$1
+EOFDICT
+
+	if [ "${has_key}" = 'false' ] ; then
+		echo "$3"
+	fi
+}
+
+load_files(){
+	while read -r file_ctime filename ; do
+		if [ "${file_ctime}" -le "$( dict_get "${FILES}" "${filename}" "3199999999" )" ] ; then
+			FILES=$( dict_set "${FILES}" "${filename}" "${file_ctime}" )
+		fi
+	done<<EOFDICT
+$( cat "$@" )
+EOFDICT
+
+}
+
+print_files(){
+	dict_keys "${FILES}" | while read -r filename ; do
+		if [ -r "${filename}" ] ; then
+			printf '%s\t%s\n' "$( dict_get "${FILES}" "${filename}" )" "${filename}"
+		fi
+	done
+}
+
+delete_old_files(){
+	for filename in $( dict_keys "${FILES}" ); do
+		if [ "${EXPIRE_TIME}" -gt "$( dict_get "${FILES}" "${filename}" )" ] ; then
+			echo "deleting: ${filename} $( dict_get "${FILES}" "${filename}" )" 1>&2
+			rm -rf "${filename}"
+		fi
+	done
+}
+
+generate_files(){
+	while read -r filename ; do
+		if [ -r "${filename}" ] ; then
+			printf '%s\t%s\n' "${CURRENT_TIME}" "${filename}"
+		fi
+	done
+}
+
+if [ "$1" = "delete_old" ]; then
+	shift
+	load_files "$@"
+	delete_old_files
+elif [ "$1" = "print" ] ; then
+	shift
+	load_files "$@"
+	#echo "$FILES"
+	print_files
+elif [ "$1" = "generate" ] ; then
+	generate_files
+elif [ "$1" = "css" ] ; then
+	load_files <<EOFDICT
+$( find . -iname "*.css" | generate_files ; [ -r assets/all.txt ] && cat assets/all.txt )
+EOFDICT
+	delete_old_files
+	print_files > assets/all.txt
+fi
diff --git a/docker/nginx/headers b/docker/nginx/headers
new file mode 100644
index 00000000..e69de29b