diff --git a/api_ping/Dockerfile b/api_ping/Dockerfile
index 82af276..5558d3c 100644
--- a/api_ping/Dockerfile
+++ b/api_ping/Dockerfile
@@ -1,8 +1,7 @@
 FROM alpine:3.20
-RUN rm /usr/lib/python3.12/EXTERNALLY-MANAGED
 # dependencies needed for compiling c extensions
 # also busybox-extras for telnet for easier use of backdoor
-RUN apk --update add py3-pip g++ python3-dev libffi-dev musl-dev file make busybox-extras
+RUN apk --update add py3-pip g++ python3-dev libffi-dev musl-dev file make busybox-extras && rm /usr/lib/python3.12/EXTERNALLY-MANAGED
 
 # Try to get wheels working
 RUN pip install --upgrade pip wheel
diff --git a/backfiller/Dockerfile b/backfiller/Dockerfile
index 0ce2b27..3e83c7c 100644
--- a/backfiller/Dockerfile
+++ b/backfiller/Dockerfile
@@ -1,8 +1,7 @@
 FROM alpine:3.20
-RUN rm /usr/lib/python3.12/EXTERNALLY-MANAGED
 # dependencies needed for compiling c extensions
 # also busybox-extras for telnet for easier use of backdoor
-RUN apk --update add py3-pip g++ python3-dev libffi-dev musl-dev postgresql-dev file make busybox-extras
+RUN apk --update add py3-pip g++ python3-dev libffi-dev musl-dev postgresql-dev file make busybox-extras && rm /usr/lib/python3.12/EXTERNALLY-MANAGED
 
 # Try to get wheels working
 RUN pip install --upgrade pip wheel
diff --git a/bus_analyzer/Dockerfile b/bus_analyzer/Dockerfile
index 1443af9..e1a8bbd 100644
--- a/bus_analyzer/Dockerfile
+++ b/bus_analyzer/Dockerfile
@@ -1,8 +1,7 @@
 FROM alpine:3.20
-RUN rm /usr/lib/python3.12/EXTERNALLY-MANAGED
 # dependencies needed for compiling c extensions
 # also busybox-extras for telnet for easier use of backdoor
-RUN apk --update add py3-pip g++ python3-dev libffi-dev musl-dev postgresql-dev zlib-dev jpeg-dev file make busybox-extras
+RUN apk --update add py3-pip g++ python3-dev libffi-dev musl-dev postgresql-dev zlib-dev jpeg-dev file make busybox-extras && rm /usr/lib/python3.12/EXTERNALLY-MANAGED
 
 # Try to get wheels working
 RUN pip install --upgrade pip wheel
diff --git a/buscribe_api/Dockerfile b/buscribe_api/Dockerfile
index 97299cc..02c21b6 100644
--- a/buscribe_api/Dockerfile
+++ b/buscribe_api/Dockerfile
@@ -1,8 +1,7 @@
 FROM alpine:3.20
-RUN rm /usr/lib/python3.12/EXTERNALLY-MANAGED
 # dependencies needed for compiling c extensions
 # also busybox-extras for telnet for easier use of backdoor
-RUN apk --update add py3-pip g++ python3-dev libffi-dev musl-dev postgresql-dev file make busybox-extras
+RUN apk --update add py3-pip g++ python3-dev libffi-dev musl-dev postgresql-dev file make busybox-extras && rm /usr/lib/python3.12/EXTERNALLY-MANAGED
 
 # should speed up installing python modules
 RUN pip install --upgrade pip wheel
diff --git a/chat_archiver/Dockerfile b/chat_archiver/Dockerfile
index 11553ed..c3f5b99 100644
--- a/chat_archiver/Dockerfile
+++ b/chat_archiver/Dockerfile
@@ -1,8 +1,7 @@
 FROM alpine:3.20
-RUN rm /usr/lib/python3.12/EXTERNALLY-MANAGED
 # dependencies needed for compiling c extensions
 # also busybox-extras for telnet for easier use of backdoor
-RUN apk --update add py3-pip g++ python3-dev libffi-dev musl-dev file make busybox-extras
+RUN apk --update add py3-pip g++ python3-dev libffi-dev musl-dev file make busybox-extras && rm /usr/lib/python3.12/EXTERNALLY-MANAGED
 
 # Try to get wheels working
 RUN pip install --upgrade pip wheel
diff --git a/cutter/Dockerfile b/cutter/Dockerfile
index 9e1badf..a13d8b5 100644
--- a/cutter/Dockerfile
+++ b/cutter/Dockerfile
@@ -1,8 +1,7 @@
 FROM alpine:3.20
-RUN rm /usr/lib/python3.12/EXTERNALLY-MANAGED
 # dependencies needed for compiling c extensions
 # also busybox-extras for telnet for easier use of backdoor
-RUN apk --update add py3-pip g++ python3-dev libffi-dev musl-dev postgresql-dev file make busybox-extras zlib-dev jpeg-dev
+RUN apk --update add py3-pip g++ python3-dev libffi-dev musl-dev postgresql-dev file make busybox-extras zlib-dev jpeg-dev && rm /usr/lib/python3.12/EXTERNALLY-MANAGED
 
 # Try to get wheels working
 RUN pip install --upgrade pip wheel
diff --git a/downloader/Dockerfile b/downloader/Dockerfile
index 8abf6a9..4f69d1e 100644
--- a/downloader/Dockerfile
+++ b/downloader/Dockerfile
@@ -1,8 +1,7 @@
 FROM alpine:3.20
-RUN rm /usr/lib/python3.12/EXTERNALLY-MANAGED
 # dependencies needed for compiling c extensions
 # also busybox-extras for telnet for easier use of backdoor
-RUN apk --update add py3-pip g++ python3-dev libffi-dev musl-dev file make busybox-extras
+RUN apk --update add py3-pip g++ python3-dev libffi-dev musl-dev file make busybox-extras && rm /usr/lib/python3.12/EXTERNALLY-MANAGED
 
 # Try to get wheels working
 RUN pip install --upgrade pip wheel
diff --git a/playlist_manager/Dockerfile b/playlist_manager/Dockerfile
index 958a785..2509df3 100644
--- a/playlist_manager/Dockerfile
+++ b/playlist_manager/Dockerfile
@@ -1,8 +1,7 @@
 FROM alpine:3.20
-RUN rm /usr/lib/python3.12/EXTERNALLY-MANAGED
 # dependencies needed for compiling c extensions
 # also busybox-extras for telnet for easier use of backdoor
-RUN apk --update add py3-pip g++ python3-dev libffi-dev musl-dev postgresql-dev file make busybox-extras
+RUN apk --update add py3-pip g++ python3-dev libffi-dev musl-dev postgresql-dev file make busybox-extras && rm /usr/lib/python3.12/EXTERNALLY-MANAGED
 
 # Try to get wheels working
 RUN pip install --upgrade pip wheel
diff --git a/restreamer/Dockerfile b/restreamer/Dockerfile
index a489667..c58fdf8 100644
--- a/restreamer/Dockerfile
+++ b/restreamer/Dockerfile
@@ -1,8 +1,7 @@
 FROM alpine:3.20
-RUN rm /usr/lib/python3.12/EXTERNALLY-MANAGED
 # dependencies needed for compiling c extensions
 # also busybox-extras for telnet for easier use of backdoor
-RUN apk --update add py3-pip g++ python3-dev libffi-dev musl-dev postgresql-dev file make busybox-extras zlib-dev jpeg-dev
+RUN apk --update add py3-pip g++ python3-dev libffi-dev musl-dev postgresql-dev file make busybox-extras zlib-dev jpeg-dev && rm /usr/lib/python3.12/EXTERNALLY-MANAGED
 
 # Try to get wheels working
 RUN pip install --upgrade pip wheel
diff --git a/segment_coverage/Dockerfile b/segment_coverage/Dockerfile
index efcb922..2e0c0d7 100644
--- a/segment_coverage/Dockerfile
+++ b/segment_coverage/Dockerfile
@@ -1,8 +1,7 @@
 FROM alpine:3.20
-RUN rm /usr/lib/python3.12/EXTERNALLY-MANAGED
 # dependencies needed for compiling c extensions
 # also busybox-extras for telnet for easier use of backdoor
-RUN apk --update add py3-pip g++ python3-dev libffi-dev musl-dev file make busybox-extras jpeg-dev zlib-dev
+RUN apk --update add py3-pip g++ python3-dev libffi-dev musl-dev file make busybox-extras jpeg-dev zlib-dev && rm /usr/lib/python3.12/EXTERNALLY-MANAGED
 
 # Try to get wheels working
 RUN pip install --upgrade pip wheel
diff --git a/sheetsync/Dockerfile b/sheetsync/Dockerfile
index e63c3c7..73e1559 100644
--- a/sheetsync/Dockerfile
+++ b/sheetsync/Dockerfile
@@ -1,8 +1,7 @@
 FROM alpine:3.20
-RUN rm /usr/lib/python3.12/EXTERNALLY-MANAGED
 # dependencies needed for compiling c extensions
 # also busybox-extras for telnet for easier use of backdoor
-RUN apk --update add py3-pip g++ python3-dev libffi-dev musl-dev postgresql-dev file make busybox-extras
+RUN apk --update add py3-pip g++ python3-dev libffi-dev musl-dev postgresql-dev file make busybox-extras && rm /usr/lib/python3.12/EXTERNALLY-MANAGED
 
 # Try to get wheels working
 RUN pip install --upgrade pip wheel
diff --git a/thrimshim/Dockerfile b/thrimshim/Dockerfile
index 6593232..cb27e97 100644
--- a/thrimshim/Dockerfile
+++ b/thrimshim/Dockerfile
@@ -1,8 +1,7 @@
 FROM alpine:3.20
-RUN rm /usr/lib/python3.12/EXTERNALLY-MANAGED
 # dependencies needed for compiling c extensions
 # also busybox-extras for telnet for easier use of backdoor
-RUN apk --update add py3-pip g++ python3-dev libffi-dev musl-dev postgresql-dev file make busybox-extras
+RUN apk --update add py3-pip g++ python3-dev libffi-dev musl-dev postgresql-dev file make busybox-extras && rm /usr/lib/python3.12/EXTERNALLY-MANAGED
 
 # Try to get wheels working
 RUN pip install --upgrade pip wheel
diff --git a/zulip_bots/Dockerfile b/zulip_bots/Dockerfile
index 4ab9f7d..a8f83e6 100644
--- a/zulip_bots/Dockerfile
+++ b/zulip_bots/Dockerfile
@@ -1,8 +1,7 @@
 FROM alpine:3.20
-RUN rm /usr/lib/python3.12/EXTERNALLY-MANAGED
 # dependencies needed for compiling c extensions
 # also busybox-extras for telnet for easier use of backdoor
-RUN apk --update add py3-pip g++ python3-dev libffi-dev musl-dev file make busybox-extras
+RUN apk --update add py3-pip g++ python3-dev libffi-dev musl-dev file make busybox-extras && rm /usr/lib/python3.12/EXTERNALLY-MANAGED
 
 # Try to get wheels working
 RUN pip install --upgrade pip wheel