diff --git a/debian/Dockerfile b/debian/Dockerfile
index 9a74955..afbdf3a 100644
--- a/debian/Dockerfile
+++ b/debian/Dockerfile
@@ -8,7 +8,9 @@ RUN apt update -qq && apt install --no-install-recommends -y $PACKAGES
 
 RUN useradd -m -u 1001 regolith && \
     adduser regolith sudo && \
-    echo '%sudo ALL=(ALL) NOPASSWD:ALL' >> /etc/sudoers
+    echo '%sudo ALL=(ALL) NOPASSWD:ALL' >> /etc/sudoers && \
+    mkdir -p /home/regolith/.ssh/ && \
+    mkdir -p /home/regolith/.gnupg/
 
 USER regolith
 WORKDIR /build
diff --git a/ubuntu/Dockerfile b/ubuntu/Dockerfile
index a601779..5581db5 100644
--- a/ubuntu/Dockerfile
+++ b/ubuntu/Dockerfile
@@ -9,7 +9,9 @@ RUN apt update -qq && apt install --no-install-recommends -y $PACKAGES
 RUN if id ubuntu >/dev/null 2>&1; then userdel -r ubuntu; fi && \
     useradd -m -u 1001 regolith && \
     adduser regolith sudo && \
-    echo '%sudo ALL=(ALL) NOPASSWD:ALL' >> /etc/sudoers
+    echo '%sudo ALL=(ALL) NOPASSWD:ALL' >> /etc/sudoers && \
+    mkdir -p /home/regolith/.ssh/ && \
+    mkdir -p /home/regolith/.gnupg/
 
 USER regolith
 WORKDIR /build