diff --git a/2.7/alpine3.4/Dockerfile b/2.7/alpine3.4/Dockerfile
index 289b61659..cf7534ef5 100644
--- a/2.7/alpine3.4/Dockerfile
+++ b/2.7/alpine3.4/Dockerfile
@@ -25,9 +25,18 @@ RUN set -ex \
 	\
 	&& wget -O python.tar.xz "https://www.python.org/ftp/python/${PYTHON_VERSION%%[a-z]*}/Python-$PYTHON_VERSION.tar.xz" \
 	&& wget -O python.tar.xz.asc "https://www.python.org/ftp/python/${PYTHON_VERSION%%[a-z]*}/Python-$PYTHON_VERSION.tar.xz.asc" \
-	&& export GNUPGHOME="$(mktemp -d)" \
-	&& gpg --keyserver ha.pool.sks-keyservers.net --recv-keys "$GPG_KEY" \
-	&& gpg --batch --verify python.tar.xz.asc python.tar.xz \
+	&& export GNUPGHOME="$(mktemp -d)"; \
+	for server in \
+		ha.pool.sks-keyservers.net \
+		hkp://keyserver.ubuntu.com:80 \
+		hkp://p80.pool.sks-keyservers.net:80 \
+		pgp.mit.edu \
+	; do \
+		echo "Fetching GPG key $GPG_KEY from $server"; \
+		gpg --keyserver "$server" --keyserver-options timeout=10 --recv-keys "$GPG_KEY" && found=yes && break; \
+	done; \
+	test -z "$found" && echo >&2 "error: failed to fetch GPG key $GPG_KEY" && exit 1; \
+	gpg --batch --verify python.tar.xz.asc python.tar.xz \
 	&& rm -rf "$GNUPGHOME" python.tar.xz.asc \
 	&& mkdir -p /usr/src/python \
 	&& tar -xJC /usr/src/python --strip-components=1 -f python.tar.xz \
diff --git a/2.7/alpine3.6/Dockerfile b/2.7/alpine3.6/Dockerfile
index 5ea78ae9e..a305c56f2 100644
--- a/2.7/alpine3.6/Dockerfile
+++ b/2.7/alpine3.6/Dockerfile
@@ -25,9 +25,18 @@ RUN set -ex \
 	\
 	&& wget -O python.tar.xz "https://www.python.org/ftp/python/${PYTHON_VERSION%%[a-z]*}/Python-$PYTHON_VERSION.tar.xz" \
 	&& wget -O python.tar.xz.asc "https://www.python.org/ftp/python/${PYTHON_VERSION%%[a-z]*}/Python-$PYTHON_VERSION.tar.xz.asc" \
-	&& export GNUPGHOME="$(mktemp -d)" \
-	&& gpg --keyserver ha.pool.sks-keyservers.net --recv-keys "$GPG_KEY" \
-	&& gpg --batch --verify python.tar.xz.asc python.tar.xz \
+	&& export GNUPGHOME="$(mktemp -d)"; \
+	for server in \
+		ha.pool.sks-keyservers.net \
+		hkp://keyserver.ubuntu.com:80 \
+		hkp://p80.pool.sks-keyservers.net:80 \
+		pgp.mit.edu \
+	; do \
+		echo "Fetching GPG key $GPG_KEY from $server"; \
+		gpg --keyserver "$server" --keyserver-options timeout=10 --recv-keys "$GPG_KEY" && found=yes && break; \
+	done; \
+	test -z "$found" && echo >&2 "error: failed to fetch GPG key $GPG_KEY" && exit 1; \
+	gpg --batch --verify python.tar.xz.asc python.tar.xz \
 	&& rm -rf "$GNUPGHOME" python.tar.xz.asc \
 	&& mkdir -p /usr/src/python \
 	&& tar -xJC /usr/src/python --strip-components=1 -f python.tar.xz \
diff --git a/2.7/alpine3.7/Dockerfile b/2.7/alpine3.7/Dockerfile
index 51db090fe..c811e3223 100644
--- a/2.7/alpine3.7/Dockerfile
+++ b/2.7/alpine3.7/Dockerfile
@@ -25,9 +25,18 @@ RUN set -ex \
 	\
 	&& wget -O python.tar.xz "https://www.python.org/ftp/python/${PYTHON_VERSION%%[a-z]*}/Python-$PYTHON_VERSION.tar.xz" \
 	&& wget -O python.tar.xz.asc "https://www.python.org/ftp/python/${PYTHON_VERSION%%[a-z]*}/Python-$PYTHON_VERSION.tar.xz.asc" \
-	&& export GNUPGHOME="$(mktemp -d)" \
-	&& gpg --keyserver ha.pool.sks-keyservers.net --recv-keys "$GPG_KEY" \
-	&& gpg --batch --verify python.tar.xz.asc python.tar.xz \
+	&& export GNUPGHOME="$(mktemp -d)"; \
+	for server in \
+		ha.pool.sks-keyservers.net \
+		hkp://keyserver.ubuntu.com:80 \
+		hkp://p80.pool.sks-keyservers.net:80 \
+		pgp.mit.edu \
+	; do \
+		echo "Fetching GPG key $GPG_KEY from $server"; \
+		gpg --keyserver "$server" --keyserver-options timeout=10 --recv-keys "$GPG_KEY" && found=yes && break; \
+	done; \
+	test -z "$found" && echo >&2 "error: failed to fetch GPG key $GPG_KEY" && exit 1; \
+	gpg --batch --verify python.tar.xz.asc python.tar.xz \
 	&& rm -rf "$GNUPGHOME" python.tar.xz.asc \
 	&& mkdir -p /usr/src/python \
 	&& tar -xJC /usr/src/python --strip-components=1 -f python.tar.xz \
diff --git a/2.7/jessie/Dockerfile b/2.7/jessie/Dockerfile
index 59e3b4486..8ad16c84a 100644
--- a/2.7/jessie/Dockerfile
+++ b/2.7/jessie/Dockerfile
@@ -28,9 +28,18 @@ RUN set -ex \
 	\
 	&& wget -O python.tar.xz "https://www.python.org/ftp/python/${PYTHON_VERSION%%[a-z]*}/Python-$PYTHON_VERSION.tar.xz" \
 	&& wget -O python.tar.xz.asc "https://www.python.org/ftp/python/${PYTHON_VERSION%%[a-z]*}/Python-$PYTHON_VERSION.tar.xz.asc" \
-	&& export GNUPGHOME="$(mktemp -d)" \
-	&& gpg --keyserver ha.pool.sks-keyservers.net --recv-keys "$GPG_KEY" \
-	&& gpg --batch --verify python.tar.xz.asc python.tar.xz \
+	&& export GNUPGHOME="$(mktemp -d)"; \
+	for server in \
+		ha.pool.sks-keyservers.net \
+		hkp://keyserver.ubuntu.com:80 \
+		hkp://p80.pool.sks-keyservers.net:80 \
+		pgp.mit.edu \
+	; do \
+		echo "Fetching GPG key $GPG_KEY from $server"; \
+		gpg --keyserver "$server" --keyserver-options timeout=10 --recv-keys "$GPG_KEY" && found=yes && break; \
+	done; \
+	test -z "$found" && echo >&2 "error: failed to fetch GPG key $GPG_KEY" && exit 1; \
+	gpg --batch --verify python.tar.xz.asc python.tar.xz \
 	&& rm -rf "$GNUPGHOME" python.tar.xz.asc \
 	&& mkdir -p /usr/src/python \
 	&& tar -xJC /usr/src/python --strip-components=1 -f python.tar.xz \
diff --git a/2.7/jessie/slim/Dockerfile b/2.7/jessie/slim/Dockerfile
index 3a10d57a7..72d0d1e85 100644
--- a/2.7/jessie/slim/Dockerfile
+++ b/2.7/jessie/slim/Dockerfile
@@ -46,9 +46,18 @@ RUN set -ex \
 	\
 	&& wget -O python.tar.xz "https://www.python.org/ftp/python/${PYTHON_VERSION%%[a-z]*}/Python-$PYTHON_VERSION.tar.xz" \
 	&& wget -O python.tar.xz.asc "https://www.python.org/ftp/python/${PYTHON_VERSION%%[a-z]*}/Python-$PYTHON_VERSION.tar.xz.asc" \
-	&& export GNUPGHOME="$(mktemp -d)" \
-	&& gpg --keyserver ha.pool.sks-keyservers.net --recv-keys "$GPG_KEY" \
-	&& gpg --batch --verify python.tar.xz.asc python.tar.xz \
+	&& export GNUPGHOME="$(mktemp -d)"; \
+	for server in \
+		ha.pool.sks-keyservers.net \
+		hkp://keyserver.ubuntu.com:80 \
+		hkp://p80.pool.sks-keyservers.net:80 \
+		pgp.mit.edu \
+	; do \
+		echo "Fetching GPG key $GPG_KEY from $server"; \
+		gpg --keyserver "$server" --keyserver-options timeout=10 --recv-keys "$GPG_KEY" && found=yes && break; \
+	done; \
+	test -z "$found" && echo >&2 "error: failed to fetch GPG key $GPG_KEY" && exit 1; \
+	gpg --batch --verify python.tar.xz.asc python.tar.xz \
 	&& rm -rf "$GNUPGHOME" python.tar.xz.asc \
 	&& mkdir -p /usr/src/python \
 	&& tar -xJC /usr/src/python --strip-components=1 -f python.tar.xz \
diff --git a/2.7/stretch/Dockerfile b/2.7/stretch/Dockerfile
index e85ceee87..acb9639eb 100644
--- a/2.7/stretch/Dockerfile
+++ b/2.7/stretch/Dockerfile
@@ -28,9 +28,18 @@ RUN set -ex \
 	\
 	&& wget -O python.tar.xz "https://www.python.org/ftp/python/${PYTHON_VERSION%%[a-z]*}/Python-$PYTHON_VERSION.tar.xz" \
 	&& wget -O python.tar.xz.asc "https://www.python.org/ftp/python/${PYTHON_VERSION%%[a-z]*}/Python-$PYTHON_VERSION.tar.xz.asc" \
-	&& export GNUPGHOME="$(mktemp -d)" \
-	&& gpg --keyserver ha.pool.sks-keyservers.net --recv-keys "$GPG_KEY" \
-	&& gpg --batch --verify python.tar.xz.asc python.tar.xz \
+	&& export GNUPGHOME="$(mktemp -d)"; \
+	for server in \
+		ha.pool.sks-keyservers.net \
+		hkp://keyserver.ubuntu.com:80 \
+		hkp://p80.pool.sks-keyservers.net:80 \
+		pgp.mit.edu \
+	; do \
+		echo "Fetching GPG key $GPG_KEY from $server"; \
+		gpg --keyserver "$server" --keyserver-options timeout=10 --recv-keys "$GPG_KEY" && found=yes && break; \
+	done; \
+	test -z "$found" && echo >&2 "error: failed to fetch GPG key $GPG_KEY" && exit 1; \
+	gpg --batch --verify python.tar.xz.asc python.tar.xz \
 	&& rm -rf "$GNUPGHOME" python.tar.xz.asc \
 	&& mkdir -p /usr/src/python \
 	&& tar -xJC /usr/src/python --strip-components=1 -f python.tar.xz \
diff --git a/2.7/stretch/slim/Dockerfile b/2.7/stretch/slim/Dockerfile
index 13439988c..bdb57c2a5 100644
--- a/2.7/stretch/slim/Dockerfile
+++ b/2.7/stretch/slim/Dockerfile
@@ -46,9 +46,18 @@ RUN set -ex \
 	\
 	&& wget -O python.tar.xz "https://www.python.org/ftp/python/${PYTHON_VERSION%%[a-z]*}/Python-$PYTHON_VERSION.tar.xz" \
 	&& wget -O python.tar.xz.asc "https://www.python.org/ftp/python/${PYTHON_VERSION%%[a-z]*}/Python-$PYTHON_VERSION.tar.xz.asc" \
-	&& export GNUPGHOME="$(mktemp -d)" \
-	&& gpg --keyserver ha.pool.sks-keyservers.net --recv-keys "$GPG_KEY" \
-	&& gpg --batch --verify python.tar.xz.asc python.tar.xz \
+	&& export GNUPGHOME="$(mktemp -d)"; \
+	for server in \
+		ha.pool.sks-keyservers.net \
+		hkp://keyserver.ubuntu.com:80 \
+		hkp://p80.pool.sks-keyservers.net:80 \
+		pgp.mit.edu \
+	; do \
+		echo "Fetching GPG key $GPG_KEY from $server"; \
+		gpg --keyserver "$server" --keyserver-options timeout=10 --recv-keys "$GPG_KEY" && found=yes && break; \
+	done; \
+	test -z "$found" && echo >&2 "error: failed to fetch GPG key $GPG_KEY" && exit 1; \
+	gpg --batch --verify python.tar.xz.asc python.tar.xz \
 	&& rm -rf "$GNUPGHOME" python.tar.xz.asc \
 	&& mkdir -p /usr/src/python \
 	&& tar -xJC /usr/src/python --strip-components=1 -f python.tar.xz \
diff --git a/2.7/wheezy/Dockerfile b/2.7/wheezy/Dockerfile
index eb92bcd28..6c37ab72d 100644
--- a/2.7/wheezy/Dockerfile
+++ b/2.7/wheezy/Dockerfile
@@ -28,9 +28,18 @@ RUN set -ex \
 	\
 	&& wget -O python.tar.xz "https://www.python.org/ftp/python/${PYTHON_VERSION%%[a-z]*}/Python-$PYTHON_VERSION.tar.xz" \
 	&& wget -O python.tar.xz.asc "https://www.python.org/ftp/python/${PYTHON_VERSION%%[a-z]*}/Python-$PYTHON_VERSION.tar.xz.asc" \
-	&& export GNUPGHOME="$(mktemp -d)" \
-	&& gpg --keyserver ha.pool.sks-keyservers.net --recv-keys "$GPG_KEY" \
-	&& gpg --batch --verify python.tar.xz.asc python.tar.xz \
+	&& export GNUPGHOME="$(mktemp -d)"; \
+	for server in \
+		ha.pool.sks-keyservers.net \
+		hkp://keyserver.ubuntu.com:80 \
+		hkp://p80.pool.sks-keyservers.net:80 \
+		pgp.mit.edu \
+	; do \
+		echo "Fetching GPG key $GPG_KEY from $server"; \
+		gpg --keyserver "$server" --keyserver-options timeout=10 --recv-keys "$GPG_KEY" && found=yes && break; \
+	done; \
+	test -z "$found" && echo >&2 "error: failed to fetch GPG key $GPG_KEY" && exit 1; \
+	gpg --batch --verify python.tar.xz.asc python.tar.xz \
 	&& rm -rf "$GNUPGHOME" python.tar.xz.asc \
 	&& mkdir -p /usr/src/python \
 	&& tar -xJC /usr/src/python --strip-components=1 -f python.tar.xz \
diff --git a/Dockerfile-alpine.template b/Dockerfile-alpine.template
index f2b12c510..f1c915fee 100644
--- a/Dockerfile-alpine.template
+++ b/Dockerfile-alpine.template
@@ -23,9 +23,18 @@ RUN set -ex \
 	\
 	&& wget -O python.tar.xz "https://www.python.org/ftp/python/${PYTHON_VERSION%%[a-z]*}/Python-$PYTHON_VERSION.tar.xz" \
 	&& wget -O python.tar.xz.asc "https://www.python.org/ftp/python/${PYTHON_VERSION%%[a-z]*}/Python-$PYTHON_VERSION.tar.xz.asc" \
-	&& export GNUPGHOME="$(mktemp -d)" \
-	&& gpg --keyserver ha.pool.sks-keyservers.net --recv-keys "$GPG_KEY" \
-	&& gpg --batch --verify python.tar.xz.asc python.tar.xz \
+	&& export GNUPGHOME="$(mktemp -d)"; \
+	for server in \
+		ha.pool.sks-keyservers.net \
+		hkp://keyserver.ubuntu.com:80 \
+		hkp://p80.pool.sks-keyservers.net:80 \
+		pgp.mit.edu \
+	; do \
+		echo "Fetching GPG key $GPG_KEY from $server"; \
+		gpg --keyserver "$server" --keyserver-options timeout=10 --recv-keys "$GPG_KEY" && found=yes && break; \
+	done; \
+	test -z "$found" && echo >&2 "error: failed to fetch GPG key $GPG_KEY" && exit 1; \
+	gpg --batch --verify python.tar.xz.asc python.tar.xz \
 	&& rm -rf "$GNUPGHOME" python.tar.xz.asc \
 	&& mkdir -p /usr/src/python \
 	&& tar -xJC /usr/src/python --strip-components=1 -f python.tar.xz \
diff --git a/Dockerfile-debian.template b/Dockerfile-debian.template
index 6799174e5..ce1be2a1f 100644
--- a/Dockerfile-debian.template
+++ b/Dockerfile-debian.template
@@ -26,9 +26,18 @@ RUN set -ex \
 	\
 	&& wget -O python.tar.xz "https://www.python.org/ftp/python/${PYTHON_VERSION%%[a-z]*}/Python-$PYTHON_VERSION.tar.xz" \
 	&& wget -O python.tar.xz.asc "https://www.python.org/ftp/python/${PYTHON_VERSION%%[a-z]*}/Python-$PYTHON_VERSION.tar.xz.asc" \
-	&& export GNUPGHOME="$(mktemp -d)" \
-	&& gpg --keyserver ha.pool.sks-keyservers.net --recv-keys "$GPG_KEY" \
-	&& gpg --batch --verify python.tar.xz.asc python.tar.xz \
+	&& export GNUPGHOME="$(mktemp -d)"; \
+	for server in \
+		ha.pool.sks-keyservers.net \
+		hkp://keyserver.ubuntu.com:80 \
+		hkp://p80.pool.sks-keyservers.net:80 \
+		pgp.mit.edu \
+	; do \
+		echo "Fetching GPG key $GPG_KEY from $server"; \
+		gpg --keyserver "$server" --keyserver-options timeout=10 --recv-keys "$GPG_KEY" && found=yes && break; \
+	done; \
+	test -z "$found" && echo >&2 "error: failed to fetch GPG key $GPG_KEY" && exit 1; \
+	gpg --batch --verify python.tar.xz.asc python.tar.xz \
 	&& rm -rf "$GNUPGHOME" python.tar.xz.asc \
 	&& mkdir -p /usr/src/python \
 	&& tar -xJC /usr/src/python --strip-components=1 -f python.tar.xz \
diff --git a/Dockerfile-slim.template b/Dockerfile-slim.template
index 7b74236b7..17c6278f4 100644
--- a/Dockerfile-slim.template
+++ b/Dockerfile-slim.template
@@ -48,9 +48,18 @@ RUN set -ex \
 	\
 	&& wget -O python.tar.xz "https://www.python.org/ftp/python/${PYTHON_VERSION%%[a-z]*}/Python-$PYTHON_VERSION.tar.xz" \
 	&& wget -O python.tar.xz.asc "https://www.python.org/ftp/python/${PYTHON_VERSION%%[a-z]*}/Python-$PYTHON_VERSION.tar.xz.asc" \
-	&& export GNUPGHOME="$(mktemp -d)" \
-	&& gpg --keyserver ha.pool.sks-keyservers.net --recv-keys "$GPG_KEY" \
-	&& gpg --batch --verify python.tar.xz.asc python.tar.xz \
+	&& export GNUPGHOME="$(mktemp -d)"; \
+	for server in \
+		ha.pool.sks-keyservers.net \
+		hkp://keyserver.ubuntu.com:80 \
+		hkp://p80.pool.sks-keyservers.net:80 \
+		pgp.mit.edu \
+	; do \
+		echo "Fetching GPG key $GPG_KEY from $server"; \
+		gpg --keyserver "$server" --keyserver-options timeout=10 --recv-keys "$GPG_KEY" && found=yes && break; \
+	done; \
+	test -z "$found" && echo >&2 "error: failed to fetch GPG key $GPG_KEY" && exit 1; \
+	gpg --batch --verify python.tar.xz.asc python.tar.xz \
 	&& rm -rf "$GNUPGHOME" python.tar.xz.asc \
 	&& mkdir -p /usr/src/python \
 	&& tar -xJC /usr/src/python --strip-components=1 -f python.tar.xz \

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