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diff --git a/files/ci/cloudcfg.sh b/files/ci/cloudcfg.sh
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+#!/bin/bash
+
+# Prepare the instance for ansible. This amounts to installing python2.
+
+python=$(which python || which python3 || which python2 || false)
+
+case "$(${python} -m platform)" in
+    *Ubuntu*)
+        export DEBIAN_FRONTEND=noninteractive
+        apt-get update
+        apt-get -y -o Dpkg::Options::="--force-confdef" -o Dpkg::Options::="--force-confold" dist-upgrade
+        apt-get -y install python python2.7
+        ;;
+    *centos*|*redhat*)
+        # RHEL systems still use python2 by default; nothing to do
+        ;;
+    *gentoo*)
+        if [ ! -d /usr/portage/sys-devel/gcc ]; then
+            emerge-webrsync
+        fi
+        emerge --oneshot --update dev-lang/python:2.7 app-portage/gentoolkit
+        ;;
+esac
+
+exit 0