diff --git a/docker-compose.yml b/docker-compose.yml
index 230d22d2c0..2fcaaf894c 100644
--- a/docker-compose.yml
+++ b/docker-compose.yml
@@ -11,7 +11,7 @@ x-healthcheck-defaults: &healthcheck_defaults
   # https://github.com/moby/moby/issues/39388
   # https://github.com/getsentry/self-hosted/issues/1000
   interval: 30s
-  timeout: 5s
+  timeout: 60s
   retries: 5
   start_period: 10s
 x-sentry-defaults: &sentry_defaults
diff --git a/install.sh b/install.sh
index e32f76e6be..714856e1e9 100755
--- a/install.sh
+++ b/install.sh
@@ -1,26 +1,29 @@
 #!/usr/bin/env bash
 set -e
+
+# Pre-pre-flight? 🤷
 if [[ -n "$MSYSTEM" ]]; then
   echo "Seems like you are using an MSYS2-based system (such as Git Bash) which is not supported. Please use WSL instead.";
   exit 1
 fi
 
-umask 002
-
 source "$(dirname $0)/install/_lib.sh"  # does a `cd .../install/`, among other things
 
-source dc-detect-version.sh
+# Pre-flight. No impact yet.
 source parse-cli.sh
-source check-latest-commit.sh
+source dc-detect-version.sh
 source error-handling.sh
+source check-latest-commit.sh
 source check-minimum-requirements.sh
+
+# Let's go! Start impacting things.
+source turn-things-off.sh
 source create-docker-volumes.sh
 source ensure-files-from-examples.sh
 source generate-secret-key.sh
 source replace-tsdb.sh
 source update-docker-images.sh
 source build-docker-images.sh
-source turn-things-off.sh
 source set-up-zookeeper.sh
 source install-wal2json.sh
 source bootstrap-snuba.sh
diff --git a/install/_lib.sh b/install/_lib.sh
index 4af14804ae..f8a104b4a0 100644
--- a/install/_lib.sh
+++ b/install/_lib.sh
@@ -1,6 +1,9 @@
 set -euo pipefail
 test "${DEBUG:-}" && set -x
 
+# Override any user-supplied umask that could cause problems, see #1222
+umask 002
+
 # Thanks to https://unix.stackexchange.com/a/145654/108960
 log_file="sentry_install_log-`date +'%Y-%m-%d_%H-%M-%S'`.txt"
 exec &> >(tee -a "$log_file")
diff --git a/install/dc-detect-version.sh b/install/dc-detect-version.sh
index 1631a11d8f..c2774009fc 100644
--- a/install/dc-detect-version.sh
+++ b/install/dc-detect-version.sh
@@ -1,3 +1,5 @@
+echo "${_group}Initializing Docker Compose ..."
+
 # Some environments still use `docker-compose` even for Docker Compose v2.
 dc_base="$(docker compose version &> /dev/null && echo 'docker compose' || echo 'docker-compose')"
 if [[ "$(basename $0)" = "install.sh"  ]]; then
@@ -6,3 +8,5 @@ else
   dc="$dc_base --ansi never"
 fi
 dcr="$dc run --rm"
+
+echo "${_endgroup}"