diff --git a/.gitea/workflows/deploy.yml b/.gitea/workflows/deploy.yml
index 60a99b3..52a4960 100644
--- a/.gitea/workflows/deploy.yml
+++ b/.gitea/workflows/deploy.yml
@@ -602,6 +602,17 @@ jobs:
             set -euo pipefail
             kubectl get nodes -o wide
             kubectl -n flux-system get gitrepositories,kustomizations,helmreleases,ocirepositories
+            reconcile_at=$(date +%s)
+            for release_name in kube-prometheus-stack loki promtail; do
+              kubectl -n flux-system annotate "helmrelease/${release_name}" \
+                reconcile.fluxcd.io/requestedAt="${reconcile_at}" \
+                reconcile.fluxcd.io/resetAt="${reconcile_at}" \
+                reconcile.fluxcd.io/forceAt="${reconcile_at}" \
+                --overwrite
+            done
+            kubectl -n flux-system annotate kustomization/addon-observability \
+              reconcile.fluxcd.io/requestedAt="${reconcile_at}" \
+              --overwrite
             kubectl -n flux-system wait --for=condition=Ready kustomization/infrastructure --timeout=60s
             kubectl -n flux-system wait --for=condition=Ready kustomization/addon-cert-manager --timeout=60s
             kubectl -n flux-system wait --for=condition=Ready kustomization/addon-external-secrets --timeout=60s
@@ -612,9 +623,9 @@ jobs:
             kubectl -n flux-system wait --for=condition=Ready kustomization/addon-rancher-config --timeout=60s
             kubectl -n flux-system wait --for=condition=Ready kustomization/addon-rancher-backup --timeout=60s
             kubectl -n flux-system wait --for=condition=Ready kustomization/addon-rancher-backup-config --timeout=60s
-            kubectl -n flux-system wait --for=condition=Ready kustomization/addon-observability --timeout=60s
-            kubectl -n flux-system wait --for=condition=Ready kustomization/addon-observability-content --timeout=60s
-            kubectl -n flux-system wait --for=condition=Ready helmrelease --all --timeout=60s
+            kubectl -n flux-system wait --for=condition=Ready kustomization/addon-observability --timeout=1200s
+            kubectl -n flux-system wait --for=condition=Ready kustomization/addon-observability-content --timeout=120s
+            kubectl -n flux-system wait --for=condition=Ready helmrelease --all --timeout=120s
             kubectl get storageclass | grep -E "^flash-nfs.*\\(default\\)"
             kubectl get pods -A --no-headers \
               | grep -Ev "[[:space:]](Running|Completed)[[:space:]]" \
diff --git a/infrastructure/addons/observability/helmrelease-promtail.yaml b/infrastructure/addons/observability/helmrelease-promtail.yaml
index 39dd469..f98861a 100644
--- a/infrastructure/addons/observability/helmrelease-promtail.yaml
+++ b/infrastructure/addons/observability/helmrelease-promtail.yaml
@@ -5,6 +5,7 @@ metadata:
   namespace: flux-system
 spec:
   interval: 10m
+  timeout: 20m
   targetNamespace: observability
   chartRef:
     kind: OCIRepository