diff --git a/packages/mosaic/framework/systemd/user/mosaic-agent@.service b/packages/mosaic/framework/systemd/user/mosaic-agent@.service
index f4d4a985..81f76b54 100644
--- a/packages/mosaic/framework/systemd/user/mosaic-agent@.service
+++ b/packages/mosaic/framework/systemd/user/mosaic-agent@.service
@@ -4,6 +4,14 @@ Documentation=https://git.mosaicstack.dev/mosaicstack/stack
 Requires=mosaic-tmux-holder.service
 After=mosaic-tmux-holder.service
 PartOf=mosaic-tmux-holder.service
+# Do not attempt a seat before its generated env exists. `install` enables this
+# unit (WantedBy=default.target) but on a roster-v2 fleet the reconciler owns the
+# generated env, so between `install` and the first `apply`/`regen --write` there
+# is a boot window where ExecStart would run against an absent env file and the
+# launcher would fail the unit. A skipped unit is the honest state for "enabled
+# but not yet configured"; systemd re-evaluates the condition on every start, so
+# the seat comes up on the next start once the reconciler has written env.
+ConditionPathExists=%h/.config/mosaic/fleet/agents/%i.env.generated
 
 [Service]
 Type=oneshot