diff --git a/cli/root.go b/cli/root.go
index 778cf2c242..09044ad3e2 100644
--- a/cli/root.go
+++ b/cli/root.go
@@ -1213,9 +1213,14 @@ func wrapTransportWithVersionMismatchCheck(rt http.RoundTripper, inv *serpent.In
 				return
 			}
 			upgradeMessage := defaultUpgradeMessage(semver.Canonical(serverVersion))
-			serverInfo, err := getBuildInfo(inv.Context())
-			if err == nil && serverInfo.UpgradeMessage != "" {
-				upgradeMessage = serverInfo.UpgradeMessage
+			if serverInfo, err := getBuildInfo(inv.Context()); err == nil {
+				switch {
+				case serverInfo.UpgradeMessage != "":
+					upgradeMessage = serverInfo.UpgradeMessage
+				// The site-local `install.sh` was introduced in v2.19.0
+				case serverInfo.DashboardURL != "" && semver.Compare(semver.MajorMinor(serverVersion), "v2.19") >= 0:
+					upgradeMessage = fmt.Sprintf("download %s with: 'curl -fsSL %s/install.sh | sh'", serverVersion, serverInfo.DashboardURL)
+				}
 			}
 			fmtWarningText := "version mismatch: client %s, server %s\n%s"
 			fmtWarn := pretty.Sprint(cliui.DefaultStyles.Warn, fmtWarningText)