diff --git a/apps/server/log/fly.toml b/apps/server/log/fly.toml
new file mode 100644
index 000000000..376c66140
--- /dev/null
+++ b/apps/server/log/fly.toml
@@ -0,0 +1,18 @@
+# fly.toml app configuration file generated for openstatus-log on 2023-10-19T00:44:54+02:00
+#
+# See https://fly.io/docs/reference/configuration/ for information about how to use this file.
+#
+
+app = "openstatus-log"
+primary_region = "ams"
+
+[build]
+  image = "ghcr.io/superfly/fly-log-shipper:latest"
+
+[http_service]
+  internal_port = 8686
+  force_https = true
+  auto_stop_machines = true
+  auto_start_machines = true
+  min_machines_running = 1
+  processes = ["app"]
diff --git a/apps/server/src/checker/checker.ts b/apps/server/src/checker/checker.ts
index c3a93864a..7ff81f5eb 100644
--- a/apps/server/src/checker/checker.ts
+++ b/apps/server/src/checker/checker.ts
@@ -49,12 +49,27 @@ export const checker = async (data: Payload) => {
       });
     }
   } else {
-    console.log(`error for ${data.url} with status ${res.status}`);
-    if (data?.status === "active") {
-      await updateMonitorStatus({
-        monitorId: data.monitorId,
-        status: "error",
-      });
+    console.log(`first retry for ${data.url} with status ${res.status}`);
+    const startTime = Date.now();
+    const retry = await ping(data);
+    const endTime = Date.now();
+    const latency = endTime - startTime;
+    if (retry.ok) {
+      await monitor({ monitorInfo: data, latency, statusCode: res.status });
+      if (data?.status === "error") {
+        await updateMonitorStatus({
+          monitorId: data.monitorId,
+          status: "active",
+        });
+      }
+    } else {
+      console.log(`error for ${data.url} with status ${res.status}`);
+      if (data?.status === "active") {
+        await updateMonitorStatus({
+          monitorId: data.monitorId,
+          status: "error",
+        });
+      }
     }
   }
 };
diff --git a/apps/web/src/app/api/checker/cron/_cron.ts b/apps/web/src/app/api/checker/cron/_cron.ts
index fb31c4fd3..fc7ea284d 100644
--- a/apps/web/src/app/api/checker/cron/_cron.ts
+++ b/apps/web/src/app/api/checker/cron/_cron.ts
@@ -48,54 +48,28 @@ export const cron = async ({
       monitorId: row.id,
     });
 
-    if (row.regions.length === 0 || row.regions.includes("auto")) {
+    for (const region of flyRegions) {
       const payload: z.infer<typeof payloadSchema> = {
         workspaceId: String(row.workspaceId),
-        method: row.method || "GET",
         monitorId: String(row.id),
         url: row.url,
-        headers: row.headers,
-        body: row.body,
+        method: row.method || "GET",
         cronTimestamp: timestamp,
-        status: row.status,
+        body: row.body,
+        headers: row.headers,
         pageIds: allPages.map((p) => String(p.pageId)),
+        status: row.status,
       };
 
-      // TODO: fetch + try - catch + retry once
       const result = c.publishJSON({
         url: `https://api.openstatus.dev/checker`,
         body: payload,
         delay: Math.random() * 90,
         headers: {
-          "Upstash-Forward-fly-prefer-region": "ams",
+          "Upstash-Forward-fly-prefer-region": region,
         },
       });
       allResult.push(result);
-    } else {
-      const regions = row.regions;
-      for (const region of regions) {
-        const payload: z.infer<typeof payloadSchema> = {
-          workspaceId: String(row.workspaceId),
-          monitorId: String(row.id),
-          url: row.url,
-          method: row.method || "GET",
-          cronTimestamp: timestamp,
-          body: row.body,
-          headers: row.headers,
-          pageIds: allPages.map((p) => String(p.pageId)),
-          status: row.status,
-        };
-
-        const result = c.publishJSON({
-          url: `https://api.openstatus.dev/checker`,
-          body: payload,
-          delay: Math.random() * 90,
-          headers: {
-            "Upstash-Forward-fly-prefer-region": region,
-          },
-        });
-        allResult.push(result);
-      }
     }
   }
   // our first legacy monitor