diff --git a/src/app/api/live-tracking/property-documents/route.ts b/src/app/api/live-tracking/property-documents/route.ts
index 81081a4..55774d8 100644
--- a/src/app/api/live-tracking/property-documents/route.ts
+++ b/src/app/api/live-tracking/property-documents/route.ts
@@ -29,6 +29,7 @@ export async function GET(req: Request) {
         s3FileBucket: uploadedFiles.s3FileBucket,
         s3UploadTimestamp: uploadedFiles.s3UploadTimestamp,
         fileType: uploadedFiles.fileType,
+        source: uploadedFiles.source,
         uprn: uploadedFiles.uprn,
         landlordPropertyId: uploadedFiles.landlordPropertyId,
         measureName: uploadedFiles.measureName,
@@ -41,6 +42,7 @@ export async function GET(req: Request) {
       s3FileKey: row.s3FileKey,
       s3FileBucket: row.s3FileBucket,
       docType: row.fileType ?? "unknown",
+      source: row.source ?? null,
       s3UploadTimestamp: row.s3UploadTimestamp.toISOString(),
       uprn: row.uprn !== null ? String(row.uprn) : null,
       landlordPropertyId: row.landlordPropertyId,
diff --git a/src/app/lib/hubspot/dealSync.ts b/src/app/lib/hubspot/dealSync.ts
index 8a5120d..f16b181 100644
--- a/src/app/lib/hubspot/dealSync.ts
+++ b/src/app/lib/hubspot/dealSync.ts
@@ -74,19 +74,32 @@ export async function syncRemovalRequestToHubSpot(params: {
 export async function syncContractorDocUploadToHubSpot(params: {
   hubspotDealId: string;
 }): Promise<void> {
-  try {
-    const client = getHubSpotClient();
-
-    await client.crm.deals.basicApi.update(params.hubspotDealId, {
-      properties: {
-        contractor_document_upload_log: "Documents available - uploaded by contractor",
-      },
-    });
-  } catch (err) {
-    console.error("[HubSpot] syncContractorDocUploadToHubSpot failed", {
-      dealId: params.hubspotDealId,
-      error: err,
-    });
+  const maxAttempts = 3;
+  for (let attempt = 1; attempt <= maxAttempts; attempt++) {
+    try {
+      const client = getHubSpotClient();
+      await client.crm.deals.basicApi.update(params.hubspotDealId, {
+        properties: {
+          contractor_document_upload_log: "Documents available - uploaded by contractor",
+        },
+      });
+      return;
+    } catch (err) {
+      const isReset =
+        err instanceof Error &&
+        "code" in err &&
+        (err as NodeJS.ErrnoException).code === "ECONNRESET";
+      if (isReset && attempt < maxAttempts) {
+        await new Promise((resolve) => setTimeout(resolve, 200 * attempt));
+        continue;
+      }
+      console.error("[HubSpot] syncContractorDocUploadToHubSpot failed", {
+        dealId: params.hubspotDealId,
+        attempt,
+        error: err,
+      });
+      return;
+    }
   }
 }
 
diff --git a/src/app/utils/s3.ts b/src/app/utils/s3.ts
index ebb5630..236c412 100644
--- a/src/app/utils/s3.ts
+++ b/src/app/utils/s3.ts
@@ -59,8 +59,9 @@ export async function uploadFileToS3({
     });
 
     if (!response.ok) {
-      console.error("Upload failed response:", response);
-      throw new Error("Network response was not ok");
+      const body = await response.text().catch(() => "(unreadable)");
+      console.error("Upload failed", { status: response.status, statusText: response.statusText, body });
+      throw new Error(`Upload failed: ${response.status} ${response.statusText}`);
     }
   } catch (error) {
     console.error("Upload error:", error);