diff --git a/app/api/report/route.ts b/app/api/report/route.ts
index 0301f54..bd01aca 100644
--- a/app/api/report/route.ts
+++ b/app/api/report/route.ts
@@ -158,15 +158,26 @@ export async function GET(req: NextRequest) {
   const orgId = orgs[0].contact_id_b;
 
   // Org name + activity walk + option groups, in parallel.
+  // For file-type fields, also request the joined `.file_name` so the
+  // report can surface a human-readable filename rather than the raw
+  // file id that APIv4 returns by default.
   const civiFieldNames = Array.from(
     new Set(allFields.map((f) => f.civiField).filter((f): f is string => !!f)),
   );
+  const fileFieldRefs = Array.from(
+    new Set(
+      allFields
+        .filter((f) => f.type === "file" && f.civiField)
+        .map((f) => `${f.civiField!}.file_name`),
+    ),
+  );
   const select = [
     "id",
     "activity_date_time",
     "subject",
     ACTIVITY_STAGE_FIELD,
     ...civiFieldNames,
+    ...fileFieldRefs,
   ];
 
   const [orgRes, activityRes, options] = await Promise.all([
@@ -227,10 +238,15 @@ export async function GET(req: NextRequest) {
     for (const row of rows) {
       const v = row[f.civiField];
       if (v === null || v === undefined || v === "") continue;
+      let value: unknown = v;
+      if (f.type === "file") {
+        const fname = row[`${f.civiField}.file_name`];
+        value = { id: v, file_name: typeof fname === "string" ? fname : undefined };
+      }
       entries.push({
         activityId: row.id,
         date: row.activity_date_time,
-        value: v,
+        value,
       });
     }
     if (entries.length > 0) fieldHistory[f.name] = entries;
diff --git a/components/ReportView.tsx b/components/ReportView.tsx
index 50ec593..83a6123 100644
--- a/components/ReportView.tsx
+++ b/components/ReportView.tsx
@@ -459,8 +459,18 @@ function FormattedValue({
       const labels = parts.map((p) => opts?.find((o) => o.value === p)?.label ?? p);
       return <>{labels.join(", ")}</>;
     }
-    case "file":
+    case "file": {
+      // Prefill / history wraps file values into { id, file_name } so the
+      // UI can show a human-readable name. Fall back to whatever scalar
+      // came through if the shape is different.
+      if (typeof value === "object" && value !== null) {
+        const o = value as Record<string, unknown>;
+        const fname = o.file_name ?? o.name ?? o.label ?? o.filename;
+        if (typeof fname === "string" && fname.length > 0) return <>{fname}</>;
+        if (typeof o.id !== "undefined") return <>Attachment #{String(o.id)}</>;
+      }
       return <>{String(value)}</>;
+    }
     case "textarea":
     case "text":
     case "email":
diff --git a/lib/prefill.ts b/lib/prefill.ts
index be09714..5d3ae29 100644
--- a/lib/prefill.ts
+++ b/lib/prefill.ts
@@ -39,7 +39,19 @@ export async function loadPrefill(
   activityTypeName = "Org Engagement Submission",
 ): Promise<PrefillResult> {
   const civiSelected = fields.filter((f) => f.civiField);
-  const select = ["id", "activity_date_time", ...new Set(civiSelected.map((f) => f.civiField!))];
+
+  // CiviCRM File custom fields return a file id by default. To surface a
+  // human-readable filename in the prefill (so the prior-attachment
+  // indicator can show it), also request the joined `.file_name` for any
+  // file-type field.
+  const fileFieldRefs = new Set(
+    civiSelected.filter((f) => f.type === "file").map((f) => f.civiField!),
+  );
+
+  const selectSet = new Set<string>(["id", "activity_date_time"]);
+  for (const f of civiSelected) selectSet.add(f.civiField!);
+  for (const ref of fileFieldRefs) selectSet.add(`${ref}.file_name`);
+  const select = Array.from(selectSet);
 
   const res = await civi<ActivityRow>("Activity", "get", {
     select,
@@ -56,10 +68,17 @@ export async function loadPrefill(
   for (const f of civiSelected) {
     for (const row of rows) {
       const v = row[f.civiField!];
-      if (v !== null && v !== undefined && v !== "") {
+      if (v === null || v === undefined || v === "") continue;
+      if (f.type === "file") {
+        const fname = row[`${f.civiField!}.file_name`];
+        out[f.name] = {
+          id: v,
+          file_name: typeof fname === "string" ? fname : undefined,
+        };
+      } else {
         out[f.name] = v;
-        break;
       }
+      break;
     }
   }