diff --git a/site/src/pages/tools/fcc-compliance-check.astro b/site/src/pages/tools/fcc-compliance-check.astro
index 928db84..65c6c1e 100644
--- a/site/src/pages/tools/fcc-compliance-check.astro
+++ b/site/src/pages/tools/fcc-compliance-check.astro
@@ -501,6 +501,18 @@ import Base from "../../layouts/Base.astro";
           </div>`;
         }
 
+        // 499-A special — ask qualifying questions when past due
+        if (check.id === "form_499a" && (status === "red" || status === "yellow")) {
+          inner += `<div class="mt-3 border-t border-red-200 pt-3">
+            <p class="text-sm font-medium ${c.textColor} mb-2">Did you bill customers for voice or data telecom services during the overdue filing period(s)?</p>
+            <div class="flex gap-2 flex-wrap">
+              <button class="f499-yes bg-red-500 hover:bg-red-600 text-white text-sm font-semibold px-4 py-1.5 rounded-lg transition">Yes — I need to file</button>
+              <button class="f499-no bg-amber-500 hover:bg-amber-600 text-white text-sm font-semibold px-4 py-1.5 rounded-lg transition">No — I had no telecom revenue</button>
+              <button class="f499-cancel bg-gray-500 hover:bg-gray-600 text-white text-sm font-semibold px-4 py-1.5 rounded-lg transition">I want to cancel my 499 registration</button>
+            </div>
+          </div>`;
+        }
+
         // BDC special
         if (check.id === "bdc_filing" && status === "unknown") {
           inner += `<div class="mt-3">
@@ -589,6 +601,62 @@ import Base from "../../layouts/Base.astro";
           card.querySelector(".rmd-no")?.addEventListener("click", () => setRmdStatus("green"));
         }
 
+        // 499-A button handlers
+        if (check.id === "form_499a" && (status === "red" || status === "yellow")) {
+          function setF499Status(action) {
+            const c = action === "file" ? colorMap.red : (action === "zero" ? colorMap.yellow : colorMap.yellow);
+            card.className = `${c.bg} ${c.border} border rounded-xl p-4 flex items-start gap-3`;
+
+            if (action === "file") {
+              // Keep red — they need to file
+              card.innerHTML = `<div class="${c.iconColor} mt-0.5 flex-shrink-0">${icons.red}</div>
+                <div class="flex-1">
+                  <p class="font-semibold ${c.textColor}">${check.label}</p>
+                  <p class="text-sm ${c.textColor} mt-1">${check.detail}</p>
+                  <p class="text-sm ${c.textColor} mt-1 font-medium">You had telecom revenue — filing is required for each missed year.</p>
+                  <button class="f499-undo text-xs underline ${c.textColor} mt-1 opacity-75">Change answer</button>
+                </div>`;
+            } else if (action === "zero") {
+              // Had no revenue — still need to file a zero-revenue 499-A
+              check.status = "yellow";
+              const cy = colorMap.yellow;
+              card.className = `${cy.bg} ${cy.border} border rounded-xl p-4 flex items-start gap-3`;
+              card.innerHTML = `<div class="${cy.iconColor} mt-0.5 flex-shrink-0">${icons.yellow}</div>
+                <div class="flex-1">
+                  <p class="font-semibold ${cy.textColor}">${check.label}</p>
+                  <p class="text-sm ${cy.textColor} mt-1">Even with zero telecom revenue, a 499-A must be filed for each year you held an active filer ID. We can file zero-revenue returns for you.</p>
+                  <button class="f499-undo text-xs underline ${cy.textColor} mt-1 opacity-75">Change answer</button>
+                </div>`;
+            } else if (action === "cancel") {
+              // Wants to cancel registration
+              check.status = "yellow";
+              const cy = colorMap.yellow;
+              card.className = `${cy.bg} ${cy.border} border rounded-xl p-4 flex items-start gap-3`;
+              card.innerHTML = `<div class="${cy.iconColor} mt-0.5 flex-shrink-0">${icons.yellow}</div>
+                <div class="flex-1">
+                  <p class="font-semibold ${cy.textColor}">${check.label}</p>
+                  <p class="text-sm ${cy.textColor} mt-1">To cancel your USAC filer registration, all outstanding 499-A filings must be current first (including zero-revenue returns). We can handle the catch-up filings and submit the cancellation request to USAC on your behalf.</p>
+                  <button class="f499-undo text-xs underline ${cy.textColor} mt-1 opacity-75">Change answer</button>
+                </div>`;
+            }
+
+            card.querySelector(".f499-undo")?.addEventListener("click", () => {
+              check.status = status; // restore original
+              const cr = colorMap[status];
+              card.className = `${cr.bg} ${cr.border} border rounded-xl p-4 flex items-start gap-3`;
+              card.innerHTML = inner;
+              card.querySelector(".f499-yes")?.addEventListener("click", () => setF499Status("file"));
+              card.querySelector(".f499-no")?.addEventListener("click", () => setF499Status("zero"));
+              card.querySelector(".f499-cancel")?.addEventListener("click", () => setF499Status("cancel"));
+              renderCta(lastData);
+            });
+            renderCta(lastData);
+          }
+          card.querySelector(".f499-yes")?.addEventListener("click", () => setF499Status("file"));
+          card.querySelector(".f499-no")?.addEventListener("click", () => setF499Status("zero"));
+          card.querySelector(".f499-cancel")?.addEventListener("click", () => setF499Status("cancel"));
+        }
+
         checksContainer.appendChild(card);
       });