diff --git a/app/static/css/app.css b/app/static/css/app.css
index d7df05f..a69b235 100644
--- a/app/static/css/app.css
+++ b/app/static/css/app.css
@@ -2208,3 +2208,113 @@ html.sidebar-open {
 }
 
 .sidebar-tag-item .sidebar-icon { font-size: 14px; }
+
+/* ── Advanced Settings (collapsible, inside password modal) ─────────── */
+
+.adv-section {
+  border: 1px solid var(--color-border);
+  border-radius: var(--radius);
+  overflow: hidden;
+  margin-top: 4px;
+  margin-bottom: 8px;
+  background: var(--color-surface);
+}
+
+.adv-section-header {
+  display: flex;
+  align-items: center;
+  justify-content: space-between;
+  width: 100%;
+  padding: 11px 14px;
+  background: none;
+  border: none;
+  cursor: pointer;
+  font-size: 14px;
+  font-weight: 500;
+  color: var(--color-text);
+  text-align: left;
+  transition: background var(--transition);
+  gap: 8px;
+}
+
+.adv-section-header:hover {
+  background: var(--color-bg);
+}
+
+.adv-section-title {
+  flex: 1;
+}
+
+.adv-section-chevron {
+  font-size: 16px;
+  color: var(--color-text-muted);
+  line-height: 1;
+  transition: transform 0.18s ease;
+  user-select: none;
+}
+
+/* Rotate chevron when expanded */
+.adv-section-header[aria-expanded="true"] .adv-section-chevron {
+  transform: rotate(180deg);
+}
+
+.adv-section-body {
+  padding: 4px 14px 10px;
+  border-top: 1px solid var(--color-border);
+  display: flex;
+  flex-direction: column;
+  gap: 0;
+  animation: adv-body-in 0.15s ease;
+}
+
+.adv-section-body.hidden {
+  display: none;
+}
+
+@keyframes adv-body-in {
+  from { opacity: 0; transform: translateY(-4px); }
+  to   { opacity: 1; transform: translateY(0); }
+}
+
+.adv-checkbox-row {
+  display: flex;
+  align-items: flex-start;
+  gap: 10px;
+  padding: 10px 0;
+  cursor: pointer;
+  border-bottom: 1px solid var(--color-border);
+}
+
+.adv-checkbox-row:last-child {
+  border-bottom: none;
+}
+
+.adv-checkbox-row input[type="checkbox"] {
+  margin-top: 2px;
+  width: 15px;
+  height: 15px;
+  flex-shrink: 0;
+  accent-color: var(--color-primary);
+  cursor: pointer;
+}
+
+.adv-checkbox-text {
+  display: flex;
+  flex-direction: column;
+  gap: 2px;
+  flex: 1;
+  min-width: 0;
+}
+
+.adv-checkbox-label {
+  font-size: 14px;
+  font-weight: 500;
+  color: var(--color-text);
+  line-height: 1.3;
+}
+
+.adv-checkbox-desc {
+  font-size: 12px;
+  color: var(--color-text-muted);
+  line-height: 1.45;
+}
diff --git a/app/static/js/vault.js b/app/static/js/vault.js
index 9e8ec27..5cfb590 100644
--- a/app/static/js/vault.js
+++ b/app/static/js/vault.js
@@ -2878,6 +2878,16 @@ const Vault = (() => {
     form.dataset.mode = mode;
     form.dataset.itemId = item ? item.id : "";
 
+    // Always start Advanced Settings collapsed when the modal opens.
+    const advBody = document.getElementById("adv-settings-body");
+    const advToggle = document.getElementById("adv-settings-toggle");
+    if (advBody) advBody.classList.add("hidden");
+    if (advToggle) {
+      advToggle.setAttribute("aria-expanded", "false");
+      const chevron = advToggle.querySelector(".adv-section-chevron");
+      if (chevron) chevron.textContent = "\u2964";
+    }
+
     const folderSel = document.getElementById("field-folder");
     folderSel.innerHTML = '<option value="">— No folder —</option>';
     _folders.forEach((f) => {
@@ -2912,6 +2922,13 @@ const Vault = (() => {
             setVal("field-totp-uri", p.totp_uri || "");
             setVal("field-notes", p.notes);
             setVal("field-tags", (p.tags || []).join(", "));
+            // Advanced Settings
+            document.getElementById("field-autofill").checked =
+              p.autofill !== false; // default true
+            document.getElementById("field-autologin").checked =
+              !!p.autologin;
+            document.getElementById("field-reprompt").checked =
+              !!p.reprompt;
             break;
           case "note":
             setVal("field-note-body", p.note_body);
@@ -2988,6 +3005,9 @@ const Vault = (() => {
           totp_uri: getVal("field-totp-uri").trim(),
           notes: getVal("field-notes").trim(),
           tags: _parseTags(getVal("field-tags")),
+          autofill: document.getElementById("field-autofill")?.checked ?? true,
+          autologin: !!document.getElementById("field-autologin")?.checked,
+          reprompt: !!document.getElementById("field-reprompt")?.checked,
         };
       case "note":
         return { note_body: getVal("field-note-body") };
@@ -3406,6 +3426,19 @@ const Vault = (() => {
         .join("");
     });
 
+    // Advanced Settings collapsible toggle
+    document
+      .getElementById("adv-settings-toggle")
+      ?.addEventListener("click", () => {
+        const body = document.getElementById("adv-settings-body");
+        const btn = document.getElementById("adv-settings-toggle");
+        const chevron = btn.querySelector(".adv-section-chevron");
+        const isOpen = !body.classList.contains("hidden");
+        body.classList.toggle("hidden", isOpen);
+        btn.setAttribute("aria-expanded", String(!isOpen));
+        chevron.textContent = isOpen ? "\u2964" : "\u2963";
+      });
+
     // Sidebar navigation
     document.getElementById("sidebar-all")?.addEventListener("click", () => {
       _activeFilter = null;
diff --git a/app/templates/vault/index.html b/app/templates/vault/index.html
index 131f5ee..a2fe1af 100644
--- a/app/templates/vault/index.html
+++ b/app/templates/vault/index.html
@@ -499,6 +499,64 @@
             secret key. PassKeeper will generate your 2FA codes.
           </p>
         </div>
+
+        <!-- ── Advanced Settings (collapsible) ── -->
+        <div class="adv-section">
+          <button
+            type="button"
+            class="adv-section-header"
+            id="adv-settings-toggle"
+            aria-expanded="false"
+          >
+            <span class="adv-section-title">Advanced settings</span>
+            <span class="adv-section-chevron" aria-hidden="true">&#8964;</span>
+          </button>
+          <div class="adv-section-body hidden" id="adv-settings-body">
+            <label class="adv-checkbox-row">
+              <input
+                type="checkbox"
+                id="field-autofill"
+                name="autofill"
+                checked
+              />
+              <div class="adv-checkbox-text">
+                <span class="adv-checkbox-label">Autofill</span>
+                <span class="adv-checkbox-desc"
+                  >Automatically fill your username and password when using the
+                  extension.</span
+                >
+              </div>
+            </label>
+            <label class="adv-checkbox-row">
+              <input
+                type="checkbox"
+                id="field-autologin"
+                name="autologin"
+              />
+              <div class="adv-checkbox-text">
+                <span class="adv-checkbox-label">Autologin</span>
+                <span class="adv-checkbox-desc"
+                  >Automatically fill and submit your username and password when
+                  using the extension.</span
+                >
+              </div>
+            </label>
+            <label class="adv-checkbox-row">
+              <input
+                type="checkbox"
+                id="field-reprompt"
+                name="reprompt"
+              />
+              <div class="adv-checkbox-text">
+                <span class="adv-checkbox-label">Reprompt for master password</span>
+                <span class="adv-checkbox-desc"
+                  >Require your master password when you fill, copy, or edit
+                  this item.</span
+                >
+              </div>
+            </label>
+          </div>
+        </div>
       </div>
       <div class="type-fields hidden" data-for-types="note">
         <div class="form-group">