diff --git a/src/md_to_html.py b/src/md_to_html.py
index 4c792a6..4cd10c7 100644
--- a/src/md_to_html.py
+++ b/src/md_to_html.py
@@ -42,6 +42,7 @@ CSS = """
     }
 }
 * { box-sizing: border-box; }
+html { scroll-behavior: smooth; }
 body {
     margin: 0;
     background: var(--bg);
@@ -49,11 +50,59 @@ body {
     font-family: -apple-system, "Segoe UI", Roboto, Helvetica, Arial, sans-serif;
     line-height: 1.55;
 }
+.layout {
+    display: flex;
+    align-items: flex-start;
+    max-width: 1280px;
+    margin: 0 auto;
+}
+.toc {
+    flex: 0 0 240px;
+    position: sticky;
+    top: 0;
+    align-self: flex-start;
+    max-height: 100vh;
+    overflow-y: auto;
+    padding: 2.5rem 1rem 2rem 1.5rem;
+    font-size: 0.83rem;
+}
+.toc-title {
+    color: var(--text-dim);
+    font-size: 0.72rem;
+    font-weight: 700;
+    text-transform: uppercase;
+    letter-spacing: 0.05em;
+    margin-bottom: 0.6rem;
+}
+.toc a {
+    display: block;
+    padding: 0.28rem 0 0.28rem 0.6rem;
+    color: var(--text-dim);
+    text-decoration: none;
+    border-left: 2px solid transparent;
+    line-height: 1.3;
+}
+.toc a:hover { color: var(--text); }
+.toc a.active { color: var(--accent); border-left-color: var(--accent); }
+.toc a.toc-h3 { padding-left: 1.5rem; font-size: 0.94em; }
 .wrap {
-    max-width: 1080px;
+    flex: 1 1 auto;
+    min-width: 0;
+    max-width: 960px;
     margin: 0 auto;
     padding: 2.5rem 1.5rem 5rem;
 }
+@media (max-width: 900px) {
+    .layout { display: block; }
+    .toc {
+        position: static;
+        max-height: none;
+        width: 100%;
+        border-bottom: 1px solid var(--border);
+        padding: 1.25rem 1.5rem;
+    }
+    .wrap { max-width: 100%; }
+}
 h1 {
     font-size: 1.9rem;
     margin-bottom: 0.25rem;
@@ -248,6 +297,34 @@ TZ_JS = """
 })();
 """
 
+TOC_JS = """
+(function () {
+    var links = Array.prototype.slice.call(document.querySelectorAll(".toc a"));
+    if (!links.length) return;
+
+    var targets = links
+        .map(function (link) { return document.getElementById(link.getAttribute("href").slice(1)); })
+        .filter(Boolean);
+    if (!targets.length || !("IntersectionObserver" in window)) return;
+
+    function setActive(id) {
+        links.forEach(function (link) {
+            link.classList.toggle("active", link.getAttribute("href") === "#" + id);
+        });
+    }
+
+    var observer = new IntersectionObserver(function (entries) {
+        var visible = entries.filter(function (e) { return e.isIntersecting; });
+        if (visible.length) {
+            visible.sort(function (a, b) { return a.boundingClientRect.top - b.boundingClientRect.top; });
+            setActive(visible[0].target.id);
+        }
+    }, { rootMargin: "0px 0px -70% 0px", threshold: 0 });
+
+    targets.forEach(function (t) { observer.observe(t); });
+})();
+"""
+
 SEVERITY_CLASS = {
     "Critical": "badge-critical",
     "High": "badge-high",
@@ -290,6 +367,23 @@ def wrap_timestamps(html_text):
     return RFC3339_UTC_RE.sub(r'<span class="ts" data-utc="\1">\1</span>', html_text)
 
 
+HEADING_RE = re.compile(r'<h([23]) id="([^"]+)">(.*?)</h\1>', re.S)
+
+
+def build_toc(body_html):
+    """Sidebar nav linking to every h2/h3 in the report (h4 finding headers
+    are left out -- there can be many of those and they'd swamp the nav)."""
+    items = []
+    for level, anchor_id, text in HEADING_RE.findall(body_html):
+        label = re.sub(r"<[^>]+>", "", text).strip()
+        css_class = " toc-h3" if level == "3" else ""
+        items.append(f'<a class="{css_class.strip()}" href="#{anchor_id}">{label}</a>')
+
+    if not items:
+        return ""
+    return f'<nav class="toc"><div class="toc-title">Contents</div>{"".join(items)}</nav>'
+
+
 def find_latest_report(reports_dir):
     candidates = sorted(glob.glob(os.path.join(reports_dir, "ad_audit_report_*.md")))
     if not candidates:
@@ -301,9 +395,10 @@ def convert(md_path, out_path):
     with open(md_path, "r", encoding="utf-8") as f:
         md_text = f.read()
 
-    body_html = markdown.markdown(md_text, extensions=["tables", "fenced_code"])
+    body_html = markdown.markdown(md_text, extensions=["tables", "fenced_code", "toc"])
     body_html = badge_findings_table(body_html)
     body_html = wrap_timestamps(body_html)
+    toc_html = build_toc(body_html)
 
     title = "Active Directory Audit Report"
     first_heading = re.search(r"^#\s+(.+)$", md_text, re.MULTILINE)
@@ -319,12 +414,16 @@ def convert(md_path, out_path):
 <style>{CSS}</style>
 </head>
 <body>
+<div class="layout">
+{toc_html}
 <div class="wrap">
 <button id="tz-toggle" class="tz-toggle" type="button">Show local time</button>
 {body_html}
 </div>
+</div>
 <script>{SORT_JS}</script>
 <script>{TZ_JS}</script>
+<script>{TOC_JS}</script>
 </body>
 </html>
 """