diff --git a/JobTrackerApi.Tests/CvBuilderTests.cs b/JobTrackerApi.Tests/CvBuilderTests.cs
index b696ad4..b7e6917 100644
--- a/JobTrackerApi.Tests/CvBuilderTests.cs
+++ b/JobTrackerApi.Tests/CvBuilderTests.cs
@@ -124,6 +124,46 @@ public sealed class CvBuilderTests
         Assert.DoesNotContain("class=\"sidebar\"", minimal.Html);
     }
 
+    [Fact]
+    public void Bullets_support_safe_inline_markdown_and_escape_everything_else()
+    {
+        var renderer = new ThemedCvRenderer();
+        var profile = new StructuredCvProfile { Summary = { "**bold** and *italic* and __under__ and [site](https://x.io) <script>alert(1)</script>" } };
+        var model = CvVariantResolver.Build(profile, new CvVariantSettings(), "F", null);
+        var html = renderer.Render(model, CvThemeCatalog.Resolve("modern"), new CvVariantSettings { ThemeId = "modern" }).Html;
+        Assert.Contains("<strong>bold</strong>", html);
+        Assert.Contains("<em>italic</em>", html);
+        Assert.Contains("<u>under</u>", html);
+        Assert.Contains("<a href=\"https://x.io\">site</a>", html);
+        Assert.Contains("&lt;script&gt;", html);       // the real tag is escaped, inert
+        Assert.DoesNotContain("<script>", html);
+    }
+
+    [Fact]
+    public void Item_order_reorders_entries_without_touching_the_master()
+    {
+        var profile = Rich(); // jobs: job1 (Senior Eng), job2 (Eng)
+        var settings = new CvVariantSettings
+        {
+            Sections = { new CvSectionSetting { Key = "experience", ItemOrder = new() { "job2", "job1" } } },
+        };
+        var model = CvVariantResolver.Build(profile, settings, "F", null);
+        var exp = model.Sections.First(s => s.Key == "experience");
+        Assert.Equal(new[] { "Eng", "Senior Eng" }, exp.Entries.Select(e => e.Title));
+        Assert.Equal(new[] { "Senior Eng", "Eng" }, profile.Jobs.Select(j => j.Title)); // master untouched
+    }
+
+    [Fact]
+    public void Rendered_output_has_print_break_rules_and_themes_expose_ats_flag()
+    {
+        var renderer = new ThemedCvRenderer();
+        var model = CvVariantResolver.Build(Rich(), new CvVariantSettings(), "F", null);
+        var html = renderer.Render(model, CvThemeCatalog.Resolve("ats-classic"), new CvVariantSettings { ThemeId = "ats-classic" }).Html;
+        Assert.Contains("break-inside:avoid", html);
+        Assert.True(CvThemeCatalog.Resolve("ats-classic").AtsFriendly);
+        Assert.False(CvThemeCatalog.Resolve("technical").AtsFriendly); // sidebar = not ATS-safe
+    }
+
     [Fact]
     public void Accent_override_reaches_the_css()
     {
diff --git a/JobTrackerApi/Controllers/CvVariantController.cs b/JobTrackerApi/Controllers/CvVariantController.cs
index 0c5d9db..e63ce41 100644
--- a/JobTrackerApi/Controllers/CvVariantController.cs
+++ b/JobTrackerApi/Controllers/CvVariantController.cs
@@ -50,11 +50,22 @@ public sealed class CvVariantController : ControllerBase
             accent = t.Accent,
             photoShape = t.PhotoShape,
             supportsIcons = t.DefaultIcons,
+            atsFriendly = t.AtsFriendly,
             swatches = new[] { t.Accent, t.SidebarBg, t.Paper },
         });
         return Ok(themes);
     }
 
+    // The master profile as sections+entries (with ItemKeys) — the Content tab reads this to render
+    // editable rows without duplicating the profile shape on the client.
+    [HttpGet("outline")]
+    public async Task<ActionResult<CvRenderModel>> Outline(CancellationToken ct)
+    {
+        var user = await _users.GetUserAsync(User);
+        if (user is null) return Unauthorized();
+        return Ok(await _variants.OutlineAsync(user.Id, Person(user), ct));
+    }
+
     [HttpGet("variants")]
     public async Task<ActionResult<IEnumerable<CvVariantSummary>>> List(CancellationToken ct)
     {
diff --git a/JobTrackerApi/Services/CvRenderModel.cs b/JobTrackerApi/Services/CvRenderModel.cs
index f182f1b..4df0ab1 100644
--- a/JobTrackerApi/Services/CvRenderModel.cs
+++ b/JobTrackerApi/Services/CvRenderModel.cs
@@ -35,6 +35,7 @@ public sealed class CvRenderSection
 
 public sealed class CvRenderEntry
 {
+    public string? Key { get; set; } // master ItemKey, for override + reorder targeting
     public string? Title { get; set; }
     public string? Subtitle { get; set; }
     public string? Meta { get; set; }
@@ -106,6 +107,10 @@ public static class CvVariantResolver
             {
                 if (cfg.Hidden) continue;
                 if (!string.IsNullOrWhiteSpace(cfg.Title)) section.Title = cfg.Title!.Trim();
+                if (cfg.ItemOrder is { Count: > 0 } && section.Entries.Count > 1)
+                {
+                    section.Entries = ReorderByKey(section.Entries, cfg.ItemOrder);
+                }
             }
             if (!section.IsEmpty) model.Sections.Add(section);
         }
@@ -137,6 +142,7 @@ public static class CvVariantResolver
             if (ov?.Hidden == true) continue;
             section.Entries.Add(new CvRenderEntry
             {
+                Key = job.Id,
                 Title = Trim(ov?.Title) ?? Trim(job.Title),
                 Subtitle = Trim(ov?.Subtitle) ?? JoinDot(job.Company, job.Location),
                 Meta = DateRange(job.Start, job.End, job.IsCurrent),
@@ -157,6 +163,7 @@ public static class CvVariantResolver
             var title = string.IsNullOrWhiteSpace(ed.QualificationLevel) ? Trim(ed.Qualification) : $"{ed.Qualification} ({ed.QualificationLevel})";
             section.Entries.Add(new CvRenderEntry
             {
+                Key = ed.Id,
                 Title = Trim(ov?.Title) ?? title,
                 Subtitle = Trim(ov?.Subtitle) ?? JoinDot(ed.Institution, ed.Location),
                 Meta = DateRange(ed.Start, ed.End, false),
@@ -175,6 +182,7 @@ public static class CvVariantResolver
             if (ov?.Hidden == true) continue;
             section.Entries.Add(new CvRenderEntry
             {
+                Key = pr.Id,
                 Title = Trim(ov?.Title) ?? Trim(pr.Name),
                 Subtitle = Trim(ov?.Subtitle) ?? JoinDot(pr.Role, pr.Location),
                 Meta = DateRange(pr.Start, pr.End, false),
@@ -194,6 +202,7 @@ public static class CvVariantResolver
             if (ov?.Hidden == true) continue;
             section.Entries.Add(new CvRenderEntry
             {
+                Key = c.Id,
                 Title = Trim(ov?.Title) ?? Trim(c.Name),
                 Subtitle = Trim(ov?.Subtitle) ?? JoinDot(c.Issuer, c.Location),
                 Meta = Trim(c.Date),
@@ -216,6 +225,18 @@ public static class CvVariantResolver
         return section;
     }
 
+    // Sort entries by the variant's explicit ItemOrder; entries whose key isn't listed (or is null)
+    // keep their master order and come after the ordered ones.
+    private static List<CvRenderEntry> ReorderByKey(List<CvRenderEntry> entries, List<string> order)
+    {
+        var rank = new Dictionary<string, int>(StringComparer.Ordinal);
+        for (var i = 0; i < order.Count; i++) if (!string.IsNullOrWhiteSpace(order[i])) rank[order[i]] = i;
+        return entries
+            .Select((e, i) => (e, primary: e.Key != null && rank.TryGetValue(e.Key, out var r) ? r : int.MaxValue, i))
+            .OrderBy(x => x.primary).ThenBy(x => x.i)
+            .Select(x => x.e).ToList();
+    }
+
     private static CvItemOverride? OverrideFor(CvVariantSettings settings, string? itemKey)
     {
         if (string.IsNullOrWhiteSpace(itemKey)) return null;
diff --git a/JobTrackerApi/Services/CvVariantService.cs b/JobTrackerApi/Services/CvVariantService.cs
index a79ccda..83ccc91 100644
--- a/JobTrackerApi/Services/CvVariantService.cs
+++ b/JobTrackerApi/Services/CvVariantService.cs
@@ -27,6 +27,8 @@ public interface ICvVariantService
     Task<ThemedCvRenderResult?> RenderAsync(string ownerUserId, int id, CvRenderPerson person, CancellationToken ct);
     // Render arbitrary (unsaved) settings against the current master profile — live preview.
     Task<ThemedCvRenderResult> RenderSettingsAsync(string ownerUserId, CvVariantSettings settings, CvRenderPerson person, CancellationToken ct);
+    // The master profile resolved to sections+entries (with ItemKeys) for the Content tab to edit.
+    Task<CvRenderModel> OutlineAsync(string ownerUserId, CvRenderPerson person, CancellationToken ct);
     // Render a public variant by slug (anonymous). Returns null if the slug is unknown or not public.
     Task<(ThemedCvRenderResult render, string ownerUserId)?> RenderPublicAsync(string publicSlug, CvRenderPerson person, CancellationToken ct);
     Task<string?> GetPublicOwnerAsync(string publicSlug, CancellationToken ct);
@@ -153,6 +155,12 @@ public sealed class CvVariantService : ICvVariantService
         return RenderInternal(profile, settings, person);
     }
 
+    public async Task<CvRenderModel> OutlineAsync(string ownerUserId, CvRenderPerson person, CancellationToken ct)
+    {
+        var profile = await _career.LoadStructuredAsync(ownerUserId, ct);
+        return CvVariantResolver.Build(profile, new CvVariantSettings(), person.FallbackName, person.PhotoDataUrl);
+    }
+
     public async Task<(ThemedCvRenderResult render, string ownerUserId)?> RenderPublicAsync(string publicSlug, CvRenderPerson person, CancellationToken ct)
     {
         var variant = await _db.CvVariants.IgnoreQueryFilters()
diff --git a/JobTrackerApi/Services/ThemedCvRenderer.cs b/JobTrackerApi/Services/ThemedCvRenderer.cs
index 6ddafd7..0cff7e3 100644
--- a/JobTrackerApi/Services/ThemedCvRenderer.cs
+++ b/JobTrackerApi/Services/ThemedCvRenderer.cs
@@ -1,6 +1,7 @@
 using System.Globalization;
 using System.Net;
 using System.Text;
+using System.Text.RegularExpressions;
 using JobTrackerApi.Models;
 
 namespace JobTrackerApi.Services;
@@ -152,7 +153,26 @@ public sealed class ThemedCvRenderer : IThemedCvRenderer
     }
 
     private static string Items(IEnumerable<string> items) =>
-        string.Join("", items.Select(i => $"<li>{Enc(i)}</li>"));
+        string.Join("", items.Select(i => $"<li>{Inline(i)}</li>"));
+
+    // Safe inline rich text for bullets/summary. HTML-escape EVERYTHING first (so any user markup is
+    // inert), then re-introduce a tiny whitelist: **bold**, *italic*, __underline__, [text](url) with
+    // http(s)/mailto only. Because escaping runs first, no user-supplied tag can survive — the only
+    // tags in the output are the ones these patterns emit.
+    private static readonly Regex LinkRx = new(@"\[([^\]]+)\]\((https?://[^\s)]+|mailto:[^\s)]+)\)", RegexOptions.Compiled);
+    private static readonly Regex BoldRx = new(@"\*\*(.+?)\*\*", RegexOptions.Compiled);
+    private static readonly Regex UnderlineRx = new(@"__(.+?)__", RegexOptions.Compiled);
+    private static readonly Regex ItalicRx = new(@"(?<!\*)\*(?!\*)(.+?)(?<!\*)\*(?!\*)", RegexOptions.Compiled);
+
+    private static string Inline(string? value)
+    {
+        var s = Enc(value);
+        s = LinkRx.Replace(s, m => $"<a href=\"{m.Groups[2].Value}\">{m.Groups[1].Value}</a>");
+        s = BoldRx.Replace(s, "<strong>$1</strong>");
+        s = UnderlineRx.Replace(s, "<u>$1</u>");
+        s = ItalicRx.Replace(s, "<em>$1</em>");
+        return s;
+    }
 
     private static string BuildCss(CvTheme t, string accent, string headingColor, string headingFont, string bodyFont, double density, (string w, string h) page, bool twoColumn)
     {
@@ -219,6 +239,12 @@ h1,h2{{font-family:{headingFont};}}
 .entry-subtitle{{color:{t.Muted};font-size:{F(t.BodySizePt)}pt;margin:.4mm 0 1.2mm 0;}}
 .entry-tags{{margin-top:1.4mm;}}
 {layoutCss}
+/* Print quality: keep an entry whole across a page break, keep a heading with its content, and
+   avoid single dangling lines. Chromium honours these in the Playwright PDF pass. */
+.entry{{break-inside:avoid;page-break-inside:avoid;}}
+.section-title{{break-after:avoid;page-break-after:avoid;}}
+.tag,.contact-item{{break-inside:avoid;}}
+.bullets li{{orphans:2;widows:2;}}
 @page{{size:{page.w} {page.h};margin:0;}}
 ";
     }
diff --git a/Models/CvTheme.cs b/Models/CvTheme.cs
index 9592c27..5561ce7 100644
--- a/Models/CvTheme.cs
+++ b/Models/CvTheme.cs
@@ -47,6 +47,10 @@ public sealed class CvTheme
 
     public bool DefaultIcons { get; init; }
 
+    // ATS-friendly = single-column, no sidebar tables/graphics that trip naive resume parsers. Set on
+    // the single-column themes; surfaced in GET /api/cv/themes so the picker can badge it.
+    public bool AtsFriendly { get; init; }
+
     // Which section keys render in the sidebar for two-column layouts (ignored for single/header-band).
     public List<string> SidebarSections { get; init; } = new() { "contact", "skills", "languages" };
 }
@@ -62,7 +66,7 @@ public static class CvThemeCatalog
             Description = "Clean SaaS-style layout with a confident accent header.",
             Layout = "header-band", HeaderStyle = "band", HeadingStyle = "caps-rule",
             Accent = "#2563eb", HeadingFont = "'Segoe UI', Roboto, Arial, sans-serif", BodyFont = "'Segoe UI', Roboto, Arial, sans-serif",
-            PhotoShape = "rounded", DefaultIcons = true,
+            PhotoShape = "rounded", DefaultIcons = true, AtsFriendly = true,
         },
         new()
         {
@@ -71,7 +75,7 @@ public static class CvThemeCatalog
             Layout = "single", HeaderStyle = "plain", HeadingStyle = "plain",
             Accent = "#111827", HeadingColor = "#111827", Muted = "#6b7280",
             HeadingFont = "'Helvetica Neue', Arial, sans-serif", BodyFont = "'Helvetica Neue', Arial, sans-serif",
-            SectionGapMm = 7, EntryGapMm = 5, PhotoShape = "none",
+            SectionGapMm = 7, EntryGapMm = 5, PhotoShape = "none", AtsFriendly = true,
         },
         new()
         {
@@ -80,7 +84,7 @@ public static class CvThemeCatalog
             Layout = "single", HeaderStyle = "centered", HeadingStyle = "underline",
             Accent = "#7c2d12", Ink = "#1c1917", Muted = "#57534e", Line = "#1c1917",
             HeadingFont = "Georgia, 'Times New Roman', serif", BodyFont = "Georgia, 'Times New Roman', serif",
-            NameSizePt = 27, PhotoShape = "square",
+            NameSizePt = 27, PhotoShape = "square", AtsFriendly = true,
         },
         new()
         {
@@ -99,7 +103,7 @@ public static class CvThemeCatalog
             Layout = "single", HeaderStyle = "plain", HeadingStyle = "caps-rule",
             Accent = "#334155", Ink = "#111827", Muted = "#374151",
             HeadingFont = "Arial, Helvetica, sans-serif", BodyFont = "Arial, Helvetica, sans-serif",
-            PhotoShape = "none",
+            PhotoShape = "none", AtsFriendly = true,
         },
         new()
         {
@@ -117,14 +121,14 @@ public static class CvThemeCatalog
             Layout = "single", HeaderStyle = "kicker", HeadingStyle = "underline",
             Accent = "#7c3aed", Ink = "#1f2937", Muted = "#4b5563",
             HeadingFont = "Georgia, 'Times New Roman', serif", BodyFont = "'Segoe UI', Arial, sans-serif",
-            NameSizePt = 26, SectionGapMm = 7, PhotoShape = "circle",
+            NameSizePt = 26, SectionGapMm = 7, PhotoShape = "circle", AtsFriendly = true,
         },
         new()
         {
             Id = "creative", Name = "Creative", Category = "Creative",
             Description = "Bold accent sidebar and photo-forward header for design and product roles.",
             Layout = "sidebar-left", HeaderStyle = "band", HeadingStyle = "bar",
-            Accent = "#db2777", Ink = "#18181b", Muted = "#52525b", SidebarBg = "#db2777", SidebarInk = "#ffffff",
+            Accent = "#db2777", Ink = "#18181b", Muted = "#52525b", SidebarBg = "#be185d", SidebarInk = "#ffffff",
             HeadingFont = "'Poppins', 'Segoe UI', Arial, sans-serif", BodyFont = "'Segoe UI', Arial, sans-serif",
             PhotoShape = "circle", DefaultIcons = true,
             SidebarSections = new() { "contact", "skills", "languages", "interests" },
diff --git a/Models/CvVariantSettings.cs b/Models/CvVariantSettings.cs
index e0cc4cf..0e7999b 100644
--- a/Models/CvVariantSettings.cs
+++ b/Models/CvVariantSettings.cs
@@ -39,6 +39,10 @@ public sealed class CvSectionSetting
     public string Key { get; set; } = string.Empty; // summary|skills|experience|education|projects|certifications|languages|interests|links|custom:<k>
     public bool Hidden { get; set; }
     public string? Title { get; set; } // renamed heading
+    // Explicit entry order for this section, as a list of item ItemKeys. Entries not listed keep their
+    // master order and come last. Null => master profile order. Lets a variant reorder entries without
+    // touching the master profile.
+    public List<string>? ItemOrder { get; set; }
 }
 
 public sealed class CvItemOverride