diff --git a/backend/__tests__/services/newsletterService.sanitize.test.js b/backend/__tests__/services/newsletterService.sanitize.test.js
index 59fb047d..948dc0fa 100644
--- a/backend/__tests__/services/newsletterService.sanitize.test.js
+++ b/backend/__tests__/services/newsletterService.sanitize.test.js
@@ -12,7 +12,9 @@ jest.mock('../../src/database/db', () => ({ db: jest.fn(), logActivity: jest.fn(
 
 const {
   sanitizeCampaignBody, sanitizeCampaignCss, MAX_BODY_BYTES,
+  sanitizeInlineStylesAfterSubstitution,
 } = require('../../src/services/newsletterService');
+const { safeTemplateReplace } = require('../../src/services/emailProcessor');
 
 describe('sanitizeCampaignBody', () => {
   it('returns empty string for empty input', () => {
@@ -188,3 +190,46 @@ describe('sanitizeCampaignCss', () => {
     expect(css).not.toContain('</style>');
   });
 });
+
+describe('inline CSS is re-checked after template substitution', () => {
+  // The stored body is sanitized, but safeTemplateReplace rewrites it
+  // afterwards — so the string that was validated is not the string that is
+  // sent. A conditional inside a style attribute can delete the quoting that
+  // made a url() inert, which no amount of lexer correctness can catch.
+  const payload =
+    `<p style="--x:x{{#if company_name}}'{{/if}};`
+    + `background:url(https://evil.example/p.gif);`
+    + `--y:x{{#if company_name}}'{{/if}}">hi</p>`;
+
+  it('neutralises a url() that substitution would activate', () => {
+    const stored = sanitizeCampaignBody(payload);
+    // Correctly left alone at write time: the url() really is inside a CSS
+    // string while the conditionals are still in place.
+    expect(stored).toContain('evil.example');
+
+    const substituted = safeTemplateReplace(stored, { company_name: '' }, { escapeHtml: true });
+    // Expansion removed the quotes, so without the recheck this ships live.
+    expect(substituted).toMatch(/background:url\(https:\/\/evil\.example/);
+
+    const rendered = sanitizeInlineStylesAfterSubstitution(substituted);
+    expect(rendered).not.toMatch(/url\(\s*['"]?https:\/\/evil\.example/);
+    expect(rendered).toContain('background:none');
+  });
+
+  it('leaves a body without style attributes untouched', () => {
+    const html = '<p>Hello {{first_name}}</p>';
+    expect(sanitizeInlineStylesAfterSubstitution(html)).toBe(html);
+  });
+
+  it('keeps legitimate inline styles through the recheck', () => {
+    const html = '<p style="color:red;font-size:14px">hi</p>';
+    const out = sanitizeInlineStylesAfterSubstitution(html);
+    expect(out).toContain('color:red');
+    expect(out).toContain('font-size:14px');
+  });
+
+  it('is safe on empty and nullish input', () => {
+    expect(sanitizeInlineStylesAfterSubstitution('')).toBe('');
+    expect(sanitizeInlineStylesAfterSubstitution(null)).toBeNull();
+  });
+});
diff --git a/backend/src/services/newsletterService.js b/backend/src/services/newsletterService.js
index 8a29f79a..9c991ef2 100644
--- a/backend/src/services/newsletterService.js
+++ b/backend/src/services/newsletterService.js
@@ -154,10 +154,37 @@ function sanitizeCampaignBody(html) {
     // inside a real string, then makes the url() request — while the scanner
     // saw the apostrophe open a string and skipped everything after it. The
     // scanner has to be shown what the browser will actually parse.
-    .replace(/style="([^"]*)"/gi, (match, css) => {
-      const { sanitized } = sanitizeCSS(decodeHtmlEntities(css));
-      return sanitized ? `style="${encodeForAttribute(sanitized)}"` : '';
-    });
+    .replace(STYLE_ATTRIBUTE, sanitizeStyleAttribute);
+}
+
+/** Shared by the write-time sanitize and the post-substitution recheck. */
+const STYLE_ATTRIBUTE = /style="([^"]*)"/gi;
+
+function sanitizeStyleAttribute(match, css) {
+  const { sanitized } = sanitizeCSS(decodeHtmlEntities(css));
+  return sanitized ? `style="${encodeForAttribute(sanitized)}"` : '';
+}
+
+/**
+ * Re-check inline CSS AFTER template substitution.
+ *
+ * Sanitizing runs on the stored body, but `safeTemplateReplace` rewrites it
+ * afterwards — so the string that was validated is not the string that gets
+ * sent. A conditional inside a style attribute can delete the very characters
+ * that made a URL inert:
+ *
+ *   style="--x:x{{#if company_name}}'{{/if}};background:url(https://evil…)"
+ *
+ * At sanitize time the url() sits inside a CSS string and is correctly left
+ * alone; once the conditional is expanded the quotes are gone and the
+ * background is live. No amount of lexer correctness fixes that, because the
+ * text being lexed is not the text being delivered — the check has to run
+ * again on the final output. Substitution cannot introduce a `"` (values are
+ * HTML-escaped), so the attribute regex still matches what it should.
+ */
+function sanitizeInlineStylesAfterSubstitution(html) {
+  if (!html) return html;
+  return String(html).replace(STYLE_ATTRIBUTE, sanitizeStyleAttribute);
 }
 
 /**
@@ -330,7 +357,12 @@ async function renderForRecipient(campaign, customer, options = {}) {
   // Substitution happens AFTER sanitizing, with escaping on: a customer's own
   // company name is untrusted text and must not be able to inject markup by
   // riding in through a variable the sanitizer never saw.
-  const body = safeTemplateReplace(safeBody, variables, { escapeHtml: true });
+  // Re-checked after substitution, not only before it: expansion can remove
+  // the quoting that made a url() inert at sanitize time. See
+  // sanitizeInlineStylesAfterSubstitution.
+  const body = sanitizeInlineStylesAfterSubstitution(
+    safeTemplateReplace(safeBody, variables, { escapeHtml: true })
+  );
   const subject = safeTemplateReplace(campaign.subject || '', variables);
 
   const { css } = sanitizeCampaignCss(campaign.body_css);
@@ -942,6 +974,7 @@ async function sendTest(campaignId, toEmail, adminId) {
 
 module.exports = {
   sanitizeCampaignBody,
+  sanitizeInlineStylesAfterSubstitution,
   sanitizeCampaignCss,
   unsubscribeToken,
   verifyUnsubscribeToken,