diff --git a/.maestro/enrichedInput/flows/checkbox_after_images.yaml b/.maestro/enrichedInput/flows/checkbox_after_images.yaml
new file mode 100644
index 000000000..60bffc8ca
--- /dev/null
+++ b/.maestro/enrichedInput/flows/checkbox_after_images.yaml
@@ -0,0 +1,25 @@
+appId: swmansion.enriched.example
+tags:
+    - ios-only
+---
+# PR #820 - fix(iOS): keep checkbox states after inline images
+- launchApp
+
+- tapOn:
+    id: 'toggle-screen-button'
+
+- runFlow:
+    file: '../subflows/set_editor_value.yaml'
+    env:
+      VALUE: >
+        <html>
+          <p><img src="placeholder" width="80" height="80"/></p>
+          <ul data-type="checkbox">
+            <li checked>B</li>
+          </ul>
+        </html>
+
+- runFlow:
+    file: '../subflows/capture_or_assert_screenshot.yaml'
+    env:
+      SCREENSHOT_NAME: 'checkbox_after_images'
diff --git a/.maestro/enrichedInput/screenshots/ios/checkbox_after_images.png b/.maestro/enrichedInput/screenshots/ios/checkbox_after_images.png
new file mode 100644
index 000000000..798496be3
Binary files /dev/null and b/.maestro/enrichedInput/screenshots/ios/checkbox_after_images.png differ
diff --git a/ios/htmlParser/HtmlParser.mm b/ios/htmlParser/HtmlParser.mm
index f710a7411..c730ad019 100644
--- a/ios/htmlParser/HtmlParser.mm
+++ b/ios/htmlParser/HtmlParser.mm
@@ -474,7 +474,12 @@ + (NSArray *_Nonnull)getTextAndStylesFromHtml:(NSString *_Nonnull)fixedHtml
           // Track checkbox state if we're inside a checkbox list
           if (insideCheckboxList) {
             BOOL isChecked = [currentTagParams containsString:@"checked"];
-            checkboxStates[@(plainText.length)] = @(isChecked);
+            // Key by the position in the final NSTextStorage, which holds one
+            // placeholder per preceding image that 'plainText' doesn't have
+            // yet. This matches the image-shifted list range the states are
+            // later filtered by in prepareCheckboxListStyleValue:.
+            checkboxStates[@(plainText.length + precedingImageCount)] =
+                @(isChecked);
           }
           // Record the start location so we can check if it's empty when
           // closing