diff --git a/WordPress/src/main/java/org/wordpress/android/ui/posts/EditPostActivity.kt b/WordPress/src/main/java/org/wordpress/android/ui/posts/EditPostActivity.kt
index 20c2710b1651..f65db2d5377c 100644
--- a/WordPress/src/main/java/org/wordpress/android/ui/posts/EditPostActivity.kt
+++ b/WordPress/src/main/java/org/wordpress/android/ui/posts/EditPostActivity.kt
@@ -2444,6 +2444,7 @@ class EditPostActivity : LocaleAwareActivity(), EditorFragmentActivity, EditorIm
                 "postType" to postType,
                 "postTitle" to editPostRepository.getPost()?.title,
                 "postContent" to editPostRepository.getPost()?.content,
+                "siteURL" to site.url,
                 "siteApiRoot" to siteApiRoot,
                 "authHeader" to authHeader,
                 "siteApiNamespace" to siteApiNamespace,
@@ -2457,7 +2458,9 @@ class EditPostActivity : LocaleAwareActivity(), EditorFragmentActivity, EditorIm
                 gutenbergPropsBuilder,
                 jetpackFeatureRemovalPhaseHelper.shouldShowJetpackPoweredEditorFeatures(),
                 isNewGutenbergEditor,
-                settings
+                settings,
+                site.isPrivate || site.isComingSoon,
+                site.isPrivateWPComAtomic
             )
         }
 
diff --git a/gradle/libs.versions.toml b/gradle/libs.versions.toml
index c284121e9255..3c12d41bbb8b 100644
--- a/gradle/libs.versions.toml
+++ b/gradle/libs.versions.toml
@@ -72,7 +72,7 @@ google-play-services-auth = '20.4.1'
 google-services = '4.4.2'
 gravatar = '1.0.0'
 greenrobot-eventbus = '3.3.1'
-gutenberg-kit = 'trunk-a58a46f3fbb892f311b562e3c122d7ef4ebbfe33'
+gutenberg-kit = 'trunk-d6fbfc7bc28ae6db2cce09950f24bc3080374596'
 gutenberg-mobile = 'v1.121.0'
 indexos-media-for-mobile = '43a9026f0973a2f0a74fa813132f6a16f7499c3a'
 jackson-databind = '2.12.7.1'
diff --git a/libs/editor/src/main/java/org/wordpress/android/editor/gutenberg/GutenbergEditorFragment.java b/libs/editor/src/main/java/org/wordpress/android/editor/gutenberg/GutenbergEditorFragment.java
index fabee0a89ddc..8e25e9b265cc 100644
--- a/libs/editor/src/main/java/org/wordpress/android/editor/gutenberg/GutenbergEditorFragment.java
+++ b/libs/editor/src/main/java/org/wordpress/android/editor/gutenberg/GutenbergEditorFragment.java
@@ -21,6 +21,8 @@
 import android.view.inputmethod.InputMethodManager;
 import android.webkit.URLUtil;
 import android.webkit.ValueCallback;
+import android.webkit.WebResourceRequest;
+import android.webkit.WebResourceResponse;
 
 import androidx.annotation.NonNull;
 import androidx.annotation.Nullable;
@@ -68,6 +70,7 @@
 import org.wordpress.android.util.helpers.MediaFile;
 import org.wordpress.android.util.helpers.MediaGallery;
 import org.wordpress.aztec.IHistoryListener;
+import org.wordpress.gutenberg.GutenbergRequestInterceptor;
 import org.wordpress.mobile.ReactNativeGutenbergBridge.GutenbergBridgeJS2Parent.LogExceptionCallback;
 import org.wordpress.mobile.ReactNativeGutenbergBridge.GutenbergEmbedWebViewActivity;
 import org.wordpress.mobile.WPAndroidGlue.GutenbergJsException;
@@ -97,18 +100,29 @@
 import org.wordpress.gutenberg.GutenbergView.ContentChangeListener;
 import org.wordpress.gutenberg.GutenbergWebViewPool;
 
+import java.io.IOException;
 import java.io.Serializable;
+import java.net.MalformedURLException;
+import java.net.URL;
 import java.util.ArrayList;
+import java.util.Arrays;
 import java.util.Date;
 import java.util.HashMap;
 import java.util.HashSet;
 import java.util.List;
+import java.util.Locale;
 import java.util.Map;
 import java.util.Set;
 import java.util.concurrent.ConcurrentHashMap;
 import java.util.concurrent.CountDownLatch;
 import java.util.stream.Collectors;
 
+import okhttp3.Headers;
+import okhttp3.OkHttpClient;
+import okhttp3.Request;
+import okhttp3.Response;
+import okhttp3.ResponseBody;
+
 import static org.wordpress.mobile.WPAndroidGlue.Media.createRNMediaUsingMimeType;
 
 public class GutenbergEditorFragment extends EditorFragmentAbstract implements
@@ -117,7 +131,8 @@ public class GutenbergEditorFragment extends EditorFragmentAbstract implements
         EditorThemeUpdateListener,
         GutenbergDialogPositiveClickInterface,
         GutenbergDialogNegativeClickInterface,
-        GutenbergNetworkConnectionListener {
+        GutenbergNetworkConnectionListener,
+        GutenbergRequestInterceptor {
     @Nullable private GutenbergView mGutenbergView;
     private static final String GUTENBERG_EDITOR_NAME = "gutenberg";
     private static final String KEY_HTML_MODE_ENABLED = "KEY_HTML_MODE_ENABLED";
@@ -181,6 +196,9 @@ public class GutenbergEditorFragment extends EditorFragmentAbstract implements
 
     private ProgressDialog mSavingContentProgressDialog;
     @Nullable private static Map<String, Object> mSettings;
+    private static boolean mIsPrivate = false;
+    private static boolean mIsPrivateAtomic = false;
+    @NonNull OkHttpClient mHttpClient = new OkHttpClient();
 
     public static GutenbergEditorFragment newInstance(Context context,
                                                       boolean isNewPost,
@@ -188,7 +206,9 @@ public static GutenbergEditorFragment newInstance(Context context,
                                                       GutenbergPropsBuilder gutenbergPropsBuilder,
                                                       boolean jetpackFeaturesEnabled,
                                                       boolean newGutenbergEnabled,
-                                                      @Nullable Map<String, Object> settings) {
+                                                      @Nullable Map<String, Object> settings,
+                                                      boolean isPrivate,
+                                                      boolean isPrivateAtomic) {
         GutenbergEditorFragment fragment = new GutenbergEditorFragment();
         Bundle args = new Bundle();
         args.putBoolean(ARG_IS_NEW_POST, isNewPost);
@@ -199,6 +219,8 @@ public static GutenbergEditorFragment newInstance(Context context,
         SavedInstanceDatabase db = SavedInstanceDatabase.Companion.getDatabase(context);
         mIsNewGutenbergEnabled = newGutenbergEnabled;
         mSettings = settings;
+        mIsPrivate = isPrivate;
+        mIsPrivateAtomic = isPrivateAtomic;
         if (db != null) {
             db.addParcel(ARG_GUTENBERG_WEB_VIEW_AUTH_DATA, webViewAuthorizationData);
             db.addParcel(ARG_GUTENBERG_PROPS_BUILDER, gutenbergPropsBuilder);
@@ -291,6 +313,7 @@ public View onCreateView(LayoutInflater inflater, ViewGroup container, Bundle sa
             mGutenbergView.setEditorDidBecomeAvailable(view -> {
                 mEditorFragmentListener.onEditorFragmentContentReady(new ArrayList<Object>(), false);
             });
+            mGutenbergView.setRequestInterceptor(this);
 
             Integer postId = (Integer) mSettings.get("postId");
             if (postId != null && postId == 0) {
@@ -1635,4 +1658,101 @@ public void onConnectionStatusChange(boolean isConnected) {
             mEditorFragmentListener.onMediaRetryAll(mFailedMediaIds);
         }
     }
+
+    @Override
+    public boolean canIntercept(@NonNull WebResourceRequest request) {
+        Uri url = request.getUrl();
+
+        return mIsPrivate && isSiteHostedMediaFile(url.toString());
+    }
+
+    boolean isSiteHostedMediaFile(@NonNull String urlString) {
+        String siteURL = (String) (mSettings != null ? mSettings.get("siteURL") : "");
+        Set<String> mediaExtensions = new HashSet<>(Arrays.asList(
+                "jpg", "jpeg", "png", "gif", "bmp", "webp",
+                "mp4", "mov", "avi", "mkv",
+                "mp3", "wav", "flac"
+        ));
+
+        try {
+            URL url = new URL(urlString);
+            URL siteUrlObj = new URL(siteURL);
+
+            // Check if the URL is from the same host as the site URL
+            if (!url.getHost().equalsIgnoreCase(siteUrlObj.getHost())) {
+                return false;
+            }
+
+            // Extract the file name and extension
+            String path = url.getPath();
+            int lastDotIndex = path.lastIndexOf('.');
+            if (lastDotIndex == -1) {
+                return false;
+            }
+
+            String extension = path.substring(lastDotIndex + 1).toLowerCase(Locale.ROOT);
+
+            // Check if the extension is in the list of media extensions
+            return mediaExtensions.contains(extension);
+        } catch (MalformedURLException e) {
+            // Handle invalid URLs
+            return false;
+        }
+    }
+
+    @Nullable @Override
+    public WebResourceResponse handleRequest(@NonNull WebResourceRequest request) {
+        Uri url = request.getUrl();
+
+        String proxyUrl = url.toString();
+        if (mIsPrivateAtomic) {
+            proxyUrl = getPrivateResourceProxyUrl(url);
+        }
+
+        try {
+            Request okHttpRequest = new Request.Builder()
+                    .url(proxyUrl)
+                    .headers(Headers.of(request.getRequestHeaders()))
+                    .addHeader("Authorization", mSettings.get("authHeader").toString())
+                    .build();
+
+            Response response = mHttpClient.newCall(okHttpRequest).execute();
+
+            ResponseBody body = response.body();
+            if (body == null) {
+                return null;
+            }
+
+            okhttp3.MediaType contentType = body.contentType();
+            if (contentType == null) {
+                return null;
+            }
+
+            return new WebResourceResponse(
+                    contentType.toString(),
+                    response.header("content-encoding"),
+                    body.byteStream()
+            );
+        } catch (IOException e) {
+            // We don't need to handle this ourselves, just tell the WebView that
+            // we weren't able to fetch the resource
+            return null;
+        }
+    }
+
+    private static @NonNull String getPrivateResourceProxyUrl(@NonNull Uri url) {
+        Uri newUri = new Uri.Builder()
+                .scheme("https")
+                .authority("public-api.wordpress.com")
+                .appendPath("wpcom")
+                .appendPath("v2")
+                .appendPath("sites")
+                .appendPath(url.getAuthority())
+                .appendPath("atomic-auth-proxy")
+                .appendPath("file")
+                .appendEncodedPath(url.getPath().substring(1)) // Remove leading '/'
+                .build();
+
+        return newUri.toString();
+    }
 }