diff --git a/.changeset/sweet-schools-flow.md b/.changeset/sweet-schools-flow.md
new file mode 100644
index 0000000000..6ff44bfa96
--- /dev/null
+++ b/.changeset/sweet-schools-flow.md
@@ -0,0 +1,6 @@
+---
+"gitbook-v2": patch
+"gitbook": patch
+---
+
+Increase logging around caching behaviour causing page crashes.
diff --git a/packages/gitbook-v2/src/lib/context.ts b/packages/gitbook-v2/src/lib/context.ts
index 7ef0f463b9..c85434c91f 100644
--- a/packages/gitbook-v2/src/lib/context.ts
+++ b/packages/gitbook-v2/src/lib/context.ts
@@ -220,6 +220,8 @@ export async function fetchSiteContextByIds(
 ): Promise<GitBookSiteContext> {
     const { dataFetcher } = baseContext;
 
+    const DEBUG = ids.site === 'site_cu2ih';
+
     const [{ site: orgSite, structure: siteStructure, customizations, scripts }, spaceContext] =
         await Promise.all([
             throwIfDataError(
@@ -232,6 +234,22 @@ export async function fetchSiteContextByIds(
             fetchSpaceContextByIds(baseContext, ids),
         ]);
 
+    DEBUG && console.log('ids', JSON.stringify(ids));
+    DEBUG &&
+        console.log(
+            'siteStructure',
+            siteStructure
+                ? JSON.stringify({
+                      type: siteStructure.type,
+                      structure: siteStructure.structure.map((s) => {
+                          // @ts-ignore
+                          const { siteSpaces, urls, ...rest } = s;
+                          return rest;
+                      }),
+                  })
+                : 'null'
+        );
+
     // override the title with the customization title
     // TODO: remove this hack once we have a proper way to handle site customizations
     const site = {
@@ -407,7 +425,7 @@ export function checkIsRootSiteContext(context: GitBookSiteContext): boolean {
 function parseSiteSectionsAndGroups(structure: SiteStructure, siteSectionId: string) {
     const sectionsAndGroups = getSiteStructureSections(structure, { ignoreGroups: false });
     const section = parseCurrentSection(structure, siteSectionId);
-    assert(section, 'A section must be defined when there are multiple sections');
+    assert(section, `couldn't find section "${siteSectionId}" in site structure`);
     return { list: sectionsAndGroups, current: section } satisfies SiteSections;
 }
 
diff --git a/packages/gitbook/src/middleware.ts b/packages/gitbook/src/middleware.ts
index 30f7b44e6a..0e599c4486 100644
--- a/packages/gitbook/src/middleware.ts
+++ b/packages/gitbook/src/middleware.ts
@@ -674,6 +674,9 @@ async function lookupSiteByAPI(
             }
         );
 
+        alternative.url.includes('minas-tirith') &&
+            console.log(`resolved ${alternative.url} -> ${JSON.stringify(data)}`);
+
         if ('error' in data) {
             if (alternative.primary) {
                 // We only return an error for the primary alternative (full URL),