diff --git a/apple/OmnivoreKit/Sources/Services/DataService/Mutations/SavePDF.swift b/apple/OmnivoreKit/Sources/Services/DataService/Mutations/SavePDF.swift
index c0e9e186e..c5b53b58e 100644
--- a/apple/OmnivoreKit/Sources/Services/DataService/Mutations/SavePDF.swift
+++ b/apple/OmnivoreKit/Sources/Services/DataService/Mutations/SavePDF.swift
@@ -4,6 +4,7 @@ import Models
 import SwiftGraphQL
 
 public struct UploadFileRequestPayload {
+  public let pageId: String
   public let uploadID: String?
   public let uploadFileID: String?
   public let urlString: String?
@@ -29,6 +30,7 @@ public extension DataService {
         uploadFileRequestSuccess: .init {
           .success(
             payload: UploadFileRequestPayload(
+              pageId: (try $0.createdPageId()) ?? id,
               uploadID: try $0.id(),
               uploadFileID: try $0.uploadFileId(),
               urlString: try $0.uploadSignedUrl()
diff --git a/apple/OmnivoreKit/Sources/Services/DataService/OfflineSync.swift b/apple/OmnivoreKit/Sources/Services/DataService/OfflineSync.swift
index c5c5e2777..73dce5a04 100644
--- a/apple/OmnivoreKit/Sources/Services/DataService/OfflineSync.swift
+++ b/apple/OmnivoreKit/Sources/Services/DataService/OfflineSync.swift
@@ -54,18 +54,14 @@ public extension DataService {
       try await updateLinkedItemStatus(id: id, newId: nil, status: .isSyncing)
 
       let uploadRequest = try await uploadFileRequest(id: id, url: url)
+      print("UPLOAD REQUEST, ORIGINAL ID, NEW ID", id, uploadRequest.pageId)
       if let urlString = uploadRequest.urlString, let uploadUrl = URL(string: urlString) {
-        let attr = try? FileManager.default.attributesOfItem(atPath: localPdfURL.path)
-        if let attr = attr {
-          print("ATTR", attr[.size])
-        }
-
-        try await uploadFile(id: id, localPdfURL: localPdfURL, url: uploadUrl)
+        try await uploadFile(id: uploadRequest.pageId, localPdfURL: localPdfURL, url: uploadUrl)
       } else {
         throw SaveArticleError.badData
       }
 
-      try await updateLinkedItemStatus(id: id, newId: nil, status: .isNSync)
+      try await updateLinkedItemStatus(id: id, newId: uploadRequest.pageId, status: .isNSync)
       try backgroundContext.performAndWait {
         try backgroundContext.save()
       }
diff --git a/apple/OmnivoreKit/Sources/Services/DataService/Queries/ArticleContentQuery.swift b/apple/OmnivoreKit/Sources/Services/DataService/Queries/ArticleContentQuery.swift
index 8c3b98c57..843239a1f 100644
--- a/apple/OmnivoreKit/Sources/Services/DataService/Queries/ArticleContentQuery.swift
+++ b/apple/OmnivoreKit/Sources/Services/DataService/Queries/ArticleContentQuery.swift
@@ -195,6 +195,8 @@ public extension DataService {
   }
 
   internal func persistArticleContent(item: InternalLinkedItem, htmlContent: String, highlights: [InternalHighlight]) async throws {
+    var needsPDFDownload = false
+
     try await backgroundContext.perform { [weak self] in
       guard let self = self else { return }
       let fetchRequest: NSFetchRequest<Models.LinkedItem> = LinkedItem.fetchRequest()
@@ -226,19 +228,53 @@ public extension DataService {
       linkedItem.isArchived = item.isArchived
       linkedItem.contentReader = item.contentReader
       linkedItem.serverSyncStatus = Int64(ServerSyncStatus.isNSync.rawValue)
+
+      if item.isPDF {
+        needsPDFDownload = true
+
+        // Check if we already have the PDF item locally. Either in temporary
+        // space, or in the documents directory
+        if let localPDF = existingItem?.localPDF {
+          if PDFUtils.exists(filename: localPDF) {
+            linkedItem.localPDF = localPDF
+            needsPDFDownload = false
+          }
+        }
+
+        if let tempPDFURL = existingItem?.tempPDFURL {
+          linkedItem.localPDF = try? PDFUtils.moveToLocal(url: tempPDFURL)
+          PDFUtils.exists(filename: linkedItem.localPDF)
+          if linkedItem.localPDF != nil {
+            needsPDFDownload = false
+          }
+        }
+      }
     }
 
     if item.isPDF {
-      try await fetchPDFData(slug: item.slug, pageURLString: item.pageURLString)
+      if needsPDFDownload {
+        print("PDF does not exist, downloading", item.id, item.title)
+        try await backgroundContext.perform {
+          let fetchRequest: NSFetchRequest<Models.LinkedItem> = LinkedItem.fetchRequest()
+          fetchRequest.predicate = NSPredicate(format: "id == %@", item.id)
+
+          let existingItem = try? self.backgroundContext.fetch(fetchRequest).first
+          print("EXISTING ITEM", existingItem)
+        }
+
+        try await fetchPDFData(slug: item.slug, pageURLString: item.pageURLString)
+      } else {
+        print("PDF already exists, not downloading", item.id)
+      }
     }
 
     try await backgroundContext.perform { [weak self] in
       do {
         try self?.backgroundContext.save()
-        logger.debug("ArticleContent saved succesfully")
+        // logger.debug("ArticleContent saved succesfully")
       } catch {
         self?.backgroundContext.rollback()
-        logger.debug("Failed to save ArticleContent")
+        // logger.debug("Failed to save ArticleContent")
         throw error
       }
     }
@@ -275,6 +311,7 @@ public extension DataService {
         try data.write(to: tempPath)
         let localPDF = try PDFUtils.moveToLocal(url: tempPath)
         localPdfURL = PDFUtils.localPdfURL(filename: localPDF)
+        linkedItem.tempPDFURL = nil
         linkedItem.localPDF = localPDF
         try self?.backgroundContext.save()
       } catch {
diff --git a/apple/OmnivoreKit/Sources/Utils/PDFUtils.swift b/apple/OmnivoreKit/Sources/Utils/PDFUtils.swift
index d7c89cd68..1919377fc 100644
--- a/apple/OmnivoreKit/Sources/Utils/PDFUtils.swift
+++ b/apple/OmnivoreKit/Sources/Utils/PDFUtils.swift
@@ -35,12 +35,14 @@ public enum PDFUtils {
     let url = FileManager.default
       .urls(for: .documentDirectory, in: .userDomainMask)[0]
       .appendingPathComponent(filename)
+
     return url
   }
 
   public static func exists(filename: String?) -> Bool {
     if let filename = filename, let localPdfURL = localPdfURL(filename: filename) {
-      return FileManager.default.fileExists(atPath: localPdfURL.absoluteString)
+      let result = FileManager.default.fileExists(atPath: localPdfURL.path)
+      return result
     }
     return false
   }