diff --git a/src/invidious/helpers/serialized_yt_data.cr b/src/invidious/helpers/serialized_yt_data.cr
index 5eef2359..56b64dbf 100644
--- a/src/invidious/helpers/serialized_yt_data.cr
+++ b/src/invidious/helpers/serialized_yt_data.cr
@@ -309,6 +309,32 @@ struct ProblematicTimelineItem
       json.field "errorBacktrace", @parse_exception.inspect_with_backtrace
     end
   end
+
+  # Provides compatibility with PlaylistVideo
+  def to_json(json : JSON::Builder, *args, **kwargs)
+    return to_json("", json)
+  end
+
+  def to_xml(env, locale, xml : XML::Builder)
+    xml.element("entry") do
+      xml.element("id") { xml.text "iv-err-#{Random.new.base64(8)}" }
+      xml.element("title") { xml.text "Parse Error: This item has failed to parse" }
+      xml.element("updated") { xml.text Time.utc.to_rfc3339 }
+
+      xml.element("content", type: "xhtml") do
+        xml.element("div", xmlns: "http://www.w3.org/1999/xhtml") do
+          xml.element("div") do
+            xml.element("h4") { translate(locale, "timeline_parse_error_placeholder_heading") }
+            xml.element("p") { translate(locale, "timeline_parse_error_placeholder_message") }
+          end
+
+          xml.element("pre") do
+            get_issue_template(env, @parse_exception)
+          end
+        end
+      end
+    end
+  end
 end
 
 class Category
diff --git a/src/invidious/playlists.cr b/src/invidious/playlists.cr
index b670c009..c762b64b 100644
--- a/src/invidious/playlists.cr
+++ b/src/invidious/playlists.cr
@@ -432,7 +432,7 @@ def get_playlist_videos(playlist : InvidiousPlaylist | Playlist, offset : Int32,
       offset = initial_data.dig?("contents", "twoColumnWatchNextResults", "playlist", "playlist", "currentIndex").try &.as_i || offset
     end
 
-    videos = [] of PlaylistVideo
+    videos = [] of PlaylistVideo | ProblematicTimelineItem
 
     until videos.size >= 200 || videos.size == playlist.video_count || offset >= playlist.video_count
       # 100 videos per request
@@ -448,7 +448,7 @@ def get_playlist_videos(playlist : InvidiousPlaylist | Playlist, offset : Int32,
 end
 
 def extract_playlist_videos(initial_data : Hash(String, JSON::Any))
-  videos = [] of PlaylistVideo
+  videos = [] of PlaylistVideo | ProblematicTimelineItem
 
   if initial_data["contents"]?
     tabs = initial_data["contents"]["twoColumnBrowseResultsRenderer"]["tabs"]
@@ -500,6 +500,10 @@ def extract_playlist_videos(initial_data : Hash(String, JSON::Any))
         index:          index,
       })
     end
+  rescue ex
+    videos << ProblematicTimelineItem.new(
+      parse_exception: ex
+    )
   end
 
   return videos
diff --git a/src/invidious/routes/embed.cr b/src/invidious/routes/embed.cr
index bdbb2d89..b7ae4e0e 100644
--- a/src/invidious/routes/embed.cr
+++ b/src/invidious/routes/embed.cr
@@ -12,13 +12,15 @@ module Invidious::Routes::Embed
           url = "/playlist?list=#{plid}"
           raise NotFoundException.new(translate(locale, "error_video_not_in_playlist", url))
         end
+
+        get_first_video = videos[0].as(PlaylistVideo)
       rescue ex : NotFoundException
         return error_template(404, ex)
       rescue ex
         return error_template(500, ex)
       end
 
-      url = "/embed/#{videos[0].id}?#{env.params.query}"
+      url = "/embed/#{get_first_video}?#{env.params.query}"
 
       if env.params.query.size > 0
         url += "?#{env.params.query}"
@@ -72,13 +74,15 @@ module Invidious::Routes::Embed
             url = "/playlist?list=#{plid}"
             raise NotFoundException.new(translate(locale, "error_video_not_in_playlist", url))
           end
+
+          get_first_video = videos[0].as(PlaylistVideo)
         rescue ex : NotFoundException
           return error_template(404, ex)
         rescue ex
           return error_template(500, ex)
         end
 
-        url = "/embed/#{videos[0].id}"
+        url = "/embed/#{get_first_video.id}"
       elsif video_series
         url = "/embed/#{video_series.shift}"
         env.params.query["playlist"] = video_series.join(",")
diff --git a/src/invidious/routes/feeds.cr b/src/invidious/routes/feeds.cr
index 7f9a0edb..abfea9ee 100644
--- a/src/invidious/routes/feeds.cr
+++ b/src/invidious/routes/feeds.cr
@@ -296,7 +296,13 @@ module Invidious::Routes::Feeds
               xml.element("name") { xml.text playlist.author }
             end
 
-            videos.each &.to_xml(xml)
+            videos.each do |video|
+              if video.is_a? PlaylistVideo
+                video.to_xml(xml)
+              else
+                video.to_xml(env, locale, xml)
+              end
+            end
           end
         end
       else