diff --git a/lib/final_destination.rb b/lib/final_destination.rb
index 973c457e9f2..35aac08e3b0 100644
--- a/lib/final_destination.rb
+++ b/lib/final_destination.rb
@@ -10,6 +10,8 @@ require "url_helper"
 class FinalDestination
   class SSRFError < SocketError
   end
+  class UrlEncodingError < ArgumentError
+  end
 
   MAX_REQUEST_TIME_SECONDS = 10
   MAX_REQUEST_SIZE_BYTES = 5_242_880 # 1024 * 1024 * 5
@@ -457,6 +459,8 @@ class FinalDestination
 
   def normalized_url
     UrlHelper.normalized_encode(@url)
+  rescue ArgumentError => e
+    raise UrlEncodingError, e.message
   end
 
   def log(log_level, message)
diff --git a/lib/retrieve_title.rb b/lib/retrieve_title.rb
index 8ea76ecec29..d75cae8f5ac 100644
--- a/lib/retrieve_title.rb
+++ b/lib/retrieve_title.rb
@@ -2,6 +2,11 @@
 
 module RetrieveTitle
   CRAWL_TIMEOUT = 1
+  UNRECOVERABLE_ERRORS = [
+    Net::ReadTimeout,
+    FinalDestination::SSRFError,
+    FinalDestination::UrlEncodingError,
+  ]
 
   def self.crawl(url, max_redirects: nil, initial_https_redirect_ignore_limit: false)
     fetch_title(
@@ -9,8 +14,8 @@ module RetrieveTitle
       max_redirects: max_redirects,
       initial_https_redirect_ignore_limit: initial_https_redirect_ignore_limit,
     )
-  rescue Net::ReadTimeout, FinalDestination::SSRFError
-    # do nothing for Net::ReadTimeout errors
+  rescue *UNRECOVERABLE_ERRORS
+    # ¯\_(ツ)_/¯
   end
 
   def self.extract_title(html, encoding = nil)
diff --git a/spec/lib/final_destination_spec.rb b/spec/lib/final_destination_spec.rb
index c99cac3df4b..aa316794ce5 100644
--- a/spec/lib/final_destination_spec.rb
+++ b/spec/lib/final_destination_spec.rb
@@ -60,6 +60,12 @@ RSpec.describe FinalDestination do
     expect(fd.ignored).to eq(%w[test.localhost google.com meta.discourse.org])
   end
 
+  it "raises an error when URL is too long to encode" do
+    expect {
+      FinalDestination.new("https://meta.discourse.org/" + "x" * UrlHelper::MAX_URL_LENGTH)
+    }.to raise_error(FinalDestination::UrlEncodingError)
+  end
+
   describe ".resolve" do
     it "has a ready status code before anything happens" do
       expect(fd("https://eviltrout.com").status).to eq(:ready)
diff --git a/spec/lib/retrieve_title_spec.rb b/spec/lib/retrieve_title_spec.rb
index 685696efb50..1a3cc239774 100644
--- a/spec/lib/retrieve_title_spec.rb
+++ b/spec/lib/retrieve_title_spec.rb
@@ -207,6 +207,12 @@ RSpec.describe RetrieveTitle do
 
       expect(RetrieveTitle.crawl("https://example.com")).to eq(nil)
     end
+
+    it "ignores URL encoding errors" do
+      described_class.stubs(:fetch_title).raises(FinalDestination::UrlEncodingError)
+
+      expect(RetrieveTitle.crawl("https://example.com")).to eq(nil)
+    end
   end
 
   describe ".fetch_title" do