diff --git a/.crystal-version b/.crystal-version
index a8fdfda..850e742 100644
--- a/.crystal-version
+++ b/.crystal-version
@@ -1 +1 @@
-1.8.1
+1.14.0
diff --git a/.tool-versions b/.tool-versions
index 479e5ad..e01c199 100644
--- a/.tool-versions
+++ b/.tool-versions
@@ -1,3 +1,3 @@
 nodejs 16.18.0
-crystal 1.5.0
+crystal 1.14.0
 yarn 1.22.19
diff --git a/CHANGELOG b/CHANGELOG
index b4987cf..d348db3 100644
--- a/CHANGELOG
+++ b/CHANGELOG
@@ -1,9 +1,10 @@
-Unreleased
+2025-10-26
 
 * Add a bunch of well-known, LLM scrapers to robots.txt
 * Add command to tag releases
 * Modernize nix config
 * Added scribe.manasiwibi.com instance
+* Upgrade to crystal 1.14.0
 
 2023-12-18
 
diff --git a/config/log.cr b/config/log.cr
index acf43f1..0541d9a 100644
--- a/config/log.cr
+++ b/config/log.cr
@@ -26,10 +26,9 @@ Avram::QueryLog.dexter.configure(:none)
 
 # Skip logging static assets requests in development
 Lucky::LogHandler.configure do |settings|
-  if LuckyEnv.development?
-    settings.skip_if = ->(context : HTTP::Server::Context) {
-      context.request.method.downcase == "get" &&
-      context.request.resource.starts_with?(/\/css\/|\/js\/|\/assets\/|\/favicon\.ico/)
-    }
-  end
+  settings.skip_if = ->(context : HTTP::Server::Context) {
+    LuckyEnv.development? &&
+    context.request.method.downcase == "get" &&
+    context.request.resource.starts_with?(/\/css\/|\/js\/|\/assets\/|\/favicon\.ico/)
+  }
 end
diff --git a/config/server.cr b/config/server.cr
index a41fa6c..a3fff35 100644
--- a/config/server.cr
+++ b/config/server.cr
@@ -20,7 +20,7 @@ Lucky::ForceSSLHandler.configure do |settings|
   # This will cause http requests to be redirected to https:
   #
   #    settings.enabled = LuckyEnv.production?
-  #    settings.strict_transport_security = {max_age: 1.year, include_subdomains: true}
+  settings.strict_transport_security = {max_age: 1.year, include_subdomains: true}
   #
   # Or, leave it disabled:
   settings.enabled = false
@@ -31,9 +31,9 @@ Lucky::RequestIdHandler.configure do |settings|
   # To enable the request ID, uncomment the lines below.
   # You can set your own custom String, or use a random UUID.
   #
-  # settings.set_request_id = ->(context : HTTP::Server::Context) {
-  #   UUID.random.to_s
-  # }
+  settings.set_request_id = ->(context : HTTP::Server::Context) {
+    UUID.random.to_s
+  }
 end
 
 private def secret_key_from_env
diff --git a/shard.yml b/shard.yml
index a5cda11..3fc0e07 100644
--- a/shard.yml
+++ b/shard.yml
@@ -8,7 +8,7 @@ targets:
   scribe:
     main: src/scribe.cr
 
-crystal: 1.8.1
+crystal: 1.14.1
 
 dependencies:
   lucky:
diff --git a/src/version.cr b/src/version.cr
index 0ee9a77..cda4aef 100644
--- a/src/version.cr
+++ b/src/version.cr
@@ -1,3 +1,3 @@
 module Scribe
-  VERSION = "2023-12-18"
+  VERSION = "2025-10-26"
 end