diff --git a/.drone.yml b/.drone.yml
index 01e24a4c42741..574b1514ba438 100644
--- a/.drone.yml
+++ b/.drone.yml
@@ -1268,7 +1268,7 @@ type: kubernetes
 name: build-linux-amd64-centos7
 environment:
   BUILDBOX_VERSION: teleport14
-  RUNTIME: go1.20.7
+  RUNTIME: go1.21.0
 trigger:
   event:
     include:
@@ -1477,7 +1477,7 @@ type: kubernetes
 name: build-linux-amd64-centos7-fips
 environment:
   BUILDBOX_VERSION: teleport14
-  RUNTIME: go1.20.7
+  RUNTIME: go1.21.0
 trigger:
   event:
     include:
@@ -1685,7 +1685,7 @@ type: kubernetes
 name: build-linux-amd64
 environment:
   BUILDBOX_VERSION: teleport14
-  RUNTIME: go1.20.7
+  RUNTIME: go1.21.0
 trigger:
   event:
     include:
@@ -1900,7 +1900,7 @@ type: kubernetes
 name: build-linux-amd64-fips
 environment:
   BUILDBOX_VERSION: teleport14
-  RUNTIME: go1.20.7
+  RUNTIME: go1.21.0
 trigger:
   event:
     include:
@@ -3200,7 +3200,7 @@ type: kubernetes
 name: build-linux-386
 environment:
   BUILDBOX_VERSION: teleport14
-  RUNTIME: go1.20.7
+  RUNTIME: go1.21.0
 trigger:
   event:
     include:
@@ -4026,7 +4026,7 @@ type: kubernetes
 name: build-linux-arm
 environment:
   BUILDBOX_VERSION: teleport14
-  RUNTIME: go1.20.7
+  RUNTIME: go1.21.0
 trigger:
   event:
     include:
@@ -5355,7 +5355,7 @@ type: kubernetes
 name: build-windows-amd64
 environment:
   BUILDBOX_VERSION: teleport14
-  RUNTIME: go1.20.7
+  RUNTIME: go1.21.0
 trigger:
   event:
     include:
@@ -17069,6 +17069,6 @@ image_pull_secrets:
 - DOCKERHUB_CREDENTIALS
 ---
 kind: signature
-hmac: a0cd6e281f864553c31bf642861283cdfa54275907721fcbd1949b3ca239a3e1
+hmac: db22e0dbdfaf7b438259c59d1648a2de7dfc266c308fc650ccc1dd496f4dbd11
 
 ...
diff --git a/.golangci.yml b/.golangci.yml
index 0898d00340802..19d759f10caf1 100644
--- a/.golangci.yml
+++ b/.golangci.yml
@@ -72,7 +72,7 @@ output:
   uniq-by-line: false
 
 run:
-  go: '1.20'
+  go: '1.21'
   skip-dirs:
     - (^|/)node_modules/
     - ^api/gen/
diff --git a/build.assets/Makefile b/build.assets/Makefile
index 590cfb17df8f9..e08cca0bb4d7c 100644
--- a/build.assets/Makefile
+++ b/build.assets/Makefile
@@ -20,7 +20,7 @@ OS ?= linux
 ARCH ?= amd64
 
 # Sync with devbox.json.
-GOLANG_VERSION ?= go1.20.7
+GOLANG_VERSION ?= go1.21.0
 
 # Sync with devbox.json.
 NODE_VERSION ?= 16.18.1
diff --git a/docs/config.json b/docs/config.json
index 7b4cdd078af4c..5e2c9f15c4678 100644
--- a/docs/config.json
+++ b/docs/config.json
@@ -1577,7 +1577,7 @@
     "teleport": {
       "major_version": "14",
       "version": "14.0.0-dev",
-      "golang": "1.20",
+      "golang": "1.21",
       "plugin": {
         "version": "12.1.1"
       },
diff --git a/e b/e
index 81061bbb87a36..ddf6341ed2be2 160000
--- a/e
+++ b/e
@@ -1 +1 @@
-Subproject commit 81061bbb87a369b89d39b47c3a326906b3c54eb7
+Subproject commit ddf6341ed2be24d84abed947e41ec91c8a8c58f3