diff --git a/bucket/cloudflared.json b/bucket/cloudflared.json
index 93acedab6d..7e9961ba04 100644
--- a/bucket/cloudflared.json
+++ b/bucket/cloudflared.json
@@ -1,16 +1,16 @@
 {
-    "version": "2023.4.2",
+    "version": "2023.5.0",
     "description": "Command-line client to interact with Cloudflare Tunnel, Cloudflare Access, start up a DNS over HTTPS resolver and more.",
     "homepage": "https://github.com/cloudflare/cloudflared",
     "license": "Apache-2.0",
     "architecture": {
         "64bit": {
-            "url": "https://github.com/cloudflare/cloudflared/releases/download/2023.4.2/cloudflared-windows-amd64.exe#/cloudflared.exe",
-            "hash": "53f8adbd76c0eb16f5e43cadde422474d8a06f9c8f959389c1930042ad8beaa5"
+            "url": "https://github.com/cloudflare/cloudflared/releases/download/2023.5.0/cloudflared-windows-amd64.exe#/cloudflared.exe",
+            "hash": "9ec7e6c8e1bfd883663d8d9d62c9e4f9ae373b731407181e32491b27a7218a2c"
         },
         "32bit": {
-            "url": "https://github.com/cloudflare/cloudflared/releases/download/2023.4.2/cloudflared-windows-386.exe#/cloudflared.exe",
-            "hash": "c2cfd23fdc6c0e1b1ffa0e545cbe556f18d11b362b4a89ba0713f6ab01c4827f"
+            "url": "https://github.com/cloudflare/cloudflared/releases/download/2023.5.0/cloudflared-windows-386.exe#/cloudflared.exe",
+            "hash": "cd81b2792f0739f473c31c9cb7cf2313154bfa28b839975802b90e8790bb5058"
         }
     },
     "bin": "cloudflared.exe",