diff --git a/Cargo.lock b/Cargo.lock
index c9bd4e05985..742cd222a60 100644
--- a/Cargo.lock
+++ b/Cargo.lock
@@ -7107,6 +7107,7 @@ name = "upgrade-version"
 version = "0.1.0"
 dependencies = [
  "anyhow",
+ "chrono",
  "clap 4.5.37",
  "duct",
  "regex",
diff --git a/tools/upgrade-version/Cargo.toml b/tools/upgrade-version/Cargo.toml
index 0104b11200a..2bcc3a7f000 100644
--- a/tools/upgrade-version/Cargo.toml
+++ b/tools/upgrade-version/Cargo.toml
@@ -9,6 +9,7 @@ license-file = "LICENSE"
 [dependencies]
 toml_edit = "0.22.4"
 anyhow.workspace = true
+chrono = { workspace = true, features=["clock"] }
 clap.workspace = true
 regex.workspace = true
 duct.workspace = true
diff --git a/tools/upgrade-version/src/main.rs b/tools/upgrade-version/src/main.rs
index dcfa132cbe6..7001573de51 100644
--- a/tools/upgrade-version/src/main.rs
+++ b/tools/upgrade-version/src/main.rs
@@ -1,5 +1,6 @@
 #![allow(clippy::disallowed_macros)]
 
+use chrono::{Datelike, Local};
 use clap::{Arg, Command};
 use duct::cmd;
 use regex::Regex;
@@ -11,10 +12,21 @@ use std::path::PathBuf;
 fn process_license_file(upgrade_version: &str) {
     let path = "LICENSE.txt";
     let file = fs::read_to_string(path).unwrap();
-    let re = Regex::new(r"(?m)^(Licensed Work:\s+SpacetimeDB )([\d\.]+)$").unwrap();
-    let file = re.replace_all(&file, |caps: &regex::Captures| {
+
+    let version_re = Regex::new(r"(?m)^(Licensed Work:\s+SpacetimeDB )([\d\.]+)$").unwrap();
+    let file = version_re.replace_all(&file, |caps: &regex::Captures| {
         format!("{}{}", &caps[1], upgrade_version)
     });
+
+    let date_re = Regex::new(r"(?m)^Change Date:\s+\d{4}-\d{2}-\d{2}$").unwrap();
+    let new_date = Local::now()
+        .with_year(Local::now().year() + 5)
+        .unwrap()
+        .format("Change Date:          %Y-%m-%d")
+        .to_string();
+
+    let file = date_re.replace_all(&file, new_date.as_str());
+
     fs::write(path, &*file).unwrap();
 }