Index: cli/tools/upgrade.rs
--- cli/tools/upgrade.rs.orig
+++ cli/tools/upgrade.rs
@@ -239,10 +239,7 @@ fn print_release_notes(current_version: &str, new_vers
 }
 
 pub fn upgrade_check_enabled() -> bool {
-  matches!(
-    env::var("DENO_NO_UPDATE_CHECK"),
-    Err(env::VarError::NotPresent)
-  )
+  false
 }
 
 pub fn check_for_upgrades(
@@ -374,6 +371,7 @@ pub async fn upgrade(
   flags: Arc<Flags>,
   upgrade_flags: UpgradeFlags,
 ) -> Result<(), AnyError> {
+  bail!("Upgrades are not supported on OpenBSD.");
   let factory = CliFactory::from_flags(flags);
   let client = factory.http_client_provider().get_or_create()?;
   let current_exe_path = std::env::current_exe()?;
