diff --git a/src/steps/os/macos.rs b/src/steps/os/macos.rs
index b835d5b8..e6e25c3b 100644
--- a/src/steps/os/macos.rs
+++ b/src/steps/os/macos.rs
@@ -41,7 +41,7 @@ pub fn run_mas(ctx: &ExecutionContext) -> Result<()> {
 pub fn upgrade_macos(ctx: &ExecutionContext) -> Result<()> {
     print_separator("macOS system update");
 
-    let should_ask = !(ctx.config().yes(Step::System)) || (ctx.config().dry_run());
+    let should_ask = !(ctx.config().yes(Step::System) || ctx.config().dry_run());
     if should_ask {
         println!("Finding available software");
         if system_update_available()? {