diff --git a/src/main.rs b/src/main.rs
index cdec4c39..d78c573d 100644
--- a/src/main.rs
+++ b/src/main.rs
@@ -184,7 +184,12 @@ fn run() -> Result<()> {
                 config.no_retry(),
             )?;
 
-            execute(&mut report, "Scoop", || windows::run_scoop(run_type), config.no_retry())?;
+            execute(
+                &mut report,
+                "Scoop",
+                || windows::run_scoop(config.cleanup(), run_type),
+                config.no_retry(),
+            )?;
         }
     }
 
diff --git a/src/steps/os/windows.rs b/src/steps/os/windows.rs
index 5fad23a0..aaf4b5f1 100644
--- a/src/steps/os/windows.rs
+++ b/src/steps/os/windows.rs
@@ -12,13 +12,19 @@ pub fn run_chocolatey(run_type: RunType) -> Result<()> {
     run_type.execute(&choco).args(&["upgrade", "all"]).check_run()
 }
 
-pub fn run_scoop(run_type: RunType) -> Result<()> {
+pub fn run_scoop(cleanup: bool, run_type: RunType) -> Result<()> {
     let scoop = require("scoop")?;
 
     print_separator("Scoop");
 
     run_type.execute(&scoop).args(&["update"]).check_run()?;
-    run_type.execute(&scoop).args(&["update", "*"]).check_run()
+    run_type.execute(&scoop).args(&["update", "*"]).check_run()?;
+
+    if cleanup {
+        run_type.execute(&scoop).args(&["cleanup", "*"]).check_run()?;
+    }
+
+    Ok(())
 }
 
 pub fn run_wsl_topgrade(run_type: RunType) -> Result<()> {