diff --git a/src/steps/os/linux.rs b/src/steps/os/linux.rs
index f92475d7..f663cdd3 100644
--- a/src/steps/os/linux.rs
+++ b/src/steps/os/linux.rs
@@ -162,10 +162,12 @@ fn upgrade_suse(sudo: &Option<PathBuf>, run_type: RunType) -> Result<(), Error>
 
 fn upgrade_void(sudo: &Option<PathBuf>, run_type: RunType) -> Result<(), Error> {
     if let Some(sudo) = &sudo {
-        run_type
-            .execute(&sudo)
-            .args(&["/usr/bin/xbps-install", "-Su"])
-            .check_run()?;
+        for _ in 0..2 {
+            run_type
+                .execute(&sudo)
+                .args(&["/usr/bin/xbps-install", "-Su"])
+                .check_run()?;
+        }
     } else {
         print_warning("No sudo detected. Skipping system upgrade");
     }