diff --git a/src/main/java/org/cryptomator/ui/keyloading/masterkeyfile/MasterkeyFileLoadingStrategy.java b/src/main/java/org/cryptomator/ui/keyloading/masterkeyfile/MasterkeyFileLoadingStrategy.java
index cc8d11a02..1e50df139 100644
--- a/src/main/java/org/cryptomator/ui/keyloading/masterkeyfile/MasterkeyFileLoadingStrategy.java
+++ b/src/main/java/org/cryptomator/ui/keyloading/masterkeyfile/MasterkeyFileLoadingStrategy.java
@@ -56,7 +56,7 @@ public class MasterkeyFileLoadingStrategy implements KeyLoadingStrategy {
 		this.keychain = keychain;
 		this.resourceBundle = resourceBundle;
 		this.passphrase = savedPassphrase.map(Passphrase::new).orElse(null);
-		this.savePassphrase = false;
+		this.savePassphrase = savedPassphrase.isPresent();
 	}
 
 	@Override