diff --git a/eclipse-language-servers/org.springframework.tooling.boot.ls/src/org/springframework/tooling/boot/ls/SpringBootLanguageServer.java b/eclipse-language-servers/org.springframework.tooling.boot.ls/src/org/springframework/tooling/boot/ls/SpringBootLanguageServer.java
index 534f71a3e..6ae85c6cd 100644
--- a/eclipse-language-servers/org.springframework.tooling.boot.ls/src/org/springframework/tooling/boot/ls/SpringBootLanguageServer.java
+++ b/eclipse-language-servers/org.springframework.tooling.boot.ls/src/org/springframework/tooling/boot/ls/SpringBootLanguageServer.java
@@ -52,11 +52,11 @@ public class SpringBootLanguageServer extends STS4LanguageServerProcessStreamCon
 		args.add("-XX:TieredStopAtLevel=1");
 		
 		if (!LanguageServerCommonsActivator.getInstance().getPreferenceStore().getBoolean(LanguageServerConsolePreferenceConstants.PREF_BOOT_JAVA_CONSOLE_ENABLED)) {
-			IPath logFile = BootLanguageServerPlugin.getDefault().getStateLocation().addTrailingSeparator().append("boot-ls-" + System.currentTimeMillis() + ".log");
+			IPath logFile = BootLanguageServerPlugin.getDefault().getStateLocation().addTrailingSeparator().append("boot-ls.log");
 			args.add("-Dsts.log.file=" + logFile.toFile().getPath());
 		}
 		
-		IPath fatalErrorFile = BootLanguageServerPlugin.getDefault().getStateLocation().addTrailingSeparator().append("fatal-eror-boot-ls-" + System.currentTimeMillis() + ".log");
+		IPath fatalErrorFile = BootLanguageServerPlugin.getDefault().getStateLocation().addTrailingSeparator().append("fatal-eror-boot-ls.log");
 		args.add("-XX:ErrorFile=" + fatalErrorFile.toFile().getPath());
 		
 		addCustomJVMArgs(args);
diff --git a/headless-services/commons/commons-util/src/main/java/org/springframework/ide/vscode/commons/util/LogRedirect.java b/headless-services/commons/commons-util/src/main/java/org/springframework/ide/vscode/commons/util/LogRedirect.java
index d328cd3a4..878584435 100644
--- a/headless-services/commons/commons-util/src/main/java/org/springframework/ide/vscode/commons/util/LogRedirect.java
+++ b/headless-services/commons/commons-util/src/main/java/org/springframework/ide/vscode/commons/util/LogRedirect.java
@@ -37,7 +37,7 @@ public class LogRedirect {
 		} else {
 			System.err.println("Redirecting log output to: "+logfilePath);
 			File logfile = new File(logfilePath);
-			PrintStream logFile = new PrintStream(new FileOutputStream(logfile, false));
+			PrintStream logFile = new PrintStream(new FileOutputStream(logfile, true));
 			return logFile;
 		}
 	}