diff --git a/src/utils/configenterprise.cpp b/src/utils/configenterprise.cpp
index 2c3b0788..0880e7ec 100644
--- a/src/utils/configenterprise.cpp
+++ b/src/utils/configenterprise.cpp
@@ -2,6 +2,8 @@
 #include <QDir>
 #include <QSettings>
 #include <QFileInfo>
+#include <QString>
+#include <QSettings>
 
 
 ConfigEnterprise::ConfigEnterprise()
@@ -9,11 +11,18 @@ ConfigEnterprise::ConfigEnterprise()
     // get enterprise settings
     m_settings = nullptr;
     QString configIniPath = QDir(QDir::currentPath()).filePath("config.ini");
-#if defined(Q_OS_LINUX) || defined(Q_OS_UNIX)
     if(!(QFileInfo::exists(configIniPath) && QFileInfo(configIniPath).isFile())) {
+#if defined(Q_OS_LINUX) || defined(Q_OS_UNIX)
         configIniPath = "/etc/flameshot/config.ini";
-    }
+#elif defined(Q_OS_WIN)
+        // calculate workdir for flameshot on startup if is not set yet
+        QSettings bootUpSettings(
+                    "HKEY_CURRENT_USER\\SOFTWARE\\Microsoft\\Windows\\CurrentVersion\\Run",
+                    QSettings::NativeFormat);
+        QFileInfo fi(bootUpSettings.value("Flameshot").toString());
+        configIniPath = QDir(fi.absolutePath()).filePath("config.ini");
 #endif
+    }
     m_settings = new QSettings(configIniPath, QSettings::IniFormat);
 }
 
diff --git a/src/utils/confighandler.cpp b/src/utils/confighandler.cpp
index 904fac3d..494d6fe8 100644
--- a/src/utils/confighandler.cpp
+++ b/src/utils/confighandler.cpp
@@ -310,6 +310,7 @@ void ConfigHandler::setStartupLaunch(const bool start) {
     QSettings bootUpSettings(
                 "HKEY_CURRENT_USER\\SOFTWARE\\Microsoft\\Windows\\CurrentVersion\\Run",
                 QSettings::NativeFormat);
+    // set workdir for flameshot on startup
     QSettings bootUpPath(
                 "HKEY_CURRENT_USER\\SOFTWARE\\Microsoft\\Windows\\CurrentVersion\\App Paths",
                 QSettings::NativeFormat);
@@ -320,7 +321,7 @@ void ConfigHandler::setStartupLaunch(const bool start) {
 
         // set application workdir
         bootUpPath.beginGroup("flameshot.exe");
-        bootUpPath.setValue("Path", QCoreApplication::applicationFilePath());
+        bootUpPath.setValue("Path", QCoreApplication::applicationDirPath());
         bootUpPath.endGroup();
 
     } else {