diff --git a/src/autotype/AutoType.cpp b/src/autotype/AutoType.cpp
index 8b9089d6b..daed6a1ea 100644
--- a/src/autotype/AutoType.cpp
+++ b/src/autotype/AutoType.cpp
@@ -553,7 +553,7 @@ AutoType::parseSequence(const QString& entrySequence, const Entry* entry, QStrin
     // Group 3 = inner placeholder (allows nested placeholders)
     // Group 4 = repeat (opt)
     // Group 5 = character
-    QRegularExpression regex("([+%^]*)({((?>[^{}]+?|(?2))+?)(?:\\s+(\\d+))?})|(.)");
+    QRegularExpression regex("([+%^#]*)(?:({((?>[^{}]+?|(?2))+?)(?:\\s+(\\d+))?})|(.))");
     auto results = regex.globalMatch(sequence);
     while (results.hasNext()) {
         auto match = results.next();
@@ -569,6 +569,9 @@ AutoType::parseSequence(const QString& entrySequence, const Entry* entry, QStrin
         if (match.captured(1).contains('%')) {
             modifiers |= Qt::AltModifier;
         }
+        if (match.captured(1).contains('#')) {
+            modifiers |= Qt::MetaModifier;
+        }
 
         const auto fullPlaceholder = match.captured(2);
         auto placeholder = match.captured(3).toLower();
diff --git a/src/autotype/mac/AutoTypeMac.cpp b/src/autotype/mac/AutoTypeMac.cpp
index dcb783bb9..02cd5957d 100644
--- a/src/autotype/mac/AutoTypeMac.cpp
+++ b/src/autotype/mac/AutoTypeMac.cpp
@@ -232,6 +232,9 @@ AutoTypeAction::Result AutoTypeExecutorMac::execType(const AutoTypeKey* action)
     if (action->modifiers & Qt::AltModifier) {
         m_platform->sendKey(Qt::Key_Alt, true);
     }
+    if (action->modifiers & Qt::MetaModifier) {
+        m_platform->sendKey(Qt::Key_Meta, true);
+    }
 
     if (action->key != Qt::Key_unknown) {
         m_platform->sendKey(action->key, true);
@@ -250,6 +253,9 @@ AutoTypeAction::Result AutoTypeExecutorMac::execType(const AutoTypeKey* action)
     if (action->modifiers & Qt::AltModifier) {
         m_platform->sendKey(Qt::Key_Alt, false);
     }
+    if (action->modifiers & Qt::MetaModifier) {
+        m_platform->sendKey(Qt::Key_Meta, false);
+    }
 
     Tools::sleep(execDelayMs);
     return AutoTypeAction::Result::Ok();
diff --git a/src/autotype/windows/AutoTypeWindows.cpp b/src/autotype/windows/AutoTypeWindows.cpp
index 39e854bc3..d7913ff05 100644
--- a/src/autotype/windows/AutoTypeWindows.cpp
+++ b/src/autotype/windows/AutoTypeWindows.cpp
@@ -279,6 +279,9 @@ AutoTypeAction::Result AutoTypeExecutorWin::execType(const AutoTypeKey* action)
     if (action->modifiers & Qt::AltModifier) {
         m_platform->sendKey(Qt::Key_Alt, true);
     }
+    if (action->modifiers & Qt::MetaModifier) {
+        m_platform->sendKey(Qt::Key_Meta, true);
+    }
 
     if (action->key != Qt::Key_unknown) {
         m_platform->sendKey(action->key, true);
@@ -297,6 +300,9 @@ AutoTypeAction::Result AutoTypeExecutorWin::execType(const AutoTypeKey* action)
     if (action->modifiers & Qt::AltModifier) {
         m_platform->sendKey(Qt::Key_Alt, false);
     }
+    if (action->modifiers & Qt::MetaModifier) {
+        m_platform->sendKey(Qt::Key_Meta, false);
+    }
 
     Tools::sleep(execDelayMs);
     return AutoTypeAction::Result::Ok();
diff --git a/src/gui/osutils/macutils/MacUtils.cpp b/src/gui/osutils/macutils/MacUtils.cpp
index 5b4751603..c7d91950f 100644
--- a/src/gui/osutils/macutils/MacUtils.cpp
+++ b/src/gui/osutils/macutils/MacUtils.cpp
@@ -366,6 +366,10 @@ uint16 MacUtils::qtToNativeKeyCode(Qt::Key key)
     case Qt::Key_Shift:
         return kVK_Shift;
     case Qt::Key_Control:
+        return kVK_Control;
+    case Qt::Key_Alt:
+        return kVK_Option;
+    case Qt::Key_Meta:
         return kVK_Command;
     case Qt::Key_Backspace:
         return kVK_Delete;
diff --git a/src/gui/osutils/winutils/WinUtils.cpp b/src/gui/osutils/winutils/WinUtils.cpp
index d9c1b6907..3aec7d5f7 100644
--- a/src/gui/osutils/winutils/WinUtils.cpp
+++ b/src/gui/osutils/winutils/WinUtils.cpp
@@ -265,6 +265,8 @@ WORD WinUtils::qtToNativeKeyCode(Qt::Key key)
         return VK_DELETE;   // 0x2E
     case Qt::Key_Help:
         return VK_HELP;     // 0x2F
+    case Qt::Key_Meta:
+        return VK_LWIN;     // 0x5B
 
     case Qt::Key_F1:
         return VK_F1;       // 0x70