diff --git a/pcsx2-qt/MainWindow.cpp b/pcsx2-qt/MainWindow.cpp
index f451a574c6..f8191ad59e 100644
--- a/pcsx2-qt/MainWindow.cpp
+++ b/pcsx2-qt/MainWindow.cpp
@@ -99,6 +99,11 @@ static QString s_current_disc_serial;
 static quint32 s_current_disc_crc;
 static quint32 s_current_running_crc;
 
+static bool record_on_start = false;
+static bool filename_set = false;
+static QString path_to_recording_for_record_on_start;
+
+
 MainWindow::MainWindow()
 {
 	pxAssert(!g_main_window);
@@ -724,7 +729,49 @@ void MainWindow::updateAdvancedSettingsVisibility()
 void MainWindow::onVideoCaptureToggled(bool checked)
 {
 	if (!s_vm_valid)
+	{
+		if (!record_on_start)
+		{
+			QMessageBox msgbox(this);
+			msgbox.setIcon(QMessageBox::Question);
+			msgbox.setWindowIcon(QtHost::GetAppIcon());
+			msgbox.setWindowTitle(tr("Record On Boot"));
+			msgbox.setWindowModality(Qt::WindowModal);
+			msgbox.setText(tr("Did you want to start recording on boot?"));
+			msgbox.addButton(QMessageBox::Yes);
+			msgbox.addButton(QMessageBox::No);
+			msgbox.setDefaultButton(QMessageBox::Yes);
+			if (msgbox.exec() == QMessageBox::Yes)
+			{
+				const QString container(QString::fromStdString(
+					Host::GetStringSettingValue("EmuCore/GS", "CaptureContainer", Pcsx2Config::GSOptions::DEFAULT_CAPTURE_CONTAINER)));
+				const QString filter(tr("%1 Files (*.%2)").arg(container.toUpper()).arg(container));
+
+				QString temp(QStringLiteral("%1.%2").arg(QString::fromStdString(GSGetBaseVideoFilename())).arg(container));
+				temp = QDir::toNativeSeparators(QFileDialog::getSaveFileName(this, tr("Video Capture"), temp, filter));
+				path_to_recording_for_record_on_start = temp;
+				if (path_to_recording_for_record_on_start.isEmpty())
+					return;
+				record_on_start = true;
+			}
+
+		}
+		else
+		{
+			QMessageBox msgbox(this);
+			msgbox.setIcon(QMessageBox::Question);
+			msgbox.setWindowIcon(QtHost::GetAppIcon());
+			msgbox.setWindowTitle(tr("Record On Boot"));
+			msgbox.setWindowModality(Qt::WindowModal);
+			msgbox.setText(tr("Did you want to cancel recording on boot?"));
+			msgbox.addButton(QMessageBox::Yes);
+			msgbox.addButton(QMessageBox::No);
+			msgbox.setDefaultButton(QMessageBox::Yes);
+			if (msgbox.exec() == QMessageBox::Yes)
+				record_on_start = false;
+		}
 		return;
+	}
 
 	// Reset the checked state, we'll get updated by the GS thread.
 	QSignalBlocker sb(m_ui.actionVideoCapture);
@@ -736,16 +783,31 @@ void MainWindow::onVideoCaptureToggled(bool checked)
 		return;
 	}
 
-	const QString container(QString::fromStdString(
-		Host::GetStringSettingValue("EmuCore/GS", "CaptureContainer", Pcsx2Config::GSOptions::DEFAULT_CAPTURE_CONTAINER)));
-	const QString filter(tr("%1 Files (*.%2)").arg(container.toUpper()).arg(container));
+	if (record_on_start && !path_to_recording_for_record_on_start.isEmpty()) 
+	{	
+		QMessageBox msgbox2(this);
+		msgbox2.setIcon(QMessageBox::Question);
+		msgbox2.setWindowIcon(QtHost::GetAppIcon());
+		msgbox2.setWindowTitle(tr("Recording Notification"));
+		msgbox2.setText("Recording will start in a moment");
+		msgbox2.setStandardButtons(QMessageBox::NoButton);
+		QTimer::singleShot(2000, &msgbox2, &QMessageBox::accept);
+		msgbox2.exec();
+		g_emu_thread->beginCapture(path_to_recording_for_record_on_start);
+	}
+	else
+	{
+		const QString container(QString::fromStdString(
+			Host::GetStringSettingValue("EmuCore/GS", "CaptureContainer", Pcsx2Config::GSOptions::DEFAULT_CAPTURE_CONTAINER)));
+		const QString filter(tr("%1 Files (*.%2)").arg(container.toUpper()).arg(container));
 
-	QString path(QStringLiteral("%1.%2").arg(QString::fromStdString(GSGetBaseVideoFilename())).arg(container));
-	path = QDir::toNativeSeparators(QFileDialog::getSaveFileName(this, tr("Video Capture"), path, filter));
-	if (path.isEmpty())
-		return;
-
-	g_emu_thread->beginCapture(path);
+		QString path(QStringLiteral("%1.%2").arg(QString::fromStdString(GSGetBaseVideoFilename())).arg(container));
+		path = QDir::toNativeSeparators(QFileDialog::getSaveFileName(this, tr("Video Capture"), path, filter));
+		if (path.isEmpty())
+			return;
+		g_emu_thread->beginCapture(path);
+	}
+	
 }
 
 void MainWindow::onCaptureStarted(const QString& filename)
@@ -890,8 +952,6 @@ void MainWindow::updateEmulationActions(bool starting, bool running, bool stoppi
 	m_ui.actionToolbarSaveState->setEnabled(running);
 
 	m_ui.actionViewGameProperties->setEnabled(running);
-
-	m_ui.actionVideoCapture->setEnabled(running);
 	if (!running && m_ui.actionVideoCapture->isChecked())
 	{
 		QSignalBlocker sb(m_ui.actionVideoCapture);
@@ -1962,6 +2022,12 @@ void MainWindow::onVMStarted()
 	updateWindowTitle();
 	updateStatusBarWidgetVisibility();
 	updateInputRecordingActions(true);
+	if (record_on_start)
+	{
+		m_ui.actionVideoCapture->setEnabled(true);
+		m_ui.actionVideoCapture->setChecked(true);
+		record_on_start = false;
+	}
 }
 
 void MainWindow::onVMPaused()
diff --git a/pcsx2/windows/RCa08632 b/pcsx2/windows/RCa08632
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diff --git a/pcsx2/windows/RCb08632 b/pcsx2/windows/RCb08632
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diff --git a/pcsx2/windows/RDa08632 b/pcsx2/windows/RDa08632
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index 0000000000..00a61eb803
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