diff --git a/src/main/java/org/cryptomator/ui/controls/FontAwesome5Icon.java b/src/main/java/org/cryptomator/ui/controls/FontAwesome5Icon.java
index 21d27ac7b..15b1718e1 100644
--- a/src/main/java/org/cryptomator/ui/controls/FontAwesome5Icon.java
+++ b/src/main/java/org/cryptomator/ui/controls/FontAwesome5Icon.java
@@ -8,6 +8,8 @@ public enum FontAwesome5Icon {
 	ARROW_UP("\uF062"), //
 	BAN("\uF05E"), //
 	BUG("\uF188"), //
+	CARET_DOWN("\uF0D7"), //
+	CARET_RIGHT("\uF0Da"), //
 	CHECK("\uF00C"), //
 	CLOCK("\uF017"), //
 	COG("\uF013"), //
diff --git a/src/main/java/org/cryptomator/ui/health/StartFailController.java b/src/main/java/org/cryptomator/ui/health/StartFailController.java
index 7142bd2f5..953b7c830 100644
--- a/src/main/java/org/cryptomator/ui/health/StartFailController.java
+++ b/src/main/java/org/cryptomator/ui/health/StartFailController.java
@@ -1,18 +1,24 @@
 package org.cryptomator.ui.health;
 
 import com.google.common.base.Preconditions;
+import com.tobiasdiez.easybind.EasyBind;
 import org.cryptomator.cryptofs.VaultConfigLoadException;
 import org.cryptomator.ui.common.FxController;
+import org.cryptomator.ui.controls.FontAwesome5Icon;
 
 import javax.inject.Inject;
+import javafx.beans.binding.Binding;
 import javafx.beans.binding.Bindings;
 import javafx.beans.binding.BooleanBinding;
 import javafx.beans.property.ObjectProperty;
 import javafx.beans.property.SimpleObjectProperty;
-import javafx.beans.property.SimpleStringProperty;
-import javafx.beans.property.StringProperty;
+import javafx.beans.value.ObservableValue;
 import javafx.fxml.FXML;
+import javafx.scene.control.TitledPane;
 import javafx.stage.Stage;
+import java.io.ByteArrayOutputStream;
+import java.io.PrintStream;
+import java.nio.charset.StandardCharsets;
 
 @HealthCheckScoped
 public class StartFailController implements FxController {
@@ -22,10 +28,25 @@ public class StartFailController implements FxController {
 		Preconditions.checkNotNull(configLoadResult.error());
 		this.window = window;
 		this.loadError = new SimpleObjectProperty<>(configLoadResult.error());
-		this.localizedErrorMessage = new SimpleStringProperty(configLoadResult.error().getLocalizedMessage());
-		this.typeParseException = Bindings.createBooleanBinding(() -> loadError.get() instanceof VaultConfigLoadException);
-		this.typeIOException = typeParseException.not();
+		this.localizedErrorMessage = EasyBind.map(loadError, Throwable::getLocalizedMessage);
+		this.parseException = Bindings.createBooleanBinding(() -> loadError.get() instanceof VaultConfigLoadException);
+		this.ioException = parseException.not();
+		this.stackTrace = EasyBind.map(loadError, this::createPrintableStacktrace);
+		this.moreInfoIcon = new SimpleObjectProperty<>(FontAwesome5Icon.CARET_RIGHT);
+	}
 
+	public void initialize() {
+		moreInfoPane.expandedProperty().addListener(this::setMoreInfoIcon);
+	}
+
+	private void setMoreInfoIcon(ObservableValue<? extends Boolean> observable, boolean wasExpanded, boolean willExpand) {
+		moreInfoIcon.set(willExpand ? FontAwesome5Icon.CARET_DOWN : FontAwesome5Icon.CARET_RIGHT);
+	}
+
+	private String createPrintableStacktrace(Throwable t) {
+		ByteArrayOutputStream baos = new ByteArrayOutputStream();
+		t.printStackTrace(new PrintStream(baos));
+		return baos.toString(StandardCharsets.UTF_8);
 	}
 
 	@FXML
@@ -33,10 +54,55 @@ public class StartFailController implements FxController {
 		window.close();
 	}
 
+	public Binding<String> stackTraceProperty() {
+		return stackTrace;
+	}
+
+	public String getStackTrace() {
+		return stackTrace.getValue();
+	}
+
+	public Binding<String> localizedErrorMessageProperty() {
+		return localizedErrorMessage;
+	}
+
+	public String getLocalizedErrorMessage() {
+		return localizedErrorMessage.getValue();
+	}
+
+	public BooleanBinding parseExceptionProperty() {
+		return parseException;
+	}
+
+	public boolean isParseException() {
+		return parseException.getValue();
+	}
+
+	public BooleanBinding ioExceptionProperty() {
+		return ioException;
+	}
+
+	public boolean isIoException() {
+		return ioException.getValue();
+	}
+
+	public ObjectProperty<FontAwesome5Icon> moreInfoIconProperty() {
+		return moreInfoIcon;
+	}
+
+	public FontAwesome5Icon getMoreInfoIcon() {
+		return moreInfoIcon.getValue();
+	}
+
 	private final Stage window;
 	private final ObjectProperty<Throwable> loadError;
-	private final StringProperty localizedErrorMessage;
-	private final BooleanBinding typeIOException;
-	private final BooleanBinding typeParseException;
+	private final Binding<String> stackTrace;
+	private final Binding<String> localizedErrorMessage;
+	private final BooleanBinding ioException;
+	private final BooleanBinding parseException;
+	private final ObjectProperty<FontAwesome5Icon> moreInfoIcon;
+
+	/* FXML */
+	public TitledPane moreInfoPane;
 
 }
diff --git a/src/main/resources/fxml/health_start_fail.fxml b/src/main/resources/fxml/health_start_fail.fxml
index 520f894a7..15b32bd92 100644
--- a/src/main/resources/fxml/health_start_fail.fxml
+++ b/src/main/resources/fxml/health_start_fail.fxml
@@ -2,14 +2,33 @@
 <?import javafx.scene.control.Label?>
 <?import javafx.scene.control.ButtonBar?>
 <?import javafx.scene.control.Button?>
+<?import javafx.scene.control.TextArea?>
+<?import javafx.geometry.Insets?>
+<?import org.cryptomator.ui.controls.FormattedLabel?>
+<?import javafx.scene.control.TitledPane?>
+<?import org.cryptomator.ui.controls.FontAwesome5IconView?>
+<?import javafx.scene.layout.Region?>
 <VBox xmlns="http://javafx.com/javafx"
 	  xmlns:fx="http://javafx.com/fxml"
 	  fx:controller="org.cryptomator.ui.health.StartFailController"
 	  prefWidth="600"
 	  prefHeight="400"
 	  spacing="12">
-
+	<padding>
+		<Insets topRightBottomLeft="12"/>
+	</padding>
 	<Label text="TODO: Error on loading" />
+	<FormattedLabel format="TODO: Error reading file: %s" arg1="${controller.localizedErrorMessage}" visible="${controller.ioException}" managed="${controller.ioException}"/>
+	<Label text="TODO: Malformed vault config" visible="${controller.parseException}" managed="${controller.parseException}"/>
+	<TitledPane fx:id="moreInfoPane" text="More Info" expanded="false" contentDisplay="LEFT">
+		<graphic>
+			<FontAwesome5IconView glyph="${controller.moreInfoIcon}"/>
+		</graphic>
+		<content>
+			<TextArea VBox.vgrow="ALWAYS" text="${controller.stackTrace}" prefRowCount="20" editable="false" />
+		</content>
+	</TitledPane>
+	<Region VBox.vgrow="ALWAYS"/>
 	<ButtonBar buttonMinWidth="120" buttonOrder="+CX">
 		<buttons>
 			<Button text="%generic.button.close" ButtonBar.buttonData="CANCEL_CLOSE" cancelButton="true" onAction="#close"/>