diff --git a/debug/org.eclipse.debug.tests/src/org/eclipse/debug/tests/launching/LaunchManagerTests.java b/debug/org.eclipse.debug.tests/src/org/eclipse/debug/tests/launching/LaunchManagerTests.java
index 11deb31fa28..f8cfdb473ab 100644
--- a/debug/org.eclipse.debug.tests/src/org/eclipse/debug/tests/launching/LaunchManagerTests.java
+++ b/debug/org.eclipse.debug.tests/src/org/eclipse/debug/tests/launching/LaunchManagerTests.java
@@ -17,9 +17,15 @@
 import static org.junit.Assert.assertFalse;
 import static org.junit.Assert.assertNotNull;
 import static org.junit.Assert.assertThrows;
+import static org.junit.Assert.assertTrue;
 import static org.junit.Assert.fail;
 
+import java.util.HashMap;
+import java.util.Map;
+
 import org.eclipse.core.runtime.CoreException;
+import org.eclipse.core.runtime.ILogListener;
+import org.eclipse.core.runtime.IStatus;
 import org.eclipse.core.runtime.NullProgressMonitor;
 import org.eclipse.core.runtime.Platform;
 import org.eclipse.debug.core.ILaunch;
@@ -28,9 +34,13 @@
 import org.eclipse.debug.core.ILaunchConfigurationWorkingCopy;
 import org.eclipse.debug.core.ILaunchManager;
 import org.eclipse.debug.internal.core.LaunchManager;
+import org.eclipse.debug.internal.ui.DebugUIPlugin;
 import org.eclipse.debug.tests.launching.CancellingLaunchDelegate.CancellingLaunch;
 import org.eclipse.debug.tests.launching.ThrowingLaunchDelegate.ThrowingEnum;
 import org.eclipse.debug.tests.launching.ThrowingLaunchDelegate.ThrowingLaunch;
+import org.eclipse.swt.events.MouseEvent;
+import org.eclipse.swt.widgets.Event;
+import org.eclipse.swt.widgets.Shell;
 import org.junit.Test;
 
 /**
@@ -503,4 +513,47 @@ public void testThrowingBuildForLaunch() throws Exception {
 	public void testThrowingLaunch() throws Exception {
 		testThrowingLaunchDelegateMethod(ThrowingEnum.launch);
 	}
+
+	/**
+	 * Tooltip calculation was done in Job scheduled by
+	 * LaunchingResourceManager$fMouseListener. This Job was trying to get
+	 * selection from UI using API
+	 * SelectedResourceManager#getCurrentSelection(). For any reason if the UI
+	 * was locked for more than 10 secs
+	 * SelectedResourceManager#getCurrentSelection() API throws an exception as
+	 * it did not find opportunity to get UI thread to fetch selection.
+	 *
+	 * This test case checks if there were any errors were logged while
+	 * calculating tooltip.
+	 *
+	 *
+	 * @throws Exception
+	 */
+	@Test
+	public void testToolTipCalculationLogsError() throws Exception {
+		LogListener logListener = new LogListener();
+		Platform.addLogListener(logListener);
+		Event event = new Event();
+		// Any widget is ok. We just need to check if
+		// SelectedResourceManager#getCurrentSelection() logs error or not.
+		Shell shell = DebugUIPlugin.getShell();
+		event.widget = shell;
+		DebugUIPlugin.getDefault().getLaunchingResourceManager().getfMouseListener().mouseEnter(new MouseEvent(event));
+		// This will lock this thread(UI) for 15 secs.
+		Thread.sleep(15000);
+		assertTrue("Tooltip calculation has logged exception", logListener.getLogs().isEmpty());
+	}
+
+	class LogListener implements ILogListener {
+		private Map<String, IStatus> logs = new HashMap<>();
+
+		@Override
+		public synchronized void logging(IStatus status, String plugin) {
+			logs.put(plugin, status);
+		}
+
+		Map<String, IStatus> getLogs() {
+			return logs;
+		}
+	}
 }
diff --git a/debug/org.eclipse.debug.ui/ui/org/eclipse/debug/internal/ui/contextlaunching/LaunchingResourceManager.java b/debug/org.eclipse.debug.ui/ui/org/eclipse/debug/internal/ui/contextlaunching/LaunchingResourceManager.java
index 900389b1aca..a4dd5e0b163 100644
--- a/debug/org.eclipse.debug.ui/ui/org/eclipse/debug/internal/ui/contextlaunching/LaunchingResourceManager.java
+++ b/debug/org.eclipse.debug.ui/ui/org/eclipse/debug/internal/ui/contextlaunching/LaunchingResourceManager.java
@@ -138,10 +138,13 @@ public void mouseEnter(MouseEvent e) {
 			if(fUpdateLabel) {
 				fUpdateLabel = false;
 				fCurrentLabels.clear();
+				SelectedResourceManager srm = SelectedResourceManager.getDefault();
+				IStructuredSelection selection = srm.getCurrentSelection();
+				IResource resource = srm.getSelectedResource();
 				Job job = new Job("Compute launch button tooltip") { //$NON-NLS-1$
 					@Override
 					protected IStatus run(IProgressMonitor monitor) {
-						computeLabels();
+						computeLabels(selection, resource);
 						fConfigCache.clear();
 						fExtCache.clear();
 						return Status.OK_STATUS;
@@ -153,6 +156,15 @@ protected IStatus run(IProgressMonitor monitor) {
 		}
 	};
 
+	/**
+	 * Hook for testing. No one else should use this except tests.
+	 *
+	 * @return
+	 */
+	public MouseTrackAdapter getfMouseListener() {
+		return fMouseListener;
+	}
+
 	/**
 	 * Returns if context launching is enabled
 	 * @return if context launching is enabled
@@ -223,18 +235,18 @@ protected boolean shouldLaunchLast() {
 	}
 
 	/**
-	 * Computes the current listing of labels for the given <code>IResource</code> context change or the
-	 * current launch history changed event
+	 * Computes the current listing of labels for the given <code>IResource</code>
+	 * context change or the current launch history changed event
+	 *
+	 * @param resource
+	 * @param selection
 	 */
-	protected void computeLabels() {
+	protected void computeLabels(IStructuredSelection selection, IResource resource) {
 		ILaunchGroup group = null;
 		ILaunchConfiguration config = null;
 		String label = null;
 
-		SelectedResourceManager srm = SelectedResourceManager.getDefault();
-		IStructuredSelection selection = srm.getCurrentSelection();
 		List<LaunchShortcutExtension> shortcuts = null;
-		IResource resource = srm.getSelectedResource();
 		for (ILaunchLabelChangedListener iLaunchLabelChangedListener : fLabelListeners) {
 			group = iLaunchLabelChangedListener.getLaunchGroup();
 			if(group != null) {