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[jtmille3]

This thread got me started, so here's my solution. As with the intial approach on this thread I retrieve the keyboard from the notification. I then take it one step further. After adding my UIToolbar to the keyboard I rebound the keyboard view. So the toolbar and they keyboard will both collect touch events within the Keyboard class frame. Handles rotation as well.

- (void)keyboardWillShow:(NSNotification *)notification 
{	
    for (UIWindow *keyboardWindow in [[UIApplication sharedApplication] windows]) {
		
        // Now iterating over each subview of the available windows
        for (UIView *keyboard in [keyboardWindow subviews]) {
			
            // Check to see if the description of the view we have referenced is UIKeyboard.
            // If so then we found the keyboard view that we were looking for.
            if([[keyboard description] hasPrefix:@"<UIKeyboard"] == YES) {
				NSValue *v = [[notification userInfo] valueForKey:UIKeyboardBoundsUserInfoKey];
				CGRect kbBounds = [v CGRectValue];
				
				if(keyboardToolbar == nil) {
					keyboardToolbar = [[UIToolbar alloc] initWithFrame:CGRectZero];
					keyboardToolbar.barStyle = UIBarStyleBlackTranslucent;
					
					UIBarButtonItem *barButtonItem = [[UIBarButtonItem alloc] initWithTitle:@"Dismiss" style:UIBarButtonItemStyleBordered target:self action:@selector(dismissKeyboard:)];
					NSArray *items = [[NSArray alloc] initWithObjects:barButtonItem, nil];
					[keyboardToolbar setItems:items];	
					[items release];	
				}				
				
				[keyboardToolbar removeFromSuperview];
				keyboardToolbar.frame = CGRectMake(0, 0, kbBounds.size.width, 30);
				[keyboard addSubview:keyboardToolbar];
				keyboard.bounds = CGRectMake(kbBounds.origin.x, kbBounds.origin.y, kbBounds.size.width, kbBounds.size.height + 60);
				
				for(UIView* subKeyboard in [keyboard subviews]) {
					if([[subKeyboard description] hasPrefix:@"<UIKeyboardImpl"] == YES) {
						subKeyboard.bounds = CGRectMake(kbBounds.origin.x, kbBounds.origin.y - 30, kbBounds.size.width, kbBounds.size.height);	
					}						
				}
            }
        }
    }
}