CLCircularRegion didEnterRegion not working

I have a GPX that simulates the movement to the coordinate. I can't get CLCircularRegion to fire for nothing. I've tried to put the code everywhere. Here's what I'm using:

var center: CLLocationCoordinate2D = CLLocationCoordinate2DMake(37.33171100, -122.03018400)
var radius: CLLocationDistance = CLLocationDistance(300)
var identifier: String = "Destination"
let region = CLCircularRegion(center: center, radius: radius, identifier: identifier)
manager!.startMonitoringForRegion(region)

I've placed this everywhere. I've put this in:

viewDidLoad 
viewWillAppear
viewDidAppear
mapViewDidFinishLoadingMap(mapView: MKMapView!
mapViewDidFinishRenderingMap(mapView: MKMapView!, fullyRendered: Bool)
locationManager(manager: CLLocationManager!, didUpdateLocations locations: [AnyObject]!)

Here is my GPX file:

<?xml version="1.0"?>
   <gpx version="1.1" creator="Xcode">
      <wpt lat="37.331711" lon="-122.030184">
               <name>Apple</name>
      </wpt>
      <wpt lat="37.422455" lon="-122.084306">
              <name>Google</name>
      </wpt>
</gpx>

Println works in didStartMonitoringRegion and it prints the region's info to the logs but it doesn't fire. Nothing seems to work and its driving me insane. Here is my full program.

import UIKit
import CoreLocation
import MapKit

class ViewController: UIViewController, CLLocationManagerDelegate, MKMapViewDelegate {

var mapView: MKMapView?
var manager: CLLocationManager?

override func viewDidLoad() {
    super.viewDidLoad()
    mapView = MKMapView(frame: CGRectMake(0.0, 0.0, view.frame.size.width, view.frame.size.height))
    self.mapView!.delegate = self
    mapView!.showsUserLocation = true
    view.addSubview(mapView!)   
   }

func locationManager(manager: CLLocationManager!, didEnterRegion region: CLRegion!) {
    println("Entered")
   }

func locationManager(manager: CLLocationManager!, didStartMonitoringForRegion region: CLRegion!) {
    println("Monitoring")
    println(region)
}

func mapViewDidFinishLoadingMap(mapView: MKMapView!) {
    manager = CLLocationManager()
    manager!.delegate = self
    manager!.desiredAccuracy = kCLLocationAccuracyBest
    manager!.startUpdatingLocation()

    var center: CLLocationCoordinate2D = CLLocationCoordinate2DMake(37.33171100, -122.03018400)
    var radius: CLLocationDistance = CLLocationDistance(300)
    var identifier: String = "Destination"
    let region = CLCircularRegion(center: center, radius: radius, identifier: identifier)
    manager!.startMonitoringForRegion(region)
   }
}

You have got to be kidding me. Its because I used NSLocationWhenInUseUsageDescription instead of NSLocationAlwaysUsageDescription in the info.plist