diff --git a/resources/sql/autopatches/20140917.drydockbrokereason.1.sql b/resources/sql/autopatches/20140917.drydockbrokereason.1.sql
new file mode 100644
--- /dev/null
+++ b/resources/sql/autopatches/20140917.drydockbrokereason.1.sql
@@ -0,0 +1,2 @@
+ALTER TABLE {$NAMESPACE}_drydock.drydock_lease
+  ADD brokenReason LONGTEXT NULL COLLATE utf8_bin;
diff --git a/src/applications/drydock/blueprint/DrydockBlueprintImplementation.php b/src/applications/drydock/blueprint/DrydockBlueprintImplementation.php
--- a/src/applications/drydock/blueprint/DrydockBlueprintImplementation.php
+++ b/src/applications/drydock/blueprint/DrydockBlueprintImplementation.php
@@ -205,6 +205,7 @@
 
     if ($allocation_exception) {
       $lease->setStatus(DrydockLeaseStatus::STATUS_BROKEN);
+      $lease->setBrokenReason($allocation_exception->getMessage());
       $lease->save();
       $this->logException($allocation_exception);
       $this->closeResourceIfDesired($resource);
@@ -273,6 +274,7 @@
       $this->executeAcquireLease($resource, $ephemeral_lease);
     } catch (Exception $ex) {
       $lease->setStatus(DrydockLeaseStatus::STATUS_BROKEN);
+      $lease->setBrokenReason($ex->getMessage());
       $lease->save();
       $this->logException($ex);
       $this->closeResourceIfDesired($resource);
@@ -450,6 +452,7 @@
           case DrydockLeaseStatus::STATUS_PENDING:
             $message = pht('Breaking pending lease (resource closing).');
             $lease->setStatus(DrydockLeaseStatus::STATUS_BROKEN);
+            $lease->setBrokenReason('Resource forcibly closed');
             break;
           case DrydockLeaseStatus::STATUS_ACTIVE:
             $message = pht('Releasing active lease (resource closing).');
diff --git a/src/applications/drydock/controller/DrydockLeaseViewController.php b/src/applications/drydock/controller/DrydockLeaseViewController.php
--- a/src/applications/drydock/controller/DrydockLeaseViewController.php
+++ b/src/applications/drydock/controller/DrydockLeaseViewController.php
@@ -112,6 +112,12 @@
       pht('Status'),
       $status);
 
+    if ($lease->getBrokenReason() !== null) {
+      $view->addProperty(
+        pht('Reason for Broken Status'),
+        $lease->getBrokenReason());
+    }
+
     $view->addProperty(
       pht('Resource Type'),
       $lease->getResourceType());
diff --git a/src/applications/drydock/storage/DrydockLease.php b/src/applications/drydock/storage/DrydockLease.php
--- a/src/applications/drydock/storage/DrydockLease.php
+++ b/src/applications/drydock/storage/DrydockLease.php
@@ -11,6 +11,7 @@
   protected $status = DrydockLeaseStatus::STATUS_PENDING;
   protected $taskID;
   protected $isTransientLease = 0;
+  protected $brokenReason;
 
   private $resource = self::ATTACHABLE;
   private $ownerHandle = self::ATTACHABLE;
@@ -53,6 +54,7 @@
         'ownerPHID' => 'phid?',
         'resourceID' => 'id?',
         'isTransientLease' => 'bool',
+        'brokenReason' => 'text?',
       ),
       self::CONFIG_KEY_SCHEMA => array(
         'key_phid' => null,
@@ -177,11 +179,18 @@
             unset($unresolved[$key]);
             break;
           case DrydockLeaseStatus::STATUS_RELEASED:
-            throw new Exception(pht('Lease has already been released!'));
+            throw new Exception(pht(
+              'Lease %d has already been released!',
+              $lease->getID()));
           case DrydockLeaseStatus::STATUS_EXPIRED:
-            throw new Exception(pht('Lease has already expired!'));
+            throw new Exception(pht(
+              'Lease %d has already expired!',
+              $lease->getID()));
           case DrydockLeaseStatus::STATUS_BROKEN:
-            throw new Exception(pht('Lease has been broken!'));
+            throw new Exception(pht(
+              'Lease %d has been broken!  Reason was: %s',
+              $lease->getID(),
+              $lease->getBrokenReason()));
           case DrydockLeaseStatus::STATUS_PENDING:
           case DrydockLeaseStatus::STATUS_ACQUIRING:
             break;
diff --git a/src/applications/drydock/worker/DrydockAllocatorWorker.php b/src/applications/drydock/worker/DrydockAllocatorWorker.php
--- a/src/applications/drydock/worker/DrydockAllocatorWorker.php
+++ b/src/applications/drydock/worker/DrydockAllocatorWorker.php
@@ -64,8 +64,8 @@
       $lease->reload();
       if ($lease->getStatus() == DrydockLeaseStatus::STATUS_PENDING ||
         $lease->getStatus() == DrydockLeaseStatus::STATUS_ACQUIRING) {
-
         $lease->setStatus(DrydockLeaseStatus::STATUS_BROKEN);
+        $lease->setBrokenReason($ex->getMessage());
         $lease->save();
       }
 
@@ -222,12 +222,22 @@
 
       foreach ($blueprints as $key => $candidate_blueprint) {
         if (!$candidate_blueprint->isEnabled()) {
+          $this->logToDrydock(
+            pht(
+              '%s is not currently enabled',
+              get_class($candidate_blueprint)));
+
           unset($blueprints[$key]);
           continue;
         }
 
         if ($candidate_blueprint->getType() !==
           $lease->getResourceType()) {
+          $this->logToDrydock(
+            pht(
+              '%s does not allocate resources of the required type',
+              get_class($candidate_blueprint)));
+
           unset($blueprints[$key]);
           continue;
         }