diff --git a/src/applications/phortune/editor/PhortuneCartEditor.php b/src/applications/phortune/editor/PhortuneCartEditor.php
--- a/src/applications/phortune/editor/PhortuneCartEditor.php
+++ b/src/applications/phortune/editor/PhortuneCartEditor.php
@@ -3,6 +3,21 @@
 final class PhortuneCartEditor
   extends PhabricatorApplicationTransactionEditor {
 
+  private $invoiceIssues;
+
+  public function setInvoiceIssues(array $invoice_issues) {
+    $this->invoiceIssues = $invoice_issues;
+    return $this;
+  }
+
+  public function getInvoiceIssues() {
+    return $this->invoiceIssues;
+  }
+
+  public function isInvoice() {
+    return (bool)$this->invoiceIssues;
+  }
+
   public function getEditorApplicationClass() {
     return 'PhabricatorPhortuneApplication';
   }
@@ -20,6 +35,7 @@
     $types[] = PhortuneCartTransaction::TYPE_REVIEW;
     $types[] = PhortuneCartTransaction::TYPE_CANCEL;
     $types[] = PhortuneCartTransaction::TYPE_REFUND;
+    $types[] = PhortuneCartTransaction::TYPE_INVOICED;
 
     return $types;
   }
@@ -35,6 +51,7 @@
       case PhortuneCartTransaction::TYPE_REVIEW:
       case PhortuneCartTransaction::TYPE_CANCEL:
       case PhortuneCartTransaction::TYPE_REFUND:
+      case PhortuneCartTransaction::TYPE_INVOICED:
         return null;
     }
 
@@ -52,6 +69,7 @@
       case PhortuneCartTransaction::TYPE_REVIEW:
       case PhortuneCartTransaction::TYPE_CANCEL:
       case PhortuneCartTransaction::TYPE_REFUND:
+      case PhortuneCartTransaction::TYPE_INVOICED:
         return $xaction->getNewValue();
     }
 
@@ -69,6 +87,7 @@
       case PhortuneCartTransaction::TYPE_REVIEW:
       case PhortuneCartTransaction::TYPE_CANCEL:
       case PhortuneCartTransaction::TYPE_REFUND:
+      case PhortuneCartTransaction::TYPE_INVOICED:
         return;
     }
 
@@ -86,6 +105,7 @@
       case PhortuneCartTransaction::TYPE_REVIEW:
       case PhortuneCartTransaction::TYPE_CANCEL:
       case PhortuneCartTransaction::TYPE_REFUND:
+      case PhortuneCartTransaction::TYPE_INVOICED:
         return;
     }
 
@@ -113,6 +133,25 @@
 
     $body = parent::buildMailBody($object, $xactions);
 
+    if ($this->isInvoice()) {
+      $issues = $this->getInvoiceIssues();
+      foreach ($issues as $key => $issue) {
+        $issues[$key] = '  - '.$issue;
+      }
+      $issues = implode("\n", $issues);
+
+      $overview = pht(
+        "Payment for this invoice could not be processed automatically:\n\n".
+        "%s",
+        $issues);
+
+      $body->addRemarkupSection($overview);
+
+      $body->addLinkSection(
+        pht('PAY NOW'),
+        PhabricatorEnv::getProductionURI($object->getCheckoutURI()));
+    }
+
     $items = array();
     foreach ($object->getPurchases() as $purchase) {
       $name = $purchase->getFullDisplayName();
@@ -123,9 +162,26 @@
 
     $body->addTextSection(pht('ORDER CONTENTS'), implode("\n", $items));
 
+    if ($this->isInvoice()) {
+      $subscription = id(new PhortuneSubscriptionQuery())
+        ->setViewer($this->requireActor())
+        ->withPHIDs(array($object->getSubscriptionPHID()))
+        ->executeOne();
+      if ($subscription) {
+        $body->addLinkSection(
+          pht('SUBSCRIPTION'),
+          PhabricatorEnv::getProductionURI($subscription->getURI()));
+      }
+    } else {
+      $body->addLinkSection(
+        pht('ORDER DETAIL'),
+        PhabricatorEnv::getProductionURI($object->getDetailURI()));
+    }
+
+    $account_uri = '/phortune/'.$object->getAccount()->getID().'/';
     $body->addLinkSection(
-      pht('ORDER DETAIL'),
-      PhabricatorEnv::getProductionURI('/phortune/cart/'.$object->getID().'/'));
+      pht('ACCOUNT OVERVIEW'),
+      PhabricatorEnv::getProductionURI($account_uri));
 
     return $body;
   }
@@ -156,7 +212,7 @@
   }
 
   protected function getMailSubjectPrefix() {
-    return 'Order';
+    return '[Phortune]';
   }
 
   protected function buildReplyHandler(PhabricatorLiskDAO $object) {
diff --git a/src/applications/phortune/storage/PhortuneCartTransaction.php b/src/applications/phortune/storage/PhortuneCartTransaction.php
--- a/src/applications/phortune/storage/PhortuneCartTransaction.php
+++ b/src/applications/phortune/storage/PhortuneCartTransaction.php
@@ -9,6 +9,7 @@
   const TYPE_CANCEL = 'cart:cancel';
   const TYPE_REFUND = 'cart:refund';
   const TYPE_PURCHASED = 'cart:purchased';
+  const TYPE_INVOICED = 'cart:invoiced';
 
   public function getApplicationName() {
     return 'phortune';
@@ -49,9 +50,42 @@
         return pht('This order was refunded.');
       case self::TYPE_PURCHASED:
         return pht('Payment for this order was completed.');
+      case self::TYPE_INVOICED:
+        return pht('This order was invoiced.');
     }
 
     return parent::getTitle();
   }
 
+  public function getTitleForMail() {
+    switch ($this->getTransactionType()) {
+      case self::TYPE_INVOICED:
+        return pht('You have a new invoice due.');
+    }
+
+    return parent::getTitleForMail();
+  }
+
+  public function getActionName() {
+    switch ($this->getTransactionType()) {
+      case self::TYPE_CREATED:
+        return pht('Created');
+      case self::TYPE_HOLD:
+        return pht('Hold');
+      case self::TYPE_REVIEW:
+        return pht('Review');
+      case self::TYPE_CANCEL:
+        return pht('Cancelled');
+      case self::TYPE_REFUND:
+        return pht('Refunded');
+      case self::TYPE_PURCHASED:
+        return pht('Complete');
+      case self::TYPE_INVOICED:
+        return pht('New Invoice');
+    }
+
+    return parent::getActionName();
+  }
+
+
 }
diff --git a/src/applications/phortune/subscription/PhortuneSubscriptionImplementation.php b/src/applications/phortune/subscription/PhortuneSubscriptionImplementation.php
--- a/src/applications/phortune/subscription/PhortuneSubscriptionImplementation.php
+++ b/src/applications/phortune/subscription/PhortuneSubscriptionImplementation.php
@@ -22,12 +22,6 @@
     $start_epoch,
     $end_epoch);
 
-  protected function getContentSource() {
-    return PhabricatorContentSource::newForSource(
-      PhabricatorContentSource::SOURCE_PHORTUNE,
-      array());
-  }
-
   public function getCartName(
     PhortuneSubscription $subscription,
     PhortuneCart $cart) {
diff --git a/src/applications/phortune/worker/PhortuneSubscriptionWorker.php b/src/applications/phortune/worker/PhortuneSubscriptionWorker.php
--- a/src/applications/phortune/worker/PhortuneSubscriptionWorker.php
+++ b/src/applications/phortune/worker/PhortuneSubscriptionWorker.php
@@ -73,9 +73,27 @@
       return;
     }
 
-    // TODO: Send an email telling the user that we weren't able to autopay
-    // so they need to pay this manually.
-    throw new Exception(implode("\n", $issues));
+    // We're shoving this through the CartEditor because it has all the logic
+    // for sending mail about carts. This doesn't really affect the state of
+    // the cart, but reduces the amount of code duplication.
+
+    $xactions = array();
+    $xactions[] = id(new PhortuneCartTransaction())
+      ->setTransactionType(PhortuneCartTransaction::TYPE_INVOICED)
+      ->setNewValue(true);
+
+    $content_source = PhabricatorContentSource::newForSource(
+      PhabricatorContentSource::SOURCE_PHORTUNE,
+      array());
+
+    $acting_phid = id(new PhabricatorPhortuneApplication())->getPHID();
+    $editor = id(new PhortuneCartEditor())
+      ->setActor($viewer)
+      ->setActingAsPHID($acting_phid)
+      ->setContentSource($content_source)
+      ->setContinueOnMissingFields(true)
+      ->setInvoiceIssues($issues)
+      ->applyTransactions($cart, $xactions);
   }