diff --git a/r2/r2/controllers/promotecontroller.py b/r2/r2/controllers/promotecontroller.py
index 6d483e51d..37411c4e3 100644
--- a/r2/r2/controllers/promotecontroller.py
+++ b/r2/r2/controllers/promotecontroller.py
@@ -977,18 +977,20 @@ class PromoteApiController(ApiController):
         rc = RenderableCampaign.from_campaigns(link, campaign)
         jquery.update_campaign(campaign._fullname, rc.render_html())
 
-    @validatedForm(VSponsor('link'),
-                   VModhash(),
-                   link=VByName("link"),
-                   campaign=VPromoCampaign("campaign"),
-                   customer_id=VInt("customer_id", min=0),
-                   pay_id=VInt("account", min=0),
-                   edit=VBoolean("edit"),
-                   address=ValidAddress(
-                    ["firstName", "lastName", "company", "address",
-                     "city", "state", "zip", "country", "phoneNumber"]),
-                   creditcard=ValidCard(["cardNumber", "expirationDate",
-                                           "cardCode"]))
+    @validatedForm(
+        VSponsor('link'),
+        VModhash(),
+        link=VByName("link"),
+        campaign=VPromoCampaign("campaign"),
+        customer_id=VInt("customer_id", min=0),
+        pay_id=VInt("account", min=0),
+        edit=VBoolean("edit"),
+        address=ValidAddress(
+            ["firstName", "lastName", "company", "address", "city", "state",
+             "zip", "country", "phoneNumber"]
+        ),
+        creditcard=ValidCard(["cardNumber", "expirationDate", "cardCode"]),
+    )
     def POST_update_pay(self, form, jquery, link, campaign, customer_id, pay_id,
                         edit, address, creditcard):
         if not g.authorizenetapi:
@@ -1033,7 +1035,9 @@ class PromoteApiController(ApiController):
 
             pay_id = edit_profile(c.user, address, creditcard, pay_id)
 
-        reason = None
+            if pay_id:
+                promote.new_payment_method(c.user, link)
+
         if pay_id:
             success, reason = promote.auth_campaign(link, campaign, c.user,
                                                     pay_id)
@@ -1041,9 +1045,13 @@ class PromoteApiController(ApiController):
             if success:
                 form.redirect(promote.promo_edit_url(link))
                 return
-
-        msg = reason or _("failed to authenticate card. sorry.")
-        form.set_text(".status", msg)
+            else:
+                promote.failed_payment_method(c.user, link)
+                msg = reason or _("failed to authenticate card. sorry.")
+                form.set_text(".status", msg)
+        else:
+            promote.failed_payment_method(c.user, link)
+            form.set_text(".status", _("failed to authenticate card. sorry."))
 
     @validate(VSponsor("link_name"),
               VModhash(),
diff --git a/r2/r2/lib/emailer.py b/r2/r2/lib/emailer.py
index 29e264e99..0689e4dde 100644
--- a/r2/r2/lib/emailer.py
+++ b/r2/r2/lib/emailer.py
@@ -257,6 +257,15 @@ def void_payment(thing, campaign, reason):
                         reason=reason)
 
 
+def suspicious_payment(user, link):
+    from r2.lib.pages import SuspiciousPaymentEmail
+
+    email = "fraud@reddit.com"
+    body = SuspiciousPaymentEmail(user, link).render(style="email")
+    kind = Email.Kind.SUSPICIOUS_PAYMENT
+    _system_email(email, body, kind)
+
+
 def send_html_email(to_addr, from_addr, subject, html, subtype="html"):
     from r2.lib.filters import _force_utf8
     msg = MIMEText(_force_utf8(html), subtype)
diff --git a/r2/r2/lib/pages/pages.py b/r2/r2/lib/pages/pages.py
index 38f2726ee..f9fc22f4e 100644
--- a/r2/r2/lib/pages/pages.py
+++ b/r2/r2/lib/pages/pages.py
@@ -2757,6 +2757,12 @@ class VerifyEmail(Templated):
 class Promo_Email(Templated):
     pass
 
+
+class SuspiciousPaymentEmail(Templated):
+    def __init__(self, user, link):
+        Templated.__init__(self, user=user, link=link)
+
+
 class ResetPassword(Templated):
     """Form for actually resetting a lost password, after the user has
     clicked on the link provided to them in the Password_Reset email
diff --git a/r2/r2/lib/promote.py b/r2/r2/lib/promote.py
index f627602a0..c73ddf03a 100644
--- a/r2/r2/lib/promote.py
+++ b/r2/r2/lib/promote.py
@@ -905,6 +905,29 @@ def get_spent_amount(campaign):
     return spent
 
 
+PAYMENT_METHODS_ALERT_LIMIT = 3
+FAILED_PAYMENTS_ALERT_LIMIT = 5
+
+def new_payment_method(user, link):
+    user._incr('num_payment_methods')
+    if (user.num_payment_methods > PAYMENT_METHODS_ALERT_LIMIT and
+            not user.payment_flagged):
+        payment_flag_user(user, link)
+
+
+def failed_payment_method(user, link):
+    user._incr('num_failed_payments')
+    if (user.num_failed_payments > FAILED_PAYMENTS_ALERT_LIMIT and
+            not user.payment_flagged):
+        payment_flag_user(user, link)
+
+
+def payment_flag_user(user, link):
+    user.payment_flagged = True
+    user._commit()
+    emailer.suspicious_payment(user, link)
+
+
 def Run(verbose=True):
     """reddit-job-update_promos: Intended to be run hourly to pull in
     scheduled changes to ads
diff --git a/r2/r2/models/account.py b/r2/r2/models/account.py
index 89ebdecb1..c8eef9c17 100644
--- a/r2/r2/models/account.py
+++ b/r2/r2/models/account.py
@@ -62,6 +62,8 @@ class Account(Thing):
                                                'report_ignored', 'spammer',
                                                'reported', 'gold_creddits',
                                                'inbox_count',
+                                               'num_payment_methods',
+                                               'num_failed_payments',
                                               )
     _int_prop_suffix = '_karma'
     _essentials = ('name', )
@@ -136,6 +138,7 @@ class Account(Thing):
                      num_failed_payments=0,
                      pref_show_snoovatar=False,
                      gild_reveal_username=False,
+                     payment_flagged=False,
                      )
     _preference_attrs = tuple(k for k in _defaults.keys()
                               if k.startswith("pref_"))
diff --git a/r2/r2/models/mail_queue.py b/r2/r2/models/mail_queue.py
index c9f0f5eea..a3c65dbf4 100644
--- a/r2/r2/models/mail_queue.py
+++ b/r2/r2/models/mail_queue.py
@@ -306,6 +306,7 @@ class Email(object):
                 "REFUNDED_PROMO",
                 "VOID_PAYMENT",
                 "GOLD_GIFT_CODE",
+                "SUSPICIOUS_PAYMENT",
                 )
 
     # Do not remove anything from this dictionary!  See above comment.
@@ -331,6 +332,7 @@ class Email(object):
         Kind.REFUNDED_PROMO: _("[reddit] your campaign didn't get enough impressions"),
         Kind.VOID_PAYMENT: _("[reddit] your payment has been voided"),
         Kind.GOLD_GIFT_CODE: _("[reddit] your reddit gold gift code"),
+        Kind.SUSPICIOUS_PAYMENT: _("[selfserve] suspicious payment alert"),
         }
 
     def __init__(self, user, thing, email, from_name, date, ip,
diff --git a/r2/r2/templates/suspiciouspaymentemail.email b/r2/r2/templates/suspiciouspaymentemail.email
new file mode 100644
index 000000000..b990e155c
--- /dev/null
+++ b/r2/r2/templates/suspiciouspaymentemail.email
@@ -0,0 +1,31 @@
+## The contents of this file are subject to the Common Public Attribution
+## License Version 1.0. (the "License"); you may not use this file except in
+## compliance with the License. You may obtain a copy of the License at
+## http://code.reddit.com/LICENSE. The License is based on the Mozilla Public
+## License Version 1.1, but Sections 14 and 15 have been added to cover use of
+## software over a computer network and provide for limited attribution for the
+## Original Developer. In addition, Exhibit A has been modified to be
+## consistent with Exhibit B.
+##
+## Software distributed under the License is distributed on an "AS IS" basis,
+## WITHOUT WARRANTY OF ANY KIND, either express or implied. See the License for
+## the specific language governing rights and limitations under the License.
+##
+## The Original Code is reddit.
+##
+## The Original Developer is the Initial Developer.  The Initial Developer of
+## the Original Code is reddit Inc.
+##
+## All portions of the code written by reddit are Copyright (c) 2006-2014
+## reddit Inc. All Rights Reserved.
+###############################################################################
+
+<%!
+    from r2.lib.promote import promo_edit_url
+%>
+
+<%namespace file="utils.html" import="plain_link"/>
+
+There is suspicious payment activity by ${plain_link("/u/%s" % thing.user.name, "/user/%s/promoted" % thing.user.name, _sr_path=False)}.
+
+This report was triggered by the promotion ${plain_link(thing.link.title, promo_edit_url(thing.link), _sr_path=False)}.