diff --git a/r2/r2/commands.py b/r2/r2/commands.py
index 454c8962c..892f9778d 100644
--- a/r2/r2/commands.py
+++ b/r2/r2/commands.py
@@ -26,6 +26,8 @@ import paste.fixture
 from paste.script import command
 from paste.deploy import loadapp
 
+from r2.lib.log import RavenErrorReporter
+
 
 class RunCommand(command.Command):
     max_args = 2
@@ -55,6 +57,8 @@ class RunCommand(command.Command):
         config_file = self.args[0]
         config_name = 'config:%s' % config_file
 
+        report_to_sentry = "REDDIT_ERRORS_TO_SENTRY" in os.environ
+
         here_dir = os.getcwd()
 
         # Load locals and populate with objects for use in shell
@@ -84,8 +88,14 @@ class RunCommand(command.Command):
 
         loaded_namespace = {}
 
-        if self.args[1:]:
-            execfile(self.args[1], loaded_namespace)
+        try:
+            if self.args[1:]:
+                execfile(self.args[1], loaded_namespace)
 
-        if self.options.command:
-            exec self.options.command in loaded_namespace
+            if self.options.command:
+                exec self.options.command in loaded_namespace
+        except Exception:
+            if report_to_sentry:
+                exc_info = sys.exc_info()
+                RavenErrorReporter.capture_exception(exc_info=exc_info)
+            raise
diff --git a/r2/r2/lib/log.py b/r2/r2/lib/log.py
index 7a2320088..1bd1802d5 100644
--- a/r2/r2/lib/log.py
+++ b/r2/r2/lib/log.py
@@ -187,11 +187,18 @@ class RavenErrorReporter(Reporter):
         )
         return RAVEN_CLIENT
 
-    def report(self, exc_data):
-        if issubclass(exc_data.exception_type, get_operational_exceptions()):
+    @classmethod
+    def capture_exception(cls, exc_info=None):
+        if exc_info is None:
+            # if possible exc_info should be captured as close to the exception
+            # as possible and passed in because sys.exc_info() can give
+            # unexpected behavior
+            exc_info = sys.exc_info()
+
+        if issubclass(exc_info[0], get_operational_exceptions()):
             return
 
-        client = self.get_raven_client()
+        client = cls.get_raven_client()
 
         if g.running_as_script:
             # scripts are run like:
@@ -201,9 +208,9 @@ class RavenErrorReporter(Reporter):
             # either way sys.argv[-1] will tell us the entry point to the error
             culprit = 'script: "%s"' % sys.argv[-1]
         else:
-            self.add_http_context(client)
-            self.add_reddit_context(client)
-            self.add_user_context(client)
+            cls.add_http_context(client)
+            cls.add_reddit_context(client)
+            cls.add_user_context(client)
 
             routes_dict = request.environ["pylons.routes_dict"]
             controller = routes_dict.get("controller", "unknown")
@@ -211,13 +218,19 @@ class RavenErrorReporter(Reporter):
             culprit = "%s.%s" % (controller, action)
 
         try:
-            client.captureException(data={
-                "modules": self.get_module_versions(),
-                "culprit": culprit,
-            })
+            client.captureException(
+                exc_info=exc_info,
+                data={
+                    "modules": cls.get_module_versions(),
+                    "culprit": culprit,
+                },
+            )
         finally:
             client.context.clear()
 
+    def report(self, exc_data):
+        self.capture_exception()
+
 
 def write_error_summary(error):
     """Log a single-line summary of the error for easy log grepping."""