diff --git a/authentik/stages/authenticator_sms/stage.py b/authentik/stages/authenticator_sms/stage.py
index c4e0e16b7..dfbf48c68 100644
--- a/authentik/stages/authenticator_sms/stage.py
+++ b/authentik/stages/authenticator_sms/stage.py
@@ -12,7 +12,6 @@ from authentik.flows.challenge import (
     Challenge,
     ChallengeResponse,
     ChallengeTypes,
-    ErrorDetailSerializer,
     WithUserInfoChallenge,
 )
 from authentik.flows.stage import ChallengeStageView
@@ -24,6 +23,7 @@ from authentik.stages.authenticator_sms.models import (
 from authentik.stages.prompt.stage import PLAN_CONTEXT_PROMPT
 
 SESSION_KEY_SMS_DEVICE = "authentik/stages/authenticator_sms/sms_device"
+PLAN_CONTEXT_PHONE = "phone"
 
 
 class AuthenticatorSMSChallenge(WithUserInfoChallenge):
@@ -48,6 +48,8 @@ class AuthenticatorSMSChallengeResponse(ChallengeResponse):
     def validate(self, attrs: dict) -> dict:
         """Check"""
         if "code" not in attrs:
+            if "phone_number" not in attrs:
+                raise ValidationError("phone_number required")
             self.device.phone_number = attrs["phone_number"]
             self.stage.validate_and_send(attrs["phone_number"])
             return super().validate(attrs)
@@ -67,6 +69,7 @@ class AuthenticatorSMSStageView(ChallengeStageView):
         stage: AuthenticatorSMSStage = self.executor.current_stage
         hashed_number = hash_phone_number(phone_number)
         query = Q(phone_number=hashed_number) | Q(phone_number=phone_number)
+        print(SMSDevice.objects.filter(query, stage=stage.pk))
         if SMSDevice.objects.filter(query, stage=stage.pk).exists():
             raise ValidationError(_("Invalid phone number"))
         # No code yet, but we have a phone number, so send a verification message
@@ -75,9 +78,9 @@ class AuthenticatorSMSStageView(ChallengeStageView):
 
     def _has_phone_number(self) -> Optional[str]:
         context = self.executor.plan.context
-        if "phone" in context.get(PLAN_CONTEXT_PROMPT, {}):
+        if PLAN_CONTEXT_PHONE in context.get(PLAN_CONTEXT_PROMPT, {}):
             self.logger.debug("got phone number from plan context")
-            return context.get(PLAN_CONTEXT_PROMPT, {}).get("phone")
+            return context.get(PLAN_CONTEXT_PROMPT, {}).get(PLAN_CONTEXT_PHONE)
         if SESSION_KEY_SMS_DEVICE in self.request.session:
             self.logger.debug("got phone number from device in session")
             device: SMSDevice = self.request.session[SESSION_KEY_SMS_DEVICE]
@@ -113,10 +116,17 @@ class AuthenticatorSMSStageView(ChallengeStageView):
                 try:
                     self.validate_and_send(phone_number)
                 except ValidationError as exc:
-                    response = AuthenticatorSMSChallengeResponse()
-                    response._errors.setdefault("phone_number", [])
-                    response._errors["phone_number"].append(ErrorDetailSerializer(exc.detail))
-                    return self.challenge_invalid(response)
+                    # We had a phone number given already (at this point only possible from flow
+                    # context), but an error occurred while sending a number (most likely)
+                    # due to a duplicate device, so delete the number we got given, reset the state
+                    # (ish) and retry
+                    device.phone_number = ""
+                    self.executor.plan.context.get(PLAN_CONTEXT_PROMPT, {}).pop(
+                        PLAN_CONTEXT_PHONE, None
+                    )
+                    self.request.session.pop(SESSION_KEY_SMS_DEVICE, None)
+                    self.logger.warning("failed to send SMS message to pre-set number", exc=exc)
+                    return self.get(request, *args, **kwargs)
         return super().get(request, *args, **kwargs)
 
     def challenge_valid(self, response: ChallengeResponse) -> HttpResponse:
diff --git a/authentik/stages/authenticator_sms/tests.py b/authentik/stages/authenticator_sms/tests.py
index 4b37df0e5..9601cf886 100644
--- a/authentik/stages/authenticator_sms/tests.py
+++ b/authentik/stages/authenticator_sms/tests.py
@@ -7,7 +7,9 @@ from requests_mock import Mocker
 
 from authentik.core.tests.utils import create_test_admin_user, create_test_flow
 from authentik.flows.models import FlowStageBinding
+from authentik.flows.planner import FlowPlan
 from authentik.flows.tests import FlowTestCase
+from authentik.flows.views.executor import SESSION_KEY_PLAN
 from authentik.lib.generators import generate_id
 from authentik.stages.authenticator_sms.models import (
     AuthenticatorSMSStage,
@@ -15,7 +17,8 @@ from authentik.stages.authenticator_sms.models import (
     SMSProviders,
     hash_phone_number,
 )
-from authentik.stages.authenticator_sms.stage import SESSION_KEY_SMS_DEVICE
+from authentik.stages.authenticator_sms.stage import PLAN_CONTEXT_PHONE, SESSION_KEY_SMS_DEVICE
+from authentik.stages.prompt.stage import PLAN_CONTEXT_PROMPT
 
 
 class AuthenticatorSMSStageTests(FlowTestCase):
@@ -172,6 +175,45 @@ class AuthenticatorSMSStageTests(FlowTestCase):
             phone_number_required=False,
         )
 
+    def test_stage_context_data_duplicate(self):
+        """test stage context data (phone number exists already)"""
+        self.client.get(
+            reverse("authentik_flows:configure", kwargs={"stage_uuid": self.stage.stage_uuid}),
+        )
+        plan: FlowPlan = self.client.session[SESSION_KEY_PLAN]
+        plan.context[PLAN_CONTEXT_PROMPT] = {
+            PLAN_CONTEXT_PHONE: "1234",
+        }
+        session = self.client.session
+        session[SESSION_KEY_PLAN] = plan
+        session.save()
+        SMSDevice.objects.create(
+            phone_number="1234",
+            user=self.user,
+            stage=self.stage,
+        )
+        sms_send_mock = MagicMock()
+        with (
+            patch(
+                "authentik.stages.authenticator_sms.models.AuthenticatorSMSStage.send",
+                sms_send_mock,
+            ),
+        ):
+            print(self.client.session[SESSION_KEY_PLAN])
+            response = self.client.get(
+                reverse("authentik_api:flow-executor", kwargs={"flow_slug": self.flow.slug}),
+            )
+        print(response.content.decode())
+        self.assertStageResponse(
+            response,
+            self.flow,
+            self.user,
+            component="ak-stage-authenticator-sms",
+            phone_number_required=True,
+        )
+        plan: FlowPlan = self.client.session[SESSION_KEY_PLAN]
+        self.assertEqual(plan.context[PLAN_CONTEXT_PROMPT], {})
+
     def test_stage_submit_full(self):
         """test stage (submit)"""
         self.client.get(