diff --git a/Cargo.lock b/Cargo.lock
index 0161bb2a..91bf4c97 100644
--- a/Cargo.lock
+++ b/Cargo.lock
@@ -717,7 +717,7 @@ checksum = "955d28af4278de8121b7ebeb796b6a45735dc01436d898801014aced2773a3d6"
 
 [[package]]
 name = "sentry_protos"
-version = "0.64.3"
+version = "0.64.5"
 dependencies = [
  "prost",
  "prost-types",
diff --git a/proto/sentry_protos/billing/v1/services/engagement/v1/endpoint_end_trial.proto b/proto/sentry_protos/billing/v1/services/engagement/v1/endpoint_end_trial.proto
new file mode 100644
index 00000000..6d1f9088
--- /dev/null
+++ b/proto/sentry_protos/billing/v1/services/engagement/v1/endpoint_end_trial.proto
@@ -0,0 +1,13 @@
+syntax = "proto3";
+
+package sentry_protos.billing.v1.services.engagement.v1;
+
+message EndTrialRequest {
+  uint64 organization_id = 1;
+}
+
+message EndTrialResponse {
+  // True when an active subscription trial was ended. TrialService sets this;
+  // EngagementService may leave it unset.
+  bool ended = 1;
+}
diff --git a/proto/sentry_protos/billing/v1/services/events/v1/billing_platform_event.proto b/proto/sentry_protos/billing/v1/services/events/v1/billing_platform_event.proto
index 929f239c..f737c436 100644
--- a/proto/sentry_protos/billing/v1/services/events/v1/billing_platform_event.proto
+++ b/proto/sentry_protos/billing/v1/services/events/v1/billing_platform_event.proto
@@ -6,6 +6,7 @@ import "google/protobuf/timestamp.proto";
 import "sentry_protos/billing/v1/services/events/v1/contract_rolled_over.proto";
 import "sentry_protos/billing/v1/services/events/v1/organization_over_usage.proto";
 import "sentry_protos/billing/v1/services/events/v1/organization_payg_changed.proto";
+import "sentry_protos/billing/v1/services/events/v1/organization_trial_ended.proto";
 import "sentry_protos/billing/v1/services/events/v1/organization_trial_started.proto";
 import "sentry_protos/billing/v1/services/events/v1/organization_unit_grant_added.proto";
 
@@ -21,6 +22,7 @@ message EventPayload {
     sentry_protos.billing.v1.services.events.v1.OrganizationUnitGrantAdded organization_unit_grant_added = 3;
     sentry_protos.billing.v1.services.events.v1.OrganizationTrialStarted organization_trial_started = 4;
     sentry_protos.billing.v1.services.events.v1.ContractRolledOver contract_rolled_over = 5;
+    sentry_protos.billing.v1.services.events.v1.OrganizationTrialEnded organization_trial_ended = 6;
   }
 }
 
diff --git a/proto/sentry_protos/billing/v1/services/events/v1/organization_trial_ended.proto b/proto/sentry_protos/billing/v1/services/events/v1/organization_trial_ended.proto
new file mode 100644
index 00000000..0ef79326
--- /dev/null
+++ b/proto/sentry_protos/billing/v1/services/events/v1/organization_trial_ended.proto
@@ -0,0 +1,5 @@
+syntax = "proto3";
+
+package sentry_protos.billing.v1.services.events.v1;
+
+message OrganizationTrialEnded {}
diff --git a/rust/src/sentry_protos.billing.v1.services.engagement.v1.rs b/rust/src/sentry_protos.billing.v1.services.engagement.v1.rs
index 4764d165..b15d2da7 100644
--- a/rust/src/sentry_protos.billing.v1.services.engagement.v1.rs
+++ b/rust/src/sentry_protos.billing.v1.services.engagement.v1.rs
@@ -402,6 +402,18 @@ pub struct CreateTrialResponse {
     #[prost(bool, tag = "1")]
     pub created: bool,
 }
+#[derive(Clone, Copy, PartialEq, Eq, Hash, ::prost::Message)]
+pub struct EndTrialRequest {
+    #[prost(uint64, tag = "1")]
+    pub organization_id: u64,
+}
+#[derive(Clone, Copy, PartialEq, Eq, Hash, ::prost::Message)]
+pub struct EndTrialResponse {
+    /// True when an active subscription trial was ended. TrialService sets this;
+    /// EngagementService may leave it unset.
+    #[prost(bool, tag = "1")]
+    pub ended: bool,
+}
 #[derive(Clone, PartialEq, Eq, Hash, ::prost::Message)]
 pub struct UnitGrant {
     #[prost(string, tag = "1")]
diff --git a/rust/src/sentry_protos.billing.v1.services.events.v1.rs b/rust/src/sentry_protos.billing.v1.services.events.v1.rs
index 1a286915..a050635d 100644
--- a/rust/src/sentry_protos.billing.v1.services.events.v1.rs
+++ b/rust/src/sentry_protos.billing.v1.services.events.v1.rs
@@ -8,6 +8,8 @@ pub struct OrganizationOverUsage {}
 #[derive(Clone, Copy, PartialEq, Eq, Hash, ::prost::Message)]
 pub struct OrganizationPaygChanged {}
 #[derive(Clone, Copy, PartialEq, Eq, Hash, ::prost::Message)]
+pub struct OrganizationTrialEnded {}
+#[derive(Clone, Copy, PartialEq, Eq, Hash, ::prost::Message)]
 pub struct OrganizationTrialStarted {}
 #[derive(Clone, Copy, PartialEq, Eq, Hash, ::prost::Message)]
 pub struct OrganizationUnitGrantAdded {}
@@ -20,7 +22,7 @@ pub struct EventMeta {
 }
 #[derive(Clone, Copy, PartialEq, Eq, Hash, ::prost::Message)]
 pub struct EventPayload {
-    #[prost(oneof = "event_payload::Payload", tags = "1, 2, 3, 4, 5")]
+    #[prost(oneof = "event_payload::Payload", tags = "1, 2, 3, 4, 5, 6")]
     pub payload: ::core::option::Option<event_payload::Payload>,
 }
 /// Nested message and enum types in `EventPayload`.
@@ -37,6 +39,8 @@ pub mod event_payload {
         OrganizationTrialStarted(super::OrganizationTrialStarted),
         #[prost(message, tag = "5")]
         ContractRolledOver(super::ContractRolledOver),
+        #[prost(message, tag = "6")]
+        OrganizationTrialEnded(super::OrganizationTrialEnded),
     }
 }
 #[derive(Clone, Copy, PartialEq, Eq, Hash, ::prost::Message)]