diff --git a/server/migrations/0003_run_cursor_request_id.sql b/server/migrations/0003_run_cursor_request_id.sql
new file mode 100644
index 0000000..9a12dcc
--- /dev/null
+++ b/server/migrations/0003_run_cursor_request_id.sql
@@ -0,0 +1,6 @@
+-- Cursor may reuse one transport request id for multiple queued executions.
+-- Keep that id as an association key while each local Run keeps its own identity.
+ALTER TABLE runs ADD COLUMN cursor_request_id TEXT;
+
+CREATE INDEX idx_runs_cursor_request_active
+ON runs(cursor_request_id, status, created_at_ms DESC);
diff --git a/server/src/cursor/actor.rs b/server/src/cursor/actor.rs
index 590c669..6ca1cdd 100644
--- a/server/src/cursor/actor.rs
+++ b/server/src/cursor/actor.rs
@@ -89,24 +89,42 @@ impl CursorActor {
                                                         .map(|parent| parent.tool_call_id.clone()),
                                                     request.conversation_state.clone(),
                                                 );
-                                                let parent = handle.parent().map(|parent| {
-                                                    (
-                                                        crate::model::RunId::new(&parent.run_id),
-                                                        parent.tool_call_id.clone(),
+                                                let prepared = async {
+                                                    let parent = match handle.parent() {
+                                                        Some(parent) => {
+                                                            let parent_run_id = dependencies
+                                                                .store
+                                                                .active_run_for_cursor_request(
+                                                                    &parent.request_id,
+                                                                )
+                                                                .await?
+                                                                .ok_or_else(|| {
+                                                                    crate::Error::Protocol(format!(
+                                                                        "Cursor parent request {} has no active local Run",
+                                                                        parent.request_id
+                                                                    ))
+                                                                })?;
+                                                            Some((
+                                                                parent_run_id,
+                                                                parent.tool_call_id.clone(),
+                                                            ))
+                                                        }
+                                                        None => None,
+                                                    };
+                                                    request::prepare(
+                                                        handle.request_id(),
+                                                        &request,
+                                                        parent,
+                                                        request::PrepareDependencies {
+                                                            compiler: &dependencies.compiler,
+                                                            store: &dependencies.store,
+                                                            checkpoint: &checkpoint,
+                                                            blob_sync: &blob_sync,
+                                                            context_sync: &context_sync,
+                                                        },
                                                     )
-                                                });
-                                                let prepared = request::prepare(
-                                                    handle.request_id(),
-                                                    &request,
-                                                    parent,
-                                                    request::PrepareDependencies {
-                                                        compiler: &dependencies.compiler,
-                                                        store: &dependencies.store,
-                                                        checkpoint: &checkpoint,
-                                                        blob_sync: &blob_sync,
-                                                        context_sync: &context_sync,
-                                                    },
-                                                )
+                                                    .await
+                                                }
                                                 .await;
                                                 let (prepared, context) = match prepared {
                                                     Ok(prepared) => prepared,
diff --git a/server/src/cursor/handlers.rs b/server/src/cursor/handlers.rs
index 4b292eb..5fe9d5e 100644
--- a/server/src/cursor/handlers.rs
+++ b/server/src/cursor/handlers.rs
@@ -203,12 +203,12 @@ async fn buffered(request: Request<Body>) -> Result<(axum::http::request::Parts,
 }
 
 fn parent_headers(headers: &HeaderMap) -> Result<Option<CursorParent>> {
-    let run_id = header_text(headers, "x-parent-request-id")?;
+    let request_id = header_text(headers, "x-parent-request-id")?;
     let tool_call_id = header_text(headers, "x-parent-agent-tool-call-id")?;
-    match (run_id, tool_call_id) {
+    match (request_id, tool_call_id) {
         (None, None) => Ok(None),
-        (Some(run_id), Some(tool_call_id)) => Ok(Some(CursorParent {
-            run_id: run_id.into(),
+        (Some(request_id), Some(tool_call_id)) => Ok(Some(CursorParent {
+            request_id: request_id.into(),
             tool_call_id: tool_call_id.into(),
         })),
         _ => Err(crate::Error::Protocol(
@@ -270,7 +270,7 @@ mod tests {
         assert_eq!(
             parent_headers(&headers).unwrap(),
             Some(CursorParent {
-                run_id: "parent-run".into(),
+                request_id: "parent-run".into(),
                 tool_call_id: "parent-call".into(),
             })
         );
diff --git a/server/src/cursor/request/prepare.rs b/server/src/cursor/request/prepare.rs
index 1f88129..c2d18bf 100644
--- a/server/src/cursor/request/prepare.rs
+++ b/server/src/cursor/request/prepare.rs
@@ -1,5 +1,7 @@
 use std::collections::BTreeMap;
 
+use uuid::Uuid;
+
 use crate::{
     cursor::prompting::{Mode, PromptCompiler},
     cursor::{
@@ -71,9 +73,7 @@ pub(crate) async fn prepare(
             .clone()
             .unwrap_or_else(|| request_id.into()),
     );
-    // RunSSE/Bidi request_id identifies this concrete execution attempt. Cursor may
-    // reuse AgentRunRequest.run_id when a queued or subagent-driven attempt resumes.
-    let run_id = RunId::new(request_id);
+    let run_id = execution_run_id(request_id);
     let mut base_messages = if request.conversation_state.is_some() {
         Some(
             checkpoint
@@ -128,7 +128,7 @@ pub(crate) async fn prepare(
         starts_turn,
         compacting,
         background_completion,
-    } = action(request_id, request)?;
+    } = action(request)?;
     let checkpoint_mode = if request.subagent_type_name.is_some() {
         Mode::Subagent
     } else {
@@ -286,6 +286,7 @@ pub(crate) async fn prepare(
     Ok((
         PreparedRun {
             run_id,
+            cursor_request_id: Some(request_id.into()),
             conversation_id,
             kind,
             model,
@@ -348,12 +349,17 @@ fn validate_prompt_root(messages: &[CanonicalMessage]) -> Result<()> {
     Ok(())
 }
 
-fn action(request_id: &str, request: &pb::AgentRunRequest) -> Result<ActionProjection> {
-    let mode = request
+fn execution_run_id(request_id: &str) -> RunId {
+    let execution_id = Uuid::new_v4().simple().to_string();
+    RunId::new(format!("{request_id}:{}", &execution_id[..8]))
+}
+
+fn action(request: &pb::AgentRunRequest) -> Result<ActionProjection> {
+    let conversation_mode = request
         .conversation_state
         .as_ref()
-        .and_then(|state| state.mode)
-        .unwrap_or(pb::AgentMode::Agent as i32);
+        .and_then(|state| state.mode);
+    let mode = conversation_mode.unwrap_or(pb::AgentMode::Agent as i32);
     let Some(action) = request
         .action
         .as_ref()
@@ -375,6 +381,11 @@ fn action(request_id: &str, request: &pb::AgentRunRequest) -> Result<ActionProje
             let user = action.user_message.as_ref().ok_or_else(|| {
                 Error::Protocol("Cursor user message action has no UserMessage".into())
             })?;
+            let mode = if user.mode == pb::AgentMode::Unspecified as i32 {
+                conversation_mode.unwrap_or(user.mode)
+            } else {
+                user.mode
+            };
             if user.message_id.is_empty() {
                 return Err(Error::Protocol(
                     "Cursor user message action has no message_id".into(),
@@ -382,7 +393,7 @@ fn action(request_id: &str, request: &pb::AgentRunRequest) -> Result<ActionProje
             }
             if user.text.trim() == "/summarize" {
                 return Ok(ActionProjection {
-                    mode: user.mode,
+                    mode,
                     turn_user: Some(user.clone()),
                     action_context: String::new(),
                     event_id: None,
@@ -405,12 +416,13 @@ fn action(request_id: &str, request: &pb::AgentRunRequest) -> Result<ActionProje
                     .filter(|text| !text.is_empty())
                     .cloned(),
             );
+            let event_id = format!("cursor:user:{}", user.message_id);
             Ok(ActionProjection {
-                mode: user.mode,
+                mode,
                 turn_user: Some(user.clone()),
                 action_context: context.join("\n\n"),
-                event_id: Some(format!("run-request:{request_id}")),
-                input_id: Some(format!("cursor:user:{}", user.message_id)),
+                event_id: Some(event_id.clone()),
+                input_id: Some(event_id),
                 starts_turn: true,
                 compacting: false,
                 background_completion: false,
@@ -418,10 +430,11 @@ fn action(request_id: &str, request: &pb::AgentRunRequest) -> Result<ActionProje
         }
         pb::conversation_action::Action::BackgroundTaskCompletionAction(action) => {
             let projection = background::project(action, mode)?;
+            let event_id = projection.turn_user.message_id.clone();
             Ok(ActionProjection {
                 mode,
                 action_context: projection.context,
-                event_id: Some(format!("run-request:{request_id}")),
+                event_id: Some(event_id),
                 input_id: None,
                 turn_user: Some(projection.turn_user),
                 starts_turn: true,
@@ -598,6 +611,18 @@ mod tests {
         ));
     }
 
+    #[test]
+    fn execution_run_id_keeps_the_request_id_and_adds_eight_uuid_hex_digits() {
+        let run_id = execution_run_id("01bba7c5-9c00-4922-b1df-1f58146b5d90");
+        let suffix = run_id
+            .as_str()
+            .strip_prefix("01bba7c5-9c00-4922-b1df-1f58146b5d90:")
+            .unwrap();
+
+        assert_eq!(suffix.len(), 8);
+        assert!(suffix.bytes().all(|byte| byte.is_ascii_hexdigit()));
+    }
+
     #[test]
     fn current_user_message_consumes_the_mode_instead_of_history_mode() {
         let request = pb::AgentRunRequest {
@@ -621,7 +646,7 @@ mod tests {
             }),
             ..Default::default()
         };
-        let projection = action("request", &request).unwrap();
+        let projection = action(&request).unwrap();
         assert_eq!(projection.mode, pb::AgentMode::Ask as i32);
         assert_eq!(
             projection.input_id.as_deref(),
@@ -630,6 +655,63 @@ mod tests {
         assert_eq!(mode_from_proto(projection.mode).unwrap(), Mode::Ask);
     }
 
+    #[test]
+    fn queued_user_message_without_mode_inherits_conversation_mode() {
+        let request = pb::AgentRunRequest {
+            conversation_state: Some(pb::ConversationStateStructure {
+                mode: Some(pb::AgentMode::Agent as i32),
+                ..Default::default()
+            }),
+            action: Some(pb::ConversationAction {
+                action: Some(pb::conversation_action::Action::UserMessageAction(
+                    pb::UserMessageAction {
+                        user_message: Some(pb::UserMessage {
+                            text: "queued follow-up".into(),
+                            message_id: "queued-user-message".into(),
+                            ..Default::default()
+                        }),
+                        ..Default::default()
+                    },
+                )),
+                ..Default::default()
+            }),
+            ..Default::default()
+        };
+
+        let projection = action(&request).unwrap();
+
+        assert_eq!(projection.mode, pb::AgentMode::Agent as i32);
+        assert_eq!(mode_from_proto(projection.mode).unwrap(), Mode::Agent);
+    }
+
+    #[test]
+    fn queued_messages_reusing_a_request_id_keep_distinct_runtime_identities() {
+        let request = |message_id: &str| pb::AgentRunRequest {
+            action: Some(pb::ConversationAction {
+                action: Some(pb::conversation_action::Action::UserMessageAction(
+                    pb::UserMessageAction {
+                        user_message: Some(pb::UserMessage {
+                            text: "queued follow-up".into(),
+                            message_id: message_id.into(),
+                            mode: pb::AgentMode::Agent as i32,
+                            ..Default::default()
+                        }),
+                        ..Default::default()
+                    },
+                )),
+                ..Default::default()
+            }),
+            ..Default::default()
+        };
+
+        let first = action(&request("message-one")).unwrap();
+        let second = action(&request("message-two")).unwrap();
+
+        assert_eq!(first.event_id.as_deref(), Some("cursor:user:message-one"));
+        assert_eq!(second.event_id.as_deref(), Some("cursor:user:message-two"));
+        assert_ne!(first.event_id, second.event_id);
+    }
+
     #[test]
     fn execute_plan_appends_the_approved_plan_as_a_stable_runtime_event() {
         let execute = pb::ExecutePlanAction {
@@ -648,8 +730,8 @@ mod tests {
             ..Default::default()
         };
 
-        let first = action("request-one", &request).unwrap();
-        let second = action("request-two", &request).unwrap();
+        let first = action(&request).unwrap();
+        let second = action(&request).unwrap();
         assert_eq!(first.mode, pb::AgentMode::Agent as i32);
         assert!(first.starts_turn);
         assert_eq!(first.event_id, second.event_id);
diff --git a/server/src/cursor/sessions.rs b/server/src/cursor/sessions.rs
index 5ae6ad7..1b4b8c1 100644
--- a/server/src/cursor/sessions.rs
+++ b/server/src/cursor/sessions.rs
@@ -35,7 +35,7 @@ pub struct CursorSessionHandle {
 
 #[derive(Clone, Debug, PartialEq, Eq)]
 pub struct CursorParent {
-    pub run_id: String,
+    pub request_id: String,
     pub tool_call_id: String,
 }
 
@@ -69,9 +69,9 @@ impl CursorSessionHandle {
         self.cancellation.clone()
     }
     pub fn set_parent(&self, parent: CursorParent) -> Result<()> {
-        if parent.run_id.is_empty() || parent.tool_call_id.is_empty() {
+        if parent.request_id.is_empty() || parent.tool_call_id.is_empty() {
             return Err(crate::Error::Protocol(
-                "Cursor parent run and tool call ids are required".into(),
+                "Cursor parent request and tool call ids are required".into(),
             ));
         }
         if self.parent.get().is_some_and(|current| current != &parent) {
diff --git a/server/src/model/run.rs b/server/src/model/run.rs
index 321a18a..9896ee8 100644
--- a/server/src/model/run.rs
+++ b/server/src/model/run.rs
@@ -48,6 +48,7 @@ pub struct RecoveredToolRound {
 #[derive(Clone, Debug, Serialize, Deserialize, PartialEq)]
 pub struct PreparedRun {
     pub run_id: RunId,
+    pub cursor_request_id: Option<String>,
     pub conversation_id: ConversationId,
     pub kind: RunKind,
     pub model: ModelSpec,
diff --git a/server/src/store/runs.rs b/server/src/store/runs.rs
index c88ca98..9c8a70e 100644
--- a/server/src/store/runs.rs
+++ b/server/src/store/runs.rs
@@ -88,12 +88,13 @@ impl Store {
             run_kind_columns(&prepared.kind);
         sqlx::query(
             "INSERT INTO runs
-             (run_id, conversation_id, base_revision_id, head_revision_id,
+             (run_id, cursor_request_id, conversation_id, base_revision_id, head_revision_id,
               parent_run_id, parent_tool_call_id, run_kind, subagent_kind,
               status, created_at_ms, updated_at_ms)
-             VALUES (?, ?, ?, ?, ?, ?, ?, ?, 'running', ?, ?)",
+             VALUES (?, ?, ?, ?, ?, ?, ?, ?, ?, 'running', ?, ?)",
         )
         .bind(prepared.run_id.as_str())
+        .bind(prepared.cursor_request_id.as_deref())
         .bind(prepared.conversation_id.as_str())
         .bind(prepared.base_revision_id.0)
         .bind(prepared.base_revision_id.0)
@@ -128,6 +129,22 @@ impl Store {
         })
     }
 
+    pub async fn active_run_for_cursor_request(
+        &self,
+        cursor_request_id: &str,
+    ) -> Result<Option<RunId>> {
+        let run_id: Option<String> = sqlx::query_scalar(
+            "SELECT run_id FROM runs
+             WHERE cursor_request_id = ? AND status = 'running'
+             ORDER BY created_at_ms DESC
+             LIMIT 1",
+        )
+        .bind(cursor_request_id)
+        .fetch_optional(&self.pool)
+        .await?;
+        Ok(run_id.map(RunId))
+    }
+
     pub async fn begin_provider_call(&self, run_id: &RunId) -> Result<u64> {
         let index: Option<i64> = sqlx::query_scalar(
             "UPDATE runs SET provider_call_index = provider_call_index + 1, updated_at_ms = ?
diff --git a/server/tests/background_completion.rs b/server/tests/background_completion.rs
index e8029e1..07adc15 100644
--- a/server/tests/background_completion.rs
+++ b/server/tests/background_completion.rs
@@ -75,7 +75,8 @@ async fn background_subagent_completion_starts_a_simulated_parent_turn() {
         .await
         .unwrap();
     assert!(messages.iter().any(|message| {
-        message.runtime_event_id.as_deref() == Some("run-request:completion-request")
+        message.runtime_event_id.as_deref()
+            == Some("background-completed:BACKGROUND_TASK_KIND_SUBAGENT:child-id")
             && matches!(&message.content, MessageContent::Parts { parts } if !parts.is_empty())
     }));
 
@@ -130,8 +131,8 @@ async fn background_subagent_completion_starts_a_simulated_parent_turn() {
     assert_eq!(
         runtime_ids,
         [
-            "runtime:run-request:completion-request",
-            "runtime:run-request:completion-request-2"
+            "runtime:background-completed:BACKGROUND_TASK_KIND_SUBAGENT:child-id",
+            "runtime:background-completed:BACKGROUND_TASK_KIND_SUBAGENT:child-id-2"
         ]
     );
 }
diff --git a/server/tests/checkpoint_recovery.rs b/server/tests/checkpoint_recovery.rs
index 7077658..bfb7fb3 100644
--- a/server/tests/checkpoint_recovery.rs
+++ b/server/tests/checkpoint_recovery.rs
@@ -169,8 +169,16 @@ async fn eligible_pending_checkpoint_resumes_tools_before_the_next_model_call()
         1,
         "resume must execute the pending batch before calling the model"
     );
+    let resumed_run_id = store
+        .active_run_for_cursor_request("resumed-run")
+        .await
+        .unwrap()
+        .unwrap();
     let resumed_round = store
-        .tool_round(&ToolRoundId::new("resumed-run:round:resume"))
+        .tool_round(&ToolRoundId::new(format!(
+            "{}:round:resume",
+            resumed_run_id.as_str()
+        )))
         .await
         .unwrap()
         .unwrap();
diff --git a/server/tests/client_contract.rs b/server/tests/client_contract.rs
index f0ac677..3d8866e 100644
--- a/server/tests/client_contract.rs
+++ b/server/tests/client_contract.rs
@@ -200,6 +200,7 @@ async fn prepared(store: &cursor_server::store::Store) -> PreparedRun {
     let root = store.ensure_conversation(&conversation_id).await.unwrap();
     PreparedRun {
         run_id: RunId::new("run"),
+        cursor_request_id: None,
         conversation_id,
         kind: RunKind::Root,
         model: ModelSpec::new("model"),
diff --git a/server/tests/interrupt.rs b/server/tests/interrupt.rs
index a1d8755..034b2fc 100644
--- a/server/tests/interrupt.rs
+++ b/server/tests/interrupt.rs
@@ -54,6 +54,7 @@ async fn a_replaced_run_cannot_overwrite_its_cancelled_status() {
     let base_revision_id = store.ensure_conversation(&conversation_id).await.unwrap();
     let prepared = |run_id: &str| PreparedRun {
         run_id: RunId::new(run_id),
+        cursor_request_id: None,
         conversation_id: conversation_id.clone(),
         kind: RunKind::Root,
         model: ModelSpec::new("model"),
diff --git a/server/tests/provider_console.rs b/server/tests/provider_console.rs
index 461ace9..3fa2840 100644
--- a/server/tests/provider_console.rs
+++ b/server/tests/provider_console.rs
@@ -137,6 +137,7 @@ async fn call_summary_is_always_stored_and_payloads_follow_detailed_setting() {
     store
         .claim_run(&PreparedRun {
             run_id: RunId::new("run-1"),
+            cursor_request_id: None,
             conversation_id,
             kind: RunKind::Root,
             model: ModelSpec::new(call.model_hash.clone()),
diff --git a/server/tests/revision_branch.rs b/server/tests/revision_branch.rs
index 9bba67c..930cdf7 100644
--- a/server/tests/revision_branch.rs
+++ b/server/tests/revision_branch.rs
@@ -12,6 +12,7 @@ fn prepared(
 ) -> PreparedRun {
     PreparedRun {
         run_id: RunId::new(run_id),
+        cursor_request_id: None,
         conversation_id: conversation_id.clone(),
         kind: RunKind::Root,
         model: ModelSpec::new("test-model"),
@@ -89,6 +90,35 @@ async fn selecting_an_old_revision_creates_a_branch_without_old_suffixes() {
         .is_err());
 }
 
+#[tokio::test]
+async fn reused_cursor_request_id_maps_to_the_current_distinct_execution() {
+    let (_directory, store) = fixtures::temp_store().await;
+    let conversation_id = ConversationId::new("queued-conversation");
+    let root = store.ensure_conversation(&conversation_id).await.unwrap();
+
+    let mut first = prepared("reused-request:11111111", &conversation_id, root);
+    first.cursor_request_id = Some("reused-request".into());
+    store.claim_run(&first).await.unwrap();
+    assert_eq!(
+        store
+            .active_run_for_cursor_request("reused-request")
+            .await
+            .unwrap(),
+        Some(first.run_id.clone())
+    );
+
+    let mut second = prepared("reused-request:22222222", &conversation_id, root);
+    second.cursor_request_id = Some("reused-request".into());
+    store.claim_run(&second).await.unwrap();
+    assert_eq!(
+        store
+            .active_run_for_cursor_request("reused-request")
+            .await
+            .unwrap(),
+        Some(second.run_id)
+    );
+}
+
 #[tokio::test]
 async fn identical_runtime_event_is_exactly_once_and_conflicts_are_rejected() {
     let (_directory, store) = fixtures::temp_store().await;
diff --git a/server/tests/runtime_modes.rs b/server/tests/runtime_modes.rs
index 6f61545..3ec6b01 100644
--- a/server/tests/runtime_modes.rs
+++ b/server/tests/runtime_modes.rs
@@ -117,7 +117,7 @@ async fn unchanged_request_context_is_not_repeated_and_preserves_the_provider_pr
     };
     assert_eq!(
         request.history[1].message_id,
-        "runtime:run-request:ask-request"
+        "runtime:cursor:user:wire-user"
     );
     assert!(!request.prompt.instructions.contains("workspace rule"));
     assert!(!request.prompt.instructions.contains("<mcp_meta_tools>"));
diff --git a/server/tests/runtime_tag_once.rs b/server/tests/runtime_tag_once.rs
index de54a51..c218a91 100644
--- a/server/tests/runtime_tag_once.rs
+++ b/server/tests/runtime_tag_once.rs
@@ -12,6 +12,7 @@ async fn runtime_event_is_appended_exactly_once() {
     let root = store.ensure_conversation(&conversation_id).await.unwrap();
     let run = PreparedRun {
         run_id: RunId::new("run"),
+        cursor_request_id: None,
         conversation_id: conversation_id.clone(),
         kind: RunKind::Root,
         model: ModelSpec::new("model"),
diff --git a/server/tests/schema_upgrade.rs b/server/tests/schema_upgrade.rs
new file mode 100644
index 0000000..5ac4eaf
--- /dev/null
+++ b/server/tests/schema_upgrade.rs
@@ -0,0 +1,43 @@
+use std::borrow::Cow;
+
+use cursor_server::store::Store;
+use sqlx::{migrate::Migrator, sqlite::SqliteConnectOptions, Row};
+
+#[tokio::test]
+async fn version_two_database_upgrades_with_cursor_request_mapping() {
+    let directory = tempfile::tempdir().unwrap();
+    let database = directory.path().join("upgrade.db");
+    let pool = sqlx::SqlitePool::connect_with(
+        SqliteConnectOptions::new()
+            .filename(&database)
+            .create_if_missing(true),
+    )
+    .await
+    .unwrap();
+    let all = sqlx::migrate!("./migrations");
+    let prior = Migrator {
+        migrations: Cow::Owned(
+            all.iter()
+                .filter(|migration| migration.version <= 2)
+                .cloned()
+                .collect(),
+        ),
+        ignore_missing: false,
+        locking: true,
+        no_tx: false,
+    };
+    prior.run(&pool).await.unwrap();
+    drop(pool);
+
+    let store = Store::connect(&format!("sqlite://{}", database.display()))
+        .await
+        .unwrap();
+    let columns = sqlx::query("PRAGMA table_info(runs)")
+        .fetch_all(store.pool())
+        .await
+        .unwrap();
+
+    assert!(columns
+        .iter()
+        .any(|column| column.get::<String, _>("name") == "cursor_request_id"));
+}
diff --git a/server/tests/selected_images.rs b/server/tests/selected_images.rs
index e357743..358331a 100644
--- a/server/tests/selected_images.rs
+++ b/server/tests/selected_images.rs
@@ -89,7 +89,7 @@ async fn selected_image_bytes_flow_from_run_request_to_history_providers_and_che
     let user = requests[0]
         .history
         .iter()
-        .find(|message| message.message_id == "runtime:run-request:image-run")
+        .find(|message| message.message_id == "runtime:cursor:user:image-user")
         .unwrap();
     let ProjectedContent::Parts(parts) = &user.content else {
         panic!("runtime user message must retain typed parts")
@@ -128,7 +128,7 @@ async fn selected_image_bytes_flow_from_run_request_to_history_providers_and_che
         let id = BlobId::from_bytes(raw_id).unwrap();
         let bytes = store.get_blob(&id).await.unwrap().unwrap();
         let value: serde_json::Value = serde_json::from_slice(&bytes).unwrap();
-        if value["id"] == "runtime:run-request:image-run" {
+        if value["id"] == "runtime:cursor:user:image-user" {
             user_root = Some(value);
             break;
         }
diff --git a/server/tests/text_turn.rs b/server/tests/text_turn.rs
index 0ee3553..78d5c98 100644
--- a/server/tests/text_turn.rs
+++ b/server/tests/text_turn.rs
@@ -289,7 +289,7 @@ async fn text_turn_runs_from_bidi_request_through_checkpoint_and_end_stream() {
         .unwrap();
     assert!(messages[0].message_id.starts_with("request-context:"));
     assert_eq!(messages[0].role, Role::User);
-    assert_eq!(messages[1].message_id, "runtime:run-request:request");
+    assert_eq!(messages[1].message_id, "runtime:cursor:user:user");
     assert_eq!(messages[1].role, Role::User);
     assert_eq!(
         messages.len(),
@@ -300,11 +300,14 @@ async fn text_turn_runs_from_bidi_request_through_checkpoint_and_end_stream() {
         .fetch_all(store.pool())
         .await
         .unwrap();
-    assert_eq!(
-        stored_runs,
-        vec!["request"],
-        "the concrete request_id, not Cursor's reusable wire run_id, owns the execution"
-    );
+    assert_eq!(stored_runs.len(), 1);
+    let execution_suffix = stored_runs[0]
+        .strip_prefix("request:")
+        .expect("the local Run keeps the Cursor request id as a readable prefix");
+    assert_eq!(execution_suffix.len(), 8);
+    assert!(execution_suffix
+        .bytes()
+        .all(|byte| byte.is_ascii_hexdigit()));
 }
 
 fn client_run(conversation_id: &str, text: &str, model_id: &str) -> pb::AgentClientMessage {
diff --git a/server/tests/tool_loop.rs b/server/tests/tool_loop.rs
index da5c19a..38a073c 100644
--- a/server/tests/tool_loop.rs
+++ b/server/tests/tool_loop.rs
@@ -965,7 +965,7 @@ async fn provider_tool_use_waits_for_client_result_then_calls_provider_again() {
     .await
     .unwrap();
     let provider_call_index: i64 =
-        sqlx::query_scalar("SELECT provider_call_index FROM runs WHERE run_id = ?")
+        sqlx::query_scalar("SELECT provider_call_index FROM runs WHERE cursor_request_id = ?")
             .bind("tool-request")
             .fetch_one(&database)
             .await
diff --git a/server/tests/tool_order.rs b/server/tests/tool_order.rs
index 844c373..98cc298 100644
--- a/server/tests/tool_order.rs
+++ b/server/tests/tool_order.rs
@@ -16,6 +16,7 @@ async fn results_commit_adjacent_pairs_in_arrival_order() {
     let root = store.ensure_conversation(&conversation_id).await.unwrap();
     let run = PreparedRun {
         run_id: RunId::new("run"),
+        cursor_request_id: None,
         conversation_id: conversation_id.clone(),
         kind: RunKind::Root,
         model: ModelSpec::new("model"),