diff --git a/CHANGELOG.md b/CHANGELOG.md
index 715388e37..272f5bbf6 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -8,6 +8,35 @@ Newest first. `Unreleased` is what is on `main` and not yet tagged.
 
 ## Unreleased
 
+### A boundary rule can ask what started a run, not only whose authority it carries
+
+A routine's turn goes through exactly the path a person's chat turn does, as the routine's owner:
+their grants, their connections, their thread. That is the right design, and it is also why
+`actor.id` cannot tell a scheduled run at three in the morning from the same person typing. The
+trail already drew that distinction — `AuditInitiator` is signed into the run assertion and written
+onto the row, so an investigator can see a routine caused something. A rule could not ask the same
+question.
+
+The policy context now carries `initiator`, with the kind and id the trail already records, so this
+is writable:
+
+```
+deny: initiator.kind == "routine" && intent == "run_command"
+```
+
+A deployment happy for a Bot to run a shell while somebody watches, and not happy for it to do so
+unattended, can now say so. The id is there too, so a single routine can be named rather than
+scheduled runs as a class. `handoff` is its own kind, for a Bot that hands work to another Bot.
+
+**Nothing is refused that was not refused before.** The field is neutral — `{kind: "person", id: ""}`
+— everywhere a person is driving, which is every path that does not carry an initiator today,
+including every action on a Bot'"'"'s computer: those are driven by the browser, so they really are
+somebody'"'"'s session. It is required rather than optional for the reason #115 exists: cel-js throws on
+an unbound identifier and a throw fails closed, so a field that were sometimes absent would turn one
+rule about routines into a deployment that refused every ordinary click.
+
+Replaying a rule against history reads the initiator off the row when it is there and treats a row
+that predates the field, or carries a shape this version does not recognise, as a person.
 ### The Python LangGraph Bot tells its model why the deployment refused a tool call
 
 When the deployment would not run a tool call from the Python LangGraph Bot — a token it no longer
diff --git a/server/src/computer/gateway.ts b/server/src/computer/gateway.ts
index ffe66ab2d..1d1226079 100644
--- a/server/src/computer/gateway.ts
+++ b/server/src/computer/gateway.ts
@@ -41,6 +41,7 @@ import {
   type ActionPolicy,
   evaluateActionPolicy,
   type PolicyContext,
+  policyInitiator,
   type PolicyDecision,
 } from "./policy";
 import type { ComputerProvider } from "./provider";
@@ -513,6 +514,13 @@ export function createComputerGateway(
         ? describeFile(filePath)
         : { path: "", name: "", extension: "" },
       command: subject.command ?? "",
+      /*
+       * A person, and truthfully so today: a Bot's computer is driven by frontend tools in the
+       * browser, so every action arriving here came from somebody's session rather than from a
+       * schedule. #298 is the change that would make that untrue, and it is the one that has to pass
+       * the run's own initiator through instead of inheriting this.
+       */
+      initiator: policyInitiator(),
       // Neutral, like the fields above: this is not an MCP call, but a `deny: mcp.effect == "write"`
       // names `mcp`, and cel-js throws on an unbound identifier — which fails closed and would refuse
       // every browser action the moment an operator wrote a rule about their tools. Empty server and
diff --git a/server/src/computer/policy-dry-run.ts b/server/src/computer/policy-dry-run.ts
index 46f3347cc..8249a5f07 100644
--- a/server/src/computer/policy-dry-run.ts
+++ b/server/src/computer/policy-dry-run.ts
@@ -12,12 +12,13 @@
  * behaves one way here and another way live would make this feature worse than absent.
  */
 
-import type { AuditEvent } from "../audit";
+import type { AuditEvent, AuditInitiator } from "../audit";
 import { describeFile, hostOf, intentOf } from "./gateway";
 import {
   type ActionPolicy,
   evaluateActionPolicy,
   type PolicyContext,
+  policyInitiator,
 } from "./policy";
 
 /**
@@ -77,6 +78,23 @@ const CHANGES_CAP = 50;
  * Null when the row does not carry enough to replay — a row from before a field existed, or a
  * hand-inserted one. Skipped rather than guessed at.
  */
+/**
+ * The initiator an audit payload carries, narrowed back to the union.
+ *
+ * Its own reader rather than the one in `callback-token.ts`: that one narrows a value this
+ * deployment signed and can trust the shape of, and this one reads a stored row that may predate the
+ * field, have been written by an older version, or been inserted by hand. Anything it does not
+ * recognise reads as absent, and `policyInitiator` turns that into a person.
+ */
+function initiatorFromPayload(value: unknown): AuditInitiator | undefined {
+  if (!value || typeof value !== "object") return undefined;
+  const kind = (value as { kind?: unknown }).kind;
+  if (kind === "person" || kind === "deployment") return { kind };
+  if (kind !== "routine" && kind !== "handoff") return undefined;
+  const id = (value as { id?: unknown }).id;
+  return typeof id === "string" && id ? { kind, id } : undefined;
+}
+
 export function contextFromAuditPayload(
   payload: Record<string, unknown>,
 ): PolicyContext | null {
@@ -116,6 +134,13 @@ export function contextFromAuditPayload(
     file: file ? describeFile(file) : { path: "", name: "", extension: "" },
     command: text(payload.command),
     mcp: { server: "", tool: "", effect: "" },
+    /*
+     * Read off the row when it is there, neutral when it is not. The rows this replays are computer
+     * actions, which carry no initiator today, so in practice this is a person — but reading it
+     * rather than hardcoding it means a replay stays honest the day those rows do carry one, and a
+     * rule being tested against history is judged on what actually happened.
+     */
+    initiator: policyInitiator(initiatorFromPayload(payload.initiator)),
   };
 }
 
diff --git a/server/src/computer/policy.ts b/server/src/computer/policy.ts
index 1766ecc47..0318de503 100644
--- a/server/src/computer/policy.ts
+++ b/server/src/computer/policy.ts
@@ -15,6 +15,7 @@
  * defeated by a broader rule that grants it, or a company cannot reason about what it has forbidden.
  */
 import { evaluate } from "cel-js";
+import type { AuditInitiator, AuditInitiatorKind } from "../audit";
 
 export type PolicyMode = "dry-run" | "enforce";
 
@@ -150,8 +151,47 @@ export type PolicyContext = {
    * and no list catches them all. The boundary is the container the command runs in.
    */
   command?: string;
+  /**
+   * What caused this run, as distinct from whose authority it carries.
+   *
+   * `actor.id` answers "whose grants and connections is this spending", and for a routine that is
+   * its owner — asleep, at three in the morning, with the run going through exactly the path their
+   * own chat turn takes. That is the right design and it is also why `actor` cannot answer "was
+   * anybody there". The trail already draws the distinction: `AuditInitiator` is signed into the run
+   * assertion and written onto the row, with the docstring "what caused a row, where `actorUserId`
+   * is only whose authority it borrowed". A rule could not ask the same question.
+   *
+   * So `deny: initiator.kind == "routine" && intent == "run_command"` is now writable — a deployment
+   * that is happy for a Bot to run a shell while somebody watches, and not happy for it to do so
+   * unattended, can say so.
+   *
+   * REQUIRED, not optional, and flattened to two always-present strings. cel-js throws on an
+   * unbound identifier and a throw fails closed, so a rule naming this field would have refused
+   * every action built by a call site that forgot it — the failure #115 exists to prevent. `id` is
+   * `""` for `person` and `deployment`, which carry none, the same neutral `mcp.effect` uses.
+   */
+  initiator: { kind: AuditInitiatorKind; id: string };
 };
 
+/**
+ * The initiator as the policy sees it, defaulting to a person.
+ *
+ * A person is the honest default rather than a convenient one: every path that does not carry an
+ * initiator today is one a person drove. The computer gateway is the case worth naming — a Bot's
+ * computer is driven by frontend tools in the browser (`app/src/lib/copilot/computer-tools.tsx`), so
+ * every action reaching that gateway came from somebody's session. When that stops being true, the
+ * call site has to say so rather than inherit this.
+ */
+export function policyInitiator(
+  initiator?: AuditInitiator,
+): PolicyContext["initiator"] {
+  if (!initiator) return { kind: "person", id: "" };
+  return {
+    kind: initiator.kind,
+    id: "id" in initiator ? initiator.id : "",
+  };
+}
+
 export type PolicyDecision = {
   allowed: boolean;
   mode: PolicyMode;
diff --git a/server/src/plugins/store.ts b/server/src/plugins/store.ts
index 63d611f34..852d82c90 100644
--- a/server/src/plugins/store.ts
+++ b/server/src/plugins/store.ts
@@ -8,6 +8,7 @@ import {
   type ActionPolicy,
   evaluateActionPolicy,
   type PolicyContext,
+  policyInitiator,
 } from "../computer/policy";
 import {
   type CredentialExecutor,
@@ -2954,6 +2955,13 @@ export function createPluginStore(options: PluginStoreOptions) {
         command: "",
         intent: effect === "write" ? "write_tool" : "read_tool",
         mcp: { server: serverId, tool: toolName, effect },
+        /*
+         * The real one, and this is the path where it is not neutral. A routine's turn reaches its
+         * tools through here, carrying the initiator its run assertion was signed with, so this is
+         * where `initiator.kind == "routine"` becomes a rule a deployment can actually write. A
+         * chat turn arrives with none and reads as a person.
+         */
+        initiator: policyInitiator(input.initiator),
       };
 
       const verdict = evaluateActionPolicy(options.policy(), context);
diff --git a/server/tests/computer-policy.test.ts b/server/tests/computer-policy.test.ts
index 63f886c99..27ab58570 100644
--- a/server/tests/computer-policy.test.ts
+++ b/server/tests/computer-policy.test.ts
@@ -2,6 +2,7 @@ import { describe, expect, test } from "bun:test";
 import {
   type ActionPolicy,
   evaluateActionPolicy,
+  policyInitiator,
   type PolicyContext,
 } from "../src/computer/policy";
 import { parseActionPolicy } from "../src/computer/policy-store";
@@ -22,6 +23,8 @@ function context(overrides: Partial<PolicyContext> = {}): PolicyContext {
     actor: { id: "dev-local-user" },
     page: { url: "https://example.com/order", host: "example.com" },
     element: { ref: "e13", role: "button", name: "Submit order" },
+    // A person, which is what every context the gateway builds carries today.
+    initiator: { kind: "person", id: "" },
     ...overrides,
   };
 }
@@ -672,3 +675,111 @@ describe("refusal wording under the context the gateway actually builds", () =>
     expect(decision.reason).toContain("search_notes on notes");
   });
 });
+
+/**
+ * What started the run, as a thing a rule can ask about.
+ *
+ * `actor` says whose grants a run is spending, and for a routine that is its owner — which is
+ * correct and is also why it cannot answer "was anybody watching". The trail already separates the
+ * two through `AuditInitiator`; these pin that the boundary can now separate them too.
+ */
+describe("a rule about what started the run", () => {
+  const unattended = context({
+    tool: { name: "mcp__jira__createJiraIssue" },
+    intent: "write_tool",
+    initiator: { kind: "routine", id: "nightly-summary" },
+  });
+
+  test("a routine is refused by a rule naming it, and a person is not", () => {
+    const policy: ActionPolicy = {
+      mode: "enforce",
+      deny: ['initiator.kind == "routine" && intent == "write_tool"'],
+      allow: ["true"],
+    };
+
+    expect(evaluateActionPolicy(policy, unattended).allowed).toBe(false);
+
+    // The same action, with somebody in front of it. This is the whole point of the field: the rule
+    // separates when it happened from whose authority it carried, and `actor` is identical in both.
+    const watched = context({
+      tool: { name: "mcp__jira__createJiraIssue" },
+      intent: "write_tool",
+      initiator: { kind: "person", id: "" },
+    });
+    expect(evaluateActionPolicy(policy, watched).allowed).toBe(true);
+  });
+
+  test("one routine can be named without catching the others", () => {
+    // The id is on the context, so a deployment can exempt or target a single routine rather than
+    // being forced to decide about scheduled runs as a class.
+    const policy: ActionPolicy = {
+      mode: "enforce",
+      deny: ['initiator.id == "nightly-summary"'],
+      allow: ["true"],
+    };
+
+    expect(evaluateActionPolicy(policy, unattended).allowed).toBe(false);
+    expect(
+      evaluateActionPolicy(
+        policy,
+        context({ initiator: { kind: "routine", id: "weekly-digest" } }),
+      ).allowed,
+    ).toBe(true);
+  });
+
+  test("a rule naming the initiator does not refuse an action that has a person", () => {
+    /*
+     * The #115 property, for this field. cel-js throws on an unbound identifier and a throw fails
+     * closed, so a field that were optional-and-sometimes-absent would turn one rule about routines
+     * into a deployment that refuses every ordinary click. It is required on the type and neutral
+     * everywhere precisely so this stays true.
+     */
+    const policy: ActionPolicy = {
+      mode: "enforce",
+      deny: ['initiator.kind == "routine"'],
+      allow: ["true"],
+    };
+
+    const decision = evaluateActionPolicy(policy, context());
+    expect(decision.allowed).toBe(true);
+    expect(decision.source).toBe("allow");
+  });
+
+  test("a handoff is its own kind, not a person and not a routine", () => {
+    // A Bot handing work to another Bot has somebody behind it somewhere and nobody watching that
+    // run. Naming it separately is what lets a deployment decide about the two differently.
+    const policy: ActionPolicy = {
+      mode: "enforce",
+      deny: ['initiator.kind == "handoff"'],
+      allow: ["true"],
+    };
+
+    expect(
+      evaluateActionPolicy(
+        policy,
+        context({ initiator: { kind: "handoff", id: "risk-analyst" } }),
+      ).allowed,
+    ).toBe(false);
+    expect(evaluateActionPolicy(policy, unattended).allowed).toBe(true);
+  });
+});
+
+describe("policyInitiator", () => {
+  test("nothing is a person, because every path without one is driven by somebody", () => {
+    expect(policyInitiator()).toEqual({ kind: "person", id: "" });
+  });
+
+  test("a kind that carries no id still gets one, so a rule naming id cannot throw", () => {
+    expect(policyInitiator({ kind: "deployment" })).toEqual({
+      kind: "deployment",
+      id: "",
+    });
+  });
+
+  test("a routine keeps its id", () => {
+    expect(policyInitiator({ kind: "routine", id: "nightly" })).toEqual({
+      kind: "routine",
+      id: "nightly",
+    });
+  });
+});
diff --git a/server/tests/policy-dry-run.test.ts b/server/tests/policy-dry-run.test.ts
index e5933733d..42baff5d5 100644
--- a/server/tests/policy-dry-run.test.ts
+++ b/server/tests/policy-dry-run.test.ts
@@ -41,6 +41,42 @@ const CLICK_SUBMIT = {
   element: { role: "button", name: "Submit order" },
 };
 
+describe("the initiator a replayed row carries", () => {
+  test("a row with no initiator replays as a person, not as an unbound identifier", () => {
+    // Every computer row written before this field existed. A rule naming the initiator has to judge
+    // them rather than throw, which fails closed and would report a boundary far stricter than the
+    // one being tested.
+    expect(contextFromAuditPayload(CLICK_SUBMIT)?.initiator).toEqual({
+      kind: "person",
+      id: "",
+    });
+  });
+
+  test("a row that names a routine replays as that routine", () => {
+    expect(
+      contextFromAuditPayload({
+        ...CLICK_SUBMIT,
+        initiator: { kind: "routine", id: "nightly-summary" },
+      })?.initiator,
+    ).toEqual({ kind: "routine", id: "nightly-summary" });
+  });
+
+  test("a shape this version does not recognise reads as a person rather than as itself", () => {
+    // A row from a later version, or one inserted by hand. Guessing at it would replay a rule
+    // against a kind no branch here knows, so it is read as absent and neutralised.
+    for (const initiator of [
+      { kind: "wat", id: "x" },
+      { kind: "routine" },
+      "routine",
+      null,
+    ]) {
+      expect(
+        contextFromAuditPayload({ ...CLICK_SUBMIT, initiator })?.initiator,
+      ).toEqual({ kind: "person", id: "" });
+    }
+  });
+});
+
 describe("contextFromAuditPayload", () => {
   test("rebuilds the element with the ref that is stored beside it", () => {
     const context = contextFromAuditPayload(CLICK_SUBMIT);