diff --git a/doc/AGENT-ARTIFACTS.md b/doc/AGENT-ARTIFACTS.md
index e17d623d6a5..2136fc5ca95 100644
--- a/doc/AGENT-ARTIFACTS.md
+++ b/doc/AGENT-ARTIFACTS.md
@@ -46,6 +46,12 @@ to an external chat provider. If registration fails, use the returned error to
 resolve the failure or explain the limitation; do not describe a workspace path
 as an uploaded file.
 
+With workspace-relative file access, create or copy task deliverables into the
+directory returned by `get_workspace.cwd` before registration. `AGENT_HOME`
+holds personal instructions and memory. If registration reports a missing
+workspace file, copy the file to that task directory and retry with a relative
+`contentRef`.
+
 ## Legacy adapters
 
 Use Bash to run the helper bundled with the Paperclip skill from the repo root; installed skill files may not retain executable permissions:
diff --git a/server/src/services/native-runtime/paperclip-runner-tool-authority.test.ts b/server/src/services/native-runtime/paperclip-runner-tool-authority.test.ts
index a98ba4dd0ce..37b18dc2a74 100644
--- a/server/src/services/native-runtime/paperclip-runner-tool-authority.test.ts
+++ b/server/src/services/native-runtime/paperclip-runner-tool-authority.test.ts
@@ -1678,3 +1678,27 @@ describe("PaperclipRunnerToolAuthority", () => {
     ).rejects.toThrow("paperclip_runner_tool_binding_not_authorized");
   });
 });
+
+describe("deliverable tool location guidance", () => {
+  const binding = { companyId: "company", agentId: "agent", issueId: "issue", runId: "run", workspaceRoot: "/task-workspace", apiToolsEnabled: false };
+  const db = new Proxy({} as ConstructorParameters<typeof PaperclipRunnerToolAuthority>[0], {
+    get() { throw new Error("Tool definitions must not query the database"); },
+  });
+  it.each(["local", "remote"] as const)("directs %s workspace-only deliverables to the task cwd", (executionTargetKind) => {
+    const authority = new PaperclipRunnerToolAuthority(db, { ...binding, executionTargetKind,
+      ...(executionTargetKind === "remote" ? { readRemoteWorkspaceFile: async () => Buffer.alloc(0) } : {}),
+    });
+    const tool = authority.definitions().find(tool => tool.name === "register_deliverable")!;
+    const description = (tool.inputSchema as { properties: { contentRef: { description: string } } }).properties.contentRef.description;
+    expect(description).toContain("get_workspace.cwd");
+    expect(description).toContain("AGENT_HOME");
+    expect(description).toContain("Create or copy");
+  });
+  it("preserves the granted-location reader contract", () => {
+    const authority = new PaperclipRunnerToolAuthority(db, { ...binding, executionTargetKind: "remote", readRemoteTaskFile: async () => Buffer.alloc(0) });
+    const tool = authority.definitions().find(tool => tool.name === "register_deliverable")!;
+    const description = (tool.inputSchema as { properties: { contentRef: { description: string } } }).properties.contentRef.description;
+    expect(description).toContain("absolute within a location granted to this task");
+    expect(description).toContain("including its agent home");
+  });
+});
diff --git a/server/src/services/native-runtime/paperclip-runner-tool-authority.ts b/server/src/services/native-runtime/paperclip-runner-tool-authority.ts
index ece60fd14ce..a959307d5dd 100644
--- a/server/src/services/native-runtime/paperclip-runner-tool-authority.ts
+++ b/server/src/services/native-runtime/paperclip-runner-tool-authority.ts
@@ -368,7 +368,7 @@ export class PaperclipRunnerToolAuthority {
                     ...(descriptor.inputSchema.properties?.contentRef ?? {}),
                     description: this.binding.readRemoteTaskFile
                       ? "Path to the file on the execution host: workspace-relative or absolute within a location granted to this task, including its agent home."
-                      : "Workspace-relative source path. Absolute paths, URLs, traversal, and symlinks are rejected.",
+                      : "Workspace-relative source path under get_workspace.cwd. Create or copy the file there before registering; AGENT_HOME is for personal instructions and memory. Absolute paths, URLs, traversal, and symlinks are rejected.",
                   },
                 },
               }
diff --git a/server/src/services/native-runtime/remote-deliverable-file.test.ts b/server/src/services/native-runtime/remote-deliverable-file.test.ts
index 54dd5ff53f2..1e9a7974b85 100644
--- a/server/src/services/native-runtime/remote-deliverable-file.test.ts
+++ b/server/src/services/native-runtime/remote-deliverable-file.test.ts
@@ -1,6 +1,6 @@
 import { createHash } from "node:crypto";
 import { execFile, spawnSync } from "node:child_process";
-import { link, mkdir, mkdtemp, readFile, realpath, rm, symlink, writeFile } from "node:fs/promises";
+import { copyFile, link, mkdir, mkdtemp, readFile, realpath, rm, symlink, writeFile } from "node:fs/promises";
 import { tmpdir } from "node:os";
 import { join } from "node:path";
 import { afterEach, beforeEach, describe, expect, it, vi } from "vitest";
@@ -32,6 +32,43 @@ describe("remote deliverable admission", () => {
       .rejects.toThrow("paperclip_runner_file_handoff_remote_read_failed");
   });
 
+  it.each(["path_denied", "symlink_denied", "file_changed", "hash_mismatch"])("preserves the safe %s error from either output stream", async (suffix) => {
+    const code = `paperclip_runner_file_handoff_${suffix}`;
+    for (const stream of ["stdout", "stderr"]) {
+      const execute = vi.fn().mockResolvedValue({ ...success, exitCode: 1, stdout: "", stderr: "", [stream]: ` ${code}\n` });
+      await expect(readVerifiedRemoteWorkspaceFile({ ...request, runner: { execute } })).rejects.toThrow(new Error(code));
+    }
+  });
+
+  it("explains a missing task workspace file from either output stream without exposing paths", async () => {
+    const code = "paperclip_runner_file_handoff_workspace_file_missing";
+    for (const stream of ["stdout", "stderr"]) {
+      const execute = vi.fn().mockResolvedValue({ ...success, exitCode: 1, stdout: "", stderr: "", [stream]: code });
+      await expect(readVerifiedRemoteWorkspaceFile({ ...request, runner: { execute } })).rejects.toThrow(new Error(
+        `${code}: Create or copy the file into get_workspace.cwd, then retry with a workspace-relative contentRef. AGENT_HOME is for personal instructions and memory.`,
+      ));
+    }
+  });
+
+  it.each([
+    "/private/provider/details",
+    "paperclip_runner_file_handoff_unknown_failure",
+    "paperclip_runner_file_handoff_workspace_file_missing\n/private/provider/details",
+    "warning: paperclip_runner_file_handoff_hash_mismatch",
+    "paperclip_runner_file_handoff_hash_mismatch extra",
+    "paperclip_runner_file_handoff_hash_mismatch\n/private/provider/details",
+    "paperclip_runner_file_handoff_hash_mismatch\nAPI_KEY=private-value",
+    '{"error":"paperclip_runner_file_handoff_hash_mismatch"}',
+    "\u001b[31mpaperclip_runner_file_handoff_hash_mismatch\u001b[0m",
+    "paperclip_runner_file_handoff_hash_mismatch\u0000",
+  ])("does not expose unrecognized remote output: %j", async (output) => {
+    for (const stream of ["stdout", "stderr"]) {
+      const execute = vi.fn().mockResolvedValue({ ...success, exitCode: 1, stdout: "", stderr: "", [stream]: output });
+      await expect(readVerifiedRemoteWorkspaceFile({ ...request, runner: { execute } }))
+        .rejects.toThrow(new Error("paperclip_runner_file_handoff_remote_read_failed"));
+    }
+  });
+
   it.each([
     { stdout: "" }, { stdout: success.stdout + "\n" }, { stdout: "?".repeat(success.stdout.length) },
     { stdout: Buffer.alloc(body.length, 65).toString("base64") }, { timedOut: true }, { exitCode: 1, stderr: "/private/provider/details" },
@@ -45,6 +82,7 @@ describe.skipIf(!hasLinuxNode)("remote deliverable real Linux descriptor reads",
   let root: string;
   let workspaceRoot: string;
   let preload: string | undefined;
+  let mergedOutput: boolean;
   let runner: Pick<CommandManagedRuntimeRunner, "execute">;
 
   beforeEach(async () => {
@@ -53,6 +91,7 @@ describe.skipIf(!hasLinuxNode)("remote deliverable real Linux descriptor reads",
     await mkdir(workspaceRoot);
     await writeFile(join(workspaceRoot, "checklist.md"), body);
     preload = undefined;
+    mergedOutput = false;
     runner = { execute: vi.fn(async (input) => {
       const nodeArgs = [...(preload ? ["--require", preload] : []), ...(input.args ?? [])];
       const command = process.platform === "linux" ? process.execPath : "docker";
@@ -64,7 +103,8 @@ describe.skipIf(!hasLinuxNode)("remote deliverable real Linux descriptor reads",
         execFile(command, args, { encoding: "utf8", timeout: input.timeoutMs, maxBuffer: 16 * 1024 * 1024,
           env: { ...process.env, NODE_OPTIONS: "", NODE_PATH: "" } }, (error, stdout, stderr) => resolve({
           pid: null, startedAt: new Date().toISOString(), exitCode: error ? 1 : 0,
-          signal: null, timedOut: Boolean(error?.killed), stdout, stderr,
+          signal: null, timedOut: Boolean(error?.killed),
+          stdout: mergedOutput ? stdout + stderr : stdout, stderr: mergedOutput ? "" : stderr,
         }));
       });
     }) };
@@ -81,6 +121,42 @@ describe.skipIf(!hasLinuxNode)("remote deliverable real Linux descriptor reads",
     expect(await readFile(join(workspaceRoot, "checklist.md"))).toEqual(body);
   });
 
+  it("reads a 155-byte proof and preserves a real hash error through merged output", async () => {
+    const proof = Buffer.from(JSON.stringify({
+      nonce: "abcdefghijklmnopqrstuvwx", count: 7, total: 271391, sha256: "d".repeat(64),
+    }, null, 2) + "\n");
+    expect(proof.length).toBe(155);
+    await writeFile(join(workspaceRoot, "connection-proof.json"), proof);
+    mergedOutput = true;
+    const input = { runner, workspaceRoot, contentRef: "connection-proof.json", byteSize: proof.length, sha256: digest(proof) };
+    await expect(readVerifiedRemoteWorkspaceFile(input)).resolves.toEqual(proof);
+    await expect(readVerifiedRemoteWorkspaceFile({ ...input, sha256: "0".repeat(64) }))
+      .rejects.toThrow(new Error("paperclip_runner_file_handoff_hash_mismatch"));
+  });
+
+  it("requires an agent-home deliverable to be copied into the task workspace before registration", async () => {
+    const proof = Buffer.from(JSON.stringify({
+      nonce: "abcdefghijklmnopqrstuvwx", count: 7, total: 271391, sha256: "d".repeat(64),
+    }, null, 2) + "\n");
+    expect(proof.length).toBe(155);
+    const agentHome = join(workspaceRoot, ".paperclip-runtime", "agent-files", "agent", "origin");
+    await mkdir(agentHome, { recursive: true });
+    await writeFile(join(agentHome, "connection-proof.json"), proof);
+    mergedOutput = true;
+    const input = { runner, workspaceRoot, contentRef: "connection-proof.json", byteSize: proof.length, sha256: digest(proof) };
+    await expect(readVerifiedRemoteWorkspaceFile(input)).rejects.toThrow("paperclip_runner_file_handoff_workspace_file_missing");
+    await expect(readFile(join(workspaceRoot, "connection-proof.json"))).rejects.toMatchObject({ code: "ENOENT" });
+    expect(await readFile(join(agentHome, "connection-proof.json"))).toEqual(proof);
+    await copyFile(join(agentHome, "connection-proof.json"), join(workspaceRoot, "connection-proof.json"));
+    await expect(readVerifiedRemoteWorkspaceFile(input)).resolves.toEqual(proof);
+    expect(await readFile(join(agentHome, "connection-proof.json"))).toEqual(proof);
+  });
+
+  it("does not classify an unavailable workspace root as a missing deliverable", async () => {
+    await expect(readVerifiedRemoteWorkspaceFile({ ...request, workspaceRoot: join(root, "missing-workspace"), runner }))
+      .rejects.toThrow(new Error("paperclip_runner_file_handoff_remote_read_failed"));
+  });
+
   it("passes metacharacters as data, never shell syntax", async () => {
     const contentRef = "draft ' $(touch SHOULD_NOT_EXIST).md";
     await writeFile(join(workspaceRoot, contentRef), body);
diff --git a/server/src/services/native-runtime/remote-deliverable-file.ts b/server/src/services/native-runtime/remote-deliverable-file.ts
index db75f7eb7c6..6d67da12ab1 100644
--- a/server/src/services/native-runtime/remote-deliverable-file.ts
+++ b/server/src/services/native-runtime/remote-deliverable-file.ts
@@ -21,11 +21,15 @@ const within = (root, file) => {
   const relative = path.relative(root, file);
   return relative && relative !== '..' && !relative.startsWith('../') && !path.isAbsolute(relative);
 };
-async function noSymlinks(root, relative) {
+async function noSymlinks(root, relative, missingCode) {
   let current = root;
   for (const segment of relative.split('/')) {
     current = path.join(current, segment);
-    if ((await fs.lstat(current)).isSymbolicLink()) fail('symlink_denied');
+    const stat = await fs.lstat(current).catch(error => {
+      if (missingCode && error.code === 'ENOENT') fail(missingCode);
+      throw error;
+    });
+    if (stat.isSymbolicLink()) fail('symlink_denied');
   }
 }
 (async () => {
@@ -35,7 +39,7 @@ async function noSymlinks(root, relative) {
   const relative = path.normalize(input.contentRef);
   const candidate = path.resolve(root, relative);
   if (!within(root, candidate)) fail('path_denied');
-  await noSymlinks(root, relative);
+  await noSymlinks(root, relative, 'workspace_file_missing');
   const canonical = await fs.realpath(candidate);
   if (!within(root, canonical)) fail('path_denied');
   const pathBefore = await fs.lstat(canonical, { bigint: true });
@@ -65,7 +69,7 @@ async function noSymlinks(root, relative) {
     await new Promise((resolve, reject) => process.stdout.write(body.toString('base64'), error => error ? reject(error) : resolve()));
   } finally { await handle.close(); }
 })().catch(error => {
-  const allowed = /^paperclip_runner_file_handoff_(path_denied|symlink_denied|file_changed|hash_mismatch)$/;
+  const allowed = /^paperclip_runner_file_handoff_(path_denied|symlink_denied|file_changed|hash_mismatch|workspace_file_missing)$/;
   process.stderr.write(allowed.test(error.message) ? error.message : 'paperclip_runner_file_handoff_remote_read_failed');
   process.exitCode = 1;
 });
@@ -103,9 +107,12 @@ export async function readVerifiedRemoteWorkspaceFile(input: {
   }).catch(() => { throw new Error(`${PREFIX}remote_read_failed`); });
   if (result.timedOut) throw new Error(`${PREFIX}remote_read_timeout`);
   if (result.exitCode !== 0) {
-    const code = result.stderr.trim();
-    throw new Error(/^paperclip_runner_file_handoff_(path_denied|symlink_denied|file_changed|hash_mismatch)$/u.test(code)
-      ? code : `${PREFIX}remote_read_failed`);
+    const code = [result.stderr.trim(), result.stdout.trim()].find((output) =>
+      /^paperclip_runner_file_handoff_(path_denied|symlink_denied|file_changed|hash_mismatch|workspace_file_missing)$/u.test(output));
+    if (code === `${PREFIX}workspace_file_missing`) {
+      throw new Error(`${code}: Create or copy the file into get_workspace.cwd, then retry with a workspace-relative contentRef. AGENT_HOME is for personal instructions and memory.`);
+    }
+    throw new Error(code ?? `${PREFIX}remote_read_failed`);
   }
   const encoded = result.stdout;
   if (encoded.length !== 4 * Math.ceil(byteSize / 3)) throw new Error(`${PREFIX}size_denied`);