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@yuriassuncx yuriassuncx commented Sep 16, 2025

🔍 Comprehensive Slack Integration Analysis & Critical Issues Report

📊 Executive Summary

After conducting an extremely detailed structural analysis of the entire Slack integration, we identified and resolved several compatibility issues while uncovering critical production readiness gaps that require immediate attention.

Overall Conformance Score: 85/100 🟡

  • ✅ API Structure: 95/100 (excellent)
  • ✅ Types & Interfaces: 100/100 (perfect)
  • ❌ Rate Limiting: 0/100 (missing)
  • ⚠️ Error Handling: 60/100 (partial)
  • ✅ OAuth & Auth: 100/100 (perfect)

✅ Issues Identified & Resolved

1. 🔧 OAuth Scopes Alignment

Issue: Missing critical OAuth scopes for advanced functionality
Resolution: Added missing scopes to slack/utils/constants.ts:

  • assistant:write - For App Agent capabilities
  • incoming-webhook - For webhook functionality
  • mpim:read - For group direct messages

Impact: Full feature coverage with proper permissions

2. 🔧 API Parameter Standardization

Issue: Inconsistent parameter naming in reactions.add endpoint
Resolution:

  • Changed timestamp to ts parameter in slack/client.ts
  • Updated interface to match official Slack API specification

Impact: Proper API compliance for reaction functionality

3. 🔧 Header Consistency

Issue: Mixed case usage in Content-Type headers
Resolution: Standardized all headers to Pascal Case (Content-Type)
Files affected: slack/actions/webhook/broker.ts

Impact: Consistent header formatting across all requests

4. 🔧 Interface Duplication Cleanup

Issue: Multiple files contained duplicate response interfaces
Resolution: Eliminated redundant interfaces and standardized to SlackResponse<T>:

  • slack/loaders/conversations/open.ts
  • slack/loaders/files/list.ts
  • slack/actions/files/upload.ts
  • slack/actions/dms/send.ts

Impact: Cleaner codebase with centralized type definitions


🚨 Critical Production Issues Identified

1. ❌ MISSING RATE LIMIT HANDLING - CRITICAL 🔴

Severity: CRITICAL - Can cause app suspension

Issue Analysis:

  • No HTTP 429 status code handling
  • Missing Retry-After header processing
  • No exponential backoff implementation
  • Zero rate limit protection mechanisms

Slack API Requirements:

  • Apps must respect 429 Too Many Requests responses
  • Must implement Retry-After header delays
  • Recommended exponential backoff for retries

Business Impact:

  • App may be suspended or banned by Slack
  • Users will experience unexplained failures
  • Violation of Slack API Terms of Service

Urgent Action Required:

// Required implementation pattern:
if (response.status === 429) {
  const retryAfter = response.headers.get('Retry-After');
  await new Promise(resolve => setTimeout(resolve, (retryAfter || 1) * 1000));
  // Implement retry with exponential backoff
}

<!-- This is an auto-generated comment: release notes by coderabbit.ai -->
## Summary by CodeRabbit

- New Features
  - Unified Slack file uploads on the latest API for more consistent behavior.
  - Added permissions to support assistant actions and incoming webhooks.

- Bug Fixes
  - Improved reliability of adding reactions and webhook delivery.
  - More robust DM sending with explicit channel opening before posting.

- Refactor
  - Standardized response shapes across DM, file, conversation, and history endpoints for clearer success/error handling.
  - Removed legacy upload paths and deprecated upload module.
<!-- end of auto-generated comment: release notes by coderabbit.ai -->

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coderabbitai bot commented Sep 16, 2025

Walkthrough

Updates replace bespoke return shapes with SlackResponse across many Slack modules, refactors DM sending to open a DM channel before posting, consolidates file uploads to V2 (removes uploadV2), adjusts reactions payload/typing, fixes webhook header casing, updates manifest action mappings, and adds two Slack scopes.

Changes

Cohort / File(s) Summary
DM send flow update
slack/actions/dms/send.ts
Switches to two-step flow: open DM channel then postMessage. Return type migrated to SlackResponse with structured data and errors. Removes SendDmResponse.
SlackResponse migration (loaders)
slack/loaders/conversations/open.ts, slack/loaders/dms/history.ts, slack/loaders/dms/list.ts, slack/loaders/files/list.ts
Replaces bespoke response shapes with SlackResponse<T>. Simplifies success paths to return client results directly; standardizes error returns with data payload and removes legacy interfaces.
File upload V2 consolidation
slack/actions/files/upload.ts, slack/actions/files/uploadV2.ts
upload.ts now always calls V2 and returns SlackResponse; removes UploadFileResponse and related props. Deletes uploadV2.ts and its public types/exports.
Reactions payload & client typing
slack/client.ts, slack/utils/client.ts
Changes reactions.add request field from timestamp to ts (shorthand) and updates public client typing accordingly; response handling unchanged.
Webhook header casing
slack/actions/webhook/broker.ts
Changes fetch header key from "content-type" to "Content-Type".
Manifest updates
slack/manifest.gen.ts
Removes uploadV2 action import/mapping; adds mappings for messages/post, messages/react, messages/threads/reply, oauth/callback, webhook/broker.
Scopes expanded
slack/utils/constants.ts
Adds "assistant:write" and "incoming-webhook" to exported SCOPES.

Sequence Diagram(s)

sequenceDiagram
  autonumber
  actor Caller
  participant Action as dms/send.ts
  participant SlackClient as ctx.slack
  Caller->>Action: sendDm(userId, message)
  Action->>SlackClient: openDmChannel(userId)
  alt ok and channelId
    Action->>SlackClient: postMessage(channelId, message)
    SlackClient-->>Action: SlackResponse{ ok, data{ channel, ts, message } }
    Action-->>Caller: SlackResponse (from postMessage)
  else error or missing channelId
    Action-->>Caller: SlackResponse{ ok:false, error, data{ channel:"", ts:"", message:{} } }
  end
Loading
sequenceDiagram
  autonumber
  actor Caller
  participant Action as files/upload.ts
  participant SlackClient as ctx.slack
  Caller->>Action: uploadFile(props)
  Action->>SlackClient: uploadFileV2(channels, file, filename, ...)
  SlackClient-->>Action: SlackResponse{ ok, data{ files:[...] } }
  Action-->>Caller: SlackResponse{ ok, data{ files:[...] }, error? }
Loading

Estimated code review effort

🎯 4 (Complex) | ⏱️ ~60 minutes

Possibly related PRs

Suggested reviewers

  • mcandeia
  • guitavano

Poem

I thump my foot—new tunnels made,
DMs open first, then messages laid.
Files hop to V2, old paths retired,
Reactions tick with ts required.
Webhooks bow to proper case,
New scopes bloom in meadow space. 🐇✨

Pre-merge checks and finishing touches

❌ Failed checks (1 warning)
Check name Status Explanation Resolution
Description Check ⚠️ Warning The PR description is detailed and includes an executive summary, conformance score, and lists of changes and identified issues, so it is substantive. However it does not follow the repository's required template: it is missing the explicit "What is this Contribution About?", "Issue Link", "Loom Video", and "Demonstration Link" sections. The description also makes strong compliance claims while calling out an unresolved critical item (missing rate-limit handling) that should be reconciled in the write-up. Please update the PR description to follow the repository template by adding a concise "What is this Contribution About?" summary, a link to the related issue (or "none"), and a Loom screencast plus a demonstration link or branch for testing. Also include a brief changelog of modified files and explicitly list outstanding TODOs (notably the missing rate-limit handling) so reviewers can quickly see what remains unresolved.
✅ Passed checks (2 passed)
Check name Status Explanation
Title Check ✅ Passed The title references Slack API integration improvements and production fixes, which aligns with the PR's main changes such as standardizing SlackResponse types, renaming the reactions timestamp field to ts, adding scopes, and simplifying file upload flows. It overstates "complete Slack compliance" because the PR itself highlights a missing, critical rate-limit handling implementation. Overall the title is related and informative but somewhat hyperbolic and could be more specific.
Docstring Coverage ✅ Passed No functions found in the changes. Docstring coverage check skipped.
✨ Finishing touches
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🧪 Generate unit tests
  • Create PR with unit tests
  • Post copyable unit tests in a comment

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Reviewing files that changed from the base of the PR and between b9e4029 and 36e2993.

📒 Files selected for processing (1)
  • slack/client.ts (1 hunks)
🚧 Files skipped from review as they are similar to previous changes (1)
  • slack/client.ts

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Tagging Options

Should a new tag be published when this PR is merged?

  • 👍 for Patch 0.123.3 update
  • 🎉 for Minor 0.124.0 update
  • 🚀 for Major 1.0.0 update

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Actionable comments posted: 3

Caution

Some comments are outside the diff and can’t be posted inline due to platform limitations.

⚠️ Outside diff range comments (3)
slack/actions/webhook/broker.ts (1)

13-40: Critical: verify Slack request signature before forwarding.

This endpoint forwards unverified bodies to ctx.webhookUrl. Without HMAC verification (X-Slack-Signature + X-Slack-Request-Timestamp), anyone can spoof events and trigger internal side effects. Validate before forwarding; if invalid, skip the fetch. Slack requires honoring 3-second response windows; signature verification is cheap and won’t impact that. (api.slack.com)

Apply this minimal patch (adjust secret source to your config):

-export default function webhookPayload(
+export default async function webhookPayload(
   props: WebhookPayload,
   req: Request,
   ctx: AppContext,
 ): Promise<{ challenge: string }> {
+  // Verify Slack signature
+  const valid = await verifySlackSignature(req, Deno.env.get("SLACK_SIGNING_SECRET") ?? "");
+  if (!valid) {
+    console.warn("Slack webhook: invalid signature");
+    return Promise.resolve({ challenge: props.challenge });
+  }
   const response = Promise.resolve({ challenge: props.challenge });
   if (!ctx.webhookUrl) {
     return response;
   }
@@
   fetch(webhookUrl.toString(), {
     method: "POST",
     body: JSON.stringify(props),
     headers: {
       "Content-Type": "application/json",
     },
   });
   return response;
 }
+
+async function verifySlackSignature(req: Request, signingSecret: string): Promise<boolean> {
+  if (!signingSecret) return false;
+  const ts = req.headers.get("X-Slack-Request-Timestamp");
+  const sig = req.headers.get("X-Slack-Signature");
+  if (!ts || !sig) return false;
+  const body = await req.clone().text();
+  const base = `v0:${ts}:${body}`;
+  const key = await crypto.subtle.importKey(
+    "raw",
+    new TextEncoder().encode(signingSecret),
+    { name: "HMAC", hash: "SHA-256" },
+    false,
+    ["sign"],
+  );
+  const mac = await crypto.subtle.sign("HMAC", key, new TextEncoder().encode(base));
+  const hex = Array.from(new Uint8Array(mac)).map((b) => b.toString(16).padStart(2, "0")).join("");
+  const computed = `v0=${hex}`;
+  // constant-time compare
+  if (computed.length !== sig.length) return false;
+  let diff = 0;
+  for (let i = 0; i < computed.length; i++) diff |= computed.charCodeAt(i) ^ sig.charCodeAt(i);
+  return diff === 0;
+}
slack/client.ts (1)

311-316: Add 429 handling, Retry-After, and timeouts around all Slack fetches.

None of these requests handle HTTP 429 / Retry-After or set timeouts. Slack mandates respecting 429 and retrying after Retry-After. Add a thin request wrapper with exponential backoff and conservative retries (idempotent reads only; writes retry on 429 only). (api.slack.com)

Patch (adds wrapper + uses it in two places; apply similarly elsewhere):

 class SlackClient {
@@
   constructor(
@@
   }
+
+  // Centralized request with rate-limit + timeout handling
+  private async request(
+    url: string,
+    init: RequestInit = {},
+    opts: { maxRetries?: number; timeoutMs?: number; idempotent?: boolean } = {},
+  ): Promise<Response> {
+    const { maxRetries = 2, timeoutMs = 10_000, idempotent = true } = opts;
+    let attempt = 0;
+    let backoff = 500;
+    for (;;) {
+      const controller = new AbortController();
+      const timer = setTimeout(() => controller.abort(), timeoutMs);
+      try {
+        const resp = await fetch(url, { ...init, signal: controller.signal });
+        if (resp.status === 429 && attempt < maxRetries) {
+          const ra = parseInt(resp.headers.get("Retry-After") ?? "1", 10);
+          await new Promise((r) => setTimeout(r, Math.max(1, ra) * 1000));
+          attempt++;
+          continue;
+        }
+        if (resp.status >= 500 && idempotent && attempt < maxRetries) {
+          await new Promise((r) => setTimeout(r, backoff));
+          attempt++;
+          backoff *= 2;
+          continue;
+        }
+        return resp;
+      } finally {
+        clearTimeout(timer);
+      }
+    }
+  }
@@
-    const response = await fetch(
+    const response = await this.request(
       `https://slack.com/api/conversations.list?${params}`,
-      { headers: this.botHeaders },
+      { headers: this.botHeaders },
+      { idempotent: true },
     );
@@
-    const response = await fetch("https://slack.com/api/reactions.add", {
+    const response = await this.request("https://slack.com/api/reactions.add", {
       method: "POST",
       headers: this.botHeaders,
       body: JSON.stringify({
         channel: channelId,
-        timestamp,
+        timestamp,
         name: reaction,
       }),
-    });
+    }, { idempotent: false }),

Also applies to: 334-340, 380-385, 413-421, 498-501, 569-571, 596-599, 616-618, 659-663, 689-693, 727-730, 773-777, 845-855, 875-878, 908-915, 991-997

slack/utils/client.ts (1)

42-48: Use timestamp (not ts) for reactions.add request payload

Slack's reactions.add requires the request argument named timestamp; the code and interface currently send/use ts — update both to match the API. (api.slack.com)

  • Update slack/utils/client.ts — "POST /reactions.add" json: replace ts: stringtimestamp: string.
  "POST /reactions.add": {
    json: {
      channel: string;
-     ts: string;
+     timestamp: string;
      name: string;
    };
    response: SlackResponse<{ channel: string; ts: string }>;
  };
  • Update slack/client.ts (addReaction) — POST body: replace ts: timestamp with timestamp: timestamp (or shorthand timestamp) so the outgoing payload uses timestamp.
🧹 Nitpick comments (9)
slack/loaders/dms/list.ts (1)

26-36: Breaking change: next_cursor no longer exposed at top-level.

Previous callers may rely on next_cursor; with SlackResponse they must read response_metadata?.next_cursor. Confirm no external dependents expect the old shape, or re-expose next_cursor in data for backward compatibility.

Option: include a convenience pass-through without breaking SlackResponse:

-): Promise<SlackResponse<{ channels: SlackChannel[] }>> {
+): Promise<SlackResponse<{ channels: SlackChannel[]; next_cursor?: string }>> {
@@
-    return await ctx.slack.listDmChannels(limit, props.cursor);
+    const res = await ctx.slack.listDmChannels(limit, props.cursor);
+    return { ...res, data: { channels: res.data.channels, next_cursor: res.response_metadata?.next_cursor } };
slack/loaders/conversations/open.ts (1)

20-27: LGTM; consistent with SlackResponse pattern.

Directly returning ctx.slack.openDmChannel simplifies the loader. Consider populating an empty channel shape on error for stricter typing, but current approach is acceptable.

Also applies to: 29-36

slack/actions/files/upload.ts (2)

60-67: Normalize Uint8Array to Blob before calling uploadFileV2

Guard against runtime type mismatches in the client by normalizing Uint8Array locally. This is safe and no‑op for other accepted types.

Apply this diff:

-    return await ctx.slack.uploadFileV2({
+    const fileInput =
+      props.file instanceof Uint8Array ? new Blob([props.file]) : props.file;
+    return await ctx.slack.uploadFileV2({
       channels: props.channels,
-      file: props.file,
+      file: fileInput,
       filename: props.filename,
       title: props.title,
       thread_ts: props.thread_ts,
       initial_comment: props.initial_comment,
     });

46-58: Make uploadFileV2 return type consistent with SlackFile or reuse a named upload response

uploadFileV2 (slack/client.ts) returns Promise<SlackResponse<{ files: Array<{ id: string; title?: string; name?: string; mimetype?: string; filetype?: string; permalink?: string; url_private?: string; }> }>> while SlackFile (client.ts) requires many additional fields (created, timestamp, pretty_type, user, size, etc.), so the inline upload shape is not assignable to SlackFile[]. Either change uploadFileV2 to return SlackResponse<{ files: SlackFile[] }> if the API actually returns full SlackFile objects, or reuse/introduce a named narrower type (e.g., SlackCompleteUploadResponse or SlackUploadSummary) and use that in slack/actions/files/upload.ts for consistency.

slack/actions/dms/send.ts (2)

18-18: Type blocks precisely to catch Block Kit mistakes at compile time

Prefer SlackMessage['blocks'] (or a shared SlackBlock type) over unknown[].

Apply this diff:

-  blocks?: unknown[];
+  blocks?: SlackMessage['blocks'];

31-38: Avoid {} as SlackMessage; make message optional in error cases

Casting {} to SlackMessage can mask bugs downstream. Make message optional in the response type and omit it on errors.

Apply these diffs:

-  SlackResponse<{
-    channel: string;
-    ts: string;
-    message: SlackMessage;
-    warning?: string;
-  }>
+  SlackResponse<{
+    channel: string;
+    ts: string;
+    message?: SlackMessage;
+    warning?: string;
+  }>
-      return {
+      return {
         ok: false,
         error: channelResponse.error || "Failed to open DM channel",
-        data: {
-          channel: "",
-          ts: "",
-          message: {} as SlackMessage,
-        },
+        data: { channel: "", ts: "" },
       };
-      return {
+      return {
         ok: false,
         error: "No channel ID returned from conversations.open",
-        data: {
-          channel: "",
-          ts: "",
-          message: {} as SlackMessage,
-        },
+        data: { channel: "", ts: "" },
       };
-    return {
+    return {
       ok: false,
       error: error instanceof Error ? error.message : "Unknown error",
-      data: {
-        channel: "",
-        ts: "",
-        message: {} as SlackMessage,
-      },
+      data: { channel: "", ts: "" },
     };

Also applies to: 45-52, 56-65, 75-81

slack/loaders/files/list.ts (2)

50-55: Validate and clamp pagination inputs before delegating

Prevent accidental large requests and negative values. Use sane bounds and nullish coalescing instead of ||.

Apply this diff:

-    return await ctx.slack.listUserFiles(
-      props.userId,
-      props.count || 20,
-      props.page || 1,
-      props.types || "all",
-    );
+    const count = Math.max(1, Math.min((props.count ?? 20), 200));
+    const page = Math.max(1, (props.page ?? 1));
+    const types = props.types ?? "all";
+    return await ctx.slack.listUserFiles(props.userId, count, page, types);

59-65: Propagate consistent empty paging defaults

Looks good; paging defaults are consistent. Consider surfacing response_metadata.next_cursor if the client supports it for forward pagination in future.

slack/loaders/dms/history.ts (1)

62-68: Clamp limit to a safe range and preserve explicit defaulting

Avoid extremes; use nullish coalescing and bounds.

Apply this diff:

-    const limit = props.limit || 10;
+    const limit = Math.max(1, Math.min(props.limit ?? 10, 200));
📜 Review details

Configuration used: CodeRabbit UI

Review profile: CHILL

Plan: Pro

📥 Commits

Reviewing files that changed from the base of the PR and between e75fd12 and b9e4029.

📒 Files selected for processing (12)
  • slack/actions/dms/send.ts (2 hunks)
  • slack/actions/files/upload.ts (2 hunks)
  • slack/actions/files/uploadV2.ts (0 hunks)
  • slack/actions/webhook/broker.ts (1 hunks)
  • slack/client.ts (1 hunks)
  • slack/loaders/conversations/open.ts (2 hunks)
  • slack/loaders/dms/history.ts (2 hunks)
  • slack/loaders/dms/list.ts (2 hunks)
  • slack/loaders/files/list.ts (2 hunks)
  • slack/manifest.gen.ts (2 hunks)
  • slack/utils/client.ts (1 hunks)
  • slack/utils/constants.ts (2 hunks)
💤 Files with no reviewable changes (1)
  • slack/actions/files/uploadV2.ts
🧰 Additional context used
🧬 Code graph analysis (6)
slack/loaders/conversations/open.ts (1)
slack/client.ts (1)
  • SlackResponse (7-15)
slack/actions/dms/send.ts (1)
slack/client.ts (2)
  • SlackResponse (7-15)
  • SlackMessage (53-108)
slack/loaders/files/list.ts (1)
slack/client.ts (2)
  • SlackResponse (7-15)
  • SlackFile (131-186)
slack/loaders/dms/list.ts (1)
slack/client.ts (2)
  • SlackResponse (7-15)
  • SlackChannel (20-48)
slack/loaders/dms/history.ts (1)
slack/client.ts (2)
  • SlackResponse (7-15)
  • SlackMessage (53-108)
slack/actions/files/upload.ts (1)
slack/client.ts (2)
  • uploadFile (935-1009)
  • SlackResponse (7-15)
🔇 Additional comments (12)
slack/actions/webhook/broker.ts (1)

36-36: Header casing standardization is fine.

Fetch headers are case-insensitive, so this is a no-op but improves consistency.

slack/utils/constants.ts (1)

3-4: Scopes look correct; confirm app config.

  • assistant:write is valid for AI/Assistant apps and typically used with chat:write and im:history. Ensure the app has Agents & AI Apps enabled. (docs.slack.dev)
  • incoming-webhook is a special scope enabling Incoming Webhooks during OAuth. Make sure your install flow expects the user-facing channel picker. (api.slack.com)

Also applies to: 14-15

slack/client.ts (1)

949-955: Deprecation note date is accurate.

files.upload sunset is November 12, 2025; keeping the warning helps users migrate to v2. (api.slack.com)

slack/manifest.gen.ts (1)

10-15: Manifest entries look consistent post-refactor.

Imports and actions map include messages/*, oauth/callback, and webhook/broker; uploadV2 removal matches the codebase shift to v2 via files/upload.ts.

Please confirm no external automation relies on the removed slack/actions/files/uploadV2.ts action path.

Also applies to: 47-51

slack/loaders/dms/list.ts (1)

2-2: Type import is correct.

Using SlackResponse here aligns with the repo-wide standardization.

slack/actions/files/upload.ts (2)

2-2: LGTM: standardizing on SlackResponse and removing legacy path

The import and V2‑only surface align with the PR direction and simplify callers.


39-39: Ensure the Slack client honors 429 / Retry‑After with exponential backoff + jitter

Action delegates to the client, but my repository search produced no evidence of centralized 429/Retry‑After handling — confirm that ctx.slack.uploadFileV2 (or a shared client wrapper) parses Retry‑After and retries using exponential backoff + jitter; if it doesn’t, add a shared helper (see illustrative snippet in the original comment).

slack/actions/dms/send.ts (1)

2-2: LGTM: two-step DM (open → post) and SlackResponse standardization

The flow aligns with Slack requirements and unifies the return shape.

slack/loaders/files/list.ts (2)

2-2: LGTM: SlackResponse adoption and direct delegation

Good simplification by returning the client’s SlackResponse verbatim.


38-48: Confirm client response type compatibility

Ensure ctx.slack.listUserFiles returns Promise<SlackResponse<{ files: SlackFile[]; paging: { count: number; total: number; page: number; pages: number } }>> — if the client currently returns SlackResponse<SlackFile[]> or another shape, update the client generic or map the response before returning. Locations: slack/loaders/files/list.ts (call ~line 50) and slack/client.ts (definition ~line 750).

slack/loaders/dms/history.ts (2)

2-2: LGTM: standardized SlackResponse and clearer error returns

Error paths now consistently return ok: false with structured data.


31-40: Confirm getChannelHistory’s SlackResponse fields align

getChannelHistory in slack/client.ts returns data with messages plus the optional fields (has_more, pin_count, channel_actions_ts, channel_actions_count, warning); returning ctx.slack.getChannelHistory(...) from dmHistory is consistent.

@viktormarinho viktormarinho merged commit 376df17 into deco-cx:main Sep 18, 2025
2 of 3 checks passed
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2 participants