Fix SERVER-1QG Discord startup crash without bot token

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  "content": "Event source: linear\n\nEvent kind: Issue.create\n\nActor: 6a0c5eec-4924-4b9b-9dd0-b90457e333ad\n\nEvent summary: Linear Issue.create\n\nUser/event text:\nFix SERVER-1QG Discord startup crash without bot token\n\nEvent details:\nissueId: a2e6a583-14ea-499c-ae4f-4b433a857852\nissueTitle: Fix SERVER-1QG Discord startup crash without bot token"
}

{
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  "content": [
    {
      "type": "text",
      "text": "\n\nI'll create a Linear issue to track the Discord startup crash when the bot token is missing. This appears to be a critical error handling issue that needs to be addressed to prevent the server from crashing during startup."
    },
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            "name": "Analytics Watch",
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            "scope": "marketing",
            "autonomy": "L1",
            "skills": [
              "posthog",
              "customerio",
              "github",
              "heroku",
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{
  "role": "assistant",
  "content": [
    {
      "type": "text",
      "text": "\nI see the Linear issue \"Fix SERVER-1QG Discord startup crash without bot token\" has been created. This appears to be a critical startup error handling issue where the Discord server crashes when the bot token is missing.\n\nLet me check if there are any related Sentry errors or if we should schedule investigation:\n"
    },
    {
      "type": "reasoning",
      "text": "The user is asking me to create a Linear issue for a Discord startup crash. However, looking at the event details, this appears to already be a Linear issue that was just created (Issue.create event). The issue ID is a2e6a583-14ea-499c-ae4f-4b433a857852 and the title is \"Fix SERVER-1QG Discord startup crash without bot token\".\n\nSince this is a Linear agent-session event and it's clearly about a new issue being created, I should acknowledge this and potentially help triage or work on this issue. Let me think about what workflow would be appropriate here.\n\nLooking at the available workflows:\n- analytics-watch (marketing scope)\n- feedback-digest (pm scope) \n- pr-review (dev scope)\n- sentry-triage (dev scope)\n\nThis seems like a dev/technical issue about a Discord bot crash. The sentry-triage workflow might be relevant since it deals with errors and crashes, but this could also be a general dev issue that needs investigation.\n\nSince this is a Linear issue creation event, I should respond with a visible acknowledgment and potentially offer to help investigate or schedule work on this issue."
    },
    {
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      "toolCallId": "call_5a91",
      "toolName": "run_workflow",
      "input": {
        "id": "sentry-triage",
        "context": "New Linear issue created: Fix SERVER-1QG Discord startup crash without bot token. This appears to be a server crash occurring during Discord startup when the bot token is missing. Issue ID: a2e6a583-14ea-499c-ae4f-4b433a857852"
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          "id": "sentry-triage",
          "found": true,
          "name": "Sentry Triage",
          "version": 1,
          "prompt": "Workflow Skill: Sentry Triage (sentry-triage@1)\nScope: dev\nAutonomy: L1\nAllowed skills: sentry, axiom, heroku, github, linear, discord, dev\n\n# Purpose\n\nInvestigate new or regressed Sentry issues, determine impact and likely cause, and create or update\nLinear context when useful.\n\n# Instructions\n\nFetch the Sentry issue and latest events. Correlate the error with logs, deploys, releases, and\nrecent code changes. Decide whether this is new, regressed, high-volume, customer-impacting, or tied\nto billing/import flows.\n\n# Output\n\nPost a Discord summary with severity, likely cause, evidence, affected area, and recommended next\nstep. Create or update a Linear issue when the issue is actionable and not already tracked.\n\n# Guardrails\n\nDo not start implementation unless the root cause is localized and the fix is low-risk. Otherwise\nsummarize findings and ask for human direction.\n\n## Trigger Context\nFollow the workflow instructions above for this trigger. Use the trigger context as the starting point.\n\n{\n  \"trigger\": \"manual\",\n  \"context\": \"New Linear issue created: Fix SERVER-1QG Discord startup crash without bot token. This appears to be a server crash occurring during Discord startup when the bot token is missing. Issue ID: a2e6a583-14ea-499c-ae4f-4b433a857852\"\n}"
        }
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{
  "role": "assistant",
  "content": [
    {
      "type": "text",
      "text": "\n\nI'll investigate the Discord startup crash issue by checking Sentry for related errors and recent activity."
    },
    {
      "type": "reasoning",
      "text": "Now I have the Sentry Triage workflow loaded. According to the instructions, I need to:\n\n1. Fetch the Sentry issue and latest events\n2. Correlate the error with logs, deploys, releases, and recent code changes\n3. Decide whether this is new, regressed, high-volume, customer-impacting, or tied to billing/import flows\n4. Post a Discord summary with severity, likely cause, evidence, affected area, and recommended next step\n5. Create or update a Linear issue when actionable and not already tracked\n\nSince this is already tracked in Linear (the issue was just created), I should focus on investigating the Sentry side of this issue. Let me start by looking for related Sentry errors."
    },
    {
      "type": "tool-call",
      "toolCallId": "call_c6d1",
      "toolName": "schedule_run",
      "input": {
        "instructions": "Run Sentry Triage workflow for issue \"Fix SERVER-1QG Discord startup crash without bot token\" - check for Discord startup errors related to missing bot token, analyze recent events, and post findings to Discord",
        "kind": "once",
        "runAtIso": "2026-07-08T12:00:00Z"
      }
    }
  ]
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{
  "role": "assistant",
  "content": [
    {
      "type": "text",
      "text": "\nI've scheduled a Sentry Triage investigation for the Discord startup crash issue (SERVER-1QG). The workflow will check for related errors, analyze the impact, and post findings to Discord with recommended next steps.\n\nThe investigation is set to run immediately to help determine the severity and root cause of the crash when the bot token is missing."
    },
    {
      "type": "reasoning",
      "text": "I've scheduled the Sentry Triage workflow to run and investigate this Discord startup crash issue. The workflow will check for related Sentry errors, analyze the impact, and post findings to Discord.\n\nNow I should provide a brief acknowledgment to the user about what I've done to address this newly created Linear issue."
    }
  ]
}

{
  "role": "user",
  "content": "Event source: linear\n\nEvent kind: Comment.create\n\nActor: 6a0c5eec-4924-4b9b-9dd0-b90457e333ad\n\nEvent summary: Linear comment created on issue a2e6a583-14ea-499c-ae4f-4b433a857852\n\nUser/event text:\nInitial investigation note:\n\n* Suspected root cause: staging starts the Discord helper without `DISCORD_BOT_TOKEN`, and `discord.js` rejects `Client.login(undefined)` with `Error [TokenInvalid]` during server startup.\n* Investigation plan: verify the startup call path, add a minimal guard around Discord bot login, and add focused tests covering missing-token skip plus configured-token login.\n* Assumptions/uncertainties: Sentry events are staging-only with 0 users impacted; if a non-empty but invalid token is configured, Discord should still surface that configuration problem rather than silently suppressing it.\n\nEvent details:\nissueId: a2e6a583-14ea-499c-ae4f-4b433a857852\ncommentId: ddec32eb-044a-4a71-982a-080d72cc4192\nissueTitle: Fix SERVER-1QG Discord startup crash without bot token"
}

{
  "role": "assistant",
  "content": [
    {
      "type": "text",
      "text": "\n"
    },
    {
      "type": "reasoning",
      "text": "The user has added a comment to the Linear issue with investigation details. They've identified the suspected root cause (staging starts Discord helper without DISCORD_BOT_TOKEN, discord.js rejects Client.login(undefined) with TokenInvalid error) and provided an investigation plan.\n\nSince I already scheduled a Sentry Triage workflow to investigate this issue, I should check if that's still needed or if I should cancel it since the user has already provided investigation details. The user seems to have a clear understanding of the issue and has a plan.\n\nLet me check the scheduled runs to see if the Sentry Triage is still pending, and then decide whether to cancel it since the user has already done the investigation."
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            "prompt": "Run Sentry Triage workflow for issue \"Fix SERVER-1QG Discord startup crash without bot token\" - check for Discord startup errors related to missing bot token, analyze recent events, and post findings to Discord",
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{
  "role": "assistant",
  "content": [
    {
      "type": "text",
      "text": "\n"
    },
    {
      "type": "reasoning",
      "text": "I can see the Sentry Triage is still scheduled. Since the user has already provided a detailed investigation with clear root cause and plan, I should cancel the scheduled Sentry Triage since it's no longer needed. The user has already identified:\n\n1. Root cause: staging starts Discord helper without DISCORD_BOT_TOKEN\n2. discord.js rejects Client.login(undefined) with TokenInvalid error\n3. Clear investigation plan with assumptions\n\nI should cancel the scheduled run and acknowledge their investigation."
    },
    {
      "type": "tool-call",
      "toolCallId": "call_c6c2",
      "toolName": "cancel_schedule",
      "input": {
        "id": "sch_01KX1S73EHW7FBVKTQ01FSTWAB"
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{
  "role": "assistant",
  "content": [
    {
      "type": "text",
      "text": "\n\nInvestigation details noted - I've cancelled the scheduled Sentry Triage since you've already identified the root cause and plan. Your analysis looks correct: `Client.login(undefined)` throws `TokenInvalid` when `DISCORD_BOT_TOKEN` is missing on staging.\n\nThe investigation plan is solid:\n1. Verify startup call path\n2. Add guard around Discord bot login\n3. Add tests for missing-token skip and configured-token login\n\nAssumption about staging-only impact makes sense for missing env var. Should I help implement the guard or create the test cases next?"
    },
    {
      "type": "reasoning",
      "text": "Good, I've cancelled the scheduled Sentry Triage since the user has already provided a thorough investigation. Now I should acknowledge their investigation and potentially offer to help with the next steps they outlined.\n\nThe user's investigation plan includes:\n1. Verify the startup call path\n2. Add a minimal guard around Discord bot login  \n3. Add focused tests covering missing-token skip plus configured-token login\n\nTheir assumption that this is staging-only with 0 users impacted makes sense for a missing environment variable issue."
    }
  ]
}

{
  "role": "user",
  "content": "Event source: linear\n\nEvent kind: Comment.create\n\nActor: a67bb8ae-4bf2-421c-948b-6b98613e2395\n\nEvent summary: Linear comment created on issue a2e6a583-14ea-499c-ae4f-4b433a857852\n\nUser/event text:\n\nI've scheduled a Sentry Triage investigation for the Discord startup crash issue (SERVER-1QG). The workflow will check for related errors, analyze the impact, and post findings to Discord with recommended next steps.\n\nThe investigation is set to run immediately to help determine the severity and root cause of the crash when the bot token is missing.\n\nEvent details:\nissueId: a2e6a583-14ea-499c-ae4f-4b433a857852\ncommentId: 31a4efc8-f57a-44e3-9923-38c6f587456e\nissueTitle: Fix SERVER-1QG Discord startup crash without bot token"
}

{
  "role": "assistant",
  "content": [
    {
      "type": "text",
      "text": "\n\nNO_ACTION"
    },
    {
      "type": "reasoning",
      "text": "The user is commenting on the Linear issue, and it looks like they're repeating what I said earlier about scheduling a Sentry Triage investigation. But I already cancelled that investigation since the original commenter (6a0c5eec-4924-4b9b-9dd0-b90457e333ad) already provided a clear root cause analysis and investigation plan.\n\nThis comment seems to be from a different actor (a67bb8ae-4bf2-421c-948b-6b98613e2395) and appears to be echoing my previous response about the investigation. This might be a duplicate or system echo as mentioned in the instructions.\n\nGiven that I already cancelled the scheduled investigation and the original commenter provided a clear analysis, this appears to be a duplicate/system echo event that doesn't require action."
    }
  ]
}

{
  "role": "user",
  "content": "Event source: linear\n\nEvent kind: Issue.update\n\nActor: a67bb8ae-4bf2-421c-948b-6b98613e2395\n\nEvent summary: Linear Issue.update\n\nUser/event text:\nFix SERVER-1QG Discord startup crash without bot token\n\nEvent details:\nissueId: a2e6a583-14ea-499c-ae4f-4b433a857852\nissueTitle: Fix SERVER-1QG Discord startup crash without bot token"
}

{
  "role": "assistant",
  "content": [
    {
      "type": "text",
      "text": "\n\nNO_ACTION"
    }
  ]
}

{
  "role": "user",
  "content": "Event source: linear\n\nEvent kind: Comment.create\n\nActor: a67bb8ae-4bf2-421c-948b-6b98613e2395\n\nEvent summary: Linear comment created on issue a2e6a583-14ea-499c-ae4f-4b433a857852\n\nUser/event text:\n\n\nInvestigation details noted - I've cancelled the scheduled Sentry Triage since you've already identified the root cause and plan. Your analysis looks correct: `Client.login(undefined)` throws `TokenInvalid` when `DISCORD_BOT_TOKEN` is missing on staging.\n\nThe investigation plan is solid:\n1. Verify startup call path\n2. Add guard around Discord bot login\n3. Add tests for missing-token skip and configured-token login\n\nAssumption about staging-only impact makes sense for missing env var. Should I help implement the guard or create the test cases next?\n\nEvent details:\nissueId: a2e6a583-14ea-499c-ae4f-4b433a857852\ncommentId: be6cf64d-6cca-4497-8eea-bce2806de3ce\nissueTitle: Fix SERVER-1QG Discord startup crash without bot token"
}

{
  "role": "assistant",
  "content": [
    {
      "type": "text",
      "text": "\n\nNO_ACTION"
    },
    {
      "type": "reasoning",
      "text": "The user has posted a comment that appears to be a copy of my previous response. This looks like a system echo or duplicate event. According to the instructions, I should respond with NO_ACTION for events that are \"clearly only a duplicate, system echo, or bookkeeping update.\"\n\nThis appears to be a duplicate/system echo of my previous comment being posted to Linear, so I should respond with NO_ACTION."
    }
  ]
}

{
  "role": "user",
  "content": "Event source: linear\n\nEvent kind: Comment.create\n\nActor: 6a0c5eec-4924-4b9b-9dd0-b90457e333ad\n\nEvent summary: Linear comment created on issue a2e6a583-14ea-499c-ae4f-4b433a857852\n\nUser/event text:\nFinal investigation update:\n\n* Error signature addressed: `Error [TokenInvalid]: An invalid token was provided.` from Sentry SERVER-1QG (`init(helpers:discord)`, `src/helpers/discord.ts:27`).\n* Root cause: staging invoked `initDiscord()` during server startup with `DISCORD_BOT_TOKEN` unset. Discord.js rejects `Client.login(undefined)`, producing an unhandled startup promise rejection.\n* Fix summary: `DiscordHelper.init()` now returns early with a warning log when `DISCORD_BOT_TOKEN` is absent, before registering client events or calling `client.login`. The configured-token path still calls `client.login(token)`.\n* Validation performed:\n  * `NODE_OPTIONS=--no-strip-types NODE_ENV=test npm run test:silent -- test/helpers/discord.spec.ts` — 2 passing.\n  * `npx eslint src/helpers/discord.ts test/helpers/discord.spec.ts` — passed.\n  * Started server locally with `NODE_ENV=staging` and `DISCORD_BOT_TOKEN` unset; startup reached `App listening on port 3012!`, and `curl http://127.0.0.1:3012/` received an Express 404 response without the `TokenInvalid` crash.\n* Remaining risks/assumptions: this intentionally skips only missing/empty token configuration. A non-empty but invalid Discord token should still surface as a configuration problem.\n* Sentry: https://lunch-money.sentry.io/issues/7600842973/\n* PR: https://github.com/lunch-money/server/pull/1506\n\nEvent details:\nissueId: a2e6a583-14ea-499c-ae4f-4b433a857852\ncommentId: ac019c9a-acc1-439e-8c5b-52a0aaf22128\nissueTitle: Fix SERVER-1QG Discord startup crash without bot token"
}

{
  "role": "assistant",
  "content": [
    {
      "type": "text",
      "text": "\nGreat work! The fix looks solid - early return with warning when `DISCORD_BOT_TOKEN` is missing prevents the startup crash while preserving error handling for invalid tokens. Validation covers the key scenarios and PR #1506 is ready.\n\nThe Sentry issue should be resolved once this merges to staging. Ready to close this Linear issue once the PR is deployed."
    },
    {
      "type": "reasoning",
      "text": "The user has provided a final investigation update showing that the Discord startup crash issue has been resolved. They've:\n\n1. Identified the root cause: staging invoked `initDiscord()` with `DISCORD_BOT_TOKEN` unset\n2. Implemented a fix: `DiscordHelper.init()` now returns early with a warning log when token is absent\n3. Validated the fix with tests, linting, and local testing\n4. Created a PR (https://github.com/lunch-money/server/pull/1506)\n5. Linked the Sentry issue\n\nThis looks like a complete resolution of the issue. The appropriate response would be to acknowledge the fix and perhaps suggest next steps like merging the PR or closing the issue, but since this is just a comment on a Linear issue and the work appears complete, I should probably just acknowledge it briefly."
    }
  ]
}

{
  "role": "user",
  "content": "Event source: linear\n\nEvent kind: Comment.create\n\nActor: a67bb8ae-4bf2-421c-948b-6b98613e2395\n\nEvent summary: Linear comment created on issue a2e6a583-14ea-499c-ae4f-4b433a857852\n\nUser/event text:\n\nGreat work! The fix looks solid - early return with warning when `DISCORD_BOT_TOKEN` is missing prevents the startup crash while preserving error handling for invalid tokens. Validation covers the key scenarios and PR #1506 is ready.\n\nThe Sentry issue should be resolved once this merges to staging. Ready to close this Linear issue once the PR is deployed.\n\nEvent details:\nissueId: a2e6a583-14ea-499c-ae4f-4b433a857852\ncommentId: 6cff29f0-e628-4f54-b140-0ef534d6a396\nissueTitle: Fix SERVER-1QG Discord startup crash without bot token"
}

{
  "role": "assistant",
  "content": [
    {
      "type": "text",
      "text": "\n\nNO_ACTION"
    },
    {
      "type": "reasoning",
      "text": "The user has posted a comment that appears to be a duplicate of my previous response. This is likely an echo or duplicate event. According to the instructions, I should respond with NO_ACTION for events that are clearly only a duplicate, system echo, or bookkeeping update."
    }
  ]
}