BOSSTORQUE Automation Security Scan — Post-Remediation

Risk Score Comparison

Critical

2 → 0

High

3 → 0

Medium

3 → 0

Low

2 → 0

Finding Resolution Log

Critical

C1 — Claude API Key in Google Drive .env

_COWORK_HUB/.env deleted · key moved to Mac keychain · context_updater.py updated

Resolved

Keychain verified readable · .env confirmed deleted

Critical

C2 — Gemini API Key in Google Drive .env

07_Engine/.env deleted · key moved to Mac keychain · generate_images.py updated · stale ENV_PATH removed

Resolved

Keychain verified readable · .env confirmed deleted

High

H1 — Client Data to Claude API Without Disclosure

Resolved

Disclosure doc live in 6_Business Admin/Legal/Policies/

High

H2 — Python Script Executed from Google Drive

context_updater.py → ~/Scripts/bosstorque/ · client_secret.json + .google_token.json moved · permissions set 600 · Drive copies deleted · SKILL.md path updated

Resolved

Dry-run confirmed working from local path

High

H3 — Client PII and Financial Data in Sperry SKILL.md

All contacts, phone numbers, billing amounts removed from SKILL.md · moved to references/client-contacts.md and references/billing-summary.md

Resolved

grep verified: zero PII remaining in SKILL.md

Medium

M1 — CONTEXT.md Files With No Retention Policy

rotate_context_if_needed() added to context_updater.py · 100KB trigger · 30-day rolling window · auto-archives to CONTEXT_archive_YYYY.md

Resolved

Python syntax verified · fires before each append

Medium

M2 — Prospect PII in Fired alpha-telecom Skill

Skill folder deleted · prospect phone, email, draft email copy removed from disk

Resolved

Confirmed absent from Scheduled/ directory

Medium

M3 — Slack Channel ID Hardcoded in 4 Skills

~/Documents/Claude/config/slack-channels.md created · all 4 skills updated to reference config file

Resolved

grep verified: zero hardcoded IDs in any skill

Low

L1 — LinkedIn Automated Browsing Without Rate-Limit Guard

Local linkedin_post_log.md created · skills updated to use log if <6 days old · 8-second delay added before any live visit

Resolved

Post log seeded · both content engine skills updated

Low

L2 — Stale Session Path in Fired wordpress-migration-plan

Skill folder deleted

Resolved

Confirmed absent from Scheduled/ directory

Automated Verification Results

All checks run live against the actual files and processes immediately after remediation. No manual assertions — every result below was produced by running commands against the current state of your system.

Check	Command / Method	Result
Claude key in keychain	`security find-generic-password -s bosstorque-claude-api -w`	✓ Returns sk-ant-... prefix — key present and readable
Gemini key in keychain	`security find-generic-password -s bosstorque-gemini-api -w`	✓ Returns AIzaSy... prefix — key present and readable
No .env files in Drive	`find ~/CloudStorage/.../My Drive -name ".env"`	✓ Zero results — both .env files deleted
No script/credentials in Drive HUB	`ls _COWORK_HUB/ \| grep -E ".env\|client_secret\|context_updater"`	✓ Only context_updater.log remains (output file, safe)
Script uses keychain (not .env)	`grep "bosstorque-claude-api" ~/Scripts/bosstorque/context_updater.py`	✓ Keychain lookup found at load_api_key()
Credential files at 600 permissions	`ls -la ~/Scripts/bosstorque/`	✓ client_secret.json and .google_token.json both -rw------- (owner only)
context-continuity SKILL.md points to local path	`grep "Scripts" context-continuity-update/SKILL.md`	✓ ~/Scripts/bosstorque/context_updater.py confirmed
No PII in sperry SKILL.md	`grep "541-514-2521\|@sperrytreecare\|$4,044" sperry-weekly-report/SKILL.md`	✓ Zero matches — all PII in references/ files
No hardcoded Slack channel IDs	`grep -rn "C0AK62BLWBF" ~/Documents/Claude/Scheduled/`	✓ Zero matches across all 6 skill folders
Stale skill folders deleted	`ls ~/Documents/Claude/Scheduled/`	✓ alpha-telecom-jaime-followup and wordpress-migration-plan both absent
Retention logic in context_updater.py	`grep "CONTEXT_MAX_BYTES\|rotate_context" context_updater.py`	✓ Constants and function confirmed at lines 578–657
Full dry-run succeeds from local path	`python3 context_updater.py --project all --lookback 2 --dry-run`	✓ All 18 projects scanned · Google API authenticated · no errors

New Files Created

AI Tools Disclosure

6_Business Admin/Legal/Policies/BOSSTORQUE_AI_Tools_Disclosure.md

Client-facing disclosure of AI tools used in service delivery. Includes ready-to-paste acknowledgment block for engagement letters.

Slack Channel Config

~/Documents/Claude/config/slack-channels.md

Single source of truth for Slack channel IDs. All 4 affected skills now read from here.

Sperry Client Contacts

Scheduled/sperry-weekly-report/references/client-contacts.md

Recipient emails and Jason's notification number. Update here — SKILL.md stays clean.

Sperry Billing Summary

Scheduled/sperry-weekly-report/references/billing-summary.md

Current paid-to-date with full breakdown. Update the Amount line when new payments arrive.

LinkedIn Post Log

05_Publishing/linkedin_post_log.md

Seeded and ready. Content engine will populate on first run, then use cached data for up to 6 days before live LinkedIn visit.

Local Script Directory

~/Scripts/bosstorque/

context_updater.py, client_secret.json, .google_token.json — all outside Drive, permissions 600 on credential files.

Ongoing Maintenance Notes

Three things to remember going forward:

1. New client onboarding: Send BOSSTORQUE_AI_Tools_Disclosure.md and get the acknowledgment signed before enabling context scanning on their folder.

2. Billing updates: Edit Scheduled/sperry-weekly-report/references/billing-summary.md when payments arrive — not SKILL.md.

3. API key rotation: If you rotate either API key, update keychain with: security add-generic-password -U -s "bosstorque-claude-api" -a "jason@bosstorque.ai" -w "NEW_KEY" (the -U flag updates in place). No files to touch.

Post-Remediation Security Scan