Accounting Reconciliation & Tax Prep Automation

Overview

Use this skill when a user needs accounting operations automated in OpenClaw with a generic, reusable process:

• Weekly invoice reconciliation (email -> labeled invoices -> extracted fields -> external file store + DB -> accountant-style summary)
• Monthly income reconciliation (Stripe paid invoices -> Supabase -> income report)
• On-demand reports (tax, profitability, and custom period summaries)
• Tax-prep readiness for Canada and US entities, including incorporated-owner review paths, filing obligations, and late-filer catch-up workflows

Never hardcode account emails, workspace identifiers, channels, or vendor-specific IDs into this skill implementation.

Required Runtime Inputs

Expect these to come from environment/config, not hardcoded values:

• SUPABASE_URL
• SUPABASE_SECRET_KEY
• RECON_WORKSPACE_KEY (logical tenant or workspace key)
• RECON_TZ (IANA timezone, for example America/Toronto)
• RECON_NOTIFICATION_CHANNEL (slack, telegram, or email)
• RECON_NOTIFICATION_DESTINATION (channel id, chat id, or email destination)
• RECON_FILE_STORE_PROVIDER (google-drive recommended; supabase-storage supported as fallback)
• RECON_FILE_STORE_ROOT_PATH (top-level Drive folder name/path or provider-specific root path)
• Stripe auth configuration (API key or equivalent secure auth path)
• Email provider auth configuration (for mailbox search, labels, and attachment retrieval)
• Google Drive auth configuration when RECON_FILE_STORE_PROVIDER=google-drive
• Optional SUPABASE_STORAGE_BUCKET only when RECON_FILE_STORE_PROVIDER=supabase-storage

Suggested Supabase Schema

Use this baseline schema so file storage and accounting records stay linked and idempotent.

Core tables:

• accounting.vendors

  • id (uuid pk)
  • workspace_key (text)
  • vendor_name (text)
  • unique: (workspace_key, vendor_name)

• accounting.invoices

  • id (uuid pk)
  • workspace_key, source_system, source_account, source_message_id
  • vendor_id (fk -> accounting.vendors.id) + vendor_name (denormalized)
  • invoice_date, currency, total_amount
  • file linkage: file_store_provider, file_store_root_path, file_store_path, external_file_id, external_web_url, file_name, file_sha256
  • parsing fields: parsed_confidence, raw_extraction
  • unique idempotency key: (workspace_key, source_system, source_message_id, file_store_provider, file_store_path)

• accounting.income_events

  • id (uuid pk)
  • workspace_key, source_system (stripe)
  • stripe_invoice_id (unique per workspace)
  • amounts: amount_gross, amount_tax, amount_net, currency
  • paid_at, raw_payload
  • unique: (workspace_key, stripe_invoice_id)

• accounting.report_snapshots

  • id (uuid pk)
  • workspace_key, report_type, period_start, period_end, currency
  • report payloads: body_markdown, body_json
  • delivery metadata: delivered_channel, delivered_to

• accounting.job_runs

  • id (uuid pk)
  • workspace_key, job_key, status
  • counters: rows_inserted, rows_updated, rows_skipped
  • optional link: report_id (fk -> accounting.report_snapshots.id)
  • error and context: error_message, context

Tax-prep tables:

• accounting.tax_profiles

  • one row per workspace/entity
  • stores legal country, province/state, entity type, fiscal-year pattern, sales-tax registration, payroll usage, and preferred home-office treatment path

• accounting.tax_periods

  • tracks period windows and readiness across monthly, quarterly, annual, and catch-up workflows

• accounting.filing_obligations

  • tracks due dates, filing status, jurisdiction, balance-due date, and confirmation references

• accounting.expense_allocations

  • stores deductible percentage, business-use percentage, tax category, and reviewer notes for mixed-use or special-case expenses

• accounting.asset_register

  • tracks capital assets, depreciation/amortization policy, and source invoice linkage

• accounting.sales_tax_filings

  • tracks collected tax, credits, payable amounts, filing status, and jurisdiction by period

• accounting.owner_compensation_events

  • records salary, dividends, reimbursements, benefits, and other owner-manager compensation events

• accounting.shareholder_loan_ledger

  • records loans to and from owners/shareholders with tax-period linkage

• accounting.tax_adjustments

  • stores year-end or filing-only adjustments outside source-system invoices or Stripe events

• accounting.workpapers

  • stores filing-pack outputs, catch-up packs, home-office calculations, and review notes with optional storage linkage

Suggested views:

• accounting.v_weekly_expense
• accounting.v_monthly_income
• accounting.v_open_filing_obligations
• accounting.v_period_profitability

Storage path convention:

• ${RECON_FILE_STORE_ROOT_PATH}/<yyyy>/<mm>/<source-message-id>/<filename>

Recommended default:

• google-drive as file store
• create year-first folders for accountant browsing, for example Tax and Invoices/2026/03/...
• keep only file metadata and links in Supabase tables

Canonical SQL implementation is in:

• references/supabase-schema.sql
• references/supabase-migration-tax-prep.sql for upgrading an existing live project

Weekly Invoice Reconciliation Workflow

Target schedule: Friday at 11:00 PM in RECON_TZ.

1. Discover candidate invoice emails

• Search configured mailbox(es) for new messages since last successful weekly run.
• Apply or verify invoice label/tag (for example Invoice) on matching messages.
• Restrict to messages with invoice-like attachments (pdf, image, or common office docs).

1. Extract invoice fields

• Parse each invoice attachment and collect:
  • vendor
  • amount
  • invoice date
  • currency
  • invoice number (if present)
• Keep extraction confidence and raw extraction payload for auditability.

1. Store invoice files in external file storage

• Default to Google Drive when available.
• Upload each original file to the configured external file store instead of storing invoice binaries in Supabase.
• Use deterministic pathing:
  • <file-store-root>/<yyyy>/<mm>/<source-message-id>/<filename>
• Record provider, path, external file id, web url, and checksum to support deduplication.

1. Persist structured records in Supabase

• Upsert vendor records.
• Upsert invoice records with storage linkage.
• Record an execution entry in accounting.job_runs.
• Use idempotency keys so reruns do not duplicate records.

1. Produce and deliver weekly expense report

• Generate a professional accountant-style summary with:
  • total expenses
  • vendor breakdown
  • week-over-week movement
  • anomalies or missing fields
• Save report snapshot in accounting.report_snapshots.
• Deliver to configured notification channel.

Monthly Income Reconciliation Workflow

Target schedule: monthly (usually day 1 at 11:00 PM in RECON_TZ).

1. Pull paid Stripe invoices

• Query Stripe for paid invoices during target month window.
• Capture payer, amount, currency, tax, paid timestamp, and Stripe ids.

1. Persist income records

• Upsert into accounting.income_events keyed by Stripe invoice id plus workspace key.
• Record execution in accounting.job_runs.

1. Generate monthly income report

• Summarize gross income, net income, tax collected, and top customers.
• Save snapshot in accounting.report_snapshots.
• Deliver using configured notification channel.

On-Demand Reporting Workflow

Support these report families using Supabase as source of truth:

• Tax report
• Profitability report
• Custom range accounting summary

For each on-demand request:

1. Validate period and currency assumptions.
2. Query normalized tables (invoices, income_events, optional adjustments).
3. Produce report in both machine-readable (json) and narrative (markdown) forms.
4. Save to accounting.report_snapshots and optionally deliver.

Tax Preparation Coverage

Use the reconciliation data as the evidence layer, then add tax-specific classification and review state before any filing output is treated as ready.

1. Build entity tax profile

• Capture country, province/state, entity type, fiscal year-end, sales-tax registration, payroll status, reporting currency, and filing cadence.
• Keep this in accounting.tax_profiles.

1. Create filing obligations

• Generate obligations by jurisdiction and period into accounting.filing_obligations.
• Track due date, balance-due date, filing status, and confirmation reference separately from bookkeeping status.

1. Classify high-risk expense areas

• Use accounting.expense_allocations for mixed-use costs such as home office, internet, software bundles, meals, and travel.
• Require an explicit treatment path for home-office claims:
  • self-employed actual-cost method
  • self-employed simplified method
  • employee/shareholder reimbursement route
  • accountant review

1. Track capital and owner-manager items

• Record durable purchases in accounting.asset_register instead of forcing them into period expenses.
• Record salary, dividends, reimbursements, benefits, and shareholder-loan movements in dedicated tables.

1. Produce accountant-ready workpapers

• Build filing packs, review checklists, and adjustment schedules into accounting.workpapers.
• Keep narrative output, machine-readable output, and supporting file links together.

1. Gate final outputs

• Do not represent a return as file-ready when any obligation, allocation, adjustment, or workpaper is still in needs_review or equivalent status.
• Flag incorporated-owner home-office claims, shareholder benefits, cross-border income, missing periods, and late-filed years for human review.

Backlog and Catch-Up Workflow

Use this when the user is one or more years behind on taxes or bookkeeping.

1. Open missing periods

• Create annual and sub-annual rows in accounting.tax_periods for each missing year.
• Create matching accounting.filing_obligations rows before any reconstruction begins.

1. Build a document gap list

• Inventory bank feeds, email invoices, receipts, payroll records, Stripe payouts, prior filings, and sales-tax records.
• Save gaps and blockers in accounting.workpapers.

1. Reconstruct books period by period

• Run invoice and income reconciliation for each missing period.
• Backfill tax adjustments, owner compensation, and shareholder-loan entries as needed.

1. Resolve mixed-use and missing-support items

• Push uncertain entries into accounting.expense_allocations with needs_review status.
• Avoid auto-claiming home-office or shareholder expenses when the treatment path is unclear.

1. Produce a filing pack for each year

• Generate year-specific tax report, profitability report, open-obligation summary, and supporting workpapers.
• Mark each year independently so one unresolved year does not block visibility into another.

1. Deliver a catch-up action plan

• Summarize what is filing-ready, what still lacks evidence, estimated exposure or balance due, and the next accountant-review items.
• Use this workflow for users who have not filed for multiple years, including a three-year catch-up horizon.

OpenClaw Cron Templates

Use isolated cron sessions and make delivery explicit.

Weekly invoice reconciliation (Friday 11 PM):

openclaw cron add \
  --name "Weekly Invoice Reconciliation" \
  --cron "0 23 * * 5" \
  --tz "${RECON_TZ}" \
  --session isolated \
  --announce \
  --channel "${RECON_NOTIFICATION_CHANNEL}" \
  --to "${RECON_NOTIFICATION_DESTINATION}" \
  --message "Run weekly invoice reconciliation: fetch new invoice emails, ensure Invoice label, extract vendor/amount/date, upload files to the configured external file store with Google Drive preferred, upsert Supabase records, and deliver accountant-style weekly expense summary."

Monthly income reconciliation (day 1 at 11 PM):

openclaw cron add \
  --name "Monthly Income Reconciliation" \
  --cron "0 23 1 * *" \
  --tz "${RECON_TZ}" \
  --session isolated \
  --announce \
  --channel "${RECON_NOTIFICATION_CHANNEL}" \
  --to "${RECON_NOTIFICATION_DESTINATION}" \
  --message "Run monthly Stripe income reconciliation: pull paid invoices, upsert income records in Supabase, and deliver accountant-style monthly income report."

Guardrails

• No hardcoded email addresses, channel ids, vendor names, Stripe ids, or workspace ids.
• Use secrets and env variables only for credentials.
• Prefer idempotent upserts for all reconciliations.
• Preserve source files in the external file store and keep row-to-file linkage in DB.
• Keep all sensitive keys out of logs and report payloads.
• Treat jurisdiction-specific tax calculations as reviewable guidance, not irreversible filing decisions.
• Require explicit review on incorporated-owner home-office claims, shareholder benefits, late filings, and cross-border cases.
• Do not store invoice binaries in Supabase when an external file store is configured.

References

• Schema: references/supabase-schema.sql
• Live-project migration: references/supabase-migration-tax-prep.sql
• External file-store migration: references/supabase-migration-external-file-store.sql
• Setup and rollout: references/setup-playbook.md
• Report format templates: references/report-templates.md