Tax Season Organizer
AnthropicOfficialPublished by Anthropic
- Skill
- Content generator
- Business and productivity
- Apache-2.0
- No issues found
AutoGineer summary
Written by AutoGineer from the skill’s own files, not by the author
Tax Season Organizer assists business owners in preparing documentation for their accountants regarding US federal tax obligations. It operates in two primary modes: calculating quarterly estimated tax payments based on YTD net income from connected ledgers, and preparing year-end 1099-NEC lists by aggregating contractor payments from ledgers, PayPal, and Stripe. The skill explicitly states that it does not provide tax advice and requires that books be closed and reconciled before use. It produces structured outputs including assumptions, missing W-9 flags, and payment breakdowns to facilitate accountant review.
What it does
- Calculates quarterly estimated federal income and self-employment tax based on annualized YTD net profit.
- Aggregates contractor and vendor payments across multiple platforms to identify 1099-NEC filing candidates.
- Flags payees missing W-9 information or EINs for follow-up.
- Identifies payments near the USD 600 reporting threshold for accountant verification.
- Generates structured tax preparation packets with explicit assumptions for accountant adjustment.
- Provides non-US businesses with a closed-books packet instead of US-specific tax calculations.
When to use it
- When the business owner needs to calculate quarterly estimated tax payments.
- When preparing for year-end 1099-NEC filings for contractors and freelancers.
- When the business books for the relevant period are already closed and reconciled.
- When an accountant requires a structured summary of income, expenses, and contractor payments.
Advantages
- Reduces manual data aggregation by pulling directly from connected ledgers and payment processors.
- Provides clear visibility into missing W-9 documentation required for tax filing.
- Standardizes the information provided to accountants, including necessary assumptions and disclaimers.
- Helps identify potential 1099-NEC candidates by scanning multiple payment sources.
Usage examples
- “books are closed, now do the 1099s”
- The agent scans the ledger, PayPal, and Stripe for contractor payments, identifies those over USD 600, flags missing W-9s, and generates a 1099-NEC candidate list.
- “run the quarterly estimate off the closed numbers”
- The agent pulls YTD P&L data, calculates annualized net profit, estimates federal and self-employment tax, and provides a breakdown of the quarterly payment due.
Install
Download the skill as a ZIP:
https://mp-staging.autogineer.com/agent-skills/anthropics/tax-season-organizer/downloadUnzip it into the cross-client skills folder of your project:
mkdir -p .agents/skills && unzip tax-season-organizer.zip -d .agents/skills
Documentation by Anthropic
Tax Season Organizer
Framing: This skill produces prep material for a CPA, not tax advice. Say so early and state every assumption explicitly so the accountant can adjust.
Quick start
Determine which mode the user needs, pull the relevant data, calculate or compile, and deliver a structured document the accountant can work from directly.
User: "what do I owe for estimated taxes this quarter?"
→ Pull YTD P&L from QuickBooks
→ Calculate estimated federal income tax + SE tax
→ Subtract payments already made this year
→ Show Q-specific amount due with due date and assumptions stated
→ Output: "Estimated Q2 payment due June 16: USD X — see full breakdown below"
User: "I need to send out 1099s"
→ Pull all contractor/vendor payments from QuickBooks + PayPal + Stripe
→ Identify contractors paid ≥ USD 600 YTD
→ Flag records missing W-9 / EIN
→ Output: 1099-NEC candidate list + missing W-9 action listStep 0 — Check the country first
Both paths below are US federal tax: self-employment tax, the federal bracket table, 1099-NEC and W-9. Before choosing a mode, read Country from the ## Business context block (rule: ../../shared/currency-and-locale.md). If it is absent, ask.
US → continue to Determine mode.
Anything else → say so in one line and stop the US math: "The quarterly-estimate and 1099 paths here are built for US federal tax. Your books are in the UK, so I'll get your closed-books packet ready for your accountant instead of a US estimate." Then offer
/close-monthfor the periods in scope. Do not run a US calculation on a non-US business, and do not relabel one as a generic estimate.
Every amount in the output is in the business's currency code; the USD 600 line is US law and is named as such.
Determine mode
Read the user's message and context to decide which path applies:
Quarterly estimate — keywords: estimated payment, quarterly taxes, how much to set aside, safe harbor, Q1/Q2/Q3/Q4
Year-end 1099 prep — keywords: 1099, 1099-NEC, year-end, contractors, W-9, send 1099s, file 1099s
Combined — some users will ask "year-end summary" and need both. Run quarterly last; run 1099 prep first since it drives the most action items.
If the intent is ambiguous, ask: "Are you looking at your estimated tax payment for this quarter, or are you preparing 1099s for your contractors — or both?"
Path 1: Quarterly estimated tax
1. Pull YTD financials
Use the connected ledger (MYOB, NetSuite, QuickBooks, Xero, or Zoho Books — peers, per ../../shared/connector-neutrality.md) to pull a Profit & Loss report from January 1 of the current year through the last day of the most recently completed quarter. Capture:
Gross revenue (total income)
Total expenses (operating expenses, COGS, etc.)
Net ordinary income = revenue − expenses
If no ledger is connected, ask the user to upload a P&L as CSV or paste the key numbers. For field names and query approach per ledger, see reference/connector-queries.md.
2. Ask about prior estimated payments
Before calculating, ask: "How much have you already paid in estimated taxes so far this year?" If the user doesn't know, note that you'll calculate total liability — they can subtract payments themselves or check with their accountant.
3. Calculate estimated liability
See reference/calculation-assumptions.md for the full math and the assumptions table you must include in output.
First, annualize. The math runs on projected full-year net profit, not YTD:
annualized net = YTD net ÷ months elapsed × 12. Show both, labeled. Seasonal
business: ask rather than straight-lining.
Short version, all six steps running on annualized net profit:
SE tax = annualized net profit × 0.9235 × 0.153 (then halve it — the deductible half offsets income)
Adjusted net = annualized net profit − (SE tax / 2)
Federal income tax = apply the bracket rate appropriate to the user's business type and estimated annual income (default to 22% unless the user tells you their bracket; note this assumption explicitly)
Total annual liability = federal income tax + SE tax
Quarterly payment = (total annual liability − payments made) ÷ quarters still ahead
Safe harbor check — note whether the user should verify against prior-year tax (100% of prior year, or 110% if AGI > USD 150k)
If a due date has already passed unpaid, name it and show the catch-up on its own line, separate from the next payment. Penalty and interest go to the accountant — flag that they apply, never estimate them. With no quarters left, it is due with the return.
4. State assumptions and deliver output
The full section-by-section document structure is in reference/output-formats.md.
Two things that are not negotiable: the tax year appears in the header, and the Assumptions section lists every assumption — bracket rate, business structure, state taxes excluded, deductible SE half, and the deductions not applied. The accountant adjusts from those levers, so leaving one out costs them a rebuild.
Path 2: Year-end 1099 prep
1. Pull contractor payments from all sources
Query each connected source for all payments made to individuals or businesses for services in the tax year. Do not include payments for goods, refunds, or internal transfers.
The ledger — try the live connector first, fall back to a CSV export. QuickBooks may return only category-level totals with no payee breakdown, in which case you need the user to export a Transaction List by Vendor. Xero supplies bills and payments by contact, and a 1099 report summary for US organisations. The detection logic, the exact wording to ask with, and the column mapping per ledger are in reference/connector-queries.md.
PayPal: Pull all "Goods & Services" payments sent. Note: PayPal issues its own 1099-K to contractors above the threshold — flag these separately in output so the accountant can determine whether a 1099-NEC is also needed.
Stripe: Pull all transfers/payouts made to external parties. Same 1099-K caveat as PayPal applies.
Square: holds no payments to external parties through the connector (payouts go to the owner's own bank; contractor pay is in Square Payroll, which it does not reach). Name it as a source with nothing to contribute rather than dropping it silently; the 1099-K note applies to the business's own receipts. Detail in reference/connector-queries.md.
Desktop/CSV: If the user uploads a CSV directly (without going through QuickBooks export), map columns: payee name, amount, date, payment method, EIN/SSN status.
2. Aggregate by payee
Combine across sources and sum payments by individual or business entity. Deduplicate by name (watch for "John Smith" vs "John A. Smith" — flag likely duplicates for human review rather than auto-merging).
3. Apply the USD 600 threshold
Flag for 1099-NEC: any payee paid ≥ USD 600 for services (contractors, freelancers, consultants)
Flag for 1099-MISC: any payee paid ≥ USD 600 for rent, attorney fees, prizes/awards
Near-threshold alert: flag payees paid USD 400–USD 599 — close to the threshold, accountant may want to verify
Corporations (Inc., Corp., LLC taxed as C or S corp) generally do not need a 1099-NEC — note this but flag for accountant confirmation.
4. Check W-9 status
For each flagged payee, note whether a W-9 / EIN is on file in the ledger. Mark as:
✅ W-9 on file (EIN/SSN recorded in the ledger's vendor or contact record)
⚠️ Missing — W-9 not on file; must collect before filing
❓ Unknown — cannot determine from available data
5. Deliver the 1099 prep package
The full section-by-section structure is in reference/output-formats.md.
The parts that carry the most weight: the missing-W-9 action list, because those block filing and the deadline is January 31, and the payment processor note, because a contractor paid only through PayPal or Stripe may already be getting a 1099-K and the accountant has to decide whether a 1099-NEC is also needed.
Guardrails
Name the tax year in every output. The brackets, wage base, and due dates in reference/calculation-assumptions.md are 2025 figures. Preparing a different year: say so loudly before showing any number, then cite current figures from IRS.gov or ask the owner. Never invent a bracket, a wage base, or a due date.
Not tax advice. Open every deliverable with this: "Prepared for review by your accountant — not tax advice." Include it in the document header, not just in chat.
State every assumption. If you assumed a 22% bracket, say so. If you excluded state taxes, say so. The accountant will adjust; give them the levers.
Don't merge payees automatically. Flag likely duplicates for human review.
Don't file anything. The output is prep material. Filing is out of scope.
Corporation exemption is a judgment call. Note it; don't auto-exclude.
Never reproduce a contractor's SSN or a full bank or card number in the packet, the chat, or a rendered page. A business EIN on a 1099 is the one designed exception (
../../shared/personal-data.md).
More sources
Gusto — payroll actually run: wages, withholdings, and contractor payments. This deepens both modes — quarterly estimates stop guessing at payroll figures, and 1099 prep can reconcile contractor payments against what Gusto already filed. When Gusto shows a 1099 was already issued for a payee, flag it rather than double-preparing.
Xero — P&L for the quarterly path; bills and payments by contact for the payee list; and, for a US organisation, a 1099 report summary that is the expected output of Path 2 in one read. Queries in
reference/connector-queries.md.Ramp, Expensify — card spend and expense detail for the deduction side of the quarterly estimate, and vendor payment detail that helps confirm the 1099 list is complete. Expensify's receipt filter finds the expenses that will not survive substantiation, which is the flag an accountant most wants before filing.
MYOB — P&L only, for MYOB shops. Read-only, three financial years of history, and no contractor or vendor payee detail — so it feeds the quarterly estimate and plays no part in 1099 prep.
Same tax math, same accountant packet. More sources, fewer assumptions to state.
Output
Deliver the estimate or 1099 package per the owner's stored output preference — never default to a markdown file. Check the ## Business context block's Output preference (shared style guide rule, ../../shared/artifact-style.md):
Visual artifact (the default): render the summary as an HTML page in the house style — the estimate or 1099 count as the lead stat tile, the assumptions table, missing W-9s as rows with a pill each, and the deadline up top. Open with the not-tax-advice line. The accountant documents themselves keep the structure in
reference/output-formats.md.docx / md / notion / canva preference: deliver the same content in that form — a DOCX or markdown file, a Notion page created via the connector (named destination, never overwriting), or a Canva Doc created via the Canva connector (a new design each run, named with the date; tables become lists); fall back to the visual artifact if Notion or Canva is not connected — and say that is why.
Best for skill: use the visual artifact — this output is a status page over accountant-bound documents.
After the packet
The estimate or the 1099 package is in the accountant's hands, assumptions stated. The natural next step is "close the month" — /close-month keeps the next estimate running on reconciled numbers instead of the raw register. Also nearby: "cash forecast" (cash-flow-snapshot) to confirm the payment clears on its due date, and "who owes me money" (invoice-chase) if collections need to cover it. Offer at most three, and skip any offer the owner already declined this session.
Reference files
reference/calculation-assumptions.md — full tax math, 2025 bracket table, SE tax walkthrough, YTD-vs-annualized, missed quarters
reference/output-formats.md — document structure for both the quarterly summary and the 1099 package
reference/connector-queries.md — how to pull data from each ledger (MYOB, NetSuite, QuickBooks, Xero, Zoho Books), PayPal, Square, and Stripe, including the vendor-level fallback
reference/gotchas.md — Good / Bad patterns for common failure modes
reference/examples/quarterly-estimate.md — worked quarterly estimate example
reference/examples/year-end-1099.md — worked year-end 1099 prep example
Using a tool that isn't listed
The connectors named in this skill are the tested paths, not a wall. If the owner wants this flow to use a tool that isn't connected or listed, offer build-connector — it checks the connector directory first and connects through Zapier otherwise, never hand-building against a raw API. Once the connection exists, the tool joins this skill like any other optional connector, under the same approval gates.
Files
- ATTRIBUTION.mdAdded by AutoGineer921 B
- LICENSELicence file added by AutoGineer11.3 KiB
- SKILL.md14.2 KiB
- reference/calculation-assumptions.md7.0 KiB
- reference/connector-queries.md11.7 KiB
- reference/examples/quarterly-estimate.md2.8 KiB
- reference/examples/year-end-1099.md4.4 KiB
- reference/gotchas.md3.2 KiB
- reference/output-formats.md3.0 KiB
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Syntax-file, code seperations,code vault integeted with css definition.
Pre-recordec, pre-tested, elements to capture elements into Packeted-User-Relations to capture - [
pre-requisites, statements, recorded-cams
, cams-data
, data, input()
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Requirements and compatibility
Written for: Claude Code, Claude apps
Works with: Claude Code, Claude apps, OpenAI Codex, GitHub Copilot, Cursor, Gemini CLI, Kiro, OpenCode, Goose, Amp, Roo Code, JetBrains Junie, Factory Droid, Devin (ex-Windsurf), Mistral Vibe, OpenHands, Letta
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Attribution and licence
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- anthropics/knowledge-work-plugins · small-business/skills/tax-season-organizer · commit e050c2e
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