tax-season-organizer

Generate CPA-ready quarterly tax estimates and 1099-NEC prep lists from QuickBooks data.

Updated May 20, 2026
One-click install
npx skills add https://github.com/paywhereb/paywhere-claude-plugins --skill tax-season-organizer
Or copy as Structured Prompt for Agent
Please help me install this Agent Skill.
Skill: tax-season-organizer
Source: https://github.com/paywhereb/paywhere-claude-plugins/tree/main/paywhere-smb/skills/tax-season-organizer
Command: npx skills add https://github.com/paywhereb/paywhere-claude-plugins --skill tax-season-organizer

SYSTEM DOCUMENTATION & REQUIREMENTS

💡 This Skill includes references (resource) components.

What problem does it solve?

Tax Season Organizer generates CPA-ready, non-advice prep materials for quarterly estimated tax payments and year-end 1099-NEC preparation. It helps small business owners turn QuickBooks (and optionally Paywhere) data into structured documents with clear assumptions and a calculator-style breakdown.

Core Features & Use Cases

  • Quarterly estimated tax prep: Pulls QuickBooks YTD Profit & Loss, computes self-employment tax, estimates federal income tax using an assumed bracket, subtracts already-paid estimates, and outputs a quarter-specific due amount with safe harbor context.
  • Year-end 1099-NEC preparation: Scans QuickBooks vendor payments (and optionally cross-checks Paywhere ACH/wire outflows) to build a candidate list for contractors paid $600+ with W-9 status and action items.
  • Accuracy guardrails for accountants: Explicitly states assumptions (e.g., business type, bracket rate), flags near-threshold items, and avoids merging likely different payees, while clearly labeling outputs as not tax advice.

Quick Start

Tell the skill what you need (quarterly estimate or 1099 prep) and, if prompted, confirm your business structure and upload/export the relevant QuickBooks reports or provide the necessary P&L/vendor CSV so it can produce the formatted accountant review document.

Frequently Asked Questions about tax-season-organizer

High-intent search queries and answers about installing and using this skill.

FAQPage Schema
How do I calculate quarterly estimated tax payments from QuickBooks data?

To calculate quarterly estimated tax payments from QuickBooks, generate a CPA-ready summary using your YTD Profit & Loss. This computes self-employment tax, applies an assumed bracket, subtracts paid estimates, and provides safe harbor guidance for the specific quarter due.

How do I prepare 1099-NEC forms and track missing W-9s for contractors?

Prepare 1099-NEC forms by scanning QuickBooks vendor payments to aggregate contractor payees. The output flags the $600 payment threshold, identifies current W-9 status, and generates an action list for missing W-9s to ensure CPA-ready documentation.

Can I use Paywhere ACH and wire outflows to cross-check 1099 vendor payments?

Yes, you can cross-check 1099 vendor payments using optional Paywhere ACH and wire outflow data. This cross-reference scans QuickBooks vendor payments to verify contractor payee aggregation and accurately flag individuals paid over the $600 threshold.

What is included in CPA-ready tax estimation documentation for small businesses?

CPA-ready tax estimation documentation includes a calculator-style breakdown of YTD net income, self-employment tax, and federal income tax estimates. It explicitly states all assumptions, applies non-advice framing, and provides safe harbor context for accountant review.

How are near-threshold payments and payee duplicates handled during 1099 prep?

During 1099 prep, near-threshold payment items are explicitly flagged for review, and threshold-based filtering is applied to exclude sub-$600 vendors. Safeguards also prevent merging likely different payees to ensure accurate contractor payee deduplication.

Does tax estimation output provide official tax advice for my specific business structure?

No, tax estimation output does not provide official advice. It explicitly enforces non-advice framing and labels all structured documents as prep materials, requiring your CPA to review the assumed bracket rates and business structure details before filing.