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AI agent for tax advisors

Wash Sale and Tax Lot Tracker Agent

A wash sale schedule with adjusted cost basis that reconciles to broker tax forms

ComplianceFinance
See how it worksGet access
Wash Sale and Tax Lot Tracker Agent: what goes in, what the agent does and what you get

What it does

Wash sale rules reach across accounts, and brokers only see their own. This agent reads trade history from every taxable account the trader owns. It matches each sale at a loss with purchases of the same or substantially identical security within 30 days before or after. For every match, it disallows the loss and adds it to the cost basis of the replacement lot, then recalculates holding periods. It totals the results and checks them against the broker tax forms, investigating any difference such as a missed account or a split lot. It repeats the match until totals reconcile or the gap is explained. The trader or tax advisor approves the final schedule. Edge case: a repurchase inside an IRA is flagged for advisor review because the loss may be permanently disallowed.

How it works

Follow the arrows from top to bottom. The orange dashed arrow is the loop: when a check fails, the agent goes back and tries again.

Start and resultWhat it doesA check on its own workWaits for your OKGoes back and retries
Yes, continueYes, continueApprovedNoNo 1 STARTS WHEN Month ends or tax forms arrive 2 USES A TOOL Import trades from every taxable account 3 DOES List all sales at a loss 4 DOES Match each with purchases inside the 30-day window 5 DOES Disallow losses and adjust basis and holding periodof replacement lots 6 CHECKS THE RESULT Do the totals match each broker tax form? If not: find missed accounts, split lots or partialmatches and rematch. Back to step 3. 7 DOES Flag repurchases in IRAs and spouse accounts 8 CHECKS THE RESULT Is every lot's basis traceable to a trade? If not: fix the lot allocation and rerun the basisadjustment. Back to step 4. 9 YOU APPROVE Trader or tax advisor approves the final schedule 10 RESULT Wash sale schedule and adjusted lots
Read the steps as a list
  1. Month ends or tax forms arrive
  2. Import trades from every taxable account
  3. List all sales at a loss
  4. Match each with purchases inside the 30-day window
  5. Disallow losses and adjust basis and holding period of replacement lots
  6. Do the totals match each broker tax form?If not: find missed accounts, split lots or partial matches and rematch. Back to step 3.
  7. Flag repurchases in IRAs and spouse accounts
  8. Is every lot's basis traceable to a trade?If not: fix the lot allocation and rerun the basis adjustment. Back to step 4.
  9. Trader or tax advisor approves the final scheduleThe agent waits here for your OK.
  10. Wash sale schedule and adjusted lots

How it decides

A sale at a loss is a wash sale when a matching purchase occurs within 30 days before or after. Partial matches are allocated by share count.

  • Match purchases from 30 days before to 30 days after the sale
  • Allocate partial matches by share count in first-in order
  • Flag any purchase in a retirement account for advisor review
  • Accept a difference to the broker form only with a written reason

Make it yours

Every agent is a starting point. You choose these settings for your own situation.

  • Accounts to include
  • Window length (default 30 days each side)
  • Lot method (default first in, first out)
  • Reconciliation tolerance (default $5)

What keeps you in control

It always asks you first

  • Final wash sale schedule

Hard limits

  • Does not file or change tax forms
  • Does not give tax advice beyond the matching

It stops when

  • Done: totals reconcile or the gap is explained and approved
  • Stop: an account's trade history is missing

Set it up

We guide you through the set-up, step by step

Members get the full set-up guide for this agent. No technical skills needed: you copy, paste and upload.

10 minto set it up in your AI
5 AIsChatGPT, Claude, Copilot, Gemini, Grok
  • One set of instructions to paste into your AI, with the clicks for ChatGPT, Claude, Microsoft 365 Copilot, Gemini and Grok
  • The agent then walks you through connecting your own data, one source at a time
  • A downloadable copy with the flow chart, the rules and the full guide
Get access to this agent

An example run

What happensAcross three accounts the agent found 17 loss sales and 6 wash sales, disallowing $3,420. Broker A's form showed $2,900, so the check failed. It found a purchase in a second account that Broker A did not see, rematched and tied out at $3,420. One purchase in an IRA was flagged. The advisor approved the schedule.

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