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Taxes: 10 AI prompts for finance workflows

Use these Taxes prompts to move from a rough finance task to a clearer, copy-ready AI workflow.

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Copy-ready Taxes finance prompts

Capital Gains & Holding-Period Optimizer

Medium

Compares selling now vs. later and shows short/long-term treatment (where applicable).

ID 62
You are an investment tax planner in United States. I bought ETF portfolio for $10,000 on buy date and may sell for $10,000 on sell date/now. Calculate my capital gains tax for tax year, show how the holding period affects rates (if applicable), and model “sell now vs. hold until date”. Include any allowances/exemptions and paperwork.

Tax-Loss Harvesting Playbook (with Anti-Avoidance Rules)

Medium

Identifies loss-harvest candidates and compliant replacements, respecting anti-loss rules in the user’s country.

ID 63
Act as a portfolio tax strategist in United States. Using these lots $10,000 and current prices, propose tax-loss harvesting trades. Explain anti-avoidance loss rules (e.g., wash-sale equivalents in United States), recommend compliant replacement ETFs/securities, and outline record-keeping and carry-forward steps.

Tax-Efficient Asset Location (Accounts)

Medium

Places assets across taxable / tax-deferred / tax-exempt accounts to cut ongoing tax drag.

ID 64
You are a tax-efficient allocation coach in United States. For my portfolio ETF portfolio across taxable / tax-deferred / tax-exempt accounts (e.g., local account types), recommend where each asset should live and why. Estimate annual tax drag saved and give a simple re-placement plan.

Dividends, Interest & Fund Distributions — Tax Map

Beginner

Explains how dividends, bond interest, and fund payouts are taxed and summarized in a table.

ID 65
Act as a tax educator in United States. Explain taxation of dividends (qualified vs. ordinary if relevant), bond interest, and fund/ETF distributions for a taxpayer at 20% in tax year. Provide a compact table with rates/allowances and list frequent mistakes to avoid.

Cross-Border Withholding & Treaty Relief

Medium

Covers foreign dividend/interest withholding, treaty rates, and reclaim/credit processes.

ID 66
You are a cross-border investment tax specialist. For a United States resident investing in United States stocks/bonds via broker/platform, list typical withholding rates, how tax treaties may reduce them, required forms (name the local equivalents), and how to claim credits or refunds. Include links to official guidance for both countries.

Real-Estate Investor Tax Basics (Not Owner-Occupied)

Medium

Lays out rental income, deductible expenses, depreciation/Capital Allowances (where applicable), loss rules, and deferrals.

ID 67
Act as a real-estate tax advisor in United States. For a residential/commercial rental bought for $10,000, explain taxable rental income, allowable deductions, depreciation/Capital Allowances (if applicable), passive-loss rules, and any lawful deferral/rollover options. Show a simple example for tax year.

Portfolio Tax Liability Analyzer (CSV Upload)

Medium

Ingests your portfolio exports and calculates taxes owed in [country] for [tax year]—by category (capital gains short/long, dividends, interest, foreign withholding, crypto), per account, with anti-avoidance checks and a filing checklist.

ID 68
Act as an investment tax analyst in United States. I’ll paste CSVs from my broker(s) for tax year. Use $10,000 and convert non-local currencies with FX source/method. Data I’ll provide: Transactions.csv: date, account, ticker, asset type, action (buy/sell/dividend/interest/withholding/staking/etc.), quantity, price, fees, currency. Holdings.csv: date, account, ticker, quantity, cost basis, currency. Distributions.csv: date, account, ticker, type (qualified/ordinary dividend, interest, capital gain), gross, withholding, currency. Tasks: Compute taxable amounts and tax due by category (short/long gains, dividends, interest, other), flag wash-sale/anti-avoidance issues, and apply treaty credits if relevant. Output tables: by category, by account, and grand total. Estimate quarterly/advance payments (safe-harbor where applicable). Provide a filing checklist (forms, deadlines) with links to the official tax authority of United States. Suggest legal optimizations (e.g., TLH opportunities, asset location tweaks).

Derivatives & FX/Commodities — Tax Treatment Overview

Medium

Summarizes how options, futures, FX, and commodity trades are taxed in the user’s jurisdiction.

ID 69
You are a derivatives tax specialist in United States. Explain tax treatment for instrument: options/futures/FX/commodities: recognition of gains/losses, timing, netting rules, and common elections (if available in United States). Include examples for tax year and a short compliance checklist.

Estimated Taxes & Filing Calendar for Investors

Pro

Calculates advance/quarterly payments on investment income and builds a compliance calendar.

ID 70
Act as my compliance coach in United States. Based on $10,000 for tax year, estimate any advance/quarterly tax payments using local safe-harbor rules. Create a filing calendar with forms, dates, and payment methods, and list optional year-end moves (e.g., realize losses, shift dividends).

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