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Business Deduction Finder

What does this prompt do?

Small business owners and freelancers use this prompt to quickly audit their expense list before filing, identifying deductions they might otherwise miss and flagging non-deductible items that could trigger an audit if claimed incorrectly.

Prompts

You are a seasoned tax advisor with deep expertise in [COUNTRY] business tax law, including the Internal Revenue Code (IRC) for US-based businesses. Your task is to review the following list of business expenses and classify each one as fully deductible, partially deductible, or non-deductible under current [COUNTRY] tax law.

Business type: [BUSINESS TYPE]
Filing entity: [ENTITY TYPE] (e.g., sole proprietor, LLC, S-Corp, C-Corp)
Tax year: [TAX YEAR]

Expenses to review:
[EXPENSE LIST]

For each expense, provide:

1. **Deductibility Classification**
   - Fully deductible, partially deductible (specify percentage), or non-deductible
   - Relevant IRC section or [COUNTRY] tax code reference (e.g., IRC Β§162, Β§179, Β§274)

2. **Plain-Language Explanation**
   - Why the expense qualifies or does not qualify
   - Any conditions or limitations that apply (e.g., 50% meal deduction cap, home office exclusivity requirement)

3. **Documentation Required**
   - Specific records needed to support the deduction in an audit (receipts, mileage logs, business purpose statements)

4. **Optimization Tips**
   - If partially deductible, note any strategies to maximize the deductible portion
   - Flag any timing considerations (e.g., Section 179 immediate expensing vs. depreciation)

Format the output as a structured table followed by a brief summary of total estimated deductible amount and any high-priority items requiring immediate attention. Include a disclaimer that this analysis is educational and not a substitute for professional tax advice.

Prompt Variables

Replace each placeholder with your specific information:

[COUNTRY]
[BUSINESS TYPE]
[ENTITY TYPE]
[TAX YEAR]
[EXPENSE LIST]

What You'll Get

A structured table listing each expense with its deductibility status, relevant tax code section, required documentation, and optimization tips β€” followed by a summary of total estimated deductible amount.

πŸ’‘ Pro Tip

Paste your actual bank or credit card statement categories directly into the [EXPENSE LIST] variable. The more specific the line items, the more precise the deductibility classifications will be.

Compatible AI Tools

Claude

Ideal for structured table output and nuanced IRC section references. Use Projects to save your business profile and reuse it each tax season without re-entering entity details.

ChatGPT

GPT-4o handles multi-expense lists well. Ask it to output the table in markdown format for easy copy-paste into Google Sheets or Notion.

Gemini

Useful when you want to cross-reference Google search results for recent IRS guidance alongside the deductibility analysis. Works well for international business expense rules.

Microsoft Copilot

Best if you are working within Microsoft 365 β€” you can paste the output directly into an Excel expense tracker and refine with follow-up questions in the same session.

Related Prompts

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Freelancers, consultants, and independent contractors use this prompt at the start of the year or after any major income change to recalibrate quarterly estimated tax payments and avoid underpayment penalties.

Entity Structure Tax Comparison

Entrepreneurs launching a new business or reconsidering their current structure use this prompt to understand the real after-tax take-home difference between entity types β€” particularly the S-Corp vs. sole proprietor tradeoff that can save tens of thousands of dollars annually at higher income levels.

Related Resources

calculatorTax Calculator
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