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    Schedule C Tax Prep Workbook

    by Dan Timms

    1

    This Skill produces a worksheet for your review or your CPA's review.

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    See it in action

    You say

    Categorize my 2025 business expenses from this list: $1,200 for a new laptop, $450 for AWS hosting, $800 for office rent, $150 for a client lunch, and 2,500 business miles driven.

    Your agent does

    2025 Schedule C Worksheet (Draft)

    Line 13 (Depreciation/§179): $1,200 [Laptop] Line 11 (Contract Labor/Cloud): $450 [AWS] Line 20b (Rent): $800 Line 24b (Meals 50%): $75 Line 9 (Vehicle): $1,750 (2,500 mi x $0.70) Audit Risk: Meals require §274(d) substantiation (who/what/where).

    What you get

    Map raw bank exports to specific IRS Schedule C expense lines automatically.Calculate the most tax-advantaged home office and vehicle deduction methods.Generate defensible audit-risk memos with specific IRC legal citations.Compute 1040-ES quarterly estimated tax payments and safe-harbor amounts.Create a handoff memo for your CPA or a crosswalk for TurboTax/FreeTaxUSA.

    About this skill

    A Claude Skill that does the THINKING part of self-employment taxes: it turns a pile of 1099s and a messy expense export into a complete, defensible IRS Schedule C (Form 1040) worksheet — every line filled, every deduction flagged, every audit risk noted — ready to punch into TurboTax/FreeTaxUSA or hand to a CPA.

    Built for the 2025 tax year (the return filed by April 15, 2026).

    NOT TAX ADVICE. This Skill produces a worksheet for your review or your CPA's review. Final positions on your tax return are your responsibility.

    WHO IT'S FOR

    Solo sole proprietors, 1099 contractors, freelancers, and single-member LLCs taxed as sole props, with gross receipts roughly $20K–$250K, who are either doing their own taxes or prepping a clean handoff to a CPA.

    WHAT IT DOES

    1. Line-by-line Schedule C worksheet — Part I income, Part II expenses (lines 8–27), Part III COGS, Part IV vehicle, Part V other — every line slotted with your numbers.
    2. Expense categorization engine — drop in a CSV/bank export/paste; it maps each row to the correct Schedule C line, flags ambiguous rows for review, never silently miscategorizes.
    3. Deduction flagging — home office (simplified vs. actual), vehicle (standard mileage vs. actual), QBI/§199A, self-employed health insurance, SEP-IRA/Solo 401(k) room, startup costs, §179 vs. bonus depreciation.
    4. Audit-risk memo — flags high-audit-risk patterns with the IRC cite and the exact records to substantiate each.
    5. Quarterly estimated tax — 1040-ES Q1–Q4 amounts plus safe-harbor analysis.
    6. Handoff package — a TurboTax/FreeTaxUSA interview crosswalk, or a one-page CPA summary memo.

    THREE WORKED EXAMPLES INCLUDED — Freelance designer ($85K, home office + vehicle), Consultant LLC ($180K with SEP-IRA + SE health + QBI), Etsy seller ($42K COGS-heavy). Each produces a complete line-by-line Schedule C, not a summary.

    WHY $25? TurboTax Self-Employed is $129+ every year. This is $25 once and re-usable next year as IRS limits update. The QBI taxable-income math in here is the exact place TurboTax buries people.

    How to install

    Drop the file into your AI Agent. Works with Claude, Cursor, ChatGPT, and 20+ more.

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    Creator

    vCIO and IT strategy advisor. Over a decade watching solo operators, small firms, and DTC brands lose hours to mediocre tools. Building Skills that fix the gaps I see in the field — Amazon, Etsy, Shopify, tax prep, meetings. One-time purchase, no subscriptions, no upsells.

    Frequently Asked Questions

    Popular in Finance, Legal & Accounting