Write Off & Win

Write-Off & Win: The Freelancer Tax Kit

Be the Boss of Your Books — Not the IRS

Tax season doesn't have to mean chaos. If you're a freelancer,c ontractor, or side hustler, Write-Off & Win is your complete system for tracking income, capturing deductions, and organizing your tax life without spreadsheets, stress, or surprise IRS letters.

Built by the team at From Debt to Done™, this kit helps you stay tax-ready all year, save money with smart write-offs, and respond with confidence if the IRS ever comes knocking.

✅ What’s Inside:

● Income Tracker

Log 1099s, client payments, affiliate revenue, and digital sales

● Expense Log

Track write-offs for software, supplies, education, subscriptions, travel, and more

● IRS-Ready Document Checklist

Know what to gather before filing or meeting with your tax pro

● Home Office & Mileage Logs

Simplify deductions the IRS loves to question

● Quarterly Tax Estimator

Avoid penalties by planning your estimated taxes like a pro

● AI-Boosted Prompts for Tax Help

Use ChatGPT to organize your data, clarify deductions, and draft IRS letters (yes, really)

Designed for Creators, Hustlers & Self-Starters:

Whether you're a graphic designer, virtual assistant, writer, coach, or content creator — this kit gives you the clarity and control your business deserves.

From the Desk of Jamaal Solomon, EA

20+ years in tax resolution. I’ve seen what happens when freelancers wing it — and how powerful it is when they don’t.