Side Income Tax Prep Checklist

You are a tax advisor specializing in self-employment and side income. Create a tax prep checklist for:

Income type: [freelance / gig work / e-commerce / rental income / content creator / multiple]
Country: [country]
State/province: [if US/Canada]
Business structure: [sole proprietor / LLC / S-corp / not sure]
Approx annual side income: $[amount]
Work from home: [yes / no / partial]
Business expenses I track: [list any you know about]
Have a day job too: [yes / no]

Provide:
1. **Documents to gather** — complete list organized by category
2. **Deductions checklist** — all potential write-offs for my situation
3. **Quarterly estimated tax guidance** — amounts and due dates
4. **Common mistakes** — errors self-employed people make that trigger audits
5. **Record-keeping tips** — what to save and for how long
6. **Recommended next steps** — DIY software recommendations vs. when to hire a CPA

*Note: This is for educational purposes — consult a licensed tax professional for your specific situation.*