Independent contractors managing self-employed taxes should stay proactive about independent contractor deductions and year-round recordkeeping.

💡 Set aside 25% of every gig payout for self-employed taxes so independent contractor deductions cover quarterly payments.

Why It Matters for Self-Employed Taxes

Moving gigs beat up your truck and require extra hands. Without detailed tracking you could lose money on every large Dolly job.

Key Earnings & Expense Buckets

  • Deduct moving blankets, ratchet straps, furniture dollies, and ramp maintenance.
  • Track fuel separately for city moves versus long distance hauls to understand profitability.
  • Record helper payouts with dates and contact info for year end 1099-NEC filings.

Weekly Workflow

  • Inspect equipment before each job and note wear so replacements are budgeted.
  • Collect deposits or trip minimums upfront to cover travel if a customer cancels.
  • Photograph load in and load out stages to defend against damage claims.

Tools & Next Steps

  • Job costing worksheets that calculate profit per Dolly request.
  • Expense apps like Expensify to store fuel and supply receipts in one place.
  • Contract templates outlining scope, liability, and payment terms for off platform clients.

Treat every move like a mini logistics company and Dolly will reward you with repeat customers and five star reviews.

How do I track mileage for gig work in 2025?

Use IRS-approved mileage logs or apps like Everlance to document date, distance, and purpose for every self-employed trip.

Can I deduct equipment or vehicle lease payments?

Yes, deduct the portion tied to independent contractor work; keep receipts and lease statements for 1099 tax audits.

When should I pay quarterly estimated taxes?

Send payments by April, June, September, and January to cover self-employed taxes and avoid IRS penalties.

What records should independent contractors keep?

Maintain income statements, mileage reports, receipts, and bank deposits to support deductions and 1099 filings.

How can I reduce surprise tax bills as a freelancer?

Estimate your independent contractor deductions monthly, set aside 25-30% of income, and automate transfers to a tax savings account.

See Also

Uber 1099 Guide