Independent contractors managing self-employed taxes should stay proactive about independent contractor deductions and year-round recordkeeping.
Why It Matters for Self-Employed Taxes
Wonolo gigs fill gaps fast, but you still run an independent business. Missing onboarding paperwork or underpricing work will choke your growth.
Key Earnings & Expense Buckets
- Keep copies of background checks, badges, and PPE purchases tied to specific warehouses.
- Track mileage, public transit, or rideshare expenses used to reach pop up shifts.
- Record any referral or compliance bonuses as separate income streams.
Weekly Workflow
- Review gig ratings and feedback weekly to see which clients invite you back.
- Note OSHA or workplace training requirements so you renew them before they expire.
- Estimate taxes after every payout and move cash into a separate reserve account.
Tools & Next Steps
- Digital vaults like Dropbox or Google Drive for contracts, NDAs, and ID badges.
- Budget trackers that show income by client so you know who deserves priority.
- Mileage tracking apps that can switch between car and public transit expense entries.
With a professional playbook, Wonolo becomes a reliable source of high paying pop up work, not a scramble for random shifts.
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.