Insurance Basics for Point Pickup Drivers

Upgrade your Point Pickup insurance with coverage options for retailer contracts, vehicle use, and cargo liability while tracking deductible costs and renewals.

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

Retail partners expect Point Pickup drivers to carry more than personal auto insurance. A fender bender without coverage can erase months of earnings.

Key Earnings & Expense Buckets

Record the monthly cost of rideshare or delivery endorsements added to your policy.
Deduct dash cams and security cameras that help document incidents during retail deliveries.
Track safety gear like steel toe shoes, gloves, and back braces for heavy item drops.

Weekly Workflow

Review insurance declarations twice a year to confirm your policy lists delivery use.
Document photos of every load, especially high value retail items, before leaving the store.
Maintain a simple accident kit with forms, pens, and disposable cameras in your glove box.

Tools & Next Steps

Insurance comparison services such as CoverDash tailored to gig drivers.
Secure cloud storage for policy documents, store contracts, and delivery manifests.
A claims log template capturing date, store manager contact, and adjuster info if issues arise.

Prepared drivers win the best routes. Show partners you manage risk and your Point Pickup schedule will stay full.

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.