Transportation and automotive · Tax · Books · Insurance

Taxes and insurance for rideshare and delivery drivers

The apps pay you, but nobody withholds tax. We track your miles, plan quarterly payments and keep your car properly covered.

Rideshare, food delivery and courier drivers work with our office to get every mileage deduction, avoid surprise tax bills and make sure their auto policy covers the hours they drive.

Reviewed by Orkun Ozkaymak, CPA, MBA·Clients in all 50 states and abroad

Rideshare and delivery drivers

Your own business on four wheels

Driving for an app makes you self-employed. That means self-employment tax, quarterly estimated payments and a Schedule C, plus an auto policy that has to account for the hours you drive for hire.

We keep it simple: organize your app statements, capture every mile and expense, and set up estimated payments so April holds no surprises.

Special needs

What drivers need, and how we help

The most common problems we fix for drivers.

01

No tax withheld

Apps send 1099 forms but withhold nothing, so income tax and self-employment tax pile up until April.

How we helpWe estimate your tax each quarter and set up payments so you pay as you go and avoid penalties.

02

Mileage is the biggest deduction

Drivers who skip a mileage log often lose thousands in deductions, and the app totals rarely include miles driven between trips.

How we helpWe help you keep a simple log, compare the standard mileage rate with actual costs and claim the larger deduction.

03

Several apps, several forms

Different apps send Form 1099-K or 1099-NEC with gross amounts that include fees the app kept.

How we helpWe reconcile each app statement so you are taxed on what you actually earned and fees are deducted properly.

04

Gaps in your auto coverage

A personal auto policy may not respond the same way while you are logged in and waiting for a ride request.

How we helpOur agency reviews your policy for rideshare and delivery use and shows you options for the hours you drive.

Calendar

Filings we keep on schedule

The recurring deadlines rideshare and delivery drivers face most often. We track them for you and send reminders before anything is due.

  1. Apr 15Jun 15Sep 15Jan 15Estimated tax paymentsFederal and Illinois quarterly estimates.
  2. Late JanuaryApp tax forms arriveForms 1099-K and 1099-NEC from each platform.
  3. April 15Form 1040 with Schedule CYour personal return with driving income and deductions.

Dates shown are for calendar-year filers. When a due date falls on a weekend or holiday, it moves to the next business day.

QuickBooks Online

Books built for rideshare and delivery drivers

We keep a simple ledger of income by app and expenses by category, ready for your Schedule C.

Our office sets up QuickBooks Online with a chart of accounts designed for your industry and your entity type, mapped line by line to your tax return. Your books are ready for filing season all year.

Questions

What rideshare and delivery drivers ask us

Do I have to pay quarterly taxes as a driver?

If you expect to owe $1,000 or more for the year, the IRS expects quarterly estimated payments. Paying on time avoids underpayment penalties.

Standard mileage or actual expenses?

The standard mileage rate is simpler and usually larger for fuel-efficient cars. Actual expenses can win for costly vehicles, but the choice in the first year limits later options. We compare both.

Does my personal auto policy cover rideshare?

Not always, especially while you are logged in waiting for a request. We review your policy and explain the options.

Next step

Let's talk about your business

Request an insurance quote, or start your company with our office. Prefer to talk first? Book a time, virtual or in person.

Call the office773-536-9272Mon to Fri, 9:00am to 5:00pmtax@ozfield.cominsurance@ozfield.com