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Rideshare & Gig • What's Hot

May 7, 2026• by

Freelance Gear in the Trunk: Camera, Laptop, Music Equipment — What’s Covered

Your car gets broken into. The window is on you. The gear inside the car? That’s where it gets interesting. Most people assume their auto insurance...

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Rideshare & Gig • What's Hot

May 4, 2026• by

Working From Your Car: The Mobile Worker Coverage Question

“Mobile worker” used to mean a sales rep with a Crown Vic. In 2026 it means a freelancer answering email from a Honda Fit in a Trader Joe’s...

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Rideshare & Gig

May 1, 2026• by

Food Truck Owners and the Three Policies You Need

A food truck isn’t a car with a kitchen. It’s three policies bundled together — and skipping the wrong one is the difference between a great...

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Rideshare & Gig

April 30, 2026• by

Cargo Van as a Side Business: Insurance Without the Commercial Headache

A cargo van side business is one of the most common urban hustles. Furniture flipping, moving help, equipment hauling, delivery runs for local businesses —...

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Rideshare & Gig

April 7, 2026• by

Vehicle Wrap Advertising on Your Car: Carvertise, Wrapify, and the Insurance Gotcha

Earning a few hundred dollars a month for driving around with an ad on your car sounds like free money. It mostly is — until your policy reclassifies the...

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Rideshare & Gig

April 3, 2026• by

Usage-Based Insurance for Gig Drivers — A Decision Framework

UBI was built for personal use. Gig drivers are technically welcome — and technically penalized for behaviors that come with the job. The fix is choosing the...

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Rideshare & Gig

February 23, 2026• by

App-Based Driver Worker Classification — Why It Matters for Your Coverage

Whether your gig platform classifies you as a contractor, an employee, or something in between has been a labor question for a decade. It’s now an...

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Rideshare & Gig

February 18, 2026• by

Rideshare Driver Taxes Meet Rideshare Driver Insurance: The Annual Reckoning

Filing as a rideshare driver isn’t just a 1099 question. The insurance side of your annual ledger — endorsement premiums, business-mile splits, claim...

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Rideshare & Gig

January 23, 2026• by

Renting Your Car on Turo or Getaround? Your Personal Policy Is Probably Not Enough

Listing your car on a peer-to-peer platform gets you a side income and a coverage question your personal policy didn’t sign up for. The platforms’...

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Rideshare & Gig

January 5, 2026• by

Your Personal Policy Doesn’t Cover Delivery — Here’s What Does

Every delivery driver assumes they’re covered until the first claim comes back denied. The exact wording on your policy — and on your gig...

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