Car Week 2026

Welcome to Car Week 2026, where your ride is your ticket to the spotlight and a chance at $500! Octopus is rolling out a full week of community content designed to celebrate drivers, their vehicles, and the stories that keep everything moving in rideshare. Car Week 2026 is your chance to rev up and take the checkered flag, so let’s hit the gas!

Scroll down to see the details for contest entry and livestream details. 

Digital Glovebox

Whether you’re here to compete, show off, learn something new, or just enjoy the ride, there’s a spot for you in every lane.

Win $500!
Submit a photo of your rideshare vehicle and compete in a public voting showdown for a chance to win cash and earn points!
Click Here To Enter Best on Road
Co-Pilot Cuties
Your pet, your pride. Share your cutest co-pilot and join a feel-good gallery of the cutest companions on the road.
Click Here To Submit Your Sidekick
The J&J Pit Stop: Scratch & Fix Special
Tune in live as Juan and Jonathon walk through simple DIY techniques to clean up scratches and surface damage.
Check back here Tuesday, April 14th at 2pm ET when the livestream starts to grab the join link and watch live.

Road Tales

Got a story that still lives rent-free in your rearview mirror? Time to put it in park and tell it right here. Submit an original story that happened to you centered around a vehicle or car-related moment in the comments section of this page (below) and earn bonus points! 

This is your chance to share the moments that happened in, around, or because of a vehicle. Maybe it was a road trip that went completely off-script, a breakdown that turned into a breakthrough, or a random parking lot encounter you still think about. Funny, chaotic, meaningful, unforgettable, if a car was part of the scene, it’s fair game.

How it Works:

  • Submit an original story centered around a vehicle or car-related moment
  • Stories do not have to be rideshare-related
  • Each entry must be your own experience
  • Limit up to 3 story submissions per driver
  • Earn +50 points per approved entry
  • Keep it appropriate and community-friendly

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Did a four day road trip from New York to Las Vegas Nevada stopping at countless scenic and touristy spots along the way. Once in a lifetime never forget moment moment in time. Especially driving through the Rockies and into Utah! Amazingly gorgeous terrain.

Mid Covid, I got a HUGE ride going from Gulf Shores AL to the NW corner of Hammond LA. 2am & just about to time out. Turns out it was a Lady on a Girls Weekend & her son had been rushed to the hospital. She didn’t drive & everyone was intoxicated. 4 other drivers had canceled on her. Scooped her up & she was all over the map emotionally. I was able to get her calm, made many stops for her &, by the time we arrived, she was settled & able to focus. The tip from her husband was, let’s say, spectacular!

Who can forget driving someone who appeared to be very down on his luck a medium distance (about 30 miles) and after a friendly back and forth handed a crisp $100 tip from a stack of them lol. Never judge a book by its cover!

I’ll never forget the time I drove across the Chesapeake bay bridge and tunnel system in a thunderstorm. You couldn’t pay me any amount of money to do that again. Psychological nightmare