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Skate Legend Steve Caballero Starts a 365-Day Kickflip Challenge & Calls Skaters to Join

Cab: "Anyone else up for this challenge?"
ShreddER August 14, 2026
Steve Caballero Starts a 365-Day Kickflip Challenge
Credit: The Platfrm; Steve Caballero

Christian skateboarding legend Steve Caballero has decided to give himself a pretty simple challenge for the next year.

RELATED: Steve Caballero Credits Jesus Over Fear, “If You Are Depressed, You Are Living in The Past”

Steve Caballero Credits Jesus Over Fear
Credit: Steve Caballero; Christian life

The goal is to land a kickflip every single day for 365 days.

The 61-year-old shared the news with his followers, announcing the start of his new kickflip-a-day challenge and asking other skaters if they wanted to take part too.

Cab officially started the challenge with day one at The Breakfast Club in Santa Barbara, where he landed his first kickflip of the year.

The sesh was filmed by Harry Boyd and Ken Clark, giving Cab a clip to kick off what could become a very long collection of daily kickflips.

“Today I started a #kickflipaday challenge for a year straight (365 days),” Caballero wrote.

He then asked, “Anyone else up for this challenge?”

The idea is simple enough. One kickflip every day, with Cab keeping track from day one all the way to day 365.

For someone who has spent decades skating, it is also a fun way to keep a classic trick in the daily routine and give other skaters something they can follow along with.

Cab has already given the challenge its own hashtag, #cabdoakickflip, while also tagging @kickflipoftheday.

That gives other skaters an easy way to share their own attempts and potentially join Cab for the year-long challenge.

Day one is officially in the books, so now there are 364 more kickflips to go.

The bigger question is how many other skaters will take Cab up on his invitation and start their own #kickflipaday challenge?

Cab Posted:

"So today I started a #kickflipaday challenge for a year straight (365 days)

Anyone else up for this challenge?

Day one ☝🏻 1/365 started this morning at @thebreakfastclubsb at Poods and filmed by @harryboy77 and @k3nclark 🤗... let do this 🙏🏼 #cabdoakickflip @kickflipoftheday"

View this post on Instagram

A post shared by Steve Caballero (@stevecaballero)

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