The name Rick Ross might conjure images of a famous rapper, but this story is about a different Rick Ross – a 44-year-old independent trucker who’s making waves in the longboarding community. This Rick, spotted cruising around Philadelphia with a cowboy hat and a whip, is an original. He’s not chasing fame or fortune; he’s simply enjoying the ride.
Rick Ross, the longboarding cowboy, cracking his whip while riding in Philly
Our initial curiosity about the “other” Rick Ross quickly turned into an engaging conversation, revealing a man who lives life authentically and has a unique perspective on everything from longboarding to human nature.
More Than Just a Name
Yes, his legal name is Richard A. Ross. No, he wasn’t bothered when the rapper Rick Ross rose to fame. In fact, he admits to initially disliking the rapper before eventually becoming a fan. He even interviewed Freeway Ricky Ross, the man who inspired the rapper’s name, for his YouTube channel. It’s a strange coincidence, but the name is where the similarities end.
When asked if people often mistake him for the rapper, Rick recounted an amusing job application experience where his name led the hiring manager to believe he was a white man.
Rick Ross during his Jenkem interview
Currently working as an independent trucker, Rick describes his life as fulfilling, despite the occasional truck breakdown. At 44, he doesn’t consider himself a young kid, but admits that when he shaves and carries his whip, he sometimes feels younger.
From Bart Simpson to Downhill Runs
Rick’s interest in skateboarding began in his childhood, inspired by Bart Simpson. However, his dad never bought him a board. It wasn’t until his 30s, after trying his nephew’s subpar Walmart board, that he got serious about it. He invested in new wheels and discovered a love for longboarding.
Unlike many skaters, he doesn’t follow pro skaters or the skate scene on Instagram. Instead, he found his own community in South Philly, where his focus became speed and downhill runs. “My trick… I was just fast,” he says.
Rick Ross in action, longboarding down a hill
A Cultural Explorer
South Philly, with its mix of Irish, Italian, Vietnamese, Cambodian, and Chinese cultures, has sparked his curiosity. Rick has a passion for languages, claiming he can speak five fluently. This passion stems from his desire to understand different cultures and connect with people. He’s even traveled to Korea and Japan multiple times, taking his board with him.
The Whip: More Than Just a Prop
About two years ago, Rick added a whip to his longboarding attire. It’s not just a random accessory; it’s a symbol of authenticity and self-challenge. He took the time to learn how to use the whip, refusing to carry it without the skill to back it up. He draws comparisons to characters from the anime Demon Slayer, suggesting he sees himself as a disciplined warrior.
Rick Ross holding his whip
While the whip has helped break up fights, he avoids using it for violence. Instead, he strives to stay on the light side, learning from past experiences and striving to be just in his decisions. “Luckily, I’ve been very sane with it and very cautious.”
Empathy and Self-Improvement
Rick’s emphasis on empathy and mental well-being are prominent in his conversations. He believes that a lack of empathy is a sign of a sociopath or narcissist. He also has a fascination with psychology, even using it to connect with the interviewer by correctly identifying their personality type (ENTJ) from the Myers-Briggs test.
Rick Ross skateboarding with his signature whip
Rick reveals that his interest in learning about the human psyche began around the time he started using the whip. He’s also studied a range of subjects, including electrical, mechanical, and civil engineering. This self-driven pursuit of knowledge highlights a man who is always striving for self-improvement.
The Joy of Downhill and Cultural Immersion
Currently, what Rick enjoys most about longboarding is the thrill of downhill runs. He’s even sought out challenging hills during his travels to South Korea and Japan. He recounts humorous stories of his trips, such as the time he was drunk and fell, only to have Japanese locals help him up and admire his afro.
Rick Ross smiles while talking about longboarding and traveling
And no, the whip doesn’t enter the bedroom; it’s strictly a street accessory, though he humorously mentions one encounter where he was asked to bring it into the bedroom.
More Than Just a Skateboarder
When asked about the negative stereotypes associated with skateboarders, Rick reframes the narrative, describing them as “dandelion children.” This term describes children who have grown up in difficult environments yet still manage to become decent people. He relates this to his own upbringing and highlights that it can often foster sensitivity and strength.
Rick stresses the importance of having a positive support system that encourages personal growth. He values authentic connections and believes that those who genuinely look out for your well-being are essential.
Rick Ross longboarding with his whip
An Authentic Original
Rick Ross is more than just a longboarder with a whip; he’s a multi-faceted individual who challenges conventions, embraces culture, and values personal growth. He’s a testament to the idea that you can forge your own path while staying authentic. His unique perspective, coupled with his genuine enthusiasm, reminds us all to embrace life’s journey and keep rolling.
