Peter James, once a child captivated by the strategic depths of Risk, who dreamed of being a “boss,” realized his ambition in a way he might not have initially envisioned. Decades later, James ascended to become the regional vice president of the Chicago Outlaw Motorcycle Club, stepping into a world far removed from board games, yet equally defined by territory and power dynamics.
For over half a century, the “Big Four” motorcycle clubs – the Outlaws, Hells Angels, Pagans, and Bandidos – have engaged in a silent battle for dominance across the American landscape. The Outlaws, boasting the oldest lineage, trace their roots back to 1935 on the fringes of Chicago, maintaining their stronghold in the Great Lakes region. In contrast, the Hells Angels command the largest global presence, with chapters spanning over 50 countries. The Pagans assert their influence along the eastern seaboard, while the Bandidos primarily reign in the South, particularly within Texas. These formidable groups are classified by the FBI as “outlaw motorcycle gangs” and fall under the purview of the federal RICO Act.
Peter James has since transitioned away from the Outlaws, but his experiences within this clandestine world are chronicled in his book, The Last Chicago Boss, co-authored with Kerrie Droban. While the book may not deliver the sensationalized exposé of organized crime often depicted in fictional narratives like Sons of Anarchy, it offers a compelling glimpse into the intricate and sometimes turbulent existence within a close-knit motorcycle club operating in the Chicago area.
We had the opportunity to discuss with Peter James the realities of biker culture, the often-distorted portrayal of motorcycle clubs in popular media, and his cherished local riding routes.
Unmasking the Misconceptions of Outlaws Biker Clubs
What are the most prevalent misunderstandings people have about motorcycle clubs?
A common misconception is that every individual associated with a motorcycle club is inherently a criminal. This is simply not the case. Many are drawn to a particular life philosophy, an “outlaw” ethos, if you will. For me, rules are often seen as guidelines rather than strict commandments. While I acknowledge the value of many rules, I believe in exercising personal judgment when they seem inapplicable to my situation.
Certainly, there are individuals within these clubs who engage in criminal activities; the evidence is readily available. I won’t deny that reality. However, societal perspectives evolve, and motorcycle clubs are no exception. This mirrors the transformations observed within other groups, such as the Chicago Outfit.
Navigating Legal Ramifications and Media Portrayal
Considering the historical criminal allegations leveled against the Outlaws, did you harbor any concerns about the legal implications of publishing your book?
This is a recurring theme in interviews. Questions often appear straightforward, but the underlying realities are far more nuanced. The dichotomy between my lived experience within the Outlaws and the public perception shaped by media is vast and complex, warranting lengthy discussion to truly unpack.
Even with relatively balanced articles, such as one published in the Sun-Times last year, the ensuing repercussions can be disproportionate. In that instance, a blogger falsely accused me of witness intimidation. Such an act would undoubtedly lead to imprisonment, not continued freedom. I even received inquiries from law enforcement agencies questioning my intentions, to which I simply responded that I was merely answering questions truthfully.
How did real motorcycle clubs perceive the television series Sons of Anarchy?
Sons of Anarchy arguably inflicted significant damage upon motorcycle club culture. The protagonist, Jax, is depicted as a biker, yet his actions are more akin to those of a serial killer. This portrayal is far from reality.
The show inadvertently triggered the emergence of numerous amateur groups hastily forming clubs, adopting patches without any comprehension of club history or established protocols. It essentially created a chaotic free-for-all.
I would caution these groups, stating their lack of understanding and suggesting they might as well wear sports team jackets for all the recognition they’d garner within established biker circles. While they might operate unnoticed in certain areas like Chicago, venturing into territories like Indiana or Wisconsin with improperly earned patches could provoke unwanted and potentially dangerous confrontations. Wearing club colors is a declaration, a willingness to defend that identity and the values it represents.
Choosing Your Ride and Embracing the Biker Lifestyle
What is your preferred motorcycle, and what key advice would you offer to prospective buyers?
My personal preference leans towards the Harley Heritage Softail. Being a larger individual, I require a substantial and robust bike, but I prefer to avoid the “bagger” style with excessive rear storage, bulky saddlebags, and windshields that detract from the open-air riding experience. At that point, one might as well opt for the comfort of a car, complete with air conditioning.
For anyone considering purchasing a motorcycle, my primary recommendation is to physically sit on various models and swing a leg over each. The bike that elicits the strongest sense of joy and excitement is invariably the right choice. Equally important is the feeling of safety and control. If you find yourself unable to comfortably place both feet on the ground, the bike is likely unsuitable.
Could you share some of your favorite riding destinations in and around Chicago?
The ideal routes are those that minimize traffic congestion and offer smooth road surfaces. One of my preferred rides involves heading east on 290 to Lake Shore Drive, then north to Sheridan Road for a turnaround, followed by a southbound journey back down, transitioning onto I-55 south to 355, and finally concluding in Lockport.
Living in the western suburbs near La Grange, Archer Road towards Lockport used to be a favorite, but increasing development has altered its character. It sometimes feels like a natural habitat encroached upon.
On Sundays, US-41 heading towards the Wisconsin border becomes a popular route, teeming with motorcycles. Similarly, IL-173 towards Richmond offers a pleasant ride with numerous biker-friendly stops along the way, including bars and burger joints.
The Rider’s Mindset: Philosophy and Peril
What occupies your thoughts while riding?
When leading a group of 25 or 30 bikes, my focus is on maintaining the group’s cohesion, ensuring everyone’s safety, and keeping the ride flowing smoothly. However, when riding solo or with a single companion, my mind is free to wander.
Motorcycling, while perceived as dangerous by some, is not inherently so. However, mistakes on a motorcycle can be unforgiving. I often visualize the road as a jungle, with trucks as elephants – dominant and indifferent. Cars are like lions, focused on their own path, disregarding others. Motorcyclists, in this analogy, are the gazelles. If we lack vigilance and agility, the elephants and lions will inevitably cause harm. This underscores the critical importance of reliable tires and brakes, and unwavering attention to the road. Negligence can have severe consequences.
