Supremacy Enterprises: From a Living-Room Chair to Barbering, Ink, Luxury Rides and Find the Cash Cleveland

Supremacy began with clippers, a chair in a living room and a young Cleveland barber learning one client at a time. Today the family name reaches across Supremacy Barbershop, Supremacy Ink & Piercing Studios and Supremacy Luxury Rides—three businesses connected by presentation, ownership and the belief that a local customer should feel cared for from the moment they arrive.

Research and reporting: Cleveland Boricua · Updated August 17, 2026 · Photographs supplied to Cleveland Boricua by the Supremacy team

The first chair was in the living room

In a published 2020 interview, Khristian Santana said he began cutting hair at 18 after losing a job. That setback created pressure to find a new direction and build a dependable future with a skill he could develop through his own effort. Instead of allowing the struggle to define him, Khristian picked up the clippers, committed himself to learning and turned a difficult moment into the beginning of a career.

Clients came to the house, a chair came out and the living room became the workspace. Some of the people who trusted Khristian in that beginning were still customers many years later. The scene remains the clearest explanation of Supremacy’s foundation: skill developed in public, one client and one correction at a time.

Why Khristian and Jennifer built their own shop

By 2020, Khristian had spent more than 15 years barbering. He and his wife, Jennifer Santana, decided to build a barbershop together. His explanation was direct: I always wanted to own my barbershop.

The couple chose the name Supremacy from the word supreme—their shorthand for aiming above the rest. The goal was larger than a sharp cut. They wanted a premium, dependable experience and a family business they could shape for themselves. Khristian also said that helping other people avoid setbacks he had faced was one of his strongest motivations.

From one chair to a family enterprise

1. Age 18After losing a job, Khristian turns personal struggle into a decision to learn barbering and create a new path forward.
2. Early yearsLiving-room appointments build skill, trust and a loyal client base.
3. 2019–2020After more than 15 years in barbering, Khristian and Jennifer prepare to open their own premium shop.
4. COVID-19The shutdown threatens a shop that has not yet had a fair chance to establish itself.
5. GrowthThe Supremacy identity expands from grooming into tattoos, piercing and permanent makeup.
6. By 2025Independent Cleveland news coverage identifies the family with the barbershop, tattoo parlor and car-rental operation.
7. TodaySupremacy Luxury Rides publicly markets a Cleveland fleet ranging from practical vehicles to an attention-getting Polaris Slingshot.

COVID arrived before the doors had a fair chance

Supremacy’s beginning collided with the hardest possible timing. In April 2020, while shutdowns were stopping personal-service businesses across the country, Khristian said his greatest fear was losing a shop that had not yet opened. Years of work had led to ownership, but the business did not have a long-established stream of appointments when the public-health crisis arrived.

The surviving record does not document every loan, reopening decision or monthly result, so this article will not invent them. What the evidence does show is meaningful: the barbershop moved from a pre-opening COVID fear to an operating Cleveland business, and the family went on to build additional Supremacy ventures.

How the barbershop developed

The official booking page describes a mission built around creativity and a well-groomed gentleman. Independent customer reviews commonly emphasize professionalism, prompt appointments, precise work, cleanliness and children’s cuts. Those are individual opinions, but together they show how clients understand the brand.

A HUSH professional profile describes another stage of Khristian’s development: moving from service provider to operator. Beyond the chair, he became involved in systems, shop culture, branding, marketing, photography, videography and storytelling.

From grooming to Supremacy Ink & Piercing Studios

The Supremacy name later expanded into body art. The official Supremacy Ink website lists tattoos, piercing and permanent makeup. In October 2025, Cleveland 19 News reported that Khristian and Jennifer were operating Supremacy Tattoo Parlor alongside Supremacy Barber Shop and the family’s car-rental operation.

No reliable owner interview located for this report gives the exact opening date of Supremacy Ink or a direct quote explaining its launch, so Cleveland Boricua will not present a guessed date as fact. The public-facing studio emphasizes custom work and personal expression—a natural companion to a grooming business where identity and presentation already mattered.

Supremacy Luxury Rides takes the brand onto Cleveland streets

The third lane is Supremacy Luxury Rides. Its official website describes a Cleveland rental experience built around clean, reliable vehicles, flexible options, real-time support and a smoother booking process. The company’s language is intentional: it wants a rental to feel like part of the occasion, not merely transportation.

The official team page lists Jennifer Santana as owner, Khristian Santana as car agent and chief marketing officer, and Izik Santana as manager. That structure makes Luxury Rides a clear extension of the family-enterprise story. Public Cleveland news coverage confirms the rental operation was part of the Santana business portfolio by October 2025, but Cleveland Boricua did not find a reliable published launch date or an owner interview explaining the exact moment the idea began. We are keeping that line honest.

The public fleet shows both sides of the idea. The official site presents SUVs, hybrids, sedans and electric vehicles for everyday needs, while the Slingshot offers the memorable, open-air side of the brand. Current categories include a Chevy Blazer, Toyota Prius, GMC Terrain, Kia EV6 G-Line and Slingshot S. Availability changes, so customers should confirm the live inventory before making plans.

At the time of Cleveland Boricua’s August 17, 2026 research, the company’s 2024 Polaris Slingshot listing on Turo showed a 4.9 rating and 273 trips. The two-seat automatic vehicle was listed for Cleveland pickup, with delivery choices shown for some locations. Those numbers and terms can change; the live listing is the source of truth.

Find the Cash Cleveland: one clue, one neighborhood, one real chance

Khristian Santana is the owner and creator most publicly associated with Find the Cash Cleveland, and the published record identifies Jennifer Santana as his co-founder and partner in the project. The organization’s official news page says it was founded by Khristian and Jennifer, while independent reports from News 5 Cleveland and Cleveland 19 News describe the Santanas as the couple running the game.

The official origin story says the idea began with a simple question: how could they give back in a way that felt fun, real and powered by the energy of social media? Their answer became a real-world Cleveland treasure hunt—real money hidden at real city locations, cryptic clues released online and a first-to-find-it finish that turns a digital audience into people exploring the city together.

How the cash hunt works

Players follow Find the Cash Cleveland’s website and social channels, read the clues, identify a neighborhood landmark or business and move quickly. News 5 reported in June 2025 that individual drops had included roughly $40 to $200, with occasional bonuses such as Cleveland Cavaliers tickets. Cleveland 19 reported later that year that the project had also expanded into gift cards, RTA passes and movie tickets—and that the prize was often found in less than five minutes.

The prize is only one layer of the experience. The official site now offers sponsored cash drops, branded content, local-business spotlights and custom collaborations. That gives a participating business a chance to become part of the clue, attract new foot traffic and be discovered by people who may have passed the block without stopping before.

Why Khristian and Jennifer started giving money away

The deepest part of the origin story comes from struggle. News 5 reported that Khristian and Jennifer once lived with their son in an attic and slept on a futon. Remembering what even a small amount of unexpected money could have meant for food, gas or another immediate need helped shape the project’s purpose. The same report said profits from barbering and tattoo work were funding the drops out of pocket; Cleveland 19 later reported that the Santanas had spent thousands of their own dollars since the project began in early 2025.

That history explains why Find the Cash Cleveland does not present itself as a lottery or a distant contest. It is an immediate community moment: a clue, a place, a person and a real reward. The Santanas turned the pressure that once surrounded their own household into the reason somebody else might have a better day.

From cash drops to a new way of seeing Cleveland

The clue locations are chosen to make the city part of the game. News 5 documented one hunt near West 25th Street and Washington Avenue at the Prince-eating-a-doughnut mural during a collaboration with Cleveland streetwear brand iLTHY. Cleveland 19 described drops near coffee shops, tattoo art and murals. Each placement does two jobs: it gives players a challenge and points attention toward the artists, businesses and visual landmarks that make Cleveland feel like Cleveland.

The audience grew quickly. News 5 reported more than 40,000 followers in June 2025. By October, Cleveland 19 reported approximately 50,000 followers across Instagram, TikTok and Facebook. Those are dated media snapshots rather than a claim about today’s exact follower total, but together they show how rapidly a small local giveaway became a citywide movement.

The production, the partnerships and the next chapter

Find the Cash Cleveland says its videos are produced in-house with professional cameras, stabilization and wireless audio. That production work matters because every drop must communicate a clue clearly, protect the suspense and still give a partner enough visibility to make the collaboration worthwhile. The result blends community giving with the photography, videography, marketing and storytelling skills Khristian developed through the Supremacy businesses.

Jennifer has publicly imagined an even more interactive future, including an app, a game board and multi-step scavenger challenges. The official site also says the team is in the process of becoming a nonprofit so it can broaden community programs, youth engagement and impact. Cleveland Boricua is preserving that wording carefully: it is a stated goal in progress, not proof that nonprofit status has already been completed.

From Supremacy to Cleveland Boricua

Khristian Santana and Jennifer Santana are the co-organizers behind Cleveland Boricua, a community page and information platform created to document Puerto Rican and Latino businesses, culture, food, neighborhood history, events and opportunities across Greater Cleveland. The same hands-on approach seen in Supremacy now extends into local reporting, photography, guides and public events designed to make community stories easier to find and support.

Khristian and Jennifer also identify themselves as the co-owners and lead organizers of the Cleveland Boricua Block Party, planned for Saturday, September 12, 2026, around West 32nd Street and Sackett Avenue. Their published plan centers Puerto Rican culture, local vendors and entrepreneurs, families, music, food, dance, storytelling and neighborhood pride.

The official Block Party project site shows the operational work behind the celebration: vendor permits and food-safety resources; accessibility, first-aid and family-reunification guidance; parking, street-closure and weather alerts; and a Festival Guide with a live schedule, interactive map and saved favorites. That planning turns Cleveland Boricua from a page that reports on community life into a platform helping organize and connect it.

A Supremacy story still being written

The journey from a living-room chair to three customer-facing ventures did not follow an easy or perfectly documented path. It passed through job loss, years of practice, family partnership, the uncertainty of a pandemic and the daily work of turning personal skill into operations that other people can trust.

That is why this is more than an announcement about where to get a cut, tattoo, piercing or rental. It is a Cleveland ownership story. Khristian, Jennifer and their family built a name around presentation, self-expression and service, then kept extending that standard into new parts of city life. Cleveland Boricua is proud to spotlight the work—and to document the story without filling its missing dates with fiction.