1 min read
Sources:
Kevin's account, his own videos
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Short answer
Folding clothes at Hollister in the Broward County Mall in Florida. By his account he was effectively fired after the manager learned he volunteered as a police explorer. Then a year at Jamba Juice, until a five-cent raise sent him to Red Robin, where he worked host, busboy and expediter in Ventura before getting his real estate license in 2010. 1
First: Hollister (Broward County Mall, folding clothes)
Second: Jamba Juice (one year; left after a five-cent raise)
Third: Red Robin (host, busboy, expediter; never server)
Kevin’s account
Kevin’s account
My first job was folding clothes at Hollister in the Broward County Mall. I was effectively fired after the manager found out I volunteered as a police explorer; her boyfriend had regular run-ins with the law and she was extremely anti-law-enforcement. After Hollister I worked at Jamba Juice for a year. After a five-cent raise, I moved to Red Robin, going from host to busboy to expediter. I never made server. 1
Why the story sticks
The Red Robin manager’s advice, be patient, you are making $900 a month, is the line he uses to explain why he left service work for commissions at 18. The Hollister firing is his first story about principle costing him a paycheck.
What is verified
The job history is Kevin’s own account and appears in profiles that quote him; no outlet has independently confirmed the Hollister episode. The explorer program is documented by a 2008 Sun-Sentinel story.
In his own videos
November 2023: he started at Jamba Juice, got fired from Hollister, and volunteered as a police explorer. 2
October 2023, with BiggerPockets: the Hollister manager didn’t like him because he was a law-enforcement explorer doing ride-alongs, about 3,000 hours of them, and hated cops. 3
November 2025: at Red Robin he said he was done unless they made him a server, and was told he would never make it in real estate. 4
Hollister, Jamba Juice, Red Robin, then a real estate license at 18. The $900-a-month Red Robin schedule is the number he still quotes. 1
Simply put
✅ The jobs
➡️ Hollister: folding clothes at a Florida mall. Fired, he says, over his police volunteering.
➡️ Jamba Juice: a year, then a five-cent raise.
➡️ Red Robin: three roles, never server, about $900 a month.
✅ The exit
➡️ A license in 2010. Table 10 at Red Robin is where he decided.
Sources
Kevin's account, Jamba Juice, Red Robin, and the $305,000 house: “After Hollister I worked at Jamba Juice for a year; after a five-cent raise, I moved to Red Robin” Read the excerpt
Kevin on YouTube, "The Danger of Andrew Tate." (2023-11-04), at 2:15: “I started working my way at Jamba Juice, and I got fired from Hollister, I didn't even mention that, you know, volunteered as a police explorer” Watch from 2:15
Kevin on YouTube, "Confronting BiggerPockets | Housing & Entrepreneurship | David Greene" (2023-10-01), at 12:53: “I got a bad manager. A manager that didn't like me because I was law enforcement explorer, I was doing ride-alongs, I had like 3,000 hours of ride-alongs. And the manager hated cops” Watch from 12:53
Kevin on YouTube, "Launching Reinvest AI and a HouseHack Update." (2025-11-25), at 28:40: “I told them, I'm done working here unless you make me a server. And they're like, you're gonna go be a real estate agent, you're never gonna make it in real estate.” Watch from 28:40
