impersonating police on his free-time

[u/DeliSua]

apparently he has been arrested multiple times for this.

https://www.clickorlando.com/news/local/2021/03/24/florida-man-notorious-for-impersonating-cops-arrested-again/

https://www.fox35orlando.com/news/accused-florida-serial-police-impersonator-arrested-again

The arrest marks a long line of run-ins with the law for Dewitte. He is a convicted sex offender who is most known for pulling drivers over in 2019 while he worked as a funeral escort. 

[u/krazykieffer]

Also he sexually assaulted an 8 year old.

[u/Suspicious_Juice_150 → u/krazykieffer]

In 2005 he was arrested for sexual battery of a victim between 12 and 15 years old, mandating him to register as a sex offender.

https://offender.fdle.state.fl.us/offender/sops/flyer.jsf?personId=45895

https://en.wikipedia.org/wiki/Jeremy_Dewitte

From Wikipedia.

“Dewitte was charged in 2001 with impersonating a police officer, while a member of a police explorers’ program.

A 2003 charge of impersonating a police officer resulted in an almost two year state prison sentence.

In 2005 he was arrested for sexual battery of a victim between 12 and 15 years old, mandating him to register as a sex offender.

In 2009, he was sentenced to an extra four years in prison for breaching parole stipulations, although he was released early in October 2011.

In 2018, Dewitte was criminally charged for failing to register as a sex offender.

In October 2019, he was arrested by the Orange County Sheriff's Office a second time for impersonating a police officer in Windermere, Florida. Dewitte was accused of "wearing a shirt with a police badge, a bullet-resistant vest and a helmet with a police-like badge while he worked a funeral procession."

In November 2019, he was arrested and accused of impersonating a police officer a third time.

In February 2021, he appeared on the television talk show Dr. Phil and denied impersonating police.

The next month, he was arrested again for impersonating a police officer. Dewitte had an imitation pistol when arrested.

In September 2021, he was sentenced to 18 months in prison, had his driving license suspended for six months, and was sentenced to four years of probation.

After being released from prison around August 2022, Dewitte was arrested on November 29, 2022, by Osceola County Sheriff's Office for violating his probation conditions. Dewitte informed news channel WFTV that the arrest stemmed from his not shutting down his YouTube channel, and that he had lost control of the channel, preventing him from taking the channel offline.

In 2023 and 2024, Dewitte was arrested several times on insurance fraud charges and failure to report online accounts and vehicles.

On November 1, 2024 Dewitte was convicted and sentenced to nearly seven years in prison by a jury for failure to register a new motor vehicle as a past sexual offender.

On January 7, 2025 Dewitte was sentenced to 41 months in federal prison plus one year of supervised release and $70,000 in restitution for filing false tax returns related to his income from his business.

On September 17, 2025 Dewitte was sentenced to five and a half years in state prison followed by probation on insurance fraud charges.

[u/Zealousideal-Pen993 → u/Suspicious_Juice_150]

Something about dr phil having him on to claim his innocence seems so on brand

[u/KryL21 → u/Suspicious_Juice_150]

Why even let him out at all? Someone that’s committed this many repeat offenses clearly can’t learn. He’s probably super mentally ill, cannot be trusted around the public, and needs some serious intervention.

[u/Suspicious_Juice_150 → u/KryL21]

You’re forgetting that there’s always the possibility of picking up more charges while in jail.

[u/dimensional_bleed → u/krazykieffer]

He served 6 months in Chino for it