It was another failure on a Friday afternoon for Jose “Chille” DeCastro as he went live on his YouTube channel to have his fans proofread the nearly 1000 cards he is including in his nearly complete “board game.”
If you predicted things would go off the rails within the first 10 minutes, you’d be correct.
DeCastro’s night went downhill as he found a mistake on the very first card in the set with things quickly getting worse from there. By card 10 he was bored, by 15 he had quit and used his usual excuse that “this is not the best venue” for the activity and was done with the experience.
The YouTuber resolved his fans to knowing that yes, that the first 1,000 copies of the board game would be printed next week and that there will be cards that contain errors. He promised he’d personally replace each of the faulty cards as reported instead of taking the time to proofread the cards before production.
DeCastro watched as his numbers rose from about 49 live viewers on his main channel to a peak of 97 viewers after he stopped editing cards. Though he promised that he would be back in the YouTube algorithm with planned hours and hours of lectures related to the board game, he was quick to abandon the idea as more viewers joined to see him return to reviewing anti-police videos.
He also seemed to have a hit with his coverage of Craig Hendry. DeCastro retained most of his audience as he aired an unedited phone conversation with Hendry recorded some time ago from the Vermilion County, Indiana jail.
Hendry announced that he is now suing guards in the Vermilion County Correctional facility for first amendment retaliation. In the filing, Hendry outlined that he was punished for multiple infractions within the facility and was placed in segregation for over a month and having his electronic communication device taken away.
The jailed YouTuber also stated that he was not allowed due process for punishments incurred in jail when he was issued informal conduct reports. He is seeking punitive damages, injunctive and declaratory relief, nominal relief, filing fees and attorney’s fees.
DeCastro seemed upbeat about Hendry’s chances at winning the case, offering no real critiques as it was obvious that he had yet to see Hendry’s filing.
Turning his attention to his promise GoFundMe for Hendry’s $12,000.00 bond in his Sullivan County, Indiana case, DeCastro seemed thrilled that Hendry had a chance of release on June 30, 2025, when his Vermillion County sentence ends and he is set to be turned over to Sullivan County.
DeCastro said that he had things “in the works” that he could not talk about that were going on to attempt to have the Sullivan County charges dropped or have Hendry’s bond greatly reduced.
Promising that he’d have Henry’s new GoFundMe created “within 24 hours,” DeCastro again seemed happy that ChatGPT told him a way to funnel all money to Hendry’s girlfriend, Erika Brown, who would then take over the fundraising efforts.
DeCastro spent the rest of Friday’s broadcast watching anti-police videos. At one point expressing his belief that only “strippers and prostitutes” were worse professions than the job of a police officer.
Update: As of 12PM on the West Coast on Saturday, April 19, 2025, no new GoFundMe has been created for Hendry. DeCastro is currently livestreaming and has yet to mention Hendry or his fundraising efforts.
Update #2 (not included in audio): DeCastro addressed the controversy on his Saturday afternoon livestream, resetting the deadline for Hendry’s GoFundMe creation until “Monday” as he was “too focused” on his “presentation” to help out his friend. The YouTuber then made a pitch for CashApp donations, claiming to bring in “six or seven” new donations to be place directly on Hendry’s books. We’ll follow DeCastro’s on-going GoFundMe progress as the weekend progresses.