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Rippling spy says males have been following him, and his spouse is afraid

June 21, 2025
in Startup
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If turning into a spy seems like an thrilling technique to reside like a le Carré character, let this latest affidavit from confessed Rippling spy Keith O’Brien function a warning.

On Friday, an Irish choose granted O’Brien a restraining order towards a number of males who haven’t but been recognized, in line with the courtroom order seen by TechCrunch. O’Brien testified that a number of males — two in a grey Skoda Excellent on one event, and extra typically, a short-haired, heavy-set man in a black SUV, typically accompanied by a big canine — had repeatedly adopted his automobile and watched his house.

O’Brien’s story has captured the creativeness of the tech trade after his colourful confession in April, during which he alleged that he was a spy for Deel. He mentioned he was paid €5,000 a month to steal Rippling’s inner knowledge on all the pieces from merchandise to prospects. Rippling caught him by establishing a honeypot Slack channel. On the day he was caught, O’Brien pretended to flush his telephone down the company bathroom and later smashed it, dropping items down the drain at his mother-in-law’s home, in line with his affidavit. 

Now he’s the star witness for Rippling in its lawsuit towards Deel. Rippling is even choosing up the tab for his authorized and associated bills, its legal professionals testified. Deel can also be countersuing Rippling, claiming it was spied on too, by a Rippling worker impersonating a buyer. The 2 HR tech corporations have been bitter rivals for years after Deel — as soon as a Rippling buyer — started providing competing merchandise. 

Within the newest a part of the saga, O’Brien testified that he tried to lose the black SUV following his automobile by making sudden turns and taking roundabout methods to get house, solely to see it reappear in his rearview mirror. He employed a safety consulting firm and feared that somebody was inserting monitoring gadgets on his automobile.

O’Brien claims all of those incidents have created “emotional and psychological” injury for himself and his spouse. “We have now been experiencing nervousness at house and in public. It has affected our sleep and our focus,” O’Brien mentioned in his newest affidavit. They’re fearful for the protection of their 4 kids.

He and his lawyer speculated that this was supposed as harassment associated to his function as star witness. Nonetheless, O’Brien’s lawyer additionally admitted in courtroom that they’d no proof tying the lads to Deel. Deel additionally denied understanding something concerning the man within the black SUV.

In keeping with the Irish publication Enterprise Submit, when granting the injunction, the choose apparently mentioned, “As if they’re in a Nineteen Seventies cops and robbers” TV present. 

No matter occurs within the dueling courtroom circumstances, O’Brien has made himself the rope in a bitter tug of battle between these two well-funded HR startups. And from what he says in his testimony, it sounds painful.



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