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Home » Judge: Lawyer stalked woman with ‘shockingly gross’ abusive emails
Judge: Lawyer stalked woman with ‘shockingly gross’ abusive emails
CAYMAN ISLANDS January 10, 2026

Judge: Lawyer stalked woman with ‘shockingly gross’ abusive emails

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Bilika Simamba

The Grand Court has issued a stalking protection order against retired attorney Bilika Simamba after he repeatedly sent abusive, profanity-laden emails to the former chair of his strata.

Justice Alistair Williams described the emails sent to the 68-year-old woman as “shockingly gross, highly offensive and highly abusive” in his court judgment, issued on 7 Jan.

The protection order means Simamba, or anyone acting on his behalf, cannot contact the woman in any way or come within 100 yards of her.

The woman, until recently, had been the owner of a unit in a strata complex in South Sound, where Simamba also owned a property, which he rented out. She was also the former chair of the strata executive committee. She has since sold the property and moved out, the court heard.

Simamba, 70, representing himself in the civil court case via video link during a hearing on 2 Dec., had argued that a protection order was not necessary as he would face arrest if he returned to Cayman because the woman had filed a stalking complaint against him with police.

The judge handed down a verbal decision on the date of the hearing, and issued a written judgment on 7 Jan., finding in favour of the applicant and issuing a protection order against Simamba under the Stalking (Civil Jurisdiction) Act.

Dispute over strata fees

A dispute arose between Simamba and his strata corporation over unpaid fees of more than $10,000, which the strata sought to recover through court proceedings in November 2022. The court issued a charging order, which led the strata corporation to attempt to sell Simamba’s unit and send a valuator to assess the property.

In response to that, Williams noted in his judgment, Simamba started legal proceedings to stop the strata and its chair from proceeding with the sale of his unit. His application was dismissed at the time, with an order for costs against him.

“What seems to have triggered the issues leading to the current application is the inclusion of the strata corporation’s legal costs in the monthly strata statements sent to [Simamba],” Williams wrote in his ruling.

In his written judgment, the judge included the content of the emails sent by Simamba, with a caution to readers “about the explicit nature of his language used”.

In the first email, sent on 27 Dec. 2024, Simamba demanded the woman remove the legal charges from his strata bill. In the profanity-laced email, Simamba calling her vulgar names, and wrote: “You will have a very arduous time with me if you continue this way.”

Despite standing down as chairman of the strata’s committee the following month, she continued to oversee the strata account and received several other increasingly abusive and offensive emails from Simamba, up until May 2025, when police advised her to block him.

‘Escalating hostility’

In an affidavit, she said the emails and Simamba’s “escalating hostility” had caused her distress and anxiety, saying the language used was “degrading, dehumanizing and racially and sexually abusive”.

“The continued receipt of such emails, which have been increasingly aggressive and threatening, has had a profound impact on my emotional and psychological well-being. I now live in constant fear and distress, feeling unsafe in both my personal and professional life,” she said.

Even though she had been informed by police that Simamba was now living in Canada, she said she was fearful he would return to Cayman and act on his threats to harm her or engage someone to do so on his behalf.

She stated in her affidavit that the Royal Cayman Islands Police Service had issued a ‘stop notice’ against Simamba, under the Information and Communications Technology Act, which covers the use of an ICT network to harass or threaten a person.

In September 2025, in response to her application for a protection order against Simamba, the court heard, he had filed a complaint with police about her, claiming she had stalked him by sending him bills that included the strata’s legal costs and sending a surveyor to evaluate his unit without his consent.

In his submissions to the court about what he described as a “spat” between him and the woman, he claimed that any threats in his emails had been to use the legal process to protect himself, and that her application for a protection order was disproportionate as her police complaint may lead to him being arrested if he returned to Cayman.

The woman’s lawyer, Colm Flanagan of Nelsons, argued however that if Simamba returned to the island, even if he were arrested, it was likely he would be released on bail and could still represent a threat to her.

‘Shockingly gross’ offensive emails

Williams, in his ruling, wrote, “I can say, without hesitation, that I regard the content of those emails as generally being shockingly gross, highly offensive and highly abusive. As intended by the Respondent [Simamba], they were in my view, threatening. When all those factors are combined, I am of the view that a reasonable person would fear for the Applicant’s safety.”

He said he found it “disconcerting” that Simamba at no time appeared to acknowledge the offensive and abusive nature of his emails. “Indeed, he seemed somewhat dismissive of them by referring to them as ‘choice words’ and ‘firm’,” the judge wrote.

He said the woman had demonstrated that Simamba had “embarked on a course of conduct that constituted stalking”, and that a protection order should be made.

The judge also ordered Simamba to pay the woman’s legal costs in this case and any monies she had spent responding to and opposing his counterclaim against her of stalking.

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