DELRAY BEACH, FL (BocaNewsNow.com) (Copyright © 2026 MetroDesk Media, LLC) — A Delray Beach man who lives in the Saturnia Isles community is facing felony charges after a Palm Beach County Sheriff’s Office investigation determined he defrauded an elderly Boynton Beach woman out of $30,000 he was supposed to invest in certificates of deposit.
Gregg Brian Weiss, 58, of the 15000 block of Mataro Bay Court, was charged with obtaining property from a person 65 or older by deception — a second-degree felony — and engaging in a fraudulent transaction involving investments or securities, a third-degree felony. According to an arrest report obtained by BocaNewsNow.com, the victim found Weiss through Facebook while searching for help with a will and power of attorney. Weiss came to the victim’s home in December 2024, charged her $900 for estate planning services, and then persuaded her to hand over $30,000 for what he described as two CD investments through his company, Ruby Capital Management.
Investigators say the money never went into any investment account. Bank records subpoenaed from Bank of America — where Ruby Capital Management held an account with Weiss as the sole signer — showed the funds were spent on food, gas, and repeated visits to the Seminole Casino. Records from the Seminole Tribe of Florida showed Weiss had casino cash activity totaling more than $21,000 between December 2024 and May 2025. Meanwhile, the victim repeatedly sought updates and was eventually sent a letter — with no letterhead — claiming Ruby Capital Management was entering Chapter 11 bankruptcy. A search of Palm Beach County court records found no such filing. Investigators also confirmed with the Florida Office of Financial Regulation that Weiss’ securities registration had lapsed in January 2023.
The arrest report, filed by PBSO Detective William Goldstein, details an investigation that spanned more than a year and included multiple bank subpoenas, a sworn interview with the victim, and testimony from a Florida OFR analyst who confirmed Weiss had no current authorization to sell or manage investments. Weiss’ company, Ruby Capital Management, had been administratively dissolved by the state in September 2024 for failure to file an annual report. Weiss remains held on $67,000 bond.
We note this is NOT the area politician who shares a similar first and last name.
