The con had become pretty financially lucrative by this point. While his wife and two children were on the brink of eviction, Freegard was spending tens of thousands on luxury goods. He bought a Rolex watch, tailor-made suits, and no less than seven BMWs. By 1998, per the Chiswick Calendar, Freegard became a regular at the Volkswagen dealership in Chiswick, London — where he found his charm worked well on the women — and decided to get a job there. He used his job at the dealership to find new victims, including Caroline Cowper, Elizabeth Bartholomew, Renata Kister, and Kimberly Adams.
In 2000, Freegard, still married to Maria Hendy, rekindled his relationship with Elizabeth. After convincing her to take out a £14,000 loan on his behalf and leave her husband, Freegard ordered her to go live on the streets as punishment for “failing a test.” She was ordered to sleep on a park bench in the cold (without a jacket, food, money, or sanitary pads) for days or weeks at a time on multiple occasions (according to The Guardian). Eventually, he stopped having sex with her (according to an interview from the trial, cited by “Crafty Crooks & Conmen“), but he continued to control her, punish her, isolate her, and give her new “assignments,” still promising marriage, off-and-on in 1996, 1997, and from 2000 until his arrest.
