In 1997, Lipsitz was convicted on fraud charges in New York, stemming from his spamming of Usenet newsgroups with advertisements using AOL.com as a "Reply-to:" address. He resumed spamming in 1999.
In October 2021, Lipsitz pleaded guilty to mail fraud in connection with his sale of large quantities of personal protective equipment (PPE) at the beginning of the COVID-19 pandemic. Lipsitz was sentenced to 90 days in jail, three years post-release supervision, a $5,000 fine and $90,000 in restitution.
↑Jonathan A. Zdziarski (2005) Ending Spam: Bayesian Content Filtering and the Art of Statistical Language Classification. No Starch Press, San Francisco, CA, USA. ISBN1-59327-052-6 (p. 15)