A Glastonbury man has been sentenced to 10 months of imprisonment, followed by two years of supervised release, for purposefully engaging in cash transactions at banks in order to avoid the filing of currency transaction reports (CTR).

According to court documents and statements made in court, David E. Raymond purchased rock and roll memorabilia for a doctor who owned a medical practice. Raymond’s friend, Andrea Dobrozensky, was the office manager for the medical practice and also paid the doctor’s personal expenses. For purchases of items for the doctor in amounts greater than $10,000, Raymond requested that any checks payable to him be made in amounts under $10,000 so as to avoid the bank filing a CTR when he cashed the checks. The checks, ranging in amounts from $4,000 to $9,900, were payable to Raymond and many were dated on the same date.

Between August 2009 and May 2012, Raymond received 20 checks totaling $146,500 from the medical practice’s business bank accounts. Raymond negotiated the checks for cash at local bank branches where Raymond had personal accounts. He purposefully cashed the checks on different days and at different banks so that the banks would not file CTRs disclosing his receipt of cash.

The investigation also revealed that Raymond made material false representations to the doctor concerning the acquisition date and restoration of a painting in order to induce the doctor to buy and restore the painting. In 2009 and 2010, the doctor paid Raymond $20,000 for the painting plus $30,000 for restoration, authentication, and framing costs. The painting is a fake, and Raymond had bought and restored it before selling it to the doctor.

On November 27, 2012, Raymond and Dobrozensky traveled to a branch of Farmington Bank in Avon where Raymond told Dobrozensky to write checks in amounts below $10,000. Dobrozensky wrote two checks, one to herself for $9,900 and one to RAYMOND for $9,900. Dobrozensky then cashed the check payable to her and received $9,900 in cash, and RAYMOND cashed the check payable to him and received $9,900 in cash. Later, Raymond provided the $9,900 to Dobrozensky.

The investigation revealed that Raymond has not filed a tax return since at least 1986. Raymond has agreed to forfeit $10,000 related to his structuring activity.

On Oct. 19, 2015, Raymond pleaded guilty to one count of structuring financial transactions.