A Connecticut commercial roofing contractor pleaded guilty to evading taxes on more than $20 million in business income by using aliases and paying workers in cash.

According to the District of Connecticut U.S Attorney’s Office, Anthony Delmaro of Woodbridge, Conn., pleaded guilty to tax evasion before U.S. District Judge Sarala V. Nagala.

Nagala scheduled sentencing for Dec. 17. Delmaro was released on a $50,000 bond pending sentencing.

According to court documents and statements made in court, since at least 2012, Delmaro has owned and operated a commercial roofing business in Connecticut, most frequently doing business as “Kings Roofing.” Until Delmaro was notified of this investigation, Kings Roofing was not registered with the Connecticut Secretary of State and did not have a federal Taxpayer Identification Number.  

From 2012 to 2022, Kings Roofing earned approximately $20.9 million in customer receipts. Delmaro never filed income or payroll tax returns for himself or the business and took steps to conceal income and operating expenses from the IRS, such as paying workers in cash.

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Delmaro and others associated with his business cashed checks from customers with check-cashing businesses instead of depositing them into bank accounts. He provided the check cashers with addresses associated with UPS mailboxes, rather than his home address, to hinder the IRS from tracing the income source.

When not using a check casher, Delmaro made business-related deposits into his personal bank account. Delmaro often provided a W-9 completed with his father’s name and Social Security number, and an address associated with a UPS mailbox to customers.

Delmaro also had customers file false 1099s made out to a family member, rather than his business, or made out to Delmaro himself. He sometimes provided customers with an alias, “Sonny Rubino,” which they used on the 1099.

For the 2022 tax year, Delmaro cashed $3.7 million in checks made payable to Kings Roofing at check-cashing businesses, received $439,700 in business-related deposits into his personal bank account, and caused 24 Forms 1099-NEC totaling $1.9 million to be filed with false information.

The investigation also revealed that from 2019 to April 2025, Delmaro received more than $500,000 in Husky Health Low Income Medical benefits. Husky Health is a Connecticut Medicaid program.

Delmaro has agreed to pay restitution of $1.1 million to the IRS, and $578,259 to the Connecticut Medicaid program.