Chris Rapczynski

Full Report

Key Points

Chris Rapczynski: A prominent Boston-based construction executive with over 25 years in the industry, is the founder and president of Sleeping Dog Properties, Inc. and New England Construction Resources, Inc. (NECR). His reputation for high-end design-build projects is now overshadowed by serious criminal allegations.
Business Ventures: Founder and President of Sleeping Dog Properties, Inc.; founder of New England Construction Resources, Inc. (NECR). The company specializes in luxury residential and commercial construction in the Greater Boston area.
Controversial Associations: Creation of NECR is alleged by authorities to be a shell entity designed to conceal payroll and avoid regulatory and financial obligations.
Legal and Allegation History: Indicted in 2024 by a Suffolk County Grand Jury on multiple felony counts, including Workers’ Compensation Fraud (6 counts), Larceny Over $250 (5 counts), and Failure to Pay Workers’ Compensation Insurance (1 count). Allegations center on a scheme to avoid over $66,000 in insurance premiums.
Adverse Media and Risks: Extensive reports on the criminal indictment from the Massachusetts Insurance Fraud Bureau and media outlets; high legal, financial, and reputational risks due to the active criminal case and allegations of deceptive business practices.

Chris Rapczynski: A Construction Executive Facing Fraud Indictment

Introduction

Chris Rapczynski is a Boston-based construction executive whose influence spans decades in the city’s high-end building scene, making him a notable yet controversial figure. As the founder and president of Sleeping Dog Properties and New England Construction Resources, Rapczynski has built a reputation for luxury design-build projects. Yet, his career is now marred by allegations of fraud, theft, and deceptive business practices, drawing scrutiny from Massachusetts authorities, the Insurance Fraud Bureau, and adverse media. His indictment on multiple felony counts paints a picture of ambition intertwined with alleged criminality. Drawing on open-source intelligence (OSINT), legal documents, and media reports, we dissect his profile to expose the realities behind the public facade. Our investigation examines his business relations, personal profile, undisclosed associations, and the substantial risks he poses for clients and partners. This is a comprehensive look at a man whose legacy is at stake, demanding careful navigation for any potential engagement.

Personal Profile and Early Life

Chris Rapczynski is a Boston-area native who has been a fixture in the local construction industry for over 25 years. He founded Sleeping Dog Properties, Inc. in 1997, establishing the company as a leader in high-end residential and commercial construction. His official biography and LinkedIn profile, which boasts over 500 connections, trace a career path beginning in landscaping and real estate before venturing into general contracting. He is a graduate of Saint Anselm College and holds a Massachusetts Construction Supervisor License (CS-079150).

Rapczynski’s personal life includes involvement in community activities such as coaching youth soccer in Andover. He has also been associated with philanthropic efforts, including support for Build Health International, an organization focused on building healthcare infrastructure in underserved regions. These acts of goodwill stand in stark contrast to the serious criminal allegations he now faces. His digital footprint is relatively sparse beyond professional profiles, which may suggest an effort to manage public perception amid negative press. OSINT confirms his primary residence is in Massachusetts, with business operations centered in the Greater Boston area.

Business Relations and Ventures

Rapczynski’s business operations are centered on his two primary companies: Sleeping Dog Properties, Inc. and New England Construction Resources, Inc. (NECR). Sleeping Dog Properties is the public-facing entity, known for multi-million dollar projects, with over $13.6 million in permitted work reported on industry platforms. The company has completed numerous high-profile renovations and custom homes in Boston’s affluent neighborhoods.

A key and controversial venture is New England Construction Resources, Inc. (NECR). According to the Massachusetts Insurance Fraud Bureau (IFB) and the Attorney General’s office, NECR was established not as a legitimate subsidiary but as a shell entity. Its alleged purpose was to conceal the true payroll of Sleeping Dog Properties’ workers to avoid higher workers’ compensation insurance premiums. This lack of transparency between the two corporate entities is a significant red flag. Business records from the Massachusetts Secretary of State confirm Rapczynski’s control over both companies, but no clear operational distinction between them is presented to the public. Key business associates are not publicly disclosed beyond his role as sole proprietor and president.

Undisclosed Relationships and Allegations

Rapczynski’s primary undisclosed relationship, as alleged by authorities, is the deceptive use of New England Construction Resources (NECR). The Massachusetts IFB claims that after Sleeping Dog Properties accumulated 11 workers’ compensation claims between 2004-2006, Rapczynski created NECR to mislead auditors and insurers. This was not disclosed as a related entity, allowing for the alleged concealment of payroll to evade over $66,000 in premium payments.

Scam reports are not prevalent on consumer platforms, but the indictment and associated media reports frame the alleged actions as a deliberate fraud scheme. Investigative dossiers have rated his activities as high-risk, citing “shady moves, legal woes, and bad press.” Negative reviews are scarce on public forums, which may indicate a lack of consumer-facing issues or potential suppression of complaints. However, allegations reported by the IFB suggest that workers may have been left without proper insurance coverage, exposing them to significant financial risk.

Red flags include the creation of a shell company, the intent to deceive auditors and insurers as stated in the indictment, and the potential endangerment of employees. No bankruptcy details are reported for him or his companies. The core allegation is a pattern of financial deception for competitive advantage and cost avoidance.

Criminal Proceedings and Allegations

Chris Rapczynski has no criminal convictions to date. However, in 2024, a Suffolk County Grand Jury indicted him on multiple felony counts: six counts of Workers’ Compensation Fraud, five counts of Larceny Over $250, and one count of Failure to Pay Workers’ Compensation Insurance. The case, prosecuted by the office of Massachusetts Attorney General Maura Healey, is active, with an upcoming arraignment in Suffolk Superior Court.

The allegations, as detailed in the IFB press release and legal documents, state that Rapczynski stopped paying adequate workers’ compensation premiums for Sleeping Dog Properties and used NECR to hide payroll from insurance auditors. This scheme allegedly resulted in a theft of $66,747 from insurers. The IFB Chief, Anthony M. DiPaolo, and AG Healey have publicly condemned the actions as harmful to workers and unfair to honest businesses.

No other lawsuits, sanctions, or civil judgments are currently public. The adverse media focuses almost exclusively on this criminal case, framing it as a significant breach of trust and regulatory compliance.

Adverse Media and Public Perception

Adverse media focuses intensely on Rapczynski’s criminal indictment. The official press release from the Massachusetts Insurance Fraud Bureau (IFB) is a primary source, picked up by various news outlets. Investigations by various platforms have published detailed analyses labeling him as a high-risk individual due to the legal troubles.

Public perception on social media platforms is mixed but includes posts referencing the charges as evidence of corruption in the construction industry. Positive media is limited to project features and the company’s own marketing. Industry sites show positive project data but do not reflect the ongoing legal crisis. The lack of widespread consumer complaints is notable but does not mitigate the serious nature of the state’s charges.

OSINT and Investigative Findings

OSINT reveals a controlled digital presence for Chris Rapczynski. His LinkedIn profile presents a successful executive with a long history in construction. Massachusetts corporate registries confirm his active status as president of both Sleeping Dog Properties, Inc. and New England Construction Resources, Inc. The Massachusetts official legal database confirms the active indictment in Suffolk Superior Court.

The IFB report and associated AG press release serve as definitive OSINT sources confirming the allegations. These documents detail the timeline, the alleged method of using NECR as a shell, and the specific financial amount of $66,747 in avoided premiums. No evidence was found linking Rapczynski to other criminal enterprises or sanctions lists. The narrative constructed from OSINT is one of a legitimate business operator now facing the most serious legal challenge of his career based on state-level fraud charges.

Risk Assessment

Anti-Money Laundering (AML) Risks

Rapczynski’s profile presents elevated AML and financial integrity risks:

• Deceptive Corporate Structures: The alleged use of NECR as a shell company to conceal financial activity is a classic red flag for layering and obfuscation of funds, per FATF guidelines on legal persons and arrangements.

• Financial Crimes Allegations: The indictment for theft and fraud indicates a propensity for illegal financial activity, which could extend to money laundering in a broader scheme.

• Regulatory Scrutiny: The active involvement of the state Attorney General and the IFB places his financial transactions under a microscope, increasing the likelihood that any suspicious activity will be uncovered.

Enhanced due diligence and scrutiny of corporate structures and financial transactions are essential when assessing his companies.

Reputational Risks

Associating with Rapczynski or his companies carries severe reputational risks:

• Active Criminal Indictment: The felony charges are a major reputational liability. Any client or partner risks guilt by association and negative media attention.

• Adverse Media: Reports from official bodies like the IFB and subsequent media coverage permanently tarnish his and his companies’ credibility.

• Erosion of Trust: Allegations of defrauding insurers and endangering workers fundamentally undermine the trust required in contractor-client relationships.

• Potential for Collateral Damage: If convicted, the resulting penalties or operational restrictions on his businesses could directly impact ongoing and future projects, harming clients.

Table of Findings

Our investigation into Chris Rapczynski reveals a construction executive whose long-standing business success is now critically threatened by serious criminal allegations. The grand jury indictment, detailing a multi-year scheme to evade insurance premiums through a shell company, presents a formidable legal and reputational challenge. While he maintains the presumption of innocence, the specific nature of the charges—fraud and theft—points to a calculated effort to gain an unfair financial advantage, as alleged by state authorities.

For clients, investors, and partners, Rapczynski represents a high-risk proposition. The legal risks are immediate and severe, with a potential for significant penalties, including incarceration, upon conviction. The financial risks are also pronounced, as fines and restitution could impact company stability. Reputationally, the association is already toxic, with official state bodies and adverse media branding him as an alleged fraudster. His philanthropic efforts and community involvement offer limited mitigation against charges of this magnitude.

We recommend avoiding any new engagement with Sleeping Dog Properties or its affiliated entities until the legal proceedings are fully resolved. For existing engagements, rigorous monitoring and contingency planning are essential to safeguard against potential fallout from a negative legal outcome. Rapczynski’s story serves as a stark reminder of how alleged deceptive practices can unravel a decades-long career.