Law Office Of W. Matthew Iler, Jr. Esq.

In 2008, I established the Law Office of W. Matthew Iler, Jr. Esq., after more than 14 years of practicing law, including eight years as a prosecutor. Since opening my law firm, I have earned a reputation for achieving excellent results combined with high standards of ethics and professionalism.

Customizing Strategies To Provide You Options

While I recognize the value of finding solutions outside the courtroom, I bring over 21 years of experience as a litigator, trying more than 100 cases, including business and real estate litigation cases, and handling more than 40 appeals. My background has taught me that the courtroom is sometimes the best, if not the only way, to resolve complicated legal disputes.

Whether I employ my skills as a seasoned litigator or skills learned as a certified conciliator, I strive to make a difference in the lives of my clients. For small to medium-sized business owners and real estate professionals in Massachusetts, lawsuits are disruptive to their daily lives. They want solutions. They want results.


Attorney Iler is an attorney at law who handles business litigation, real estate litigation, and trial and appellate matters for small business clients.

  • Civil matters include:
    • business disputes and litigation in state and federal courts
    • real estate disputes and litigation
    • representing landlords in landlord-tenant disputes and evictions
    • partnership disputes and litigation
    • breach of contract lawsuits
    • unfair and deceptive trade practices (Mass. G.L. c.93A) cases
    • fraud cases
    • breach of fiduciary duty cases
    • judgment enforcement
    • real estate and trustee process attachments, preliminary and permanent injunctions, and temporary restraining orders
    • debt collection matters
    • consumer protection matters
    • whistleblower/Qui Tam False Claims Act lawsuits
    • food stamp SNAP/WIC proceedings for merchants
    • interlocutory and single justice appeals, Mass. G.L. c. 231, Section 118
    • post-judgment practice including new trial motions, motions to amend judgment, motions for relief from judgment and direct appeals
    • restraining order/G.L. c.209A matters
    • mediation and arbitration
    • asset forfeiture cases
    • limited assistance representation
    • traffic violations, license suspensions, hardship licenses, and Registry of Motor Vehicles, Division of Insurance, and Merit Rating Board hearings and appeals
    • probate litigation

Bar Admissions

  • Massachusetts
  • New York
  • U.S. Court of Appeals First Circuit
  • U.S. District Court District of Massachusetts
  • U.S. Supreme Court


  • Vermont Law School, South Royalton, Vermont
    • J.D. - May 1993
  • Middlebury College
    • B.A. cum laude - May 1988
    • Major: History

Representative Cases

  • Ciampa v. Bank of America, Et al., 88 Mass. App. Ct. 28 (2015)
  • Cash One Finance, Inc. v. Santiago, et al., Mass, No. 16-024-08 (2008)
  • Cash One Finance, Inc. v. Santiago, et al., Malden, Mass, No. 16-024-08 (2008)
  • Omega Diagnostic Imaging, P.C. v. Illinois Nat'l Ins. Co., N.Y. Slip Op. 27305 (2007)
  • Omega Diagnostic Imaging, P.C. v. Illinois Nat'l Ins. Co., N.Y. Dist. Ct. (2007)
  • Omega Diagnostic Imaging, P.C. v. State Farm Mut. Auto. Ins. Co., N.Y. Slip Op. 51045(U) (2007)
  • Omega Diagnostic Imaging, P.C. v. State Farm Mut. Auto. Ins. Co., N.Y. Dist. Ct. (2007)
  • Commonwealth v. Moquin, No. WOCR 2001-0189, Mass. Sup. Ct. (2004)
  • Commonwealth v. Shea, (assault with intent to murder and armed robbery), 46 Mass. App. Ct. 196, 704 N.E.2d 518 (1999)
  • Commonwealth v. Leonard, 422 Mass. 504, 663 N.E.2d 828, cert. denied, 519 U.S. 877 (1996)
  • Commonwealth v. Viera, 41 Mass. App. Ct. 206, 669 N.E.2d 209 (1996)
  • Commonwealth v. Morgan, 422 Mass. 373, 663 N.E.2d 247 (1996)
  • Commonwealth v. Hernandez, 421 Mass. 272, 656 N.E.2d 1237 (1995)
  • Commonwealth v. Mayne, 38 Mass. App. Ct. 282, 647 N.E.2d 89 (1995)


Attorney Iler established the firm in 2008. Mr. Iler has handled dozens of commercial and real estate litigations and disputes representing small and mid-sized companies. While he usually seeks first to resolve cases quickly and inexpensively through informal correspondence and negotiation, Attorney Iler does not hesitate to file suit. On filing suit, he frequently obtains preliminary attachments on financial accounts and property as a means to bring about a prompt settlement and secure the judgment.

  • Representative matters include:
    • In 2012 the former Prime Minister of Ukraine, Yulia Tymoshenko (also named by Forbes Magazine in 2005 as the third most powerful woman in the world), while imprisoned in Ukraine, was sued under seal in Massachusetts Federal Court on allegations of conspiracy and interference with contracts while serving as Ukraine's Prime Minister. Attorney Iler, as local counsel, initially won an order unsealing the case, then successfully argued Tymoshenko's motion to dismiss the entire lawsuit.
    • Attorney Iler is counsel to several Massachusetts commercial and residential property owners, representing over one-half million square feet of commercial property and several hundred residential apartments.
    • Attorney Iler recently won a commercial eviction trial for his client, a property owner, overcoming several procedural defects in the client's case during trial. Attorney Iler has tried numerous commercial and residential eviction cases.
    • Attorney Iler secured, ex parte (without the opposition present), a temporary restraining order on behalf of a commercial landlord, attaching machinery installed in his client's industrial building, thereby beating other creditors to court and forcing a settlement for over $130,000 in favor of his client.
    • In a trademark infringement case, Attorney Iler recently obtained a preliminary injunction in Superior Court prohibiting a putative competitor from infringing upon Attorney Iler's client's trademark in a specialty foods distribution business.
    • When a customer of Attorney Iler's client refused to pay for manufactured goods, falsely claiming the goods to be defective, Attorney Iler struck first in court, obtaining an ex parte order freezing monies owed to the customer by a third party, thus prompting a settlement paying off the client in full.
    • In a lawsuit filed against Attorney Iler's client by the client's partner in a limited liability company (LLC), alleging breach of fiduciary duty and conversion concerning the proceeds of a land sale, Attorney Iler's summary judgment brief brought out fatal deficiencies in the opposition's case, precipitating settlement and dismissal of all claims against his client, totaling several hundred thousand dollars, for a nominal payment by his client.
    • After Attorney Iler's client, a produce wholesaler, was adjudged to have improperly withheld payment for a truckload of damaged fruit, Mr. Iler took the case to the United States Supreme Court, seeking reversal on certiorari.
    • Attorney Iler resolved numerous cases short of litigation by utilizing forceful and detailed legal demand letters, thereby avoiding litigation and saving the clients substantial time and money.

Past Experience

During 2008, Attorney Iler worked at the Boston civil litigation firm of Cellai Law Offices, P.C., where he tried several cases, handled numerous depositions, and briefed and argued a variety of motions and appellate matters. Mr. Iler received recognition in Massachusetts Lawyers Weekly for winning a verdict in favor of his client on a fraudulent conveyance case, requiring the reconveyance of real estate back to the debtor defendant. Cash One Finance, Inc. v. Santiago, et al., Mass. Lawyers Weekly No. 16-024-08 (Malden, Mass. Dist. Ct. No. 06 CV 1617, 7/15/08).

From January 2005 to September 2007, Attorney Iler was an associate at the New York civil litigation firm of Israel, Israel & Purdy, LLP, where he tried numerous health care reimbursement cases in the New York City civil courts, and briefed and argued dozens of summary judgment and discovery motions. Attorney Iler won over 90 percent of his trials, and was lead counsel on the following reported cases: Omega Diagnostic Imaging, P.C. v. Illinois Nat'l Ins. Co., 16 Misc.3d 1076, 2007 N.Y. Slip Op. 27305 (N.Y. Dist. Ct. 7/27/07); Omega Diagnostic Imaging, P.C. v. State Farm Mut. Auto. Ins. Co., 16 Misc.3d 1113(A), 2007 N.Y. Slip Op. 51405(U) (N.Y. Dist. Ct. 7/20/07); Omega Diagnostic Imaging, P.C. v. State Farm Mut. Auto. Ins. Co., 8 Misc.3d 715, 799 N.Y.S.2d 394 (NYC Civ. Ct., Kings Cty. 2005).

From 2002 to 2004, Attorney Iler operated his own practice in civil and criminal litigation. Mr. Iler obtained a notable victory on a breach of contract litigation for a Boston real estate company. Through obtaining the interstate transfer of Massachusetts judgments and exercising post-judgment motion practice in Superior Court, Attorney Iler secured judgments of personal liability of corporate officers and forced a substantial settlement, and recovery, for the client.

On the criminal side, Attorney Iler obtained reversal of a client's conviction for shooting a man in a business dispute, which resulted in the prosecution accepting a plea on retrial to the time already served, enabling the client to walk out of court a free man on that case Commonwealth v. Moquin, No. WOCR 2001-0189 (Mass. Sup. Ct. 3/16/04). Attorney Iler won certification onto the post-conviction litigation panels of the United States Court of Appeals for the First Circuit (CJA panel) and the Massachusetts Committee for Public Counsel Services.

Experience As Assistant District Attorney And Federal Judicial Clerk

Attorney Iler served as an assistant district attorney in Suffolk County, Massachusetts, from 1994 to 2002. There, he handled numerous appeals before the Massachusetts Supreme Judicial Court and Appeals Court, tried numerous cases, and was Chief of the Asset Forfeiture Unit. Gaining a reputation for careful preparation, Attorney Iler tried several financial crimes cases, involving bank fraud, credit card fraud, lottery fraud and corporate theft. Attorney Iler's advocacy was underscored with reported decisions in: Commonwealth v. Shea, 46 Mass. App. Ct. 196, 704 N.E.2d 518 (1999) (assault with intent to murder and armed robbery); Commonwealth v. Leonard, 422 Mass. 504, 663 N.E.2d 828,cert. denied, 519 U.S. 877 (1996) (operating under the influence);Commonwealth v. Viera, 41 Mass. App. Ct. 206, 669 N.E.2d 209 (1996) (narcotics distribution); Commonwealth v. Morgan, 422 Mass. 373, 663 N.E.2d 247 (1996) (first-degree murder); Commonwealth v. Hernandez, 421 Mass. 272, 656 N.E.2d 1237 (1995) (marijuana distribution); and Commonwealth v. Mayne, 38 Mass. App. Ct. 282, 647 N.E.2d 89 (1995) (second-degree murder).

Attorney Iler lectured on asset forfeiture law to prosecutors and the Massachusetts Association of Certified Fraud Examiners.

In 1993 and 1994 Attorney Iler clerked for United States Magistrate Judge Marianne B. Bowler, of the United States District Court for the District of Massachusetts, where he worked on civil litigation matters.

Prior to attending law school, Mr. Iler worked as a paralegal at the international law firm of Anderson, Mori & Rabinowitz in Tokyo, Japan.

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