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Settle or Sue? Why the Answer in a US Business Dispute Is Often Both

Writer: Jeff Chang
Jeff Chang
2 days ago
7 min read
Chang Law Group title card: Settle or Sue? Why the answer in a US business dispute is often both

Many of the best settlements we see in a business dispute are reached after a case is filed, not before. That surprises a lot of the business owners we meet, because they treat a lawsuit as the point of no return. The Chinese phrase for it is 撕破脸 (tearing off the face): once you sue, the relationship is finished, and you're committed to fight to the end. If that's the frame, the choice looks binary. You either keep talking and hope, or you file and go to war.

That belief is expensive. Some owners stay in polite talks for a year while the other side stalls, moves money, or lets the clock run. Others file, then treat every call from the other side as a trick, and a case that could have resolved in months runs for years. Neither approach is aimed at what the business actually needs, which is the best result it can realistically get. In American commercial practice, pressure and dialogue usually run at the same time (边打边谈, fighting and talking at once), and a complaint is often the document that makes a serious conversation possible.

How does a business dispute actually move in Massachusetts?

Most business disputes start with a demand letter. For some claims the demand is a legal requirement. A consumer suing under Chapter 93A, the Massachusetts consumer protection statute, generally has to send a written demand for relief at least 30 days before filing. A business suing another business under Section 11 of the same statute has no comparable pre-suit demand requirement, although a well-built demand letter is still often the first move.

Once a complaint is served, the defendant generally has 20 days to serve an answer unless the court orders otherwise, and early motions, such as a motion to dismiss, change that timeline. We walk through the defendant's side of that window in Served with a Lawsuit in Massachusetts? What Happens in the First 20 Days. Next comes discovery, where each side can serve written questions and document requests and take depositions under oath. If the case doesn't resolve, it goes to trial.

Settlement talks can open at any of those stages, and Massachusetts builds that into the system. Under the state's court rules on dispute resolution, lawyers must give clients information about court-connected dispute resolution services, discuss the advantages and disadvantages of the different methods, and certify on the civil cover sheet that they've done so. The Superior Court runs an in-house program that offers voluntary mediation in appropriate cases, on referral from a judge, and publishes a list of approved outside programs. Complex commercial cases may land in the Business Litigation Session in Boston, which the court describes as built around individualized and collaborative case management.

Trials are rare. In federal court, roughly 1 percent of civil cases are resolved by trial, according to a 2017 study in the journal Judicature. Most of the rest end by settlement or on motions, so in most Massachusetts business litigation the real question isn't whether there will be a negotiation. It's when, and on whose terms.

What does filing a lawsuit do for a negotiation?

It changes the other side's calendar. Before filing, a counterparty that doesn't want to pay can simply wait. After service, it has a deadline to respond, and it usually needs a lawyer to meet it.

Filing also brings discovery exposure. Emails, WeChat messages, internal pricing, and the decision-makers themselves can all become subject to discovery, including testimony under oath. Many companies settle less because they expect to lose at trial than because they'd rather not produce what discovery would reach. When the key records are in Chinese, the translation of those records becomes its own strategic issue, as we explain in The Hidden Risks of Mandarin Chinese-Language Litigation.

Cost pressure shifts too. A defendant that ignored a demand letter now has its own legal bill every month, and that bill becomes part of its settlement math. A filed case also has a judge and, eventually, a schedule. Deadlines arrive whether anyone is ready or not, and each one is a natural point to revisit settlement.

A complaint tells the other side you're serious. It doesn't tell them the relationship is over. Its job is leverage. For the mechanics of what filing sets in motion, including attachment and trustee process, see Filing a Lawsuit Against a Business in Massachusetts: What Happens After You File.

Does negotiating during litigation signal weakness or waive anything?

No. Commercial parties negotiate in most cases, and opposing counsel expects it. Refusing to talk rarely reads as strength. It usually reads as a party that hasn't thought about what it wants.

Massachusetts law also protects the conversation. Under Massachusetts evidence rules (Guide to Evidence Section 408), an offer to compromise a disputed claim, and "conduct or a statement made during compromise negotiations about the claim," aren't admissible to prove or disprove the validity or amount of that claim. There are exceptions: a court may admit the evidence for another purpose, such as showing a witness's bias. The practical effect is that a settlement offer generally can't be shown to the factfinder as an admission.

Talking doesn't stop the case, either. Court deadlines keep running unless the court extends them. Parties can jointly ask the court for time to mediate, but that's a deliberate choice. Talking, by itself, doesn't release a claim. A release is something you sign, in a settlement agreement, on terms the client approves.

How do we decide the mix?

Every business dispute gets the same set of questions before we recommend whether to settle or sue, or how to combine the two.

Leverage comes first. Who needs the resolution more, and what would change that? Collectability is next, and in cross-border cases it often decides the strategy. Then there's the future value of the relationship. A supplier, distributor, or partner the client still needs calls for a different tone and structure than a counterparty the client never wants to see again. Cost relative to the stakes matters, as does the strength of each claim, evaluated one at a time.

Certain patterns come up again and again in our practice. A manufacturer in China or Taiwan has a U.S. distributor holding inventory and receivables while the parties argue over exclusivity or quality, and the manufacturer still needs the U.S. market. Another is a dispute between partners or affiliated companies where the money and the contracts sit in more than one entity, sometimes on both sides of the Pacific. In both, the first job isn't picking a claim. It's mapping where the value is and who controls it, because that determines whether a lawsuit, a negotiation, or both will actually move it.

Collectability deserves its own look in cross-border disputes. A Massachusetts judgment against a company whose assets are in China or Taiwan is only as good as the path to enforcing it there, and enforcement abroad is a separate proceeding with its own uncertainties. That reality shapes everything: whether to pursue assets in the United States first, whether a secured or staged payment is worth more than a larger paper judgment, and how early to lock down what can be reached. A negotiated structure the other side will actually perform often beats a judgment it can wait out.

Chapter 93A is a good example of why claim-by-claim honesty matters. Section 11 allows a business to recover up to three, but not less than two, times its damages for a willful or knowing violation, plus reasonable attorneys' fees and costs. That makes it attractive, but it isn't automatic in a business-to-business case. Massachusetts courts have held that a breach of contract alone doesn't amount to an unfair act under Chapter 93A. They look at the nature, purpose, and effect of the conduct, such as using a breach as leverage to strip the other party of its rights under the agreement. Section 11 also requires that the conduct occurred primarily and substantially within Massachusetts, which matters in cross-border disputes, and it lets a defendant tender a written offer of single damages with its answer that can cap the recovery if the court finds the offer reasonable. A strong 93A count belongs in the complaint. A weak one costs credibility with the judge and the other side, and credibility is part of leverage.

Can a business relationship survive a lawsuit?

Often, yes. Much depends on how the dispute is run. Communications that stay factual and professional, even when the positions are hard, leave room for the business people to keep dealing with each other.

Settlement terms can also protect what's working. Parties can carve ongoing orders or a current project out of the dispute so business continues while the contested issues are resolved. Structured settlements can spread payment over time, convert part of a claim into credits on future orders, or reset contract terms going forward.

Sometimes the right outcome is a clean business divorce: a negotiated exit with a buyout, a division of assets, and mutual releases. That's still a good outcome if it's the one the business needs. Our Business Partner Disputes in Massachusetts: 27 Questions Answered covers that path in detail.

What this means for you

We run the negotiation track and the litigation track with one counsel, so the settlement position and the case strategy come from the same assessment of the facts. Complex commercial cases in Massachusetts may be assigned to the Superior Court's Business Litigation Session, and cross-border matters can also involve the federal courts.

For clients who haven't decided whether to file, the firm's Early Case Assessment is a written assessment of the company's position, the realistic outcomes, and what each path would cost, delivered before any decision to file.

Examples of how matters have resolved, including tried cases, are in the Results section of our Litigation and Disputes page.

Jeff C. Chang is admitted to the Massachusetts state courts, the U.S. District Court for the District of Massachusetts, and the U.S. Court of International Trade, and has been in practice since 2006. Chang Law Group can assess your dispute, where the leverage sits, and whether negotiation, litigation, or both makes sense for your situation.

Contact Chang Law Group

Sources and Legal Authority

  1. Mass. R. Civ. P. 12, Defenses and Objections - mass.gov

  2. Massachusetts law about discovery, Trial Court Law Libraries - mass.gov

  3. M.G.L. c. 93A, Sections 2, 9, and 11 - malegislature.gov

  4. Massachusetts Guide to Evidence, Section 408 - mass.gov

  5. SJC Rule 1:18, Uniform Rules on Dispute Resolution, Rule 5 - mass.gov

  6. Massachusetts Superior Court, Approved ADR Programs 2025-2027 - mass.gov

  7. Massachusetts Superior Court, Business Litigation Session - mass.gov

  8. Massachusetts Employers Ins. Exch. v. Propac-Mass, Inc., 420 Mass. 39 (1995)

  9. Smith and Macqueen, "Going, Going, But Not Quite Gone: Trials Continue to Decline in Federal and State Courts. Does It Matter?", Judicature, Vol. 101, No. 4 (Winter 2017) - judicature.duke.edu

This article is general information as of October 23, 2026. It isn't legal advice, and reading it doesn't create an attorney-client relationship. Every dispute turns on its own facts and documents. Chang Law Group LLC is licensed to practice in Massachusetts.

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