When an NDA Tries to Lock Up Everything: TLS Management v. Rodríguez-Toledo and the Overbroad Confidentiality Trap

The First Circuit voided a tax firm's nondisclosure agreement as too sweeping and tossed its trade-secret verdict, holding that an NDA that bars general knowledge functions like an illegal noncompete.

A confidentiality agreement on a desk beside a fountain pen and reading glasses
An NDA that sweeps in general skills and public information can collapse into an unenforceable restraint on competition. Shutterstock
Educational content, not legal advice. This article explains general legal concepts. It does not create an attorney–client relationship. For your specific situation, consult a licensed attorney.

A Puerto Rico tax-planning firm thought it had an airtight case: a former contractor had downloaded its proprietary materials, gone to work for a competitor, and signed a nondisclosure agreement promising never to use the firm’s confidential information. The firm won at trial. Then it lost everything on appeal. In TLS Management & Marketing Services, LLC v. Rodríguez-Toledo, 966 F.3d 46 (1st Cir. 2020), the First Circuit—through Judge Timothy B. Dyk of the Federal Circuit, sitting by designation, joined by Judges Barron and Lipez—reversed both a trade-secret misappropriation finding and a breach-of-contract judgment, holding that TLS never proved a protectable trade secret and that its NDA was “so broad as to be unenforceable.” The decision is a cautionary tale about confusing a fat contract with a strong one.

At a glance

  • Case: TLS Management & Marketing Services, LLC v. Rodríguez-Toledo, No. 19-1104, 966 F.3d 46 (1st Cir. July 21, 2020).
  • Court: U.S. Court of Appeals for the First Circuit; opinion by Judge Timothy B. Dyk (sitting by designation), with Judges Barron and Lipez.
  • Posture: Appeal from the District of Puerto Rico, which had granted summary judgment to TLS on its contract claim and, after a bench trial, found Rodríguez and his company liable for trade-secret misappropriation.
  • Holding: TLS failed to prove the existence of trade secrets with adequate specificity, and its nondisclosure agreement was unenforceable because it was overbroad; judgment was reversed and remanded with instructions to enter judgment for the defendants.
  • Significance: Treats an overbroad NDA the way courts treat an overbroad noncompete—as a void restraint on competition—and insists that trade-secret plaintiffs identify their secrets precisely.

The facts: a tax strategy and a departing insider

TLS provided tax-planning advice designed to help clients minimize U.S. and Puerto Rico tax liabilities. Ricky Rodríguez-Toledo worked for TLS, then left and formed competing entities, ASG Accounting Solutions Group and Global Outsourcing Services. TLS claimed two trade secrets: a “Capital Preservation Report” and a broader “U.S. Possessions Strategy” built around the tax advantages of operating through Puerto Rico. After Rodríguez departed and began serving overlapping clients, TLS sued for breach of the NDA he had signed and for misappropriation of those strategies.

The district court was sympathetic. It granted TLS summary judgment on the contract claim and, following a non-jury trial, held Rodríguez and ASG liable for misappropriating the U.S. Possessions Strategy. On paper, TLS had won the kind of case employers dream about: a documented departure, a signed confidentiality agreement, and a judge’s finding of wrongdoing. The First Circuit’s reversal turned on two independent failures, either of which would have sunk the judgment.

Failure one: a trade secret you cannot describe is not a trade secret

The first problem was specificity. A plaintiff must identify its claimed trade secret with enough particularity for a court to separate the genuinely secret from the general knowledge of the trade. TLS described the U.S. Possessions Strategy in sweeping, conceptual terms—an approach to using Puerto Rico’s tax structure—without isolating what, precisely, was secret rather than a known feature of the legal landscape available to any competent tax adviser.

The court found that much of what TLS pointed to was either publicly available information about the tax code or general skill and expertise of the kind employees are free to carry with them. Trade-secret law does not let a firm fence off a body of professional know-how merely by labeling it proprietary. Because TLS could not show that its strategy contained identifiable, non-public elements that derived independent economic value from secrecy, it failed to carry its burden to prove a trade secret existed at all. Without a protectable secret, the misappropriation claim collapsed regardless of what Rodríguez had taken.

Failure two: an NDA that reads like a noncompete

The contract claim met a different fate. The NDA defined “confidential information” expansively—broadly enough, the court found, to bar Rodríguez from using general knowledge and skills and to cover information that was public or that he had obtained from third parties. That breadth was fatal. The First Circuit explained that an NDA can be overbroad in three distinct ways: when it prohibits using the general knowledge and skill an employee acquires, when it reaches information that is not actually confidential because it is public, and when it extends to information properly supplied by third-party sources.

Crucially, the court treated such an overbroad NDA the same way courts treat an overbroad noncompete. An agreement that has the practical effect of preventing a former employee from competing “raise[s] the same policy concerns about restraining competition,” and so must be reasonable in scope to be enforceable. Because TLS’s NDA swept far beyond any legitimate confidentiality interest, it operated as an impermissible restraint and was unenforceable as written. The court declined to rewrite or “blue-pencil” it into something narrower, leaving TLS with no contract to enforce.

Why the two holdings reinforce each other

The opinion’s structure carries its own lesson. Even a perfectly drafted NDA cannot rescue a misappropriation theory built on information that is not secret; and even genuine secrets cannot be protected by a contract that is void for overreach. TLS lost on both axes. The firm had tried to use breadth as a substitute for precision—drafting an NDA to capture everything in the hope that something would stick—and the First Circuit rejected the strategy outright. The decision aligns the First Circuit with the broader trend of courts policing confidentiality agreements for the same anticompetitive overreach they scrutinize in noncompetes, particularly in jurisdictions wary of restraints on employee mobility.

Open questions

  • How specific is specific enough? The court demanded particularity in identifying a trade secret but did not draw a bright line, leaving the threshold to case-by-case judgment.
  • Will courts blue-pencil overbroad NDAs? TLS got no judicial narrowing, but the opinion does not foreclose reformation everywhere; the availability of blue-penciling still varies by jurisdiction and contract language.
  • Where is the border between general skill and protectable know-how? The decision reaffirms that employees keep their general expertise, but the line between portable skill and a firm’s confidential method remains contested.

Implications

  • Define the secret, then protect it. Plaintiffs must isolate the specific, non-public elements that give information value; a conceptual label like “our strategy” will not survive scrutiny.
  • Draft NDAs narrowly. Confidentiality clauses that sweep in general knowledge, public information, or third-party data risk being struck down as restraints on competition.
  • An NDA is not a backdoor noncompete. Courts will treat an overbroad confidentiality agreement like an unreasonable noncompete and may refuse to enforce it at all.
  • A trial win is not a safe harbor. TLS prevailed below and still lost, because the threshold questions—does a secret exist, and is the contract valid—are reviewed seriously on appeal.
  • Carve out the obvious exclusions. Well-drafted NDAs expressly exempt publicly available information, independently developed knowledge, and information lawfully received from others.

Frequently asked questions

Why did TLS lose even though an employee took company information? The First Circuit held that TLS never proved its claimed tax strategies were actual trade secrets with the required specificity, and separately that its nondisclosure agreement was so broad it was unenforceable. Taking information is not enough if the information is not a protectable secret and the contract that protects it is void.

How can a nondisclosure agreement be “too broad”? The court identified three ways: when it bars an employee from using general knowledge and skills, when it covers information that is actually public, and when it reaches information the employee got from third parties. An NDA that does any of these can operate like an illegal noncompete and become unenforceable.

Does this mean NDAs are unenforceable in the First Circuit? No. Properly drafted NDAs that protect genuinely confidential information remain enforceable. The lesson is to define the protected information narrowly and tie it to real secrets, not to sweep in everything an employee learns on the job.

Authorities and sources

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Lidiia Levitska
About the Author

Lidiia Levitska

International Intellectual Property Attorney

Lidiia Levitska focuses on intellectual property dispute resolution, policy, and advisory work across international institutions and government bodies. From 2021 to 2025 she served at the World Intellectual Property Organization (WIPO), managing arbitration cases and overseeing compliance with the Uniform Domain-Name Dispute-Resolution Policy (UDRP), and earlier led IP policy research as a Senior Policy Officer at the American Chamber of Commerce in Ukraine. She holds an LL.M. in International Intellectual Property Law from Chicago-Kent College of Law and an M.A. in Information Technology Law from the University of Tartu, and was admitted to the Ukrainian Bar in 2019.

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