Below the standard, not just a poor outcome
Legal malpractice elements are set by state law, but the core questions are similar in most places. The first is whether the lawyer's work fell below the skill and care that a reasonable lawyer would ordinarily bring to the same task. Missed filing deadlines and failing to advise about a known risk are the kinds of errors that tend to meet that bar. A strategic choice that was reasonable when it was made usually does not, even if it turned out badly in hindsight. A violation of an ethics rule is not, on its own, the same thing as malpractice, although the facts behind it can be relevant. The fee arrangement and the scope of what the lawyer agreed to handle also matter, because a lawyer is generally judged on the work actually undertaken.
The case within the case
Causation is where most claims are won or lost in practice. In New York, as in many states, you generally have to show that the underlying matter would have come out better, or that you would not have suffered a loss, if the lawyer had not made the error. That often means proving the original case all over again inside the malpractice case, with the same evidence problems the original case had. You also have to show a real, measurable loss, and courts are cautious about damages that depend on speculation. A judgment that could never have been collected, for example, may not support much of a claim. These issues usually require review by another lawyer who practices in the area the original matter involved.
Timing and the file
There is a deadline for bringing a malpractice claim, and in some states, including New York, it may pause while the same lawyer keeps representing you on the same matter. That pause has limits and is often disputed, so it is risky to rely on it. Clients are generally entitled to their file, so asking the former lawyer for it in writing is a reasonable early step. Keep the engagement letter, bills, emails, and court papers, and note the dates you learned about the problem. Early on, we review what happened in the original matter, how strong it really was, and whether the timing still allows a claim.