We have an adversarial court system and they don’t need to know software to know the law. It is the jobs of the attorneys to properly educate the Justices in their briefs, filings and oral arguments on the facts of the case and how they think the law should be read in their favor; and the Court watches what goes on in the Appellate and District courts to gauge what issues they will be dealing with. Lastly while the Justices themselves might have left school decades ago, they regularly rotate through clerks bringing fresh opinions and perspectives into the Courthouse.
What’s important is what the law says and the way it should be read, and that’s going to be inconvenient for someone but typically any perceived defects in the law lay squarely at Congress’s feet.