Warning: Spoilers for Daredevil #28 ahead!
Daredevil's wealth is revealing the lie behind his greatest victory. Daredevil #28 drops hints that Matt Murdock is having a much harder time hiding who he is while serving his prison sentence than he thought he would. If he was any other hero, he would have already been exposed.
Daredevil #22 showed Matt achieving a victory for superheroes - or so it seemed. In a court case presented to the Supreme Court, it became allowable for superheroes to testify against criminals in court. This is made possible by them wearing their masks. This allows them to be part of the legal system, instead of working outside of it, while still protecting their secret identities.
However, Daredevil #28 - written by Chip Zdarsky with art by Marco Checcheto - shows that it isn't as easy to protect a secret identity in this system as it seems. Daredevil has also made it possible for heroes to serve prison sentences while keeping their masks and codename. The only thing that truly protects Matt Murdock from being revealed to the world is his money, career, and the lack of care from the occasional people around him.
As a lawyer, many of Daredevil's friends are also lawyers. When it comes to visitation, this protects him because it just ends up looking like a legal visit instead of a personal one. Superheroes with actual families may not be able to see their families as safely without being exposed. Additionally, a guard going by nearly catches Matt while his mask is off. He rushes to put it on as the guard says he doesn't care what his real identity is. Were this not the case, however, it could be very easy for a nosy guard or two to stake out his cell and uncover his secret. The cracks in Daredevil's legal victory truly emerge after a psychiatrist session.
While The money issue raises another important weakness about superheroes in prison hiding their identity.
If a superhero like Spider-Man was imprisoned, there would be no way he could hide who he is. Having to work as many jobs as he has to make ends meet and help his aunt, if he wasn't at work, he'd be in even more financial trouble. Additionally, being deeply connected to people outside of his profession and superhero work would make Peter Parker a more noticeable disappearance - perhaps enough to merit a missing person report. Superheroes that aren't as financially set, or in careers where their friends and family are a normal part of the legal system would cause a quick reveal of most heroes' identities. As a result, what initially seemed like a win for Daredevil and other superheroes in of protecting their identities, is a very flawed, and almost Herculean, task.
