As someone who has litigated a ton of constitutional challenges, you can definitely do it without representation if you want. I would think pretty much anyone on HN is educated enough to figure it out. (Attorney fees being your biggest cost; costs you'd have to swallow are deposition fees and filing fees if you're not indigent).

[Usually you can make two separate attacks on these kinds of constitutional cases since most states have their own constitutions that are practically identical to the federal one, so you can sue in both state and federal court separately if you want two tries at it -- this is good if you screw it up the first time and want to use the arguments the defendant fired at you in the first case to bolster your retry]

With representation though, I have a current case I finally settled today with the government and my legal counsel ran up a bill that was north of $500K for a very simple constitutional case. His firm swallowed it because it was part of their yearly pro bono requirements.