It's likely a field that could use a good dose of technological innovation. Do your apprenticeship or whatever they call it in the legal field learn what problems the legal profession has and then create some technology to solve it.
As for myself I've built a iOS apps to address certain calculations that are built into the law. I was thinking of building some iPad apps to help manage cases. eDiscovery is a pretty huge field already. Did you know that it's not uncommon for emails to be converted to TIFFs to be submitted to court? What about apps that could help lawyers find better case law (crowd sourced case law?)? Or perhaps apps for boutique firms.
Yea eDiscovery is a big deal and in demand. I've been looking around to get a job as a legal counsel to a tech company, but in-house counsel positions usually require an attorney who is experienced and has worked in the field.
Sounds like you may need to find a partner or mentor that's more skilled in whatever skill you're lacking in. Having a partner makes a world of a difference and can help motivate you when things start to get questionable or look bleak.
Yes, I want to pick someones brain end to end about this topic. I feel I should try one of those start up weekends when one occurs, woul dbe the best place to meet a mentor there.