High Paying, Part-Time Work

I've already thought about a number of possible options to bring in more cash. May I suggest that you also consider all ways you can reduce your need for cash. When I started working for less money, I took a knife to my living expenses. Riding a bicycle instead of a car is a huge cost saver. Every 10 bucks a month you avoid spending is a part-time hour you don't need work. Let your lifestyle accommodate your income and not the other way around and you'll never notice the difference.

In addition to the suggestions already given, you might consider something more scalable and passive. For example, you might look at what's out there for online, study-on-your-own LSAT prep sites and decide that you can do it better/cheaper/whatever. I'm a consultant but also get a nice passive income (about $1.5-2k a month) from a membership site that teaches people to do what I do. The people using the site study on their own, although sometimes they send me questions that I can quickly answer. The initial investment was mostly time (writing the stuff), plus a logo, a pro Wordpress theme, and an inexpensive plugin that turns a Wordpress site into a membership site. You'd also need to invest time online to promote the site (a blog and some participation in forums works for me), but even with that time investment, you could get a higher return for your time than with face-to-face tutoring, and with no scheduling hassles or no-shows. Along similar lines are one-time workshops (such as a weekend) to provide tips for the LSAT or whatever it is that lawyers need. If when you research the market you see that people are charging decent amounts for a two-day intensive, you can probably charge that, too. I do these sorts of workshops as well, and the initial time investment in designing and tweaking the curriculum soon pays for itself over and over again. There's some time investment as you market and handle registration (a virtual assistant can help with that), then you have two intense days, and for about a week or two afterwards some questions might trickle in, but basically you make a nice pile of money in a short time. You can coast for a month or so, and then do it again.

Grading BARBRI exams isn't great pay, but it's readily available work (a public defender friend does it).

I taught ACT classes for Kaplan about ten years ago and at that time, the pay was $15/hour. I'm betting they'd pay more for LSAT (but it would probably still be more profitable to tutor privately).

Or bartending? You may want to pick a job that doesn't require thinking, reading, or writing -- could be easier after a long day in court not to have to use your brain in the same way.

Put off your move for two years and hoard cash. Act like you are going to live off of $37k and stick to it. IN the end you have a fat checking that can supplement your paycheck for some time to come.

Can you tutor law or pre-law students, or offer one-on-one practice for graduates studying for the bar exam?

Something else to consider: get an ADA job outside of a metro area. That $37k goes a lot farther in http://en.wikipedia.org/wiki/Meigs_County,_Ohio, Ohio than it does in, say, Somerville. Even $20k goes a lot farther in Meigs Co. than $37k does in Somerville. I know assistant prosecutors in rural Ohio... I'm sort of stunned at the idea that an ADA in Boston makes the same amount that they do. Heck, I know office managers in government jobs in rural Ohio that almost make that much, and they don't have law school debt to pay back. Oh, also, you can make a decentish amount of money doing customer support for LexisNexis. One of my mom's classmates spent a few years doing that, and made more money than most of the rest of their cohort that whole time.

How about babysitting? In Boston the rate for evenings and weekends must be around $15/hour. ADA pays only $37k?? Wow. But good on you for making the switch.