You may want to think about something smaller. The
L39 is a lot of tractor for your needs. I'm not trying to talk you out of the
L39 but if the price is a big factor then maybe the
B26 might be a better choice or maybe a
L3400/ GL3540 and get the backhoe for it. I'm not really up on all the prices though.
The backhoe is very handy and opens up all sorts of business opertunities but any time you dig into the earth you can turn a profit into a loss very quickly if something goes wrong. Up here in VT it's much easier than CT to operate your own excavation company but insurance still costs. If you don't have an easy way to move your tractor it all but rules out doing work for others (unless you can get them to pay the trucking). I think the
L39's weight might mean a 3/4 ton truck or larger to pull it.
Now for the good. Boy's love dirt, lol. There's nothing like playing in the dirt and getting paid for doing it. I have an ear to ear smile everytime I dig up a large rock then use the FEL to drop it into the woods out of the way (Insert Tim the toolman Taylor grunt here).
I don't want to talk you out of making extra cash. I just hate to see you make a few hundered on your first few jobs only to loose a few thousand on one. Plus Insurances companies, business licenses, taxes, etc. don't care if you only do the work part time. The inherant costs mean you need to need to do several jobs to just break even.
However don't think you need to make a profit. If you are doing this as a second job but have a first job that pays all the bills you can loose money and still come out OK. You will need an accountant to go over all the details but you can reduce your income taxes by depreciating your expenses (fuel, parts, milage put on your personal vehicle, office suplies, part of your house (if used as an office), and of course the tractor).