It depends on a couple of things. First of all, do you already have at least a 1/2 ton pick up truck? Preferrably a 3/4 ton? If not, you need one. I started spring last year by trading in the 02 ford ranger for an 04 f250. That put me $28,000 in debt with the negative equity from the ranger. Now, that is a write off, but, I have to pay 462.00 per month on that truck. Next, do you want to plow snow? If so, make that a 4x4 3/4 ton truck. Plan on $5,500.00 for plow and spreader next winter. If your serious, you'll need at least a commercial 48 to 60 inch mower. Hydro prefferably. Look at at least $4500-$6500 for that. Not to mention at least a $300.00 blower, $250.00 trimmer, $1300.00 for a trailor, $200-$600 for a "21 inch mower, And add in at least $600-$800 for small tools, wheel barrows, ect.. But, if you start small, you'll get all of this stuff in time without the immediate overhead. All and all, I bought what I wanted and needed the first year. I made some mistakes. The Ford was a 2 wheel drive, and i wanted to plow snow. Ended up spending $11,000 the same year on a 1998 chevy 3500 4x4 with the plow and spreader. (That was a great deal). Bought a new 60" ex-mark turf tracer, and all new stuff. Including the trucks, I spent at least $50,000 to start. But, I had no problems getting enough work to pay off everything except the trucks in the first two years and make more than enough money to get buy just fine. In fact, after the first year, with write offs, I had enough left over to pay off all of my wife and I's personal debt. Now, we're buying our first house. I'm not by any means rich, but, I'm a hell of a lot better off than I was two years ago.