Over the winter I'm looking to prepare for my first season of lawn care. I've been doing research for hours each night and I'm hoping to get a few questions answered that I haven't been able to find answers for. 1. I plan on doing residential yards and would like to purchase commercial equipment. From what I've read I was wanting to get a 36" mower but that would mean I would need to buy a trailer as well. What size trailer would I need and around how much could I expect to pay for one (used)? I would keep trimmer and other equipment in the bed of my truck. 2. Should I buy a used 36" WB to start with? Mower+trailer+trimmer/edger+insurance+various items looks like it's going to add up to 2k if not more. I really want to go for this and I've got the drive to do it and work hard... But part of me doubts this. I am willing to put in a hard days work everyday. Do you honestly think it is a wise decision for me to invest in this equipment right off? I am on a somewhat tight budget but nothing too crazy. Do you think I would struggle to make my 2k investment back? I suppose if worse came to worse I could take any accounts possible and work like crazy to at least get my investment back. 3. How should I get paid? Should I only accept payment beforehand monthly? I was thinking that at the last cutting of the month I would just leave a bill for them at their house rather then sending out a bunch of bills by mail at the end of each month. Please let me know your advice. 4. Generally, what am I looking to pay right off to become legal and insured? Right now you're probably thinking this guy has no clue. Well.... True. If anyone has ANY advice at all on how I could get started next season with say 1k investment as opposed to the 2k I mentioned earlier. That would take a lot more stress off and hopefully keep my urges to low ball just to make some money non-existent. Everyone had to start somewhere.... Right?