Ran a property preservation crew for about 60 days. No money in the grass cutting since they typically don't give you property that are close together. It's all over your service area in a small window of time. I'm guessing an owner operate could make the biz fly, but i couldn't with a paid crew. God help you if you miss a picture and they make you go back. Also getting the companies to pay you is rough, lots of scam companies out there that will run up your receivables and then never pay.
Real money is in the "ad ons" Anything weird like tree cutting or big item removal. We ended up specializing in clean outs and initial orders, my crews did about 2 houses a day with some of the grass cuts costing 400+. 1 acre lot, up to my chest in grass and 1" thick sapplings. Yeah 400. Bank doesn't want to hear about you not being able to do it, they just want a price to approve with lots of pictures.
I remember one clean out was like 3 uhauls of trash took 10 guys all day. Was like 80 cubic yards. If I had any brains I would of worked with a local thrift shop to sell the "not really trash yet" items. Scrap metal revenue was pretty high too.
All in all, was happy to see the business fail after the 2 months as it was fairly stressful to meet 24/48 hour deadlines and everything being a rush order like i was selling medical supplies.
Plenty of horror stories. Beats being unemployed though but not by much. The big players are safeguard and LPS, plenty of little guys and lots of middle men between the big 2 and you.