I have done it for over 10 years now (sometimes it feels like a blessing, other times it feels like a curse! LOL). There is plenty of work if you are good at what you do. The biggest obstacle is investing in the equipment you will need to do the job right. I am well north of 140K in equipment to do all the services I offer. Tractors, skid loader, gooseneck, 1 ton pickup, Great Plains drill, bush hog, two commercial tillers, cultipacker, other flat bed trailers, ATVs, UTVs, commercial sprayers, countless chain saws, tree planter, the list goes on and gets longer every year. The key component to success is doing work for a few individuals who want to invest big time in their properties and maintaining that relationship over the years. It is really difficult to make it if you do a few acres here and there. It is like any other career, good and bad. Weather can kill you or be your best friend. Prepare to work like a dog from January through September when the fall cereal plots are in. Then you can take a break. You will need to charge more than you think. Liability insurance, commercial driver's license, commercial applicator's license, employee payroll, fuel, wear/tear/breakdowns, well you get my point, it all adds up.......and you better be good at repairing equipment out in the field on your own out in the middle of nowhere. Trust me on that one.