I own a small construction company and do a bit of excavating/grading work from time to time. I've found the best money to be made with equipment isn't from doing hourly work, but using the equipment complement some other part of the business. For me that is building agricultural buildings and fencing, the grading is secondary to that.
For me this does two things, it allows me to do a small amount of custom work and keeps me from having to hire out as many services. As an added bonus, I can get insurance for a reduced rate as a general contractor vs an excavating contractor, even though I'm sometimes doing the same work.
As for what you need to start the business, you'll have to do some research and figure that out for your state, county, etc. Here in VA all you technically need is a contractors license and sometimes a business license, depending on the county. Insurance isn't required, but I'd highly recommended it. I keep all my trucks/trailers fairly low key and under CDL requirements which makes things easy. In your situation since you would also be hauling for hire (dump truck service) you'd need to deal with all the DOT stuff as well.
Lastly, don't always listen to the naysayers, if you have enough desire and drive to do something you can make it happen. I started my business in '07-08 right as the economy was headed south, which by most would be exactly the wrong time to start a construction business of any sort. My business has increased steadily every year since then and now have projects lined up until the middle of next year.
Good luck with your endeavor :thumbsup: